IUPAC name
5-[(2E,3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoic acid
SMILES
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C\C(C2)=C\CCCC(O)=O
Compound class
Platelet Aggregation Inhibitors; Vasodilator Agents; Antithrombotic Agents; Blood and Blood Forming Organs; Platelet Aggregation Inhibitors Excl. Heparin;
Therapeutic area
Used for the treatment of pulmonary arterial hypertension.
Common name
Iloprost
IUPAC name
5-[(2E,3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoic acid
SMILES
[H][C@]12C[C@@H](O)[C@H](\C=C\[C@@H](O)C(C)CC#CC)[C@@]1([H])C\C(C2)=C\CCCC(O)=O
INCHI
InChI=1S/C22H32O4/c1-3-4-7-15(2)20(23)11-10-18-19-13-16(8-5-6-9-22(25)26)12-17(19)14-21(18)24/h8,10-11,15,17-21,23-24H,5-7,9,12-14H2,1-2H3,(H,25,26)/b11-10+,16-8+/t15?,17-,18+,19-,20+,21+/m0/s1
FORMULA
C22H32O4
Common name
Iloprost
IUPAC name
5-[(2E,3aS,4R,5R,6aS)-5-hydroxy-4-[(1E,3S)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoic acid
Molecular weight
360.487
clogP
3.973
clogS
-2.047
HBond Acceptor
4
HBond Donor
3
Total Polar Surface Area
77.76
Number of Rings
2
Rotatable Bond
9
| Drug ID | Common name | Structure CAS | SMILE | Frequency |
|---|---|---|---|---|
| FDBF00007 | propane |
|
C(C)C | 0.2412 |
| FDBF00018 | propan-1-ol |
|
C(O)CC | 0.0330 |
| FDBF01754 | (3S)-pent-1-en-3-ol |
|
CCC(C=C)O | 0.0017 |
| FDBF02463 | (1R,2R,3aS,5E,6aS)-5-ethylidene-1-vinyl-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
CC=C1CC2C(C1)C(C(C2)O)C=C | 0.0003 |
| FDBF02466 | (3aS,6aR)-5-propylidene-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
CCC=C1CC2C(C1)CC(C2)O | 0.0003 |
| FDBF02468 | (1R,2R,3aS,5E,6aS)-5-propylidene-1-vinyl-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
CCC=C1CC2C(C1)C(C(C2)O)C=C | 0.0003 |
| FDBF02470 | (2R)-2-methylhex-4-yn-1-ol |
|
C(C(C)CO)C#CC | 0.0003 |
| FDBF02472 | (1R,2R,3aS,5E,6aS)-1-[(E)-3-hydroxyprop-1-enyl]-5-propylidene-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
CCC=C1CC2C(C1)C(C(C2)O)C=CCO | 0.0003 |
| FDBF02475 | (1R,2R,3aS,5E,6aS)-5-ethylidene-1-[(E,3S)-3-hydroxy-4-methyl-pent-1-enyl]-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
CC(C)C(O)C=CC1C2C(CC1O)CC(=CC)C2 | 0.0003 |
| FDBF02476 | (3aR,6aS)-5-methylene-2,3,3a,4,6,6a-hexahydro-1H-pentalen-2-ol |
|
C12C(CC(C1)O)CC(=C)C2 | 0.0003 |
