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Identification
NameEltrombopag
Accession NumberDB06210
TypeSmall Molecule
GroupsApproved
DescriptionEltrombopag is used to treat low blood platelet counts in adults with chronic immune (idiopathic) thrombocytopenia (ITP), when certain other medicines, or surgery to remove the spleen, have not worked well enough. ITP is a condition that may cause unusual bruising or bleeding due to an abnormally low number of platelets in the blood. Eltrombopag has also been recently approved (late 2012) for the treatment of thrombocytopenia (low blood platelet counts) in patients with chronic hepatitis C to allow them to initiate and maintain interferon-based therapy.
Structure
Thumb
Synonyms
Eltrombopag
Eltrombopagum
Promacta
External Identifiers
  • SB 497115
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
PromactaTablet, film coated25 mg/1OralNovartis Pharmaceuticals Corporation2016-05-24Not applicableUs
PromactaTablet, film coated100 mg/1OralGlaxo Smith Kline Llc2014-03-102016-12-01Us
PromactaTablet, film coated12.5 mg/1OralGlaxo Smith Kline Llc2012-01-022019-04-30Us
PromactaTablet, film coated75 mg/1OralNovartis Pharmaceuticals Corporation2016-04-01Not applicableUs
PromactaTablet, film coated25 mg/1OralGlaxo Smith Kline Llc2008-11-242019-04-30Us
PromactaTablet, film coated50 mg/1OralNovartis Pharmaceuticals Corporation2016-04-07Not applicableUs
PromactaTablet, film coated50 mg/1OralGlaxo Smith Kline Llc2008-11-242019-04-30Us
PromactaTablet, film coated12.5 mg/1OralNovartis Pharmaceuticals Corporation2016-08-22Not applicableUs
PromactaTablet, film coated75 mg/1OralGlaxo Smith Kline Llc2009-01-052019-03-31Us
RevoladeTablet25 mgOralNovartis Pharmaceuticals Canada Inc2011-04-04Not applicableCanada
RevoladeTablet50 mgOralNovartis Pharmaceuticals Canada Inc2011-04-01Not applicableCanada
RevoladeTablet75 mgOralNovartis Pharmaceuticals Canada IncNot applicableNot applicableCanada
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
Salts
Name/CASStructureProperties
Eltrombopag Olamine
496775-62-3
Thumb
  • InChI Key: TYYXAUPVEKKAFG-HTQZHWFGSA-N
  • Monoisotopic Mass: 564.269632914
  • Average Mass: 564.6327
DBSALT000063
Categories
UNIIS56D65XJ9G
CAS number496775-61-2
WeightAverage: 442.4666
Monoisotopic: 442.164105212
Chemical FormulaC25H22N4O4
InChI KeyXDXWLKQMMKQXPV-QYQHSDTDSA-N
InChI
InChI=1S/C25H22N4O4/c1-14-10-11-19(12-15(14)2)29-24(31)22(16(3)28-29)27-26-21-9-5-8-20(23(21)30)17-6-4-7-18(13-17)25(32)33/h4-13,26,30H,1-3H3,(H,32,33)/b27-22-
IUPAC Name
3-(3-{2-[(4Z)-1-(3,4-dimethylphenyl)-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-4-ylidene]hydrazin-1-yl}-2-hydroxyphenyl)benzoic acid
SMILES
CC1=NN(C(=O)\C1=N/NC1=C(O)C(=CC=C1)C1=CC=CC(=C1)C(O)=O)C1=CC=C(C)C(C)=C1
Pharmacology
IndicationThrombopoietin receptor agonists are pharmaceutical agents that stimulate platelet production in the bone marrow. In this, they differ from the previously discussed agents that act by attempting to curtail platelet destruction.
Structured Indications
PharmacodynamicsNot Available
Mechanism of actionEltrombopag is an orally bioavailable, small-molecule TPO-receptor agonist that interacts with the transmembrane domain of the human TPO-receptor. Eltrombopag is a stimulator of STAT and JAK phosphorylation. Unlike recombinant TPO or romiplostim, Eltrombopag does not activate the AKT pathway in any way. It should be noted that when given to patients with aplastic anemia, other lineages besides platelet count were increased, suggesting that either eltrombopag enhanced the effect of TPO in vivo; or there is a yet uncovered mechanism of action at work.
TargetKindPharmacological actionActionsOrganismUniProt ID
Thrombopoietin receptorProteinunknown
agonist
HumanP40238 details
Related Articles
AbsorptionPeak absorption of Eltrombopag occurs around 2-6 hours following oral administration, and the total oral absorption of drug-related material following a 75 mg dose was estimated to be at least 52%.
Volume of distribution

Based on a radiolabel study, the concentration of eltrombopag in blood cells is approximately 50% to 79% of plasma concentrations.

Protein bindingEltrombopag is highly protein bound (>99%).
Metabolism

Eltrombopag is predominantly through pathways including cleavage, oxidation, and conjugation with glucuronic acid, glutathione, or cysteine. In vitro studies suggest that CYP1A2 and CYP2C8 are responsible for the oxidative metabolism of eltrombopag. UGT1A1 and UGT1A3 are responsible for the glucuronidation of eltrombopag.

Route of eliminationEltrombopag is eliminated primarily via the feces (59%), along with 31% being renally excreted.
Half lifeAbout 21-32 hours in healthy patients. About 26-35 hours in patients with idiopathic thrombocytopenic purpura.
ClearanceNot Available
ToxicityEltrombopag may cause hepatotoxicity, especially if administered in combination with interferon and ribavirin in patients with chronic hepatitis C (may increase the risk of hepatic decompensation).
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
AbirateroneThe serum concentration of Eltrombopag can be increased when it is combined with Abiraterone.Approved
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Eltrombopag.Approved
Aluminum hydroxideThe serum concentration of Eltrombopag can be decreased when it is combined with Aluminum hydroxide.Approved
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Eltrombopag.Approved, Investigational
AmodiaquineThe serum concentration of Amodiaquine can be increased when it is combined with Eltrombopag.Approved
ApixabanThe serum concentration of Apixaban can be increased when it is combined with Eltrombopag.Approved
AtorvastatinThe serum concentration of Atorvastatin can be increased when it is combined with Eltrombopag.Approved
AxitinibThe serum concentration of Axitinib can be increased when it is combined with Eltrombopag.Approved, Investigational
AzithromycinThe metabolism of Eltrombopag can be decreased when combined with Azithromycin.Approved
BenzylpenicillinThe serum concentration of Benzylpenicillin can be increased when it is combined with Eltrombopag.Approved, Vet Approved
BortezomibThe metabolism of Eltrombopag can be decreased when combined with Bortezomib.Approved, Investigational
CaffeineThe metabolism of Eltrombopag can be decreased when combined with Caffeine.Approved
CalciumThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium.Nutraceutical
Calcium AcetateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium Acetate.Approved
Calcium carbonateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium carbonate.Approved
Calcium ChlorideThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium Chloride.Approved
Calcium citrateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium citrate.Approved
Calcium glubionateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium glubionate.Approved
Calcium GluceptateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium Gluceptate.Approved
Calcium gluconateThe serum concentration of Eltrombopag can be decreased when it is combined with Calcium gluconate.Approved, Vet Approved
CamptothecinThe serum concentration of Camptothecin can be increased when it is combined with Eltrombopag.Experimental
CarbamazepineThe metabolism of Eltrombopag can be increased when combined with Carbamazepine.Approved, Investigational
CarboplatinThe serum concentration of Carboplatin can be increased when it is combined with Eltrombopag.Approved
CelecoxibThe metabolism of Eltrombopag can be decreased when combined with Celecoxib.Approved, Investigational
CerivastatinThe serum concentration of Cerivastatin can be increased when it is combined with Eltrombopag.Withdrawn
CholesterolThe serum concentration of Cholesterol can be increased when it is combined with Eltrombopag.Experimental
Cholic AcidThe serum concentration of Cholic Acid can be increased when it is combined with Eltrombopag.Approved
CisplatinThe serum concentration of Cisplatin can be increased when it is combined with Eltrombopag.Approved
CitalopramThe metabolism of Eltrombopag can be decreased when combined with Citalopram.Approved
CladribineThe serum concentration of Cladribine can be increased when it is combined with Eltrombopag.Approved, Investigational
ClofarabineThe serum concentration of Clofarabine can be increased when it is combined with Eltrombopag.Approved, Investigational
ClopidogrelThe metabolism of Eltrombopag can be decreased when combined with Clopidogrel.Approved, Nutraceutical
ClotrimazoleThe metabolism of Eltrombopag can be decreased when combined with Clotrimazole.Approved, Vet Approved
CobimetinibThe serum concentration of Cobimetinib can be increased when it is combined with Eltrombopag.Approved
Conjugated Equine EstrogensThe serum concentration of Conjugated Equine Estrogens can be increased when it is combined with Eltrombopag.Approved
Cyproterone acetateThe serum concentration of Eltrombopag can be decreased when it is combined with Cyproterone acetate.Approved, Investigational
DabrafenibThe serum concentration of Eltrombopag can be decreased when it is combined with Dabrafenib.Approved
DactinomycinThe serum concentration of Dactinomycin can be increased when it is combined with Eltrombopag.Approved
DasatinibThe serum concentration of Dasatinib can be increased when it is combined with Eltrombopag.Approved, Investigational
DaunorubicinThe serum concentration of Daunorubicin can be increased when it is combined with Eltrombopag.Approved
DeferasiroxThe serum concentration of Eltrombopag can be increased when it is combined with Deferasirox.Approved, Investigational
DigoxinThe serum concentration of Digoxin can be increased when it is combined with Eltrombopag.Approved
DinoprostoneThe serum concentration of Dinoprostone can be increased when it is combined with Eltrombopag.Approved
DocetaxelThe serum concentration of Docetaxel can be increased when it is combined with Eltrombopag.Approved, Investigational
DoxorubicinThe serum concentration of Doxorubicin can be increased when it is combined with Eltrombopag.Approved, Investigational
EfavirenzThe metabolism of Eltrombopag can be decreased when combined with Efavirenz.Approved, Investigational
EluxadolineThe serum concentration of Eluxadoline can be increased when it is combined with Eltrombopag.Approved
EtoposideThe serum concentration of Etoposide can be increased when it is combined with Eltrombopag.Approved
EzetimibeThe serum concentration of Ezetimibe can be increased when it is combined with Eltrombopag.Approved
FelodipineThe metabolism of Eltrombopag can be decreased when combined with Felodipine.Approved, Investigational
Ferric CarboxymaltoseThe serum concentration of Eltrombopag can be decreased when it is combined with Ferric Carboxymaltose.Approved
Ferric CitrateThe serum concentration of Eltrombopag can be decreased when it is combined with Ferric Citrate.Approved
Ferric pyrophosphateThe serum concentration of Eltrombopag can be decreased when it is combined with Ferric pyrophosphate.Approved
FlavopiridolThe serum concentration of Flavopiridol can be increased when it is combined with Eltrombopag.Experimental, Investigational
FluorouracilThe serum concentration of Fluorouracil can be increased when it is combined with Eltrombopag.Approved
FluvoxamineThe metabolism of Eltrombopag can be decreased when combined with Fluvoxamine.Approved, Investigational
Folic AcidThe serum concentration of Folic Acid can be increased when it is combined with Eltrombopag.Approved, Nutraceutical, Vet Approved
FosphenytoinThe metabolism of Eltrombopag can be increased when combined with Fosphenytoin.Approved
Gadoxetic acidThe serum concentration of Gadoxetic acid can be increased when it is combined with Eltrombopag.Approved
GefitinibThe serum concentration of Gefitinib can be increased when it is combined with Eltrombopag.Approved, Investigational
GemfibrozilThe metabolism of Eltrombopag can be decreased when combined with Gemfibrozil.Approved
GimatecanThe serum concentration of Gimatecan can be increased when it is combined with Eltrombopag.Investigational
GlyburideThe serum concentration of Glyburide can be increased when it is combined with Eltrombopag.Approved
GrazoprevirThe serum concentration of Grazoprevir can be increased when it is combined with Eltrombopag.Approved
IdelalisibThe serum concentration of Idelalisib can be increased when it is combined with Eltrombopag.Approved
ImatinibThe serum concentration of Imatinib can be increased when it is combined with Eltrombopag.Approved
IrbesartanThe metabolism of Eltrombopag can be decreased when combined with Irbesartan.Approved, Investigational
IrinotecanThe serum concentration of Irinotecan can be increased when it is combined with Eltrombopag.Approved, Investigational
IronThe serum concentration of Eltrombopag can be decreased when it is combined with Iron.Approved
Iron DextranThe serum concentration of Eltrombopag can be decreased when it is combined with Iron Dextran.Approved, Vet Approved
Iron saccharateThe serum concentration of Eltrombopag can be decreased when it is combined with Iron saccharate.Approved
IvermectinThe serum concentration of Ivermectin can be increased when it is combined with Eltrombopag.Approved, Vet Approved
LamivudineThe serum concentration of Lamivudine can be increased when it is combined with Eltrombopag.Approved, Investigational
LapatinibThe metabolism of Eltrombopag can be decreased when combined with Lapatinib.Approved, Investigational
LeflunomideThe serum concentration of Leflunomide can be increased when it is combined with Eltrombopag.Approved, Investigational
LenvatinibThe serum concentration of Lenvatinib can be increased when it is combined with Eltrombopag.Approved
LidocaineThe metabolism of Eltrombopag can be decreased when combined with Lidocaine.Approved, Vet Approved
LiothyronineThe serum concentration of Liothyronine can be increased when it is combined with Eltrombopag.Approved, Vet Approved
LiotrixThe serum concentration of Liotrix can be increased when it is combined with Eltrombopag.Approved
LopinavirThe metabolism of Eltrombopag can be decreased when combined with Lopinavir.Approved
LosartanThe metabolism of Eltrombopag can be decreased when combined with Losartan.Approved
LumacaftorThe serum concentration of Eltrombopag can be increased when it is combined with Lumacaftor.Approved
Magnesium hydroxideThe serum concentration of Eltrombopag can be decreased when it is combined with Magnesium hydroxide.Approved
Magnesium oxideThe serum concentration of Eltrombopag can be decreased when it is combined with Magnesium oxide.Approved
Magnesium salicylateThe serum concentration of Eltrombopag can be decreased when it is combined with Magnesium salicylate.Approved
Magnesium SulfateThe serum concentration of Eltrombopag can be decreased when it is combined with Magnesium Sulfate.Approved, Vet Approved
MethotrexateThe serum concentration of Methotrexate can be increased when it is combined with Eltrombopag.Approved
MexiletineThe metabolism of Eltrombopag can be decreased when combined with Mexiletine.Approved
MifepristoneThe serum concentration of Eltrombopag can be increased when it is combined with Mifepristone.Approved, Investigational
MitoxantroneThe serum concentration of Mitoxantrone can be increased when it is combined with Eltrombopag.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be increased when it is combined with Eltrombopag.Approved, Investigational
NevirapineThe metabolism of Eltrombopag can be decreased when combined with Nevirapine.Approved
NilotinibThe serum concentration of Nilotinib can be increased when it is combined with Eltrombopag.Approved, Investigational
NitrofurantoinThe serum concentration of Nitrofurantoin can be increased when it is combined with Eltrombopag.Approved, Vet Approved
OlmesartanThe serum concentration of Olmesartan can be increased when it is combined with Eltrombopag.Approved, Investigational
OsimertinibThe serum concentration of Eltrombopag can be decreased when it is combined with Osimertinib.Approved
OuabainThe serum concentration of Ouabain can be increased when it is combined with Eltrombopag.Approved
OxaliplatinThe serum concentration of Oxaliplatin can be increased when it is combined with Eltrombopag.Approved, Investigational
PaclitaxelThe serum concentration of Paclitaxel can be increased when it is combined with Eltrombopag.Approved, Vet Approved
PazopanibThe serum concentration of Pazopanib can be increased when it is combined with Eltrombopag.Approved
Peginterferon alfa-2bThe serum concentration of Eltrombopag can be increased when it is combined with Peginterferon alfa-2b.Approved
PenicillamineThe serum concentration of Penicillamine can be increased when it is combined with Eltrombopag.Approved
PhenobarbitalThe metabolism of Eltrombopag can be increased when combined with Phenobarbital.Approved
PhenytoinThe metabolism of Eltrombopag can be increased when combined with Phenytoin.Approved, Vet Approved
PioglitazoneThe metabolism of Eltrombopag can be decreased when combined with Pioglitazone.Approved, Investigational
PitavastatinThe serum concentration of Pitavastatin can be increased when it is combined with Eltrombopag.Approved
PonatinibThe serum concentration of Ponatinib can be increased when it is combined with Eltrombopag.Approved
PravastatinThe serum concentration of Pravastatin can be increased when it is combined with Eltrombopag.Approved
PrazosinThe serum concentration of Prazosin can be increased when it is combined with Eltrombopag.Approved
PrimidoneThe metabolism of Eltrombopag can be increased when combined with Primidone.Approved, Vet Approved
QuinineThe metabolism of Eltrombopag can be decreased when combined with Quinine.Approved
RabeprazoleThe metabolism of Eltrombopag can be decreased when combined with Rabeprazole.Approved, Investigational
RepaglinideThe serum concentration of Repaglinide can be increased when it is combined with Eltrombopag.Approved, Investigational
RifampicinThe metabolism of Eltrombopag can be increased when combined with Rifampicin.Approved
RifapentineThe metabolism of Eltrombopag can be increased when combined with Rifapentine.Approved
RiluzoleThe serum concentration of Riluzole can be increased when it is combined with Eltrombopag.Approved, Investigational
RiociguatThe serum concentration of Riociguat can be increased when it is combined with Eltrombopag.Approved
RitonavirThe metabolism of Eltrombopag can be decreased when combined with Ritonavir.Approved, Investigational
RopiniroleThe metabolism of Eltrombopag can be decreased when combined with Ropinirole.Approved, Investigational
RosiglitazoneThe metabolism of Eltrombopag can be decreased when combined with Rosiglitazone.Approved, Investigational
RosuvastatinThe serum concentration of Rosuvastatin can be increased when it is combined with Eltrombopag.Approved
SecobarbitalThe metabolism of Eltrombopag can be increased when combined with Secobarbital.Approved, Vet Approved
SeleniumThe serum concentration of Eltrombopag can be decreased when it is combined with Selenium.Approved, Vet Approved
SelexipagThe serum concentration of Selexipag can be increased when it is combined with Eltrombopag.Approved
SimeprevirThe serum concentration of Simeprevir can be increased when it is combined with Eltrombopag.Approved
SimvastatinThe serum concentration of Simvastatin can be increased when it is combined with Eltrombopag.Approved
SofosbuvirThe serum concentration of Sofosbuvir can be increased when it is combined with Eltrombopag.Approved
SorafenibThe serum concentration of Sorafenib can be increased when it is combined with Eltrombopag.Approved, Investigational
StiripentolThe metabolism of Eltrombopag can be decreased when combined with Stiripentol.Approved
SucralfateThe serum concentration of Eltrombopag can be decreased when it is combined with Sucralfate.Approved
SulfamethoxazoleThe metabolism of Eltrombopag can be decreased when combined with Sulfamethoxazole.Approved
SulfasalazineThe serum concentration of Sulfasalazine can be increased when it is combined with Eltrombopag.Approved
SumatriptanThe serum concentration of Sumatriptan can be increased when it is combined with Eltrombopag.Approved, Investigational
TamoxifenThe serum concentration of Tamoxifen can be increased when it is combined with Eltrombopag.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be increased when it is combined with Eltrombopag.Experimental
Technetium Tc 99m MebrofeninThe serum concentration of Technetium Tc 99m Mebrofenin can be increased when it is combined with Eltrombopag.Approved
TeniposideThe serum concentration of Teniposide can be increased when it is combined with Eltrombopag.Approved
TenofovirThe metabolism of Eltrombopag can be decreased when combined with Tenofovir.Approved, Investigational
TeriflunomideThe serum concentration of Eltrombopag can be decreased when it is combined with Teriflunomide.Approved
TestosteroneThe serum concentration of Testosterone can be increased when it is combined with Eltrombopag.Approved, Investigational
TheophyllineThe metabolism of Eltrombopag can be decreased when combined with Theophylline.Approved
TiclopidineThe metabolism of Eltrombopag can be decreased when combined with Ticlopidine.Approved
TopotecanThe serum concentration of Topotecan can be increased when it is combined with Eltrombopag.Approved, Investigational
TrimethoprimThe metabolism of Eltrombopag can be decreased when combined with Trimethoprim.Approved, Vet Approved
ValsartanThe serum concentration of Valsartan can be increased when it is combined with Eltrombopag.Approved, Investigational
VemurafenibThe serum concentration of Eltrombopag can be increased when it is combined with Vemurafenib.Approved
VenetoclaxThe serum concentration of Venetoclax can be increased when it is combined with Eltrombopag.Approved
VincristineThe serum concentration of Vincristine can be increased when it is combined with Eltrombopag.Approved, Investigational
ZidovudineThe serum concentration of Zidovudine can be increased when it is combined with Eltrombopag.Approved
Food InteractionsNot Available
References
Synthesis Reference

http://doc.sciencenet.cn/upload/file/2011531154034454.pdf

General References
  1. Zekry A, Freiman J: Eltrombopag: Is this "24 karat gold platelet" treatment for thrombocytopenia in cirrhosis associated with hepatitis C? Hepatology. 2008 Apr;47(4):1418-21. doi: 10.1002/hep.22300. [PubMed:18366111 ]
  2. Mondelli MU: Eltrombopag: an effective remedy for thrombocytopaenia? J Hepatol. 2008 Jun;48(6):1030-2. doi: 10.1016/j.jhep.2008.03.008. Epub 2008 Mar 31. [PubMed:18433923 ]
  3. Tarantino MD, Fogarty P, Mayer B, Vasey SY, Brainsky A: Efficacy of eltrombopag in management of bleeding symptoms associated with chronic immune thrombocytopenia. Blood Coagul Fibrinolysis. 2013 Apr;24(3):284-96. doi: 10.1097/MBC.0b013e32835fac99. [PubMed:23492914 ]
  4. Kiang TK, Ensom MH, Chang TK: UDP-glucuronosyltransferases and clinical drug-drug interactions. Pharmacol Ther. 2005 Apr;106(1):97-132. Epub 2005 Jan 12. [PubMed:15781124 ]
  5. Deng Y, Madatian A, Wire MB, Bowen C, Park JW, Williams D, Peng B, Schubert E, Gorycki F, Levy M, Gorycki PD: Metabolism and disposition of eltrombopag, an oral, nonpeptide thrombopoietin receptor agonist, in healthy human subjects. Drug Metab Dispos. 2011 Sep;39(9):1734-46. doi: 10.1124/dmd.111.040170. Epub 2011 Jun 6. [PubMed:21646437 ]
  6. Kuter DJ: The biology of thrombopoietin and thrombopoietin receptor agonists. Int J Hematol. 2013 Jul;98(1):10-23. doi: 10.1007/s12185-013-1382-0. Epub 2013 Jul 3. [PubMed:23821332 ]
External Links
ATC CodesB02BX05
AHFS Codes
  • 20:16
PDB EntriesNot Available
FDA labelDownload (197 KB)
MSDSDownload (33.7 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.6946
Blood Brain Barrier-0.6616
Caco-2 permeable-0.5811
P-glycoprotein substrateNon-substrate0.6578
P-glycoprotein inhibitor INon-inhibitor0.8297
P-glycoprotein inhibitor IINon-inhibitor0.9187
Renal organic cation transporterNon-inhibitor0.944
CYP450 2C9 substrateNon-substrate0.5991
CYP450 2D6 substrateNon-substrate0.8495
CYP450 3A4 substrateSubstrate0.5424
CYP450 1A2 substrateNon-inhibitor0.8173
CYP450 2C9 inhibitorInhibitor0.6357
CYP450 2D6 inhibitorNon-inhibitor0.8982
CYP450 2C19 inhibitorNon-inhibitor0.7625
CYP450 3A4 inhibitorNon-inhibitor0.7595
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6304
Ames testNon AMES toxic0.5993
CarcinogenicityNon-carcinogens0.5481
BiodegradationNot ready biodegradable1.0
Rat acute toxicity2.1796 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9862
hERG inhibition (predictor II)Non-inhibitor0.6936
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
Tablet, film coatedOral100 mg/1
Tablet, film coatedOral12.5 mg/1
Tablet, film coatedOral25 mg/1
Tablet, film coatedOral50 mg/1
Tablet, film coatedOral75 mg/1
TabletOral25 mg
TabletOral50 mg
TabletOral75 mg
PricesNot Available
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)
US6280959 Yes1999-04-302019-04-30Us
US7160870 Yes2003-05-202023-05-20Us
US7332481 Yes2001-11-242021-11-24Us
US7452874 Yes2001-11-242021-11-24Us
US7473686 Yes2001-11-242021-11-24Us
US7547719 Yes2006-01-132026-01-13Us
US7790704 Yes2001-11-242021-11-24Us
US7795293 Yes2003-11-212023-11-21Us
US8052993 Yes2008-02-012028-02-01Us
US8052994 Yes2008-02-012028-02-01Us
US8052995 Yes2008-02-012028-02-01Us
US8062665 Yes2008-02-012028-02-01Us
US8071129 Yes2008-02-012028-02-01Us
US8828430 Yes2008-02-012028-02-01Us
Properties
StateSolid
Experimental Properties
PropertyValueSource
water solubilityEltrombopag olamine is practically insoluble in aqueous buffer across a pH range of 1 to 7.4, and is sparingly soluble in water.FDA Label
Predicted Properties
PropertyValueSource
Water Solubility0.0103 mg/mLALOGPS
logP4.02ALOGPS
logP6.03ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)3.99ChemAxon
pKa (Strongest Basic)0.17ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area114.59 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.48 m3·mol-1ChemAxon
Polarizability47.64 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (91.2 KB)
SpectraNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBiphenyls and derivatives
Direct ParentBiphenyls and derivatives
Alternative Parents
Substituents
  • Biphenyl
  • Benzoic acid
  • Benzoic acid or derivatives
  • Phenylhydrazine
  • Benzoyl
  • Phenol
  • Pyrazolinone
  • Pyrazoline
  • Hydrazone
  • Carboxamide group
  • Azacycle
  • Organoheterocyclic compound
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
agonist
General Function:
Transmembrane signaling receptor activity
Specific Function:
Receptor for thrombopoietin. May represent a regulatory molecule specific for TPO-R-dependent immune responses.
Gene Name:
MPL
Uniprot ID:
P40238
Molecular Weight:
71244.08 Da
References
  1. Kuter DJ: Thrombopoietin and thrombopoietin mimetics in the treatment of thrombocytopenia. Annu Rev Med. 2009;60:193-206. [PubMed:19642221 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Steroid hydroxylase activity
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. In the epoxidation of arachidonic acid it generates only 14,15- and 11,12-cis-epoxyeicosatrienoic acids. It is the principal enzyme...
Gene Name:
CYP2C8
Uniprot ID:
P10632
Molecular Weight:
55824.275 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinhibitor
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen
Specific Function:
Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N...
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular Weight:
58293.76 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Steroid binding
Specific Function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naph...
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular Weight:
59590.91 Da
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Retinoic acid binding
Specific Function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. Isoform 2 lacks transferase activity but acts as a negative regulator of isoform 1.
Gene Name:
UGT1A3
Uniprot ID:
P35503
Molecular Weight:
60337.835 Da

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Sodium-independent organic anion transmembrane transporter activity
Specific Function:
Mediates the Na(+)-independent uptake of organic anions such as pravastatin, taurocholate, methotrexate, dehydroepiandrosterone sulfate, 17-beta-glucuronosyl estradiol, estrone sulfate, prostaglandin E2, thromboxane B2, leukotriene C3, leukotriene E4, thyroxine and triiodothyronine. Involved in the clearance of bile acids and organic anions from the liver.
Gene Name:
SLCO1B1
Uniprot ID:
Q9Y6L6
Molecular Weight:
76447.99 Da
References
  1. Kuter DJ: The biology of thrombopoietin and thrombopoietin receptor agonists. Int J Hematol. 2013 Jul;98(1):10-23. doi: 10.1007/s12185-013-1382-0. Epub 2013 Jul 3. [PubMed:23821332 ]
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Drug created on March 19, 2008 10:17 / Updated on December 07, 2016 03:54