General Information of the Compound
Compound ID
CP0210846
Compound Name
LATANOPROST (FREE ACID)
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Synonyms
AR-202
Catioprost
Isopropyl (5Z,9alpha,11alpha,15R)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinor-prost-5-en-1-oate
Isopropyl (5Z,9alpha,11alpha,15R)-9,11,15-trihydroxy-17-phenyl-18,19,20-trinorprost-5-en-1-oate
Isopropyl (Z)-7-((1R,2R,3R,5S)-3,5-dihydroxy-2-((3R)-3-hydroxy-5-phenylpentyl)cyclopentyl)-5-heptenoate
L1167_SIGMA
Latanoprost
Latanoprost (JAN/USAN/INN)
Latanoprost free acid
Nova-21027
PHXA-41
PhXA34 [as 15(R,S)-isomer]
PhXA41
Propan-2-yl (5Z)-7-{(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl}hept-5-enoate
Propan-2-yl (Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate
XA-41
XA41
Xalatan
Xalatan (TN)
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Structure
Formula
C26H40O5
Molecular Weight
432.601
Canonical SMILES
CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1CC[C@@H](O)CCc1ccccc1
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InChI
InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1
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InChIKey
GGXICVAJURFBLW-CEYXHVGTSA-N
CAS
130209-82-4
Physicochemical Property
logP
4.1864
Rotatable Bonds
13
Heavy Atom Count
31
Polar Areas
86.99
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
5
Complexity
31

"RO5" indicates the cutoff set by lipinski's rule of five:

(1) Molecular weight less than 500 Dalton;

(2) xlogp less than 5;

(3) No more than 5 hbonddonor (Hydrogen Bond Donor Count);

(4) No more than 10 hbondacc (Hydrogen Bond Acceptor Count);

(5) No more than 10 rotbonds (Rotatable Bond Count).

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PubChem ID
CID: 5311221
SID: 12014690
ChEMBL ID
CHEMBL1051
DrugBank ID
DB00654
Map of Molecular Bioactivity Related to the Compound
Map of Molecular Bioactivity Related to the Compound

Compound
Cell Line
Protein

Bioactivity Value:

<= 0.1 μM
> 0.1 μM and <= 10 μM
> 10 μM
Imprecise Activity
Table of Molecular Bioactivities Related to the Compound
Protein ID: PT04542, Bile salt export pump
Cell-based Assay
Cell Line ID Cell Line Name Cell Line Organism
CL000013 Sf9 Spodoptera frugiperda (Fall armyworm)  1
1
IC50 = 12900 nM
   TI
   LI
   LO
   TS
Clinical Information about the Compound
Drug 1 ( Latanoprost )
Drug Name Latanoprost
Company Pfizer Pharmaceuticals
Indication
Open-angle glaucoma
Approved
Glaucoma/ocular hypertension
Phase 2
Target(s)
Prostaglandin F2-alpha receptor (PTGFR)
Agonist