compound 12 [PMID: 27448772]   Click here for help

GtoPdb Ligand ID: 9453

PDB Ligand Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Compound 12 [PMID: 27448772] is a potent and selective inhibitor of TAK1 (MAP3K7), developed in a structure based drug design programme [1], but the compound suffers from low permeability.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 7
Topological polar surface area 135.87
Molecular weight 455.16
XLogP 1.52
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES CN1CCN(CC1)C(=O)c1cccc(c1OC(C)C)NC(=O)c1csc2c1nc[nH]c2=O
Isomeric SMILES CN1CCN(CC1)C(=O)c1cccc(c1OC(C)C)NC(=O)c1csc2c1nc[nH]c2=O
InChI InChI=1S/C22H25N5O4S/c1-13(2)31-18-14(22(30)27-9-7-26(3)8-10-27)5-4-6-16(18)25-20(28)15-11-32-19-17(15)23-12-24-21(19)29/h4-6,11-13H,7-10H2,1-3H3,(H,25,28)(H,23,24,29)
InChI Key MJJJFOLDERHCND-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
N-[3-(4-methylpiperazine-1-carbonyl)-2-propan-2-yloxyphenyl]-4-oxo-1H-thieno[3,2-d]pyrimidine-7-carboxamide
Database Links Click here for help
GtoPdb PubChem SID 329968393
PubChem CID 121232428
RCSB PDB Ligand 6KD
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SynPHARM 84134 (in complex with mitogen-activated protein kinase kinase kinase 7)