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
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 |
|---|---|---|---|---|
| FDBF00077 | (Z)-pent-2-ene |
|
C(C)C=CC | 0.0065 |
| FDBF00618 | (1R,3S,4R,5R)-4-methyl-5-vinyl-cyclopentane-1,3-diol |
|
C(=C)C1C(C(CC1O)O)C | 0.0010 |
| FDBF00623 | (1S,3S,4R)-4-[(Z)-but-2-enyl]cyclopentane-1,3-diol |
|
C(C=CC)C1CC(CC1O)O | 0.0014 |
| FDBF00626 | (1R,3S,4R,5R)-4-[(Z)-but-2-enyl]-5-vinyl-cyclopentane-1,3-diol |
|
CC=CCC1C(C(CC1O)O)C=C | 0.0010 |
| FDBF00627 | (1S,3S,4R)-4-[(Z)-pent-2-enyl]cyclopentane-1,3-diol |
|
C(C)C=CCC1CC(CC1O)O | 0.0014 |
| FDBF03681 | 3,3-difluoroprop-1-ene |
|
C=CC(F)F | 0.0003 |
| FDBF03682 | (1R,3R,4S)-4-[(E)-3,3-difluoroprop-1-enyl]cyclopentane-1,3-diol |
|
C(=CC(F)F)C1CC(CC1O)O | 0.0003 |
| FDBF03684 | 2,2-difluoroethanol |
|
FC(F)CO | 0.0010 |
| FDBF03685 | (1R,3R,4S)-4-[(E)-3,3-difluorobut-1-enyl]cyclopentane-1,3-diol |
|
FC(F)(C)C=CC1CC(CC1O)O | 0.0003 |
| FDBF03688 | (1S,3R,4R,5R)-4-[(E)-3,3-difluoroprop-1-enyl]-5-methyl-cyclopentane-1,3-diol |
|
CC1C(C(CC1O)O)C=CC(F)F | 0.0003 |
