enrasentan (CHEBI:156258)

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CHEBI:156258 - enrasentan

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ChEBI ID	CHEBI:156258
ChEBI Name	enrasentan
Stars
Definition	A member of the class of indanes that is 2,3-dihydro-1H-indene which is substituted by a 1,3-benzodioxol-5-yl group, carboxy group, 2-(2-hydroxyethoxy)-4-methoxyphenyl group and a propoxy group at positions 1S, 2R, 3S and 5, respectively. It is an orally active mixed endothelin A/B receptor antagonist with a 100-fold greater affinity for the endothelin A receptor. The drug was being developed by GSK for the treatment of congestive heart failure and pulmonary hypertension (clinical trials discontinued).
Last Modified	28 July 2020
Submitter	slaulederkind
Downloads	Molfile

Formula	C29H30O8
Net Charge	0
Average Mass	506.551
Monoisotopic Mass	506.19407
SMILES	[H][C@@]1(c2ccc(OC)cc2OCCO)c2cc(OCCC)ccc2[C@]([H])(c2ccc3c(c2)OCO3)[C@@]1([H])C(=O)O
InChI	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

Roles Classification

Chemical Role:	Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:	endothelin receptor antagonist A hormone antagonist that blocks endothelin receptors.
Applications:	endothelin receptor antagonist A hormone antagonist that blocks endothelin receptors. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.

ChEBI Ontology

Outgoing Relation(s)
	enrasentan (CHEBI:156258) has role antihypertensive agent (CHEBI:35674)
	enrasentan (CHEBI:156258) has role endothelin receptor antagonist (CHEBI:51451)
	enrasentan (CHEBI:156258) is a aromatic ether (CHEBI:35618)
	enrasentan (CHEBI:156258) is a benzodioxoles (CHEBI:38298)
	enrasentan (CHEBI:156258) is a indanes (CHEBI:46940)
	enrasentan (CHEBI:156258) is a monocarboxylic acid (CHEBI:25384)
	enrasentan (CHEBI:156258) is a monomethoxybenzene (CHEBI:25235)
	enrasentan (CHEBI:156258) is a primary alcohol (CHEBI:15734)

IUPAC Name
(1S,2R,3S)-1-(1,3-benzodioxol-5-yl)-3-[2-(2-hydroxyethoxy)-4-methoxyphenyl]-5-propoxy-2,3-dihydro-1H-indene-2-carboxylic acid

INNs	Source
enrasentan	WHO MedNet
enrasentan	WHO MedNet
enrasentanum	WHO MedNet
enrasentán	ChemIDplus

Synonyms	Source
(1S,2R,3S)-3-(2-(2-hydroxyethoxy)-4-methoxyphenyl)-1-(3,4-(methylenedioxy)phenyl)-5-propoxy-2-indancarboxylic acid	ChemIDplus
SB-217242	ChemIDplus
SB217242	ChEBI
SB 217242	ChemIDplus

Manual Xrefs	Databases
DB06460	DrugBank

Registry Numbers	Sources
CAS:167256-08-8	ChemIDplus

Citations