IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]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]1CC[C@@H](O)CCC1=CC=CC=C1
Compound class
Ophthalmologicals; Sensory Organs; Antiglaucoma Preparations and Miotics; Prostaglandin Analogues;
Therapeutic area
For the reduction of elevated intraocular pressure in patients with open-angle glaucoma or ocular hypertension.
Common name
Latanoprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]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]1CC[C@@H](O)CCC1=CC=CC=C1
INCHI
InChI=1S/C26H40O5/c1-19(2)31-26(30)13-9-4-3-8-12-22-23(25(29)18-24(22)28)17-16-21(27)15-14-20-10-6-5-7-11-20/h3,5-8,10-11,19,21-25,27-29H,4,9,12-18H2,1-2H3/b8-3-/t21-,22+,23+,24-,25+/m0/s1
FORMULA
C26H40O5
Common name
Latanoprost
IUPAC name
propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(3R)-3-hydroxy-5-phenylpentyl]cyclopentyl]hept-5-enoate
Molecular weight
432.593
clogP
5.115
clogS
-4.162
HBond Acceptor
5
HBond Donor
3
Total Polar Surface Area
86.99
Number of Rings
2
Rotatable Bond
14
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00023 | toluene |
|
c1(ccccc1)C | 0.1268 |
| FDBF00042 | propan-2-ol |
|
CC(O)C | 0.0278 |
| FDBF00074 | but-1-ene |
|
C(C)C=C | 0.0100 |
| FDBF00141 | ethylbenzene |
|
c1(ccccc1)CC | 0.0371 |
| FDBF00154 | (2S)-butan-2-ol |
|
CC(O)CC | 0.0034 |
| FDBF00272 | pentan-3-ol |
|
OC(CC)CC | 0.0017 |
| FDBF00619 | (1S,3S,4R)-4-allylcyclopentane-1,3-diol |
|
C(C=C)C1CC(CC1O)O | 0.0014 |
| FDBF00621 | isopropyl propanoate |
|
C(C)C(=O)OC(C)C | 0.0017 |
| FDBF01148 | (2R)-4-phenylbutan-2-ol |
|
c1(ccccc1)CCC(C)O | 0.0021 |
| FDBF01493 | (1R,3S,4R,5R)-4-allyl-5-methyl-cyclopentane-1,3-diol |
|
C(=C)CC1C(C(CC1O)O)C | 0.0003 |
