IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
SMILES
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC
Compound class
Prostaglandins; Genito Urinary System and Sex Hormones; Uterotonics;
Therapeutic area
Common name
Gemeprost
IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
SMILES
CCCCC(C)(C)[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1CCCC\C=C\C(=O)OC
INCHI
InChI=1S/C23H38O5/c1-5-6-15-23(2,3)21(26)14-13-18-17(19(24)16-20(18)25)11-9-7-8-10-12-22(27)28-4/h10,12-14,17-18,20-21,25-26H,5-9,11,15-16H2,1-4H3/b12-10+,14-13+/t17-,18-,20-,21-/m1/s1
FORMULA
C23H38O5
Common name
Gemeprost
IUPAC name
methyl (2E)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3R)-3-hydroxy-4,4-dimethyloct-1-en-1-yl]-5-oxocyclopentyl]hept-2-enoate
Molecular weight
394.545
clogP
5.015
clogS
-3.591
HBond Acceptor
5
HBond Donor
2
Total Polar Surface Area
83.83
Number of Rings
1
Rotatable Bond
13
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00012 | isobutane |
|
C(C)(C)C | 0.0611 |
| FDBF00115 | 2-methylbutane |
|
C(C)(C)CC | 0.0103 |
| FDBF01749 | (2R,3R,4R)-4-hydroxy-2-methyl-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)C | 0.0017 |
| FDBF01752 | (2R,3R,4R)-2-ethyl-4-hydroxy-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)CC | 0.0014 |
| FDBF01753 | (2R,4S)-4-hydroxy-2-propyl-cyclopentanone |
|
O=C1C(CC(C1)O)CCC | 0.0014 |
| FDBF01757 | (2R,3R,4R)-4-hydroxy-2-propyl-3-vinyl-cyclopentanone |
|
O=C1C(C(C(C1)O)C=C)CCC | 0.0014 |
| FDBF01761 | (2R,4S)-2-butyl-4-hydroxy-cyclopentanone |
|
O=C1C(CC(C1)O)CCCC | 0.0014 |
| FDBF03864 | methyl (E)-but-2-enoate |
|
O(C(=O)C=CC)C | 0.0003 |
| FDBF03871 | (3R,4S)-3-hydroxy-4-[(E,3R)-3-hydroxy-4,4-dimethyl-pent-1-enyl]cyclopentanone |
|
C(C)(C)(C)C(O)C=CC1CC(=O)CC1O | 0.0003 |
| FDBF03874 | methyl prop-2-enoate |
|
O(C(=O)C=C)C | 0.0007 |
