Drug Information

Drug General Information
Drug ID
D07YHT
Former ID
DIB003767
Drug Name
ENRASENTAN
Synonyms
SB-217242; Enrasentan < Prop INN >; (+)-(1S,2R,3S)-3-[2-(2-Hydroxyethoxy)-4-methoxyphenyl]-1-(3,4-methylenedioxyphenyl)-5-propoxyindane-2-carboxylic acid
Drug Type
Small molecular drug
Indication Pulmonary arterial hypertension [ICD9: 416; ICD10:I27.0, I27.2] Discontinued in Phase 2 [545770]
Company
GlaxoSmithKline
Structure
Download
2D MOL

3D MOL
Formula
C29H30O8
Canonical SMILES
CCCOc1ccc2[C@@H]([C@H]([C@H](c3ccc(OC)cc3OCCO)c2c1)C(=O<br />)O)c4ccc5OCOc5c4
InChI
1S/C29H30O8/c1-3-11-34-19-6-7-20-22(14-19)27(21-8-5-18(33-2)15-24(21)35-12-10-30)28(29(31)32)26(20)17-4-9-23-25(13-17)37-16-36-23/h4-9,13-15,26-28,30H,3,10-12,16H2,1-2H3,(H,31,32)/t26-,27+,28+/m0/s1
InChIKey
GLCKXJLCYIJMRB-UPRLRBBYSA-N
CAS Number
CAS 167256-08-8
PubChem Compound ID
178103
Target and Pathway
Target(s) Endothelin-1 receptor Target Info Modulator [526546]
Endothelin B receptor Target Info Modulator [526546]
KEGG Pathway Calcium signaling pathway
cGMP-PKG signaling pathway
cAMP signaling pathway
Neuroactive ligand-receptor interaction
Vascular smooth muscle contraction
Renin secretion
Pathways in cancerhsa04020:Calcium signaling pathway
Melanogenesis
Pathways in cancer
NetPath Pathway IL4 Signaling Pathway
PANTHER Pathway Endothelin signaling pathwayP00019:Endothelin signaling pathway
Pathway Interaction Database Endothelins
EGFR-dependent Endothelin signaling eventsendothelinpathway:Endothelins
Arf6 trafficking events
Reactome Peptide ligand-binding receptors
G alpha (q) signalling eventsR-HSA-375276:Peptide ligand-binding receptors
G alpha (q) signalling events
WikiPathways Prostaglandin Synthesis and Regulation
GPCRs, Class A Rhodopsin-like
Gastrin-CREB signalling pathway via PKC and MAPK
Peptide GPCRs
Endothelin Pathways
GPCR ligand binding
GPCR downstream signaling
GPCRs, OtherWP98:Prostaglandin Synthesis and Regulation
References
Ref 545770Trusted, scientifically sound profiles of drug programs, clinical trials, safety reports, and company deals, written by scientists. Springer. 2015. Adis Insight (drug id 800004637)
Ref 526546Enrasentan, an antagonist of endothelin receptors. Cardiovasc Drug Rev. 2003 Spring;21(1):1-16.

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