latanoprost (isopropyl ester)

Ligand id: 1961

Name: latanoprost (isopropyl ester)

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Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 14
Topological polar surface area 86.99
Molecular weight 432.29
XLogP 6.43
No. Lipinski's rules broken 2

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1996))
Is prodrug? Yes
Active form latanoprost (free acid form)
IUPAC Name
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate
International Nonproprietary Names
INN number INN
6980 latanoprost
Synonyms
PHXA-41 | XA-41 | Xalatan®
Database Links
CAS Registry No. 130209-82-4 (source: Scifinder)
ChEBI CHEBI:6384
ChEMBL Ligand CHEMBL1051
DrugBank Ligand DB00654
PubChem CID 5311221
Search Google for chemical match using the InChIKey GGXICVAJURFBLW-CEYXHVGTSA-N
Search Google for chemicals with the same backbone GGXICVAJURFBLW
Search PubMed clinical trials latanoprost
Search PubMed titles latanoprost
Search PubMed titles/abstracts latanoprost
Search UniChem for chemical match using the InChIKey GGXICVAJURFBLW-CEYXHVGTSA-N
Search UniChem for chemicals with the same backbone GGXICVAJURFBLW
Wikipedia Latanoprost
Comments
Latanoprost is administered in the isopropyl ester form shown here, which is then hydrolysed in vivo in to active metabolite lanoprost free acid.