CHEBI:167664 - MK-8353

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ChEBI Name MK-8353
ChEBI ID CHEBI:167664
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter R. Stephan
Supplier Information
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Formula C37H41N9O3S
Net Charge 0
Average Mass 691.860
Monoisotopic Mass 691.30531
InChI InChI=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
InChIKey KPQQGHGDBBJGFA-QNGWXLTQSA-N
SMILES CS[C@]1(CCN(CC(=O)N2CCC(=CC2)C2=CC=C(C=C2)C2=NN(C)C=N2)C1)C(=O)NC1=CC2=C(NN=C2C2=CN=C(OC(C)C)C=C2)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): 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(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
MK 8353 ChEBI
MK8353 ChEBI
SCH-900353 ChEBI
SCH900353 ChEBI
Manual Xref Database
G67 PDBeChem
View more database links
Registry Number Type Source
1184173-73-6 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
29467321 PubMed citation SUBMITTER
30034615 PubMed citation SUBMITTER
30794926 PubMed citation Europe PMC
30797103 PubMed citation Europe PMC
32202379 PubMed citation Europe PMC
Last Modified
17 March 2021