
IUPAC name
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
SMILES
CCCCC[C@H](O)C=C[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
Compound class
Platelet Aggregation Inhibitors; Vasodilator Agents; Prostaglandins; Genito Urinary System and Sex Hormones; Cardiovascular System; Drugs Used in Erectile Dysfunction; Cardiac Therapy; Urological Agents;
Therapeutic area
For palliative, not definitive, therapy to temporarily maintain the patency of the ductus arteriosus until corrective or palliative surgery can be performed in neonates who have congenital heart defects and who depend upon the patent ductus for survival. Also for the treatment of erectile dysfunction due to neurogenic, vasculogenic, psychogenic, or mixed etiology.
Common name
Alprostadil
IUPAC name
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
SMILES
CCCCC[C@H](O)C=C[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
INCHI
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/t15-,16+,17+,19+/m0/s1
FORMULA
C20H34O5

Common name
Alprostadil
IUPAC name
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
Molecular weight
354.481
clogP
4.096
clogS
-3.220
HBond Acceptor
5
HBond Donor
3
Total Polar Surface Area
94.83
Number of Rings
1
Rotatable Bond
13
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00004 | acetic acid |
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CC(=O)O | 0.0687 |
FDBF00041 | ethanol |
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CCO | 0.1474 |
FDBF00061 | butyric acid |
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CCCC(=O)O | 0.0131 |
FDBF00620 | (2S)-but-3-en-2-ol |
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C=CC(O)C | 0.0031 |
FDBF01749 | (2R,3R,4R)-4-hydroxy-2-methyl-3-vinyl-cyclopentanone |
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O=C1C(C(C(C1)O)C=C)C | 0.0017 |
FDBF01752 | (2R,3R,4R)-2-ethyl-4-hydroxy-3-vinyl-cyclopentanone |
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O=C1C(C(C(C1)O)C=C)CC | 0.0014 |
FDBF01753 | (2R,4S)-4-hydroxy-2-propyl-cyclopentanone |
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O=C1C(CC(C1)O)CCC | 0.0014 |
FDBF01757 | (2R,3R,4R)-4-hydroxy-2-propyl-3-vinyl-cyclopentanone |
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O=C1C(C(C(C1)O)C=C)CCC | 0.0014 |
FDBF01761 | (2R,4S)-2-butyl-4-hydroxy-cyclopentanone |
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O=C1C(CC(C1)O)CCCC | 0.0014 |
FDBF01764 | (2R,3R,4R)-4-hydroxy-3-[(E,3S)-3-hydroxypent-1-enyl]-2-methyl-cyclopentanone |
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CCC(C=CC1C(C(=O)CC1O)C)O | 0.0007 |