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CHEBI:167664 - MK-8353

ChEBI IDCHEBI:167664
ChEBI NameMK-8353
Stars
DefinitionA member of the class of indazoles that is 1H-indazole substituted by a 6-(propan-2-yloxy)pyridin-3-yl group at position 3 and by a {[(3S)-3-(methylsulfanyl)-1-(2-{4-[4-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl]-3,6-dihydropyridin-1(2H)-yl}-2-oxoethyl)pyrrolidin-3-yl]carbonyl}amino group at position 5. It is a potent and selective inhibitor of ERK1 and ERK2 in vitro (IC50 values of 23.0 nM and 8.8 nM, respectively). The drug is being developed by Merck Sharp & Dohme and is currently in clinical development for the treatment of advanced/metastatic solid tumors.
Last Modified17 March 2021
SubmitterR. Stephan
DownloadsMolfile
FormulaC37H41N9O3S
Net Charge0
Average Mass691.862
Monoisotopic Mass691.30531
SMILESCS[C@@]1(C(=O)Nc2ccc3nnc(-c4ccc(OC(C)C)nc4)c3c2)CCN(CC(=O)N2CC=C(c3ccc(-c4ncn(C)n4)cc3)CC2)C1
InChIInChI=1S/C37H41N9O3S/c1-24(2)49-32-12-9-28(20-38-32)34-30-19-29(10-11-31(30)41-42-34)40-36(48)37(50-4)15-18-45(22-37)21-33(47)46-16-13-26(14-17-46)25-5-7-27(8-6-25)35-39-23-44(3)43-35/h5-13,19-20,23-24H,14-18,21-22H2,1-4H3,(H,40,48)(H,41,42)/t37-/m0/s1
InChIKeyKPQQGHGDBBJGFA-QNGWXLTQSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor  An EC 2.7.11.* (protein-serine/threonine kinase) inhibitor that interferes with the action of mitogen-activated protein kinase (EC 2.7.11.24).
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)
MK-8353 (CHEBI:167664) has role antineoplastic agent (CHEBI:35610)
MK-8353 (CHEBI:167664) has role apoptosis inducer (CHEBI:68495)
MK-8353 (CHEBI:167664) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
MK-8353 (CHEBI:167664) is a N-alkylpyrrolidine (CHEBI:46775)
MK-8353 (CHEBI:167664) is a aromatic ether (CHEBI:35618)
MK-8353 (CHEBI:167664) is a dihydropyridine (CHEBI:50075)
MK-8353 (CHEBI:167664) is a indazoles (CHEBI:38769)
MK-8353 (CHEBI:167664) is a methyl sulfide (CHEBI:86315)
MK-8353 (CHEBI:167664) is a pyridines (CHEBI:26421)
MK-8353 (CHEBI:167664) is a pyrrolidinecarboxamide (CHEBI:46770)
MK-8353 (CHEBI:167664) is a secondary carboxamide (CHEBI:140325)
MK-8353 (CHEBI:167664) is a tertiary carboxamide (CHEBI:140326)
MK-8353 (CHEBI:167664) is a triazoles (CHEBI:35727)
IUPAC Name 
(3S)-3-(methylsulfanyl)-1-(2-{4-[4-(1-methyl-1H-1,2,4-triazol-3-yl)phenyl]-3,6-dihydropyridin-1(2H)-yl}-2-oxoethyl)-N-{3-[6-(propan-2-yloxy)pyridin-3-yl]-1H-indazol-5-yl}pyrrolidine-3-carboxamide
Synonyms  Source
MK 8353ChEBI
MK8353ChEBI
SCH900353ChEBI
SCH-900353ChEBI
Manual XrefsDatabases
G67PDBeChem
Registry NumbersSources
CAS:1184173-73-6ChEBI
Citations