doramapimod   Click here for help

GtoPdb Ligand ID: 5668

Synonyms: BIRB 796BS | BIRB-796 | BIRB796
PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Doramapimod is an allosteric p38 MAP kinase inhibitor [2-3].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 6
Hydrogen bond donors 2
Rotatable bonds 10
Topological polar surface area 80.13
Molecular weight 527.29
XLogP 5.11
No. Lipinski's rules broken 1
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Canonical SMILES O=C(Nc1cc(nn1c1ccc(cc1)C)C(C)(C)C)Nc1ccc(c2c1cccc2)OCCN1CCOCC1
Isomeric SMILES O=C(Nc1cc(nn1c1ccc(cc1)C)C(C)(C)C)Nc1ccc(c2c1cccc2)OCCN1CCOCC1
InChI InChI=1S/C31H37N5O3/c1-22-9-11-23(12-10-22)36-29(21-28(34-36)31(2,3)4)33-30(37)32-26-13-14-27(25-8-6-5-7-24(25)26)39-20-17-35-15-18-38-19-16-35/h5-14,21H,15-20H2,1-4H3,(H2,32,33,37)

Large-scale screening data

DiscoveRx KINOMEscan® screen Click here for help
A screen of 72 inhibitors against 456 human kinases. Quantitative data were derived using DiscoveRx KINOMEscan® platform.
Reference: 1,4

Key to terms and symbols Click column headers to sort
Target Name in screen Sp. Type Action Value Parameter
mitogen-activated protein kinase 14 p38-alpha Hs Inhibitor Inhibition 9.4 pKd
discoidin domain receptor tyrosine kinase 1 DDR1 Hs Inhibitor Inhibition 8.7 pKd
mitogen-activated protein kinase 12 p38-gamma Hs Inhibitor Inhibition 8.5 pKd
mitogen-activated protein kinase 11 p38-beta Hs Inhibitor Inhibition 8.1 pKd
mitogen-activated protein kinase 9 JNK2 Hs Inhibitor Inhibition 8.1 pKd
tyrosine kinase with immunoglobulin like and EGF like domains 1 TIE1 Hs Inhibitor Inhibition 8.1 pKd
serine/threonine kinase 10 LOK Hs Inhibitor Inhibition 7.9 pKd
TEK receptor tyrosine kinase TIE2 Hs Inhibitor Inhibition 7.7 pKd
discoidin domain receptor tyrosine kinase 2 DDR2 Hs Inhibitor Inhibition 7.5 pKd
ABL proto-oncogene 1, non-receptor tyrosine kinase ABL1(T315I)-nonphosphorylated Hs Inhibitor Inhibition 7.2 pKd
Displaying the top 10 targets  View all targets in screen »