CHEBI:145428 - glasdegib

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ChEBI Name glasdegib ChEBI ID CHEBI:145428 Definition A 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. Stars This entity has been manually annotated by the ChEBI Team. Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C21H22N6O Net Charge 0 Average Mass 374.448 Monoisotopic Mass 374.18551 InChI InChI=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 InChIKey SFNSLLSYNZWZQG-VQIMIIECSA-N SMILES N([C@H]1C[C@@H](N(CC1)C)C=2NC=3C(N2)=CC=CC3)C(=O)NC=4C=CC(=CC4)C#N Roles Classification Biological Role(s): 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(s): antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. View more via ChEBI Ontology ChEBI Ontology Outgoing 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 Sources glasdégib WHO MedNet glasdegib WHO MedNet glasdegib WHO MedNet glasdegibum WHO MedNet Synonyms Sources N-[(2R,4R)-2-(1H-benzimidazol-2-yl)-1-methylpiperidin-4-yl]-N'-(4-cyanophenyl)urea IUPAC PF-04449913 DrugBank PF-4449913 DrugBank PF-913 ChEBI Brand Name Source Daurismo ChEBI Manual Xrefs Databases D10636 KEGG DRUG DB11978 DrugBank Glasdegib Wikipedia LSM-45612 LINCS View more database links Registry Number Type Source 1095173-27-5 CAS Registry Number ChemIDplus Citations Types Sources 24900436 PubMed citation Europe PMC 24944041 PubMed citation Europe PMC 25388167 PubMed citation Europe PMC 26688487 PubMed citation Europe PMC 27486815 PubMed citation Europe PMC 27866461 PubMed citation Europe PMC 28556364 PubMed citation Europe PMC 29086063 PubMed citation Europe PMC 29463550 PubMed citation Europe PMC 29488303 PubMed citation Europe PMC 30074259 PubMed citation Europe PMC 30536154 PubMed citation Europe PMC 30555165 PubMed citation Europe PMC 30666593 PubMed citation Europe PMC 30849661 PubMed citation Europe PMC 30977980 PubMed citation Europe PMC 31030089 PubMed citation Europe PMC 31064779 PubMed citation Europe PMC 31432695 PubMed citation Europe PMC 31516032 PubMed citation Europe PMC 31584572 PubMed citation Europe PMC Last Modified 20 November 2019