flibanserin   Click here for help

GtoPdb Ligand ID: 8182

Synonyms: Addyi® | BIMT-17 | Girosa® (proposed trade name)
Approved drug
flibanserin is an approved drug (FDA (2015))
Compound class: Synthetic organic
Comment: Flibanserin is reported as a serotonin 5-HT1A agonist and 5-HT2A antagonist [2]. The compound was originally investigated as a antidepressant [3-4].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 3
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 44.27
Molecular weight 390.17
XLogP 3.31
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=c1[nH]c2c(n1CCN1CCN(CC1)c1cccc(c1)C(F)(F)F)cccc2
Isomeric SMILES O=c1[nH]c2c(n1CCN1CCN(CC1)c1cccc(c1)C(F)(F)F)cccc2
InChI 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)
InChI Key PPRRDFIXUUSXRA-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2015))
IUPAC Name Click here for help
3-[2-[4-[3-(trifluoromethyl)phenyl]piperazin-1-yl]ethyl]-1H-benzimidazol-2-one
International Nonproprietary Names Click here for help
INN number INN
7512 flibanserin
Synonyms Click here for help
Addyi® | BIMT-17 | Girosa® (proposed trade name)
Database Links Click here for help
CAS Registry No. 167933-07-5
ChEMBL Ligand CHEMBL231068
DrugBank Ligand DB04908
DrugCentral Ligand 5022
GtoPdb PubChem SID 249565862
PubChem CID 6918248
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Wikipedia Flibanserin