SB590885   Click here for help

GtoPdb Ligand ID: 9389

Synonyms: compound 33 [PMID: 16260133] | SB 590885 | SB-590885
Compound class: Synthetic organic
Comment: SB590885 is a potent B-Raf inhibitor with 11-fold selectivity for B-Raf over c-Raf and no inhibition vs. other human kinases [2]. It is reported to stabilise the open conformation of the enzyme [1].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 6
Topological polar surface area 73.48
Molecular weight 453.22
XLogP 4.63
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=NC1=c2ccc(=c3nc([nH]c3=c3cc[nH]cc3)c3ccc(cc3)OCCN(C)C)cc2CC1
Isomeric SMILES O=NC1=c2cc/c(=c/3\nc([nH]c3=c3cc[nH]cc3)c3ccc(cc3)OCCN(C)C)/cc2CC1
InChI InChI=1S/C27H27N5O2/c1-32(2)15-16-34-22-7-3-19(4-8-22)27-29-25(18-11-13-28-14-12-18)26(30-27)21-5-9-23-20(17-21)6-10-24(23)31-33/h3-5,7-9,11-14,17,28H,6,10,15-16H2,1-2H3,(H,29,30)/b26-21+
InChI Key DPCXEUSDRQOOGZ-YYADALCUSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N,N-dimethyl-2-[4-[(4E)-4-(1-nitroso-2,3-dihydroinden-5-ylidene)-5-(1H-pyridin-4-ylidene)-1H-imidazol-2-yl]phenoxy]ethanamine
Synonyms Click here for help
compound 33 [PMID: 16260133] | SB 590885 | SB-590885
Database Links Click here for help
Specialist databases
Reactome Drug Reactome logo R-ALL-9657547
Reactome Reaction Reactome logo R-HSA-6802938
Other databases
GtoPdb PubChem SID 328083491
PubChem CID 11465183
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