valategrast   Click here for help

GtoPdb Ligand ID: 11487

Synonyms: R-411 | RO-0272441
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Valategrast (RO-0272441) is an orally available, small molecule α4 integrin inhibitor that was developed by Roche [2]. It is active at α4β1 and α4β7 integrins.

valategrast is commercially available from our sponsors

2D Structure
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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.

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Physico-chemical Properties
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Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/). 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.

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Hydrogen bond acceptors 7
Hydrogen bond donors 2
Rotatable bonds 15
Topological polar surface area 87.74
Molecular weight 603.15
XLogP 7.07
No. Lipinski's rules broken 2

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
SMILES / InChI / InChIKey
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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.

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)

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Canonical SMILES CCN(CCOC(=O)[C@@H](NC(=O)c1c(C)cccc1Cl)Cc1ccc(cc1)NC(=O)c1c(Cl)cccc1Cl)CC
Isomeric SMILES CCN(CCOC(=O)[C@@H](NC(=O)c1c(C)cccc1Cl)Cc1ccc(cc1)NC(=O)c1c(Cl)cccc1Cl)CC
InChI InChI=1S/C30H32Cl3N3O4/c1-4-36(5-2)16-17-40-30(39)25(35-28(37)26-19(3)8-6-9-22(26)31)18-20-12-14-21(15-13-20)34-29(38)27-23(32)10-7-11-24(27)33/h6-15,25H,4-5,16-18H2,1-3H3,(H,34,38)(H,35,37)/t25-/m0/s1
InChI Key VZVNFRFMDNFPOM-VWLOTQADSA-N

Generated using the Chemistry Development Kit (CDK) (Willighagen EL et al. Journal of Cheminformatics vol. 9:33. 2017, doi:10.1186/s13321-017-0220-4; https://cdk.github.io/)
Classification Click here for help
Compound class Synthetic organic
International Nonproprietary Names Click here for help
INN number INN
8541 valategrast
Synonyms Click here for help
R-411 | RO-0272441
Database Links Click here for help
CAS Registry No. 220847-86-9 (source: WHO INN record)
ChEMBL Ligand CHEMBL2107792
GtoPdb PubChem SID 440816855
PubChem CID 11563636
Search Google for chemical match using the InChIKey VZVNFRFMDNFPOM-VWLOTQADSA-N
Search Google for chemicals with the same backbone VZVNFRFMDNFPOM
Search PubMed clinical trials valategrast
Search PubMed titles valategrast
Search PubMed titles/abstracts valategrast
UniChem Compound Search for chemical match using the InChIKey VZVNFRFMDNFPOM-VWLOTQADSA-N
UniChem Connectivity Search for chemical match using the InChIKey VZVNFRFMDNFPOM-VWLOTQADSA-N

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MedChemExpress
Valategrast (links to external site)
Cat. No. HY-14190