Responsive image

Common name


Tafluprost

IUPAC name


propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate

SMILES


CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1

Compound class


Prostaglandins, Synthetic; Ophthalmics; Ophthalmologicals; Sensory Organs; Antiglaucoma Preparations and Miotics; Prostaglandin Analogues;

Therapeutic area


Tafluprost is indicated for reducing elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.

Common name


Tafluprost

IUPAC name


propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate

SMILES


CC(C)OC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(F)(F)COC1=CC=CC=C1

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

FORMULA


C25H34F2O5

Responsive image

Common name


Tafluprost

IUPAC name


propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-2-[(1E)-3,3-difluoro-4-phenoxybut-1-en-1-yl]-3,5-dihydroxycyclopentyl]hept-5-enoate

Molecular weight


452.531

clogP


5.132

clogS


-3.892

HBond Acceptor


5

HBond Donor


2

Total Polar
Surface Area


75.99

Number of Rings


2

Rotatable Bond


13

Drug ID Common name Structure CAS SMILE Frequency
FDBF00006 phenol Responsive image c1ccc(cc1)O 0.0897
FDBF00075 (Z)-but-2-ene Responsive image CC=CC 0.0069
FDBF00082 (Z)-hex-2-ene Responsive image CC=CCCC 0.0027
33 , 4