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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL231068
CHEMBL231068
Compound Name FLIBANSERIN
ChEMBL Synonyms BIMT 17 BS | BIMT 17 | ADDYI | FLIBANSERIN
Max Phase 4 (Approved)
Trade Names ADDYI
Molecular Formula C20H21F3N4O

Additional synonyms for CHEMBL231068 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES FC(F)(F)c1cccc(c1)N2CCN(CCN3C(=O)Nc4ccccc34)CC2
Standard InChI InChI=1S/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8- ...
Download InChI
Standard InChI Key PPRRDFIXUUSXRA-UHFFFAOYSA-N

Sources

  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL231068

Molecule Features

CHEMBL231068 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Achiral Molecule Prodrug:N Oral:Y Parenteral:N Topical:N Black Box:Y Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Unknown Not Available DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Sexual Dysfunction, PhysiologicalD012735EFO:0004714sexual dysfunction3ClinicalTrials
Sexual Dysfunctions, PsychologicalD0200184DailyMed

Clinical Data

ClinicalTrials.gov FLIBANSERIN
The Cochrane Collaboration FLIBANSERIN

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL231068. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.998
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 0.998
CHEMBL234 Dopamine D3 receptor Homo sapiens 0.998
CHEMBL3446 Serotonin 2a (5-HT2a) receptor Bos taurus 0.997
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.996
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.985
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.933
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.918
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.903
CHEMBL232 Alpha-1b adrenergic receptor Homo sapiens 0.825
CHEMBL324 Serotonin 2c (5-HT2c) receptor Rattus norvegicus 0.664
CHEMBL224 Serotonin 2a (5-HT2a) receptor Homo sapiens 0.567
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.227



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL319 Alpha-1a adrenergic receptor Rattus norvegicus 1.000
CHEMBL273 Serotonin 1a (5-HT1a) receptor Rattus norvegicus 1.000
CHEMBL3155 Serotonin 7 (5-HT7) receptor Homo sapiens 1.000
CHEMBL339 Dopamine D2 receptor Rattus norvegicus 1.000
CHEMBL322 Serotonin 2a (5-HT2a) receptor Rattus norvegicus 1.000
CHEMBL3459 Serotonin 1b (5-HT1b) receptor Rattus norvegicus 1.000
CHEMBL4892 Alpha-1a adrenergic receptor Bos taurus 1.000
CHEMBL326 Alpha-1d adrenergic receptor Rattus norvegicus 1.000
CHEMBL234 Dopamine D3 receptor Homo sapiens 1.000
CHEMBL217 Dopamine D2 receptor Homo sapiens 0.999
CHEMBL3998 Dopamine D2 receptor Bos taurus 0.998
CHEMBL225 Serotonin 2c (5-HT2c) receptor Homo sapiens 0.997
CHEMBL3446 Serotonin 2a (5-HT2a) receptor Bos taurus 0.987
CHEMBL4641 Voltage-gated T-type calcium channel alpha-1G subunit Homo sapiens 0.984
CHEMBL214 Serotonin 1a (5-HT1a) receptor Homo sapiens 0.969
CHEMBL3138 Dopamine D3 receptor Rattus norvegicus 0.966
CHEMBL315 Alpha-1b adrenergic receptor Rattus norvegicus 0.903
CHEMBL219 Dopamine D4 receptor Homo sapiens 0.877
CHEMBL240 HERG Homo sapiens 0.877
CHEMBL2695 Focal adhesion kinase 1 Homo sapiens 0.876

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
390.4 390.1667 3.17 4 44.27 NEUTRAL


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 1 0 5 1 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
12.12 7.66 3.5 3.44 3 28 0.74

Structural Alerts

There are no structural alerts for CHEMBL231068

Compound Cross References

ATC G - GENITO URINARY SYSTEM AND SEX HORMONES
G02 - OTHER GYNECOLOGICALS
G02C - OTHER GYNECOLOGICALS
G02CX - Other gynecologicals
G02CX02 - flibanserin

ChemSpider ChemSpider:PPRRDFIXUUSXRA-UHFFFAOYSA-N
DailyMed flibanserin
Wikipedia Flibanserin

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL231068



ChEBI 90865
ChemicalBook CB91178756
DrugBank DB04908
DrugCentral 5022
eMolecules 36367115
FDA SRS 37JK4STR6Z
Guide to Pharmacology 8182
IBM Patent System 710589205A8085E14076619FD841DF20
MolPort MolPort-006-170-023
Nikkaji J672.705K
PharmGKB PA166153431
PubChem 6918248
PubChem: Drugs of the Future 12014794
PubChem: Thomson Pharma 14805189
SureChEMBL SCHEMBL247579
ZINC ZINC000052716421

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/PPRRDFIXUUSXRA-UHFFFAOYSA-N spacer
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