ischemin

Ligand id: 7506

Name: ischemin

Structure and Physico-chemical Properties

2D Structure
Calculated Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 3
Topological polar surface area 130.23
Molecular weight 335.09
XLogP 1.29
No. Lipinski's rules broken 0

Molecular properties generated using the CDK

Classification
Compound class Synthetic organic
IUPAC Name
5-[(2E)-2-(2-amino-5-methyl-4-oxocyclohexa-2,5-dien-1-ylidene)hydrazinyl]-2,4-dimethylbenzenesulfonic acid
Synonyms
MS120
Database Links
CAS Registry No. 1357059-00-7 (source: Scifinder)
PubChem CID 49837845
Search Google for chemical match using the InChIKey WGEVKJVUKOELFY-QGOAFFKASA-N
Search Google for chemicals with the same backbone WGEVKJVUKOELFY
Search UniChem for chemical match using the InChIKey WGEVKJVUKOELFY-QGOAFFKASA-N
Search UniChem for chemicals with the same backbone WGEVKJVUKOELFY
SynPHARM 79896 (in complex with CREB binding protein)
Comments
Ischemin binds reversibly to the bromodomain of CREB-binding protein (CBP) and blocks CBP association with binding partners [1]. This results in inhibition of transcription functions performed by p53.

Note that ischemin is represented in different ways by different online resources and suppliers. We show the molecule with a specified E bond as this is the form used in the associated PDB solution NMR structure (shown on the CBP page). Whereas, the chemical description in [1] leaves this bond unspecified (see PubChem CID 73010922).