XMD17-109   Click here for help

GtoPdb Ligand ID: 9406

Synonyms: compound 26 [PMID: 24239623] | ERK5-IN-1 [1]
PDB Ligand
Compound class: Synthetic organic
Comment: XMD17-109 (ERK5-IN-1) is a potent and selective inhibitor of mitogen-activated protein kinase 7 (a.k.a. ERK5) [1], useful as a tool to investigate the ERK5 signalling pathway. It also inhibits bromodomains, with sufficient activity to explain all of the compound's reported biological effects.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 1
Rotatable bonds 8
Topological polar surface area 100.76
Molecular weight 638.37
XLogP 6.12
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES CCOc1cc(ccc1Nc1ncc2c(n1)n(C1CCCC1)c1ccccc1c(=O)n2C)C(=O)N1CCC(CC1)N1CCN(CC1)C
Isomeric SMILES CCOc1cc(ccc1Nc1ncc2c(n1)n(C1CCCC1)c1ccccc1c(=O)n2C)C(=O)N1CCC(CC1)N1CCN(CC1)C
InChI InChI=1S/C36H46N8O3/c1-4-47-32-23-25(34(45)43-17-15-26(16-18-43)42-21-19-40(2)20-22-42)13-14-29(32)38-36-37-24-31-33(39-36)44(27-9-5-6-10-27)30-12-8-7-11-28(30)35(46)41(31)3/h7-8,11-14,23-24,26-27H,4-6,9-10,15-22H2,1-3H3,(H,37,38,39)
InChI Key XVBGRTMNFNMINE-UHFFFAOYSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
11-cyclopentyl-2-[2-ethoxy-4-[4-(4-methylpiperazin-1-yl)piperidine-1-carbonyl]anilino]-5-methylpyrimido[4,5-b][1,4]benzodiazepin-6-one
Synonyms Click here for help
compound 26 [PMID: 24239623] | ERK5-IN-1 [1]
Database Links Click here for help
BindingDB Ligand 50434070
CAS Registry No. 1435488-37-1 (source: PubChem)
ChEMBL Ligand CHEMBL2381340
GtoPdb PubChem SID 328083508
PubChem CID 71604307
RCSB PDB Ligand VYJ
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UniChem Compound Search for chemical match using the InChIKey XVBGRTMNFNMINE-UHFFFAOYSA-N
UniChem Connectivity Search for chemical match using the InChIKey XVBGRTMNFNMINE-UHFFFAOYSA-N

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Tocris
ERK5-IN-1
Cat. No. 5393