CHEBI:139047 - GSK2656157

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ChEBI Name GSK2656157
ChEBI ID CHEBI:139047
Definition A pyrrolopyrimidine that is 7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine which has been substituted at position 5 by a 4-fluoro-2,3-dihydro-1H-indol-5-yl group, the nitrogen of which has been acylated by a (6-methylpyridin-2-yl)acetyl group. An orally bioavailable PERK inhibitor.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter TheOtherDave
Supplier Information
Download Molfile XML SDF
Formula C23H21FN6O
Net Charge 0
Average Mass 416.452
Monoisotopic Mass 416.17609
InChI InChI=1S/C23H21FN6O/c1-13-4-3-5-14(28-13)10-19(31)30-9-8-16-18(30)7-6-15(21(16)24)17-11-29(2)23-20(17)22(25)26-12-27-23/h3-7,11-12H,8-10H2,1-2H3,(H2,25,26,27)
InChIKey PRWSIEBRGXYXAJ-UHFFFAOYSA-N
SMILES C=1(C2=C(N=CN1)N(C)C=C2C=3C(=C4C(=CC3)N(CC4)C(CC5=CC=CC(=N5)C)=O)F)N
Roles Classification
Biological Role(s): EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor
An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor which interferes with the activity of the enzyme protein tyrosine phosphatases (PTPs), EC 3.1.3.48, involved in the removal of phosphate groups from phosphorylated tyrosine residues on proteins.
PERK inhibitor
An EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor that inhibits the expression of protein kinase RNA-like endoplasmic reticulum kinase.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing GSK2656157 (CHEBI:139047) has role antineoplastic agent (CHEBI:35610)
GSK2656157 (CHEBI:139047) has role EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor (CHEBI:35608)
GSK2656157 (CHEBI:139047) has role PERK inhibitor (CHEBI:139055)
GSK2656157 (CHEBI:139047) is a biaryl (CHEBI:64459)
GSK2656157 (CHEBI:139047) is a indoles (CHEBI:24828)
GSK2656157 (CHEBI:139047) is a methylpyridines (CHEBI:25340)
GSK2656157 (CHEBI:139047) is a organofluorine compound (CHEBI:37143)
GSK2656157 (CHEBI:139047) is a pyrrolopyrimidine (CHEBI:38670)
GSK2656157 (CHEBI:139047) is a tertiary carboxamide (CHEBI:140326)
IUPAC Name
1-[5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indol-1-yl]-2-(6-methylpyridin-2-yl)ethanone
Synonyms Sources
1-[5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-2,3-dihydro-1H-indol-1-yl]-2-(6-methyl-2-pyridinyl)-ethanone SUBMITTER
PERK inhibitor SUBMITTER
Registry Numbers Types Sources
1337532-29-2 CAS Registry Number SUBMITTER
21981813 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
23333938 PubMed citation Europe PMC
24401334 PubMed citation Europe PMC
24900593 PubMed citation Europe PMC
27251848 PubMed citation Europe PMC
27682474 PubMed citation Europe PMC
28212323 PubMed citation Europe PMC
28452996 PubMed citation Europe PMC
28522733 PubMed citation Europe PMC
28641278 PubMed citation Europe PMC
28672279 PubMed citation Europe PMC
28686850 PubMed citation Europe PMC
28763567 PubMed citation Europe PMC
28867195 PubMed citation Europe PMC
Last Modified
07 March 2018