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CHEBI:145428 - glasdegib

ChEBI IDCHEBI:145428
ChEBI Nameglasdegib
Stars
DefinitionA member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a (2R,4S)-4-{[(4-cyanophenyl)carbamoyl]amino}-1-methylpiperidin-2-yl group at position 2. It is a hedgehog signalling pathway inhibitor that acts by binding to Smoothened (SMO) receptors and blocking signal transduction (IC50 = 5 nM). It is used in combination with low-dose cytarabine, for the treatment of newly-diagnosed acute myeloid leukemia (AML) in adult patients (aged ≥ 75 years), or who have medical conditions that prevent the use of standard chemotherapy.
Last Modified20 November 2019
SubmitterAdnan
DownloadsMolfile
FormulaC21H22N6O
Net Charge0
Average Mass374.448
Monoisotopic Mass374.18551
SMILESCN1CC[C@@H](NC(=O)Nc2ccc(C#N)cc2)C[C@@H]1c1nc2ccccc2n1
InChIInChI=1S/C21H22N6O/c1-27-11-10-16(24-21(28)23-15-8-6-14(13-22)7-9-15)12-19(27)20-25-17-4-2-3-5-18(17)26-20/h2-9,16,19H,10-12H2,1H3,(H,25,26)(H2,23,24,28)/t16-,19-/m1/s1
InChIKeySFNSLLSYNZWZQG-VQIMIIECSA-N
Wikipedia
Roles Classification
Biological Roles:
SMO receptor antagonist  An antagonist that interferes with the action of smoothened (SMO) receptor.
Hedgehog signaling pathway inhibitor  Any pathway inhibitor that inhibits the Hedgehog signalling pathway.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
glasdegib (CHEBI:145428) has role antineoplastic agent (CHEBI:35610)
glasdegib (CHEBI:145428) has role Hedgehog signaling pathway inhibitor (CHEBI:140921)
glasdegib (CHEBI:145428) has role SMO receptor antagonist (CHEBI:66908)
glasdegib (CHEBI:145428) is a benzimidazoles (CHEBI:22715)
glasdegib (CHEBI:145428) is a nitrile (CHEBI:18379)
glasdegib (CHEBI:145428) is a phenylureas (CHEBI:134043)
glasdegib (CHEBI:145428) is a piperidines (CHEBI:26151)
IUPAC Name 
1-[(2R,4R)-2-(1H-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-3-(4-cyanophenyl)urea
INNs  Source
glasdegibumWHO MedNet
glasdegibWHO MedNet
glasdegibWHO MedNet
glasdégibWHO MedNet
Synonyms  Source
N-[(2R,4R)-2-(1H-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-N'-(4-cyanophenyl)ureaIUPAC
PF-04449913DrugBank
PF-4449913DrugBank
PF-913ChEBI
Brand Name  Source
DaurismoChEBI
Manual XrefsDatabases
DB11978DrugBank
D10636KEGG DRUG
GlasdegibWikipedia
LSM-45612LINCS
Registry NumbersSources
CAS:1095173-27-5ChemIDplus
Citations