Compound Detail
CHEMBL1200963
BIMATOPROST 💊 Approved Drug
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💊 Approved Drug
CCNC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)CCc2ccccc2)[C@H](O)C[C@@H]1O
Basic Information
| ChEMBL ID | CHEMBL1200963 |
| Name | BIMATOPROST |
| Phase | Approved |
| Structure Type | MOL |
| InChI Key | AQOKCDNYWBIDND-FTOWTWDKSA-N |
| Therapeutic | ✓ Yes |
2
Targets
2
Activities
1
Assay Types
1
PK Parameters
20
Publications
8
Known Names
10
Indications
1
Mechanisms
Molecular Properties
415.6
MW (Da)
3.15
ALogP
4
HBA
4
HBD
89.8
PSA (Ų)
0.31
QED
0
Ro5 Violations
12
Rot. Bonds
Drug Information
| Molecule Type | Small molecule |
| First Approval | 2001 |
| Availability | Prescription |
| Chirality | Single Enantiomer |
Mechanism of Action
| Mechanism | Action Type | Target | Direct | Efficacy |
|---|---|---|---|---|
| Prostanoid FP receptor agonist | AGONIST | Prostaglandin F2-alpha receptor | ✓ | ✓ |
Indications
Glaucoma Glaucoma, Open-Angle Hypotrichosis Hypotrichosis Ocular Hypertension Graves Ophthalmopathy Alopecia Alopecia Alopecia Areata Vitiligo
ATC Classification
S01EE03
bimatoprost
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS
Activity Summary
IC50 2 meas. best 5.3
Target Activity Profile
| Target | Type | Best pChEMBL | Mean pChEMBL | Best (nM) | # Data |
|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member C3 CHEMBL4681 | IC50 | 5.3 | 5.3 | 5000.0 | 1 |
| Bile salt export pump CHEMBL6020 | IC50 | 4.39 | 4.39 | 40400.0 | 1 |
Pharmacokinetic Data
| Parameter | Value | Units | Species |
|---|---|---|---|
| AUC | - | ng.hr.mL-1 | Homo sapiens |
Activity Data Samples
Top measurements by pChEMBL value
| Target | Type | Rel. | Value | Units | pChEMBL | Assay | PubMed |
|---|---|---|---|---|---|---|---|
| Aldo-keto reductase family 1 member C3 | IC50 | = | 5000.0 | nM | 5.3 | Discontinuous Radiometric Assay: Compounds may be evaluated as selective reversi... | - |
| Bile salt export pump | IC50 | = | 40400.0 | nM | 4.39 | Inhibition of human BSEP overexpressed in Sf9 cell membrane vesicles assessed as... | 23956101 |
Literature References
| PubMed | DOI | Target Context | # Activities |
|---|---|---|---|
| 22194678 | 10.1371/journal.pcbi.1002310 | Hepatotoxicity | 14 |
| - | 10.6019/CHEMBL4808148 | Histone deacetylase 6 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M2 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 1A | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-1A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Cannabinoid receptor 1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1 | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Alpha-2A adrenergic receptor | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | 5-hydroxytryptamine receptor 2A | 2 |
| 23956101 | 10.1093/toxsci/kft176 | Homo sapiens | 2 |
| 37468498 | 10.1038/s41467-023-40064-9 | Gamma-aminobutyric acid receptor subunit alpha-1/alpha-2/beta-2/gamma-2 | 2 |
| - | 10.1101/2020.04.03.023846 | SARS-CoV-2 | 1 |
| 32482069 | 10.1021/acs.jmedchem.9b01033 | ADMET | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Voltage-gated inwardly rectifying potassium channel KCNH2 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Glutamate receptor ionotropic, NMDA 1 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Kappa-type opioid receptor | 1 |
| 23956101 | 10.1093/toxsci/kft176 | ATP-binding cassette sub-family C member 4 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | Muscarinic acetylcholine receptor M3 | 1 |
| 37468498 | 10.1038/s41467-023-40064-9 | D(2) dopamine receptor | 1 |
| 23956101 | 10.1093/toxsci/kft176 | ATP-binding cassette sub-family C member 2 | 1 |
Data from ChEMBL 36 via Core Engine