tafluprost   Click here for help

GtoPdb Ligand ID: 7451

Synonyms: AFP-168 | MK-2452 | Taflotan®
Approved drug
tafluprost is an approved drug (FDA (2012))
Compound class: Synthetic organic
Comment: Tafluprost is a prostaglandin analogue.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 2
Rotatable bonds 13
Topological polar surface area 75.99
Molecular weight 452.24
XLogP 4.74
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CC(OC(=O)CCCC=CCC1C(O)CC(C1C=CC(COc1ccccc1)(F)F)O)C
Isomeric SMILES CC(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)C
InChI InChI=1S/C25H34F2O5/c1-18(2)32-24(30)13-9-4-3-8-12-20-21(23(29)16-22(20)28)14-15-25(26,27)17-31-19-10-6-5-7-11-19/h3,5-8,10-11,14-15,18,20-23,28-29H,4,9,12-13,16-17H2,1-2H3/b8-3-,15-14+/t20-,21-,22+,23-/m1/s1
InChI Key WSNODXPBBALQOF-VEJSHDCNSA-N
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2012))
Is prodrug? Yes
Active form tafluprost acid
IUPAC Name Click here for help
propan-2-yl (Z)-7-[(1R,2R,3R,5S)-2-[(E)-3,3-difluoro-4-(phenoxy)but-1-enyl]-3,5-dihydroxycyclopentyl]hept-5-enoate
International Nonproprietary Names Click here for help
INN number INN
8374 tafluprost
Synonyms Click here for help
AFP-168 | MK-2452 | Taflotan®
Database Links Click here for help
CAS Registry No. 209860-87-7
ChEBI CHEBI:66899
ChEMBL Ligand CHEMBL1963683
DrugBank Ligand DB08819
DrugCentral Ligand 4229
GtoPdb PubChem SID 187051754
PubChem CID 9868491
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Wikipedia Tafluprost

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Tocris
Tafluprost
Cat. No. 6427