Responsive image

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

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

Responsive image

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
FDBF00007 propane Responsive image C(C)C 0.2412
FDBF00018 propan-1-ol Responsive image C(O)CC 0.0330
FDBF00062 pentanoic acid Responsive image CCCCC(=O)O 0.0079
FDBF00067 butane Responsive image CCCC 0.0680
FDBF00616 prop-2-en-1-ol Responsive image C=CCO 0.0072
FDBF01751 (2R,4S)-2-ethyl-4-hydroxy-cyclopentanone Responsive image O=C1C(CC(C1)O)CC 0.0014
FDBF01754 (3S)-pent-1-en-3-ol Responsive image CCC(C=C)O 0.0017
FDBF01756 (3R,4S)-3-hydroxy-4-[(E,3S)-3-hydroxybut-1-enyl]cyclopentanone Responsive image O=C1CC(C(C1)O)C=CC(O)C 0.0010
FDBF01760 (2R,3R,4R)-2-ethyl-4-hydroxy-3-[(E)-3-hydroxyprop-1-enyl]cyclopentanone Responsive image O=C1C(C(C(C1)O)C=CCO)CC 0.0010
FDBF01763 (2R,3R,4R)-2-ethyl-4-hydroxy-3-[(E,3S)-3-hydroxybut-1-enyl]cyclopentanone Responsive image O=C1C(C(C(C1)O)C=CC(O)C)CC 0.0007
31 , 4