bimatoprost

Ligand id: 1958

Name: bimatoprost

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 4
Rotatable bonds 13
Topological polar surface area 89.79
Molecular weight 415.27
XLogP 5.19
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (source: FDA (2001))
Is prodrug? Yes
Active form bimatoprost (free acid form)
IUPAC Name
(Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(E,3S)-3-hydroxy-5-phenylpent-1-enyl]cyclopentyl]-N-ethylhept-5-enamide
International Nonproprietary Names
INN number INN
8035 bimatoprost
Synonyms
AGN 192024
LS-181817
Lumigan®
Database Links
CAS Registry No. 155206-00-1 (source: Scifinder)
ChEBI CHEBI:51230
ChEMBL Ligand CHEMBL1200963
DrugBank Ligand DB00905
PharmGKB Drug PA164748867
PubChem CID 5311027
RCSB PDB Ligand 15M
Search Google for chemical match using the InChIKey AQOKCDNYWBIDND-FTOWTWDKSA-N
Search Google for chemicals with the same backbone AQOKCDNYWBIDND
Search PubMed clinical trials bimatoprost
Search PubMed titles bimatoprost
Search PubMed titles/abstracts bimatoprost
Wikipedia Bimatoprost
Comments
Bimatoprost is a prostaglandin analogue which binds to the prostanoid FP receptor. It has been demonstrated that bimatoprost is also a prodrug that is metabolised in vivo to its free acid form [1-2].