pamapimod   Click here for help

GtoPdb Ligand ID: 9915

Synonyms: compound 2b [PMID: 21375264] | Ro 4402257 | Ro-4402257 | Ro4402257
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Pamapimod is an ATP-competitive (Type I), orally bioavailable and highly selective inhibitor of p38α mitogen-activated protein kinase (MAPK14), that was developed for immunomodulatory potential [4].
Click here for help
2D Structure
Click here for help
Click here for structure editor
Physico-chemical Properties
Click here for help
Hydrogen bond acceptors 6
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 109.5
Molecular weight 406.15
XLogP 3.16
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help
Canonical SMILES OCCC(Nc1ncc2c(n1)n(C)c(=O)c(c2)Oc1ccc(cc1F)F)CCO
Isomeric SMILES OCCC(Nc1ncc2c(n1)n(C)c(=O)c(c2)Oc1ccc(cc1F)F)CCO
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)
InChI Key JYYLVUFNAHSSFE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
6-(2,4-difluorophenoxy)-2-(1,5-dihydroxypentan-3-ylamino)-8-methylpyrido[2,3-d]pyrimidin-7-one
International Nonproprietary Names Click here for help
INN number INN
8796 pamapimod
Synonyms Click here for help
compound 2b [PMID: 21375264] | Ro 4402257 | Ro-4402257 | Ro4402257
Database Links Click here for help
BindingDB Ligand 50314070
CAS Registry No. 449811-01-2 (source: WHO INN record)
ChEMBL Ligand CHEMBL1090089
GtoPdb PubChem SID 363894209
PubChem CID 16220188
RCSB PDB Ligand FLW
Search Google for chemical match using the InChIKey JYYLVUFNAHSSFE-UHFFFAOYSA-N
Search Google for chemicals with the same backbone JYYLVUFNAHSSFE
Search PubMed clinical trials pamapimod
Search PubMed titles pamapimod
Search PubMed titles/abstracts pamapimod
Search UniChem for chemical match using the InChIKey JYYLVUFNAHSSFE-UHFFFAOYSA-N
Search UniChem for chemicals with the same backbone JYYLVUFNAHSSFE
SynPHARM 85089 (in complex with mitogen-activated protein kinase 14)