
IUPAC name
2-{[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H,2H,3H,3aH,4H,9H,9aH-cyclopenta[b]naphthalen-5-yl]oxy}acetic acid
SMILES
[H][C@]12C[C@@H](O)[C@H](CC[C@@H](O)CCCCC)[C@@]1([H])CC1=C(C2)C(OCC(O)=O)=CC=C1
Compound class
Antithrombins; Anticoagulants; Antihypertensive Agents; Antithrombotic Agents; Blood and Blood Forming Organs; Platelet Aggregation Inhibitors Excl. Heparin; Cytochrome P-450 CYP2C9 Inhibitors; Cytochrome P-450 CYP2C9 Inducers;
Therapeutic area
For use as a continuous subcutaneous infusion or intravenous infusion (for those not able to tolerate a subcutaneous infusion) for the treatment of pulmonary arterial hypertension in patients with NYHA Class II-IV symptoms to diminish symptoms associated with exercise.
Common name
Treprostinil
IUPAC name
2-{[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H,2H,3H,3aH,4H,9H,9aH-cyclopenta[b]naphthalen-5-yl]oxy}acetic acid
SMILES
[H][C@]12C[C@@H](O)[C@H](CC[C@@H](O)CCCCC)[C@@]1([H])CC1=C(C2)C(OCC(O)=O)=CC=C1
INCHI
InChI=1S/C23H34O5/c1-2-3-4-7-17(24)9-10-18-19-11-15-6-5-8-22(28-14-23(26)27)20(15)12-16(19)13-21(18)25/h5-6,8,16-19,21,24-25H,2-4,7,9-14H2,1H3,(H,26,27)/t16-,17-,18+,19-,21+/m0/s1
FORMULA
C23H34O5

Common name
Treprostinil
IUPAC name
2-{[(1R,2R,3aS,9aS)-2-hydroxy-1-[(3S)-3-hydroxyoctyl]-1H,2H,3H,3aH,4H,9H,9aH-cyclopenta[b]naphthalen-5-yl]oxy}acetic acid
Molecular weight
390.513
clogP
4.087
clogS
-4.123
HBond Acceptor
5
HBond Donor
3
Total Polar Surface Area
86.99
Number of Rings
3
Rotatable Bond
10
Drug ID | Common name | Structure CAS | SMILE | Frequency |
---|---|---|---|---|
FDBF00042 | propan-2-ol |
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CC(O)C | 0.0278 |
FDBF00081 | pentane |
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CCCCC | 0.0316 |
FDBF00154 | (2S)-butan-2-ol |
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CC(O)CC | 0.0034 |
FDBF00272 | pentan-3-ol |
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OC(CC)CC | 0.0017 |
FDBF00416 | butan-1-ol |
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C(CC)CO | 0.0134 |
FDBF00723 | 2-hydroxyacetic acid |
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OCC(=O)O | 0.0086 |
FDBF00818 | (2S,3aS,9aR)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalene-2,5-diol |
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Oc1c2c(ccc1)CC3C(C2)CC(C3)O | 0.0003 |
FDBF00821 | (1R,2R,3aS,9aS)-1-(3-hydroxypropyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol |
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C12C(CC(C1CCCO)O)Cc3c(cccc3)C2 | 0.0003 |
FDBF00822 | (1R,2R,3aS,9aS)-1-ethyl-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalene-2,5-diol |
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Oc1c2c(ccc1)CC3C(C2)CC(C3CC)O | 0.0003 |
FDBF00824 | (3aS,9aR)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]naphthalen-2-ol |
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C12C(CC(C1)O)Cc3c(cccc3)C2 | 0.0003 |