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®
Comments
Latanoprost is administered in the isopropyl ester form shown here, which is then hydrolysed in vivo in to active metabolite lanoprost free acid.
Database Links
CAS Registry No. 130209-82-4 (source: Scifinder)
ChEBI CHEBI:6384
ChEMBL Ligand CHEMBL1051
DrugBank Ligand DB00654
GtoPdb PubChem SID 135650509
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

Product suppliers

Tocris
Latanoprost
Cat. No. 4757