treprostinil   Click here for help

GtoPdb Ligand ID: 5820

Synonyms: LRX-15 | Remodulin® | Tyvaso®
Approved drug
treprostinil is an approved drug (FDA (2002), EMA (2020))
Compound class: Synthetic organic
Comment: Marketed formulations may contain treprostinil diolamine (PubChem CID 11179459) or treprostinil sodium (PubChem CID 23663413).
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 86.99
Molecular weight 390.24
XLogP 4.14
No. Lipinski's rules broken 0
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Canonical SMILES CCCCCC(CCC1C(O)CC2C1Cc1cccc(c1C2)OCC(=O)O)O
Isomeric SMILES CCCCC[C@@H](CC[C@H]1[C@H](O)C[C@H]2[C@@H]1Cc1cccc(c1C2)OCC(=O)O)O
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
Classification Click here for help
Compound class Synthetic organic
Approved drug? Yes (FDA (2002), EMA (2020))
IUPAC Name Click here for help
2-[[(2R,3R,3aS,9aS)-2-hydroxy-3-[(3S)-3-hydroxyoctyl]-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[g]naphthalen-8-yl]oxy]acetic acid
International Nonproprietary Names Click here for help
INN number INN
8170 treprostinil
Synonyms Click here for help
LRX-15 | Remodulin® | Tyvaso®
Database Links Click here for help
Specialist databases
GPCRdb Ligand treprostinil
Other databases
CAS Registry No. 81846-19-7
ChEMBL Ligand CHEMBL1237119
DrugBank Ligand DB00374
DrugCentral Ligand 2720
GtoPdb PubChem SID 178102445
PubChem CID 6918140
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UniChem Compound Search for chemical match using the InChIKey PAJMKGZZBBTTOY-ZFORQUDYSA-N
UniChem Connectivity Search for chemical match using the InChIKey PAJMKGZZBBTTOY-ZFORQUDYSA-N
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Treprostinil (links to external site)
Cat. No. 5349