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CHEBI:143122 - THZ531

ChEBI IDCHEBI:143122
ChEBI NameTHZ531
Stars
DefinitionA member of the class of indoles that is 5-chloro-4-(1H-indol-3-yl)-N-[(3R)-piperidin-3-yl]pyrimidin-2-amine in which the piperidine NH group is substituted by a 4-{[(2E)-4-(dimethylamino)but-2-enoyl]amino}benzoyl group. It is a first-in-class CDK12 and CDK13 covalent kinase inhibitor with IC50 of 158 nM and 69 nM, respectively.
Last Modified11 March 2019
SubmitterTim Willson
DownloadsMolfile
FormulaC30H32ClN7O2
Net Charge0
Average Mass558.086
Monoisotopic Mass557.23060
SMILES[H][C@@]1(Nc2ncc(Cl)c(-c3cnc4ccccc34)n2)CCCN(C(=O)c2ccc(NC(=O)/C=C/CN(C)C)cc2)C1
InChIInChI=1S/C30H32ClN7O2/c1-37(2)15-6-10-27(39)34-21-13-11-20(12-14-21)29(40)38-16-5-7-22(19-38)35-30-33-18-25(31)28(36-30)24-17-32-26-9-4-3-8-23(24)26/h3-4,6,8-14,17-18,22,32H,5,7,15-16,19H2,1-2H3,(H,34,39)(H,33,35,36)/b10-6+/t22-/m1/s1
InChIKeyRUBYHLPRZRMTJO-MOVYNIQHSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.11.22 (cyclin-dependent kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of cyclin-dependent kinase (EC 2.7.11.22).
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
THZ531 (CHEBI:143122) has role antineoplastic agent (CHEBI:35610)
THZ531 (CHEBI:143122) has role apoptosis inducer (CHEBI:68495)
THZ531 (CHEBI:143122) has role EC 2.7.11.22 (cyclin-dependent kinase) inhibitor (CHEBI:82665)
THZ531 (CHEBI:143122) is a N-acylpiperidine (CHEBI:48591)
THZ531 (CHEBI:143122) is a aminopyrimidine (CHEBI:38338)
THZ531 (CHEBI:143122) is a enamide (CHEBI:51751)
THZ531 (CHEBI:143122) is a indoles (CHEBI:24828)
THZ531 (CHEBI:143122) is a organochlorine compound (CHEBI:36683)
THZ531 (CHEBI:143122) is a secondary amino compound (CHEBI:50995)
THZ531 (CHEBI:143122) is a secondary carboxamide (CHEBI:140325)
IUPAC Name 
(2E)-N-(4-{[(3R)-3-{[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino}piperidin-1-yl]carbonyl}phenyl)-4-(dimethylamino)but-2-enamide
Synonyms  Source
THZ-531ChEBI
(R,E)-N-(4-(3-((5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl)amino)piperidine-1-carbonyl)phenyl)-4-(dimethylamino)but-2-enamideChEBI
(E)-N-[4-[(3R)-3-[[5-chloro-4-(1H-indol-3-yl)pyrimidin-2-yl]amino]piperidine-1-carbonyl]phenyl]-4-(dimethylamino)but-2-enamideChEBI
Registry NumbersSources
CAS:1702809-17-3ChEBI
Citations