IUPAC name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
SMILES
CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCC1=CC=CC=C1
Compound class
Antihypertensive Agents; Anti-glaucoma Agents; 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 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
Bimatoprost
IUPAC name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
SMILES
CCNC(=O)CCC\C=C/C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\[C@@H](O)CCC1=CC=CC=C1
INCHI
InChI=1S/C25H37NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,20-24,27-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t20-,21+,22+,23-,24+/m0/s1
FORMULA
C25H37NO4
Common name
Bimatoprost
IUPAC name
(5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]cyclopentyl]-N-ethylhept-5-enamide
Molecular weight
415.566
clogP
4.368
clogS
-3.739
HBond Acceptor
4
HBond Donor
4
Total Polar Surface Area
89.79
Number of Rings
2
Rotatable Bond
12
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00003 | formamide |
|
C(=O)N | 0.1240 |
| FDBF00033 | butanamide |
|
NC(=O)CCC | 0.0062 |
| FDBF00041 | ethanol |
|
CCO | 0.1474 |
| 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 |
| 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 |
| FDBF02005 | N-ethylbutanamide |
|
O=C(NCC)CCC | 0.0010 |
