Details of the Drug Metabolized by Drug-Metabolizing Enzyme (DME)

General Information of Drug (ID: DR1822)
Drug Name
TMC-120
Synonyms
Dapivirine; Dapivirine (TMC120); Dapivirine(TMC120); R 147681; R-147681; R147681; TCN4MG2VXS; TMC 120; TMC-120; TMC120; TMC120-R147681; dapivirinum; 244767-67-7; 4-((4-(mesitylamino)pyrimidin-2-yl)amino)benzonitrile; 4-({4-[(2,4,6-trimethylphenyl)amino]pyrimidin-2-yl}amino)benzonitrile; 4-[4-(2,4,6-TRIMETHYL-PHENYLAMINO)-PYRIMIDIN-2-YLAMINO]-BENZONITRILE; 4-[[4-(2,4,6-trimethylanilino)pyrimidin-2-yl]amino]benzonitrile; AK326148; Benzonitrile, 4-[[4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]-; UNII-TCN4MG2VXS
Indication Human immunodeficiency virus infection [ICD11: 1C60] Phase 1/2 [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 329.4 Topological Polar Surface Area 73.6
Heavy Atom Count 25 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Cross-matching ID
PubChem CID
214347
PubChem SID
642581 ; 832334 ; 7890844 ; 9371781 ; 14826606 ; 30418382 ; 57304387 ; 57399694 ; 58107209 ; 74755470 ; 87360616 ; 99445110 ; 103269662 ; 103819222 ; 113456437 ; 117514641 ; 118310899 ; 128183411 ; 134339251 ; 135129476 ; 137098215 ; 139360977 ; 160969668 ; 162009845 ; 162011984 ; 162205059 ; 163658445 ; 164838828 ; 172096442 ; 196408561 ; 198967137 ; 210275071 ; 210280709 ; 219070854 ; 223404305 ; 223485471 ; 223738760 ; 226714093 ; 242060328 ; 252125394 ; 252160229 ; 252215246 ; 252435536 ; 252450480
CAS Number
244767-67-7
TTD Drug ID
D0DC6U
Formula
C20H19N5
Canonical SMILES
CC1=CC(=C(C(=C1)C)NC2=NC(=NC=C2)NC3=CC=C(C=C3)C#N)C
InChI
1S/C20H19N5/c1-13-10-14(2)19(15(3)11-13)24-18-8-9-22-20(25-18)23-17-6-4-16(12-21)5-7-17/h4-11H,1-3H3,(H2,22,23,24,25)
InChIKey
ILAYIAGXTHKHNT-UHFFFAOYSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Unclear DM009999 N. A. Unclear 1 [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR006149 TMC-120 Unclear Unclear CYP3A5 [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A1 (CYP1A1) DME0006 Homo sapiens
CP1A1_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A5 (CYP3A5) DME0012 Homo sapiens
CP3A5_HUMAN
1.14.14.1
[3]
UDP-glucuronosyltransferase 1A1 (UGT1A1) DME0004 Homo sapiens
UD11_HUMAN
2.4.1.17
[3]
References
1 Emerging antiviral drugs. Expert Opin Emerg Drugs. 2008 Sep;13(3):393-416.
2 Investigating the Contribution of Drug-Metabolizing Enzymes in Drug-Drug Interactions of Dapivirine and Miconazole
3 Metabolism Of Antiretroviral Drugs Used In Hiv Preexposure Prophylaxis

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