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

General Information of Drug (ID: DR0701)
Drug Name
Flibanserin
Synonyms
Flibanserin; Girosa; Female Viagra (Street Name); Female Viagra [Street Name]; 1,3-Dihydro-1-(2-(4-(3-(trifluoromethyl)phenyl)-1-piperazinyl)ethyl)-2H-benzimidazol-2-one; 1-(2-(4-(3-(trifluoromethyl)phenyl)piperazin-1-yl)ethyl)-1H-benzo[d]imidazol-2(3H)-one; 1-(2-(4-(3-Trifluoromethylphenyl)piperazin-1-yl)ethyl)benzimidazol(1H)-2-one; 167933-07-5; 3-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-1H-benzimidazol-2-one; 37JK4STR6Z; Addyi; BIMT 17 BS; BIMT-17-BS; Bimt 17; Bimt-17; UNII-37JK4STR6Z
Indication Inhibited sexual desire [ICD11: HA00] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 390.4 Topological Polar Surface Area 38.8
Heavy Atom Count 28 Rotatable Bond Count 4
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
6918248
PubChem SID
12014794 ; 14805189 ; 17194769 ; 17396748 ; 43529631 ; 50502868 ; 57371851 ; 85210078 ; 103527157 ; 109693339 ; 114787677 ; 128950413 ; 131301443 ; 134339283 ; 135083608 ; 137061555 ; 137255793 ; 142466182 ; 163884610 ; 164833020 ; 175426897 ; 175437953 ; 198977406 ; 198991596 ; 203355698 ; 226597215 ; 244182240 ; 249565862 ; 252160198
ChEBI ID
CHEBI:90865
CAS Number
167933-07-5
TTD Drug ID
D0S9CB
Formula
C20H21F3N4O
Canonical SMILES
C1CN(CCN1CCN2C3=CC=CC=C3NC2=O)C4=CC=CC(=C4)C(F)(F)F
InChI
1S/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)
InChIKey
PPRRDFIXUUSXRA-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
6,21-dihydroxy-flibanserin-6,21-disulfate DM000188 N. A. Oxidation - N-Dealkylation 1 [4] , [2]
6-hydroxy-flibanserin-6-sulfate DM000189 N. A. Oxidation - Deamination 1 [4] , [2]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR001053 Flibanserin 6,21-dihydroxy-flibanserin-6,21-disulfate Oxidation - N-Dealkylation Unclear [4], [2]
MR001054 Flibanserin 6-hydroxy-flibanserin-6-sulfate Oxidation - Deamination CYP3A4 ... [4], [2]
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
Cytochrome P450 1A2 (CYP1A2) DME0003 Homo sapiens
CP1A2_HUMAN
1.14.14.1
[2]
Cytochrome P450 2B6 (CYP2B6) DME0020 Homo sapiens
CP2B6_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C8 (CYP2C8) DME0018 Homo sapiens
CP2C8_HUMAN
1.14.14.1
[2]
Cytochrome P450 2C9 (CYP2C9) DME0019 Homo sapiens
CP2C9_HUMAN
1.14.14.1
[2]
Cytochrome P450 2D6 (CYP2D6) DME0009 Homo sapiens
CP2D6_HUMAN
1.14.14.1
[2]
Cytochrome P450 3A4 (CYP3A4) DME0001 Homo sapiens
CP3A4_HUMAN
1.14.14.55
[3]
Mephenytoin 4-hydroxylase (CYP2C19) DME0021 Homo sapiens
CP2CJ_HUMAN
1.14.14.1
[4]
⏷ Show the Full List of 7  DME(s)
References
1 Piperazine was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 LABEL:DDYI- flibanserin tablet, film coated
3 Flibanserin: first global approval. Drugs. 2015 Oct;75(15):1815-22.
4 Flibanserin therapy and CYP2C19 genotype.

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