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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL1200963
CHEMBL1200963
Compound Name BIMATOPROST
ChEMBL Synonyms BIMATOPROST | LATISSE | LUMIGAN | AGN 192024
Max Phase 4 (Approved)
Trade Names BIMATOPROST | LATISSE | LUMIGAN
Molecular Formula C25H37NO4

Additional synonyms for CHEMBL1200963 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H] ...
Download SMILES
Standard InChI InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)1 ...
Download InChI
Standard InChI Key AQOKCDNYWBIDND-FTOWTWDKSA-N

Sources

  • BindingDB Database
  • British National Formulary
  • Orange Book
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL1200963

Molecule Features

CHEMBL1200963 compound icon
Drug Type:Natural Product-derived Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:N Topical:Y Black Box:N Availability Type:Prescription-only

Mechanism of Action

Mechanism of Action ChEMBL Target References
Prostanoid FP receptor agonist Prostanoid FP receptor KEGG PubMed PubMed PubMed PubMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
AlopeciaD000505Orphanet:79364Alopecia2ClinicalTrials
GlaucomaD005901EFO:0000516glaucoma4ATC
ClinicalTrials
AlopeciaD000505EFO:0004191androgenetic alopecia2ClinicalTrials
Graves OphthalmopathyD049970EFO:1001466Graves ophthalmopathy3ClinicalTrials
HypotrichosisD007039Orphanet:55654Hypotrichosis simplex4ClinicalTrials
DailyMed
Glaucoma, Open-AngleD005902EFO:0004190open-angle glaucoma4DailyMed
DailyMed
DailyMed
Ocular HypertensionD009798EFO:1001069ocular hypertension4ClinicalTrials
DailyMed
DailyMed
DailyMed

Clinical Data

ClinicalTrials.gov BIMATOPROST
The Cochrane Collaboration BIMATOPROST

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 CHEMBL1200963. 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
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.646
CHEMBL4662 Proteasome Macropain subunit MB1 Homo sapiens 0.510
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.496



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL1987 Prostanoid FP receptor Homo sapiens 1.000
CHEMBL1811 Prostanoid EP1 receptor Homo sapiens 1.000
CHEMBL2488 Prostanoid EP2 receptor Mus musculus 1.000
CHEMBL1881 Prostanoid EP2 receptor Homo sapiens 1.000
CHEMBL2181 Prostanoid EP1 receptor Mus musculus 1.000
CHEMBL2069 Thromboxane A2 receptor Homo sapiens 1.000
CHEMBL2489 Prostanoid EP4 receptor Mus musculus 1.000
CHEMBL1836 Prostanoid EP4 receptor Homo sapiens 1.000
CHEMBL4336 Prostanoid EP3 receptor Mus musculus 1.000
CHEMBL3710 Prostanoid EP3 receptor Homo sapiens 1.000
CHEMBL1995 Prostanoid IP receptor Homo sapiens 0.998
CHEMBL3156 Thromboxane A2 receptor Rattus norvegicus 0.994
CHEMBL4427 Prostanoid DP receptor Homo sapiens 0.980
CHEMBL3310 Histone deacetylase 11 Homo sapiens 0.912
CHEMBL4086 Prostanoid EP4 receptor Rattus norvegicus 0.613
CHEMBL4909 Prostanoid EP2 receptor Rattus norvegicus 0.434
CHEMBL5103 Histone deacetylase 10 Homo sapiens 0.257

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
415.6 415.2723 3.15 12 89.79 NEUTRAL


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


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
- - 2.78 2.78 1 30 0.31

Structural Alerts

There are 4 structural alerts for CHEMBL1200963. To view alerts please click here.

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EE - Prostaglandin analogues 1)
S01EE03 - bimatoprost

ChemSpider ChemSpider:AQOKCDNYWBIDND-FTOWTWDKSA-N
DailyMed bimatoprost
Wikipedia Bimatoprost

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL1200963



ACToR 155206-00-1
BindingDB 220120
Brenda 27704 153380 154363 13626
ChEBI 51230
ChemicalBook CB0171421
DrugBank DB00905
DrugCentral 371
eMolecules 26751504
FDA SRS QXS94885MZ
Guide to Pharmacology 1958
Human Metabolome Database HMDB0015041
MolPort MolPort-006-167-657
Nikkaji J1.596.089B
PDBe 15M
PharmGKB PA164748867
PubChem 5311027
PubChem: Drugs of the Future 12015127
PubChem: Thomson Pharma 14880018 14855657
SureChEMBL SCHEMBL24425
ZINC ZINC000004474405

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