IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]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@@H](O)COC1=CC=CC(=C1)C(F)(F)F
Compound class
Antihypertensive Agents; Prostaglandins, Synthetic; Anti-glaucoma Agents; Ophthalmics; Ophthalmologicals; Sensory Organs; Antiglaucoma Preparations and Miotics; Prostaglandin Analogues;
Therapeutic area
Ophthalmic solution used for the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension who are intolerant of other intraocular pressure lowering medications or insufficiently responsive (failed to achieve target IOP determined after multiple measurements over time) to another intraocular pressure lowering medication.
Common name
Travoprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]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@@H](O)COC1=CC=CC(=C1)C(F)(F)F
INCHI
InChI=1S/C26H35F3O6/c1-17(2)35-25(33)11-6-4-3-5-10-21-22(24(32)15-23(21)31)13-12-19(30)16-34-20-9-7-8-18(14-20)26(27,28)29/h3,5,7-9,12-14,17,19,21-24,30-32H,4,6,10-11,15-16H2,1-2H3/b5-3-,13-12+/t19-,21-,22-,23+,24-/m1/s1
FORMULA
C26H35F3O6
Common name
Travoprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3R)-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]but-1-en-1-yl]cyclopentyl]hept-5-enoate
Molecular weight
500.548
clogP
5.238
clogS
-3.745
HBond Acceptor
6
HBond Donor
3
Total Polar Surface Area
96.22
Number of Rings
2
Rotatable Bond
14
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00041 | ethanol |
|
CCO | 0.1474 |
| FDBF00065 | ethylene glycol |
|
C(O)CO | 0.0265 |
| FDBF00077 | (Z)-pent-2-ene |
|
C(C)C=CC | 0.0065 |
| FDBF00177 | fluoroform |
|
FC(F)F | 0.0704 |
| FDBF00616 | prop-2-en-1-ol |
|
C=CCO | 0.0072 |
| FDBF00618 | (1R,3S,4R,5R)-4-methyl-5-vinyl-cyclopentane-1,3-diol |
|
C(=C)C1C(C(CC1O)O)C | 0.0010 |
| FDBF00620 | (2S)-but-3-en-2-ol |
|
C=CC(O)C | 0.0031 |
| 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 |
