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).
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
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
SMILES / InChI / InChIKey
Click here for help
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
InChI Key PAJMKGZZBBTTOY-ZFORQUDYSA-N
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
CAS Registry No. 81846-19-7
ChEBI CHEBI:50861
ChEMBL Ligand CHEMBL1237119
DrugBank Ligand DB00374
DrugCentral Ligand 2720
GtoPdb PubChem SID 178102445
PubChem CID 6918140
Search Google for chemical match using the InChIKey PAJMKGZZBBTTOY-ZFORQUDYSA-N
Search Google for chemicals with the same backbone PAJMKGZZBBTTOY
Search PubMed clinical trials treprostinil
Search PubMed titles treprostinil
Search PubMed titles/abstracts treprostinil
Search UniChem for chemical match using the InChIKey PAJMKGZZBBTTOY-ZFORQUDYSA-N
Search UniChem for chemicals with the same backbone PAJMKGZZBBTTOY
Wikipedia Treprostinil

Product suppliers

View disclaimer

Tocris
Treprostinil
Cat. No. 5349