KDM5 inhibitor N71   Click here for help

GtoPdb Ligand ID: 10141

Compound class: Synthetic organic
Comment: N71 is a potent, selective and irreversible inhibitor of the protein lysine demethylases KDM5A and KDM5B [2]. It was designed to interact and form a covalent bond with Cys481 of KDM5 enzymes which is a cysteine residue that is located near the enzymes' active site that is present in all 4 KDM5 family enzymes but not in other dioxygenases such as the KDM4 and KDM6 histone demethylases [1]. KDM5A and KDM5B are known oncogenic drivers whose inhibition is of interest to those developing novel anti-cancer therapeutics.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 8
Hydrogen bond donors 2
Rotatable bonds 12
Topological polar surface area 123.24
Molecular weight 522.23
XLogP 2.26
No. Lipinski's rules broken 1
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Canonical SMILES CN(CC=CC(=O)Nc1cccc(c1)C(c1cc2c(s1)c(ccn2)C(=O)O)OCCN1CCCCC1)C
Isomeric SMILES CN(C/C=C/C(=O)Nc1cccc(c1)C(c1cc2c(s1)c(ccn2)C(=O)O)OCCN1CCCCC1)C
InChI InChI=1S/C28H34N4O4S/c1-31(2)13-7-10-25(33)30-21-9-6-8-20(18-21)26(36-17-16-32-14-4-3-5-15-32)24-19-23-27(37-24)22(28(34)35)11-12-29-23/h6-12,18-19,26H,3-5,13-17H2,1-2H3,(H,30,33)(H,34,35)/b10-7+
Classification Click here for help
Compound class Synthetic organic
Database Links Click here for help
GtoPdb PubChem SID 381118851
PubChem CID 137321153
Search Google for chemical match using the InChIKey KIIDGZQVWULCMZ-JXMROGBWSA-N
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UniChem Compound Search for chemical match using the InChIKey KIIDGZQVWULCMZ-JXMROGBWSA-N
UniChem Connectivity Search for chemical match using the InChIKey KIIDGZQVWULCMZ-JXMROGBWSA-N