tafluprost acid   Click here for help

GtoPdb Ligand ID: 7452

Synonyms: AFP-172
PDB Ligand
Compound class: Synthetic organic
Comment: This is the active metabolite of tafluprost [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 11
Topological polar surface area 86.99
Molecular weight 410.19
XLogP 3.53
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OC(=O)CCCC=CCC1C(O)CC(C1C=CC(COc1ccccc1)(F)F)O
Isomeric SMILES OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1/C=C/C(COc1ccccc1)(F)F)O
InChI InChI=1S/C22H28F2O5/c23-22(24,15-29-16-8-4-3-5-9-16)13-12-18-17(19(25)14-20(18)26)10-6-1-2-7-11-21(27)28/h1,3-6,8-9,12-13,17-20,25-26H,2,7,10-11,14-15H2,(H,27,28)/b6-1-,13-12+/t17-,18-,19+,20-/m1/s1
InChI Key KIQXRQVVYTYYAZ-VKVYFNERSA-N
Classification Click here for help
Compound class Synthetic organic
Prodrug tafluprost
IUPAC Name Click here for help
(Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-(phenoxy)but-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoic acid
Synonyms Click here for help
AFP-172
Database Links Click here for help
Specialist databases
GPCRdb Ligand tafluprost acid
Other databases
CAS Registry No. 209860-88-8
GtoPdb PubChem SID 187051755
PubChem CID 9978917
RCSB PDB Ligand S2F
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UniChem Connectivity Search for chemical match using the InChIKey KIQXRQVVYTYYAZ-VKVYFNERSA-N