This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Reversin 121
Accession Number
DB14072
Type
Small Molecule
Groups
Experimental
Description

Reversin 121 is a hydrophobic peptide chemosensitizer that can reverse P-glycoprotein-mediated multidrug resistance.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
174630-04-7
Weight
Average: 641.762
Monoisotopic: 641.331230105
Chemical Formula
C34H47N3O9
InChI Key
SVNKEDMVAQBLLN-SVBPBHIXSA-N
InChI
InChI=1S/C34H47N3O9/c1-33(2,3)45-30(40)26(19-13-14-20-35-31(41)44-23-25-17-11-8-12-18-25)36-29(39)27(37-32(42)46-34(4,5)6)21-28(38)43-22-24-15-9-7-10-16-24/h7-12,15-18,26-27H,13-14,19-23H2,1-6H3,(H,35,41)(H,36,39)(H,37,42)/t26-,27-/m0/s1
IUPAC Name
tert-butyl (2S)-2-[(2S)-4-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-4-oxobutanamido]-6-{[(benzyloxy)carbonyl]amino}hexanoate
SMILES
CC(C)(C)OC(=O)N[C@@H](CC(=O)OCC1=CC=CC=C1)C(=O)N[C@@H](CCCCNC(=O)OCC1=CC=CC=C1)C(=O)OC(C)(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
AMultidrug resistance protein 1
inhibitor
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
AbemaciclibThe serum concentration of Abemaciclib can be increased when it is combined with Reversin 121.
AcebutololThe serum concentration of Acebutolol can be increased when it is combined with Reversin 121.
AcetaminophenThe serum concentration of Acetaminophen can be increased when it is combined with Reversin 121.
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be increased when it is combined with Reversin 121.
AfatinibThe serum concentration of Afatinib can be increased when it is combined with Reversin 121.
AldosteroneThe serum concentration of Aldosterone can be increased when it is combined with Reversin 121.
AlitretinoinThe serum concentration of Alitretinoin can be increased when it is combined with Reversin 121.
AmbrisentanThe serum concentration of Ambrisentan can be increased when it is combined with Reversin 121.
AmitriptylineThe serum concentration of Amitriptyline can be increased when it is combined with Reversin 121.
AmprenavirThe serum concentration of Amprenavir can be increased when it is combined with Reversin 121.
Food Interactions
Not Available

References

General References
Not Available
External Links
ChemSpider
8114922
BindingDB
50326927
ChEMBL
CHEMBL221390
MSDS
Download (22.3 KB)

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000514 mg/mLALOGPS
logP3.97ALOGPS
logP4.84ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)12.16ChemAxon
pKa (Strongest Basic)-5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area158.36 Å2ChemAxon
Rotatable Bond Count21ChemAxon
Refractivity169.65 m3·mol-1ChemAxon
Polarizability69.92 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
Not Available

Taxonomy

Classification
Not classified

Targets

Kind
Protein
Organism
Human
Pharmacological action
Yes
Actions
Inhibitor
General Function
Xenobiotic-transporting atpase activity
Specific Function
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name
ABCB1
Uniprot ID
P08183
Uniprot Name
Multidrug resistance protein 1
Molecular Weight
141477.255 Da
References
  1. Hoffmann K, Bekeredjian R, Schmidt J, Buchler MW, Marten A: Effects of the high-affinity Peptide reversin 121 on multidrug resistance proteins in experimental pancreatic cancer. Tumour Biol. 2008;29(6):351-8. doi: 10.1159/000178142. Epub 2008 Nov 27. [PubMed:19039261]
  2. Verbrugge SE, Assaraf YG, Dijkmans BA, Scheffer GL, Al M, den Uyl D, Oerlemans R, Chan ET, Kirk CJ, Peters GJ, van der Heijden JW, de Gruijl TD, Scheper RJ, Jansen G: Inactivating PSMB5 mutations and P-glycoprotein (multidrug resistance-associated protein/ATP-binding cassette B1) mediate resistance to proteasome inhibitors: ex vivo efficacy of (immuno)proteasome inhibitors in mononuclear blood cells from patients with rheumatoid arthritis. J Pharmacol Exp Ther. 2012 Apr;341(1):174-82. doi: 10.1124/jpet.111.187542. Epub 2012 Jan 10. [PubMed:22235146]
  3. Sivak L, Subr V, Tomala J, Rihova B, Strohalm J, Etrych T, Kovar M: Overcoming multidrug resistance via simultaneous delivery of cytostatic drug and P-glycoprotein inhibitor to cancer cells by HPMA copolymer conjugate. Biomaterials. 2017 Jan;115:65-80. doi: 10.1016/j.biomaterials.2016.11.013. Epub 2016 Nov 12. [PubMed:27886555]

Drug created on June 14, 2018 17:05 / Updated on November 02, 2018 07:50