CHEBI:90685 - pamapimod

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ChEBI Name pamapimod
ChEBI ID CHEBI:90685
Definition A member of the class of pyridopyrimidines that is 8-methylpyrido[2,3-d]pyrimidin-7(8H)-one carrying additional (1,5-dihydroxypentan-3-yl)amino and 2,4-difluorophenoxy substituents at positions 2 and 6 respectively. It is a potent inhibitor of MAPK and is used for treatment of rheumatoid arthritis.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Matthias Ziehm
Supplier Information
Download Molfile XML SDF
Formula C19H20F2N4O4
Net Charge 0
Average Mass 406.384
Monoisotopic Mass 406.14526
InChI InChI=1S/C19H20F2N4O4/c1-25-17-11(10-22-19(24-17)23-13(4-6-26)5-7-27)8-16(18(25)28)29-15-3-2-12(20)9-14(15)21/h2-3,8-10,13,26-27H,4-7H2,1H3,(H,22,23,24)
InChIKey JYYLVUFNAHSSFE-UHFFFAOYSA-N
SMILES C1=C(F)C=CC(=C1F)OC2=CC3=CN=C(N=C3N(C)C2=O)NC(CCO)CCO
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).
Application(s): antirheumatic drug
A drug used to treat rheumatoid arthritis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing pamapimod (CHEBI:90685) has role antirheumatic drug (CHEBI:35842)
pamapimod (CHEBI:90685) has role EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor (CHEBI:79091)
pamapimod (CHEBI:90685) is a aromatic amine (CHEBI:33860)
pamapimod (CHEBI:90685) is a aromatic ether (CHEBI:35618)
pamapimod (CHEBI:90685) is a difluorobenzene (CHEBI:38582)
pamapimod (CHEBI:90685) is a diol (CHEBI:23824)
pamapimod (CHEBI:90685) is a primary alcohol (CHEBI:15734)
pamapimod (CHEBI:90685) is a pyridopyrimidine (CHEBI:38932)
pamapimod (CHEBI:90685) is a secondary amino compound (CHEBI:50995)
IUPAC Name
6-(2,4-difluorophenoxy)-2-[(1,5-dihydroxypentan-3-yl)amino]-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one
INN Source
pamapimod KEGG DRUG
Synonyms Sources
R1503 ChemIDplus
Ro 4402257 ChemIDplus
Manual Xrefs Databases
D08963 KEGG DRUG
FLW PDBeChem
View more database links
Registry Numbers Types Sources
18704012 Reaxys Registry Number Reaxys
449811-01-2 CAS Registry Number ChemIDplus
449811-01-2 CAS Registry Number KEGG DRUG
Citations Waiting for Citations Types Sources
18776065 PubMed citation Europe PMC
19180516 PubMed citation Europe PMC
19357113 PubMed citation Europe PMC
20100913 PubMed citation Europe PMC
20666701 PubMed citation Europe PMC
21375264 PubMed citation Europe PMC
21612741 PubMed citation Europe PMC
26279429 PubMed citation Europe PMC
Last Modified
06 January 2016