Avatrombopag maleateProduct ingredient for Avatrombopag

Name
Avatrombopag maleate
Drug Entry
Avatrombopag

Avatrombopag (Doptelet), is an orally administered, small molecule thrombopoietin receptor (c-Mpl) agonist that increases platelet number without increasing platelet activation,3,10 thereby decreasing the need for blood transfusions.10 Patients with thrombocytopenia and chronic liver disease often require platelet transfusions before surgical procedures to decrease the risk of bleeding.1 Thrombocytopenia is a common complication in patients suffering from chronic liver disease, occurring as a result of liver disease or a consequence of interferon-based antiviral therapy.18

Avatrombopag was first approved by the FDA in May 2018 for use in adults with chronic liver disease who are scheduled to undergo a procedure.14 It is administered orally as the salt form avatrombopag maleate.11 Doptelet (Avatrombopag) is the first orally administered treatment option for patients with chronic liver disease, allowing a large population of patients to avoid a platelet transfusion before a procedure by increasing platelet counts to the optimal level ≥50,000 per microliter.15

Accession Number
DBSALT002118
Structure
Synonyms
Not Available
UNII
GDW7M2P1IS
CAS Number
677007-74-8
Weight
Average: 765.72
Monoisotopic: 764.1620453
Chemical Formula
C33H38Cl2N6O7S2
InChI Key
MISPBGHDNZYFNM-BTJKTKAUSA-N
InChI
InChI=1S/C29H34Cl2N6O3S2.C4H4O4/c30-20-15-23(41-17-20)24-27(37-12-10-35(11-13-37)21-4-2-1-3-5-21)42-29(33-24)34-26(38)19-14-22(31)25(32-16-19)36-8-6-18(7-9-36)28(39)40;5-3(6)1-2-4(7)8/h14-18,21H,1-13H2,(H,39,40)(H,33,34,38);1-2H,(H,5,6)(H,7,8)/b;2-1-
IUPAC Name
(2Z)-but-2-enedioic acid; 1-(3-chloro-5-{[4-(4-chlorothiophen-2-yl)-5-(4-cyclohexylpiperazin-1-yl)-1,3-thiazol-2-yl]carbamoyl}pyridin-2-yl)piperidine-4-carboxylic acid
SMILES
OC(=O)\C=C/C(O)=O.OC(=O)C1CCN(CC1)C1=C(Cl)C=C(C=N1)C(=O)NC1=NC(C2=CC(Cl)=CS2)=C(S1)N1CCN(CC1)C1CCCCC1
ChemSpider
8094226
ChEMBL
CHEMBL2105758
PharmGKB
PA166179849
Predicted Properties
PropertyValueSource
Water Solubility0.00465 mg/mLALOGPS
logP5.97ALOGPS
logP4.17Chemaxon
logS-5.2ALOGPS
pKa (Strongest Acidic)3.5Chemaxon
pKa (Strongest Basic)8.4Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count8Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area101.9 Å2Chemaxon
Rotatable Bond Count9Chemaxon
Refractivity169.16 m3·mol-1Chemaxon
Polarizability69.92 Å3Chemaxon
Number of Rings6Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon