CHEBI:228374 - smoothib

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ChEBI Name smoothib
ChEBI ID CHEBI:228374
Definition An imidazopyrazole that is 1,6-dihydroimidazo[4,5-c]pyrazole substituted by 4-methylbenzyl and 4-{4-[3-(1H-indol-3-yl)propanoyl]piperazin-1-yl}phenyl groups at positions 1 and 5, respectively. It is a novel inhibitor of the Hedgehog signaling pathway.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C33H33N7O
Net Charge 0
Average Mass 543.675
Monoisotopic Mass 543.27466
InChI InChI=1S/C33H33N7O/c1-23-6-8-24(9-7-23)22-40-33-30(21-35-40)36-32(37-33)25-10-13-27(14-11-25)38-16-18-39(19-17-38)31(41)15-12-26-20-34-29-5-3-2-4-28(26)29/h2-11,13-14,20-21,34H,12,15-19,22H2,1H3,(H,36,37)
InChIKey MCVSFHJAOXRNML-UHFFFAOYSA-N
SMILES CC1=CC=C(CN2N=CC3=C2NC(=N3)C2=CC=C(C=C2)N2CCN(CC2)C(=O)CCC2=CNC3=C2C=CC=C3)C=C1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): Hedgehog signaling pathway inhibitor
Any pathway inhibitor that inhibits the Hedgehog signalling pathway.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing smoothib (CHEBI:228374) has role Hedgehog signaling pathway inhibitor (CHEBI:140921)
smoothib (CHEBI:228374) is a N-acylpiperazine (CHEBI:46844)
smoothib (CHEBI:228374) is a N-arylpiperazine (CHEBI:46848)
smoothib (CHEBI:228374) is a imidazopyrazole (CHEBI:192493)
smoothib (CHEBI:228374) is a indoles (CHEBI:24828)
smoothib (CHEBI:228374) is a tertiary carboxamide (CHEBI:140326)
smoothib (CHEBI:228374) is a toluenes (CHEBI:27024)
IUPAC Name
3-(1H-indol-3-yl)-1-(4-{4-[1-(4-methylbenzyl)-1,6-dihydroimidazo[4,5-c]pyrazol-5-yl]phenyl}piperazin-1-yl)propan-1-one
Citations Waiting for Citations Types Sources
28833911 PubMed citation Europe PMC
30558232 PubMed citation Europe PMC
34572373 PubMed citation Europe PMC
Last Modified
09 May 2024