recilisib   Click here for help

GtoPdb Ligand ID: 11620

Synonyms: EX-RAD® | ON 01210 | ON-01210
Compound class: Synthetic organic
Comment: Recilisib is a small molecule protein kinase inhibitor that modulates MAPK signalling via up-regulation of the PI3-kinase/AKT pathways [2]. It was developed by Onconova Therapeutics for radioprotective action [2]. Used experimentally as the sodium salt.
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 79.82
Molecular weight 336.02
XLogP 3.83
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES Clc1ccc(cc1)CS(=O)(=O)/C=C/c1ccc(cc1)C(=O)O
Isomeric SMILES Clc1ccc(cc1)CS(=O)(=O)/C=C/c1ccc(cc1)C(=O)O
InChI InChI=1S/C16H13ClO4S/c17-15-7-3-13(4-8-15)11-22(20,21)10-9-12-1-5-14(6-2-12)16(18)19/h1-10H,11H2,(H,18,19)/b10-9+
InChI Key KBEKQQJUNVQLDZ-MDZDMXLPSA-N
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
4-[(E)-2-[(4-chlorophenyl)methylsulfonyl]ethenyl]benzoic acid
International Nonproprietary Names Click here for help
INN number INN
9681 recilisib
Synonyms Click here for help
EX-RAD® | ON 01210 | ON-01210
Database Links Click here for help
CAS Registry No. 334969-03-8 (source: WHO INN record)
ChEMBL Ligand CHEMBL2219421
GtoPdb PubChem SID 442878654
PubChem CID 9884220
Search Google for chemical match using the InChIKey KBEKQQJUNVQLDZ-MDZDMXLPSA-N
Search Google for chemicals with the same backbone KBEKQQJUNVQLDZ
Search PubMed clinical trials recilisib
Search PubMed titles recilisib
Search PubMed titles/abstracts recilisib
UniChem Compound Search for chemical match using the InChIKey KBEKQQJUNVQLDZ-MDZDMXLPSA-N
UniChem Connectivity Search for chemical match using the InChIKey KBEKQQJUNVQLDZ-MDZDMXLPSA-N