vimnerixin   Click here for help

GtoPdb Ligand ID: 12100

Synonyms: AZD-4721 | AZD4721 | compound 4 [WO2019055509A1] | RIST4721
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Vimnerixin (AZD4721/RIST4721 ) is an orally bioavailable CXC chemokine receptor type 2 antagonist [1]. It has minimal activity on CXCR1, so has little effect on neutrophil activation.

vimnerixin 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 8
Hydrogen bond donors 3
Rotatable bonds 10
Topological polar surface area 158.56
Molecular weight 472.13
XLogP 1.87
No. Lipinski's rules broken 0

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 OC[C@@H]([C@H](Oc1cc(nc(n1)SCc1ccc(cc1)F)NS(=O)(=O)N1CC(C1)C)C)O
Isomeric SMILES CC1CN(C1)S(=O)(=O)Nc1cc(nc(n1)SCc1ccc(cc1)F)O[C@H](C)[C@H](CO)O
InChI InChI=1S/C19H25FN4O5S2/c1-12-8-24(9-12)31(27,28)23-17-7-18(29-13(2)16(26)10-25)22-19(21-17)30-11-14-3-5-15(20)6-4-14/h3-7,12-13,16,25-26H,8-11H2,1-2H3,(H,21,22,23)/t13-,16+/m1/s1
InChI Key UCCNQCNIPRKLRP-CJNGLKHVSA-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
IUPAC Name Click here for help
N-[6-[(2R,3S)-3,4-dihydroxybutan-2-yl]oxy-2-[(4-fluorophenyl)methylsulfanyl]pyrimidin-4-yl]-3-methylazetidine-1-sulfonamide
International Nonproprietary Names Click here for help
INN number INN
12281 vimnerixin
Synonyms Click here for help
AZD-4721 | AZD4721 | compound 4 [WO2019055509A1] | RIST4721
Database Links Click here for help
CAS Registry No. 1418112-77-2 (source: WHO INN record)
GtoPdb PubChem SID 472319222
PubChem CID 71209600
Search Google for chemical match using the InChIKey UCCNQCNIPRKLRP-CJNGLKHVSA-N
Search Google for chemicals with the same backbone UCCNQCNIPRKLRP
Search PubMed clinical trials vimnerixin
Search PubMed titles vimnerixin
Search PubMed titles/abstracts vimnerixin
UniChem Compound Search for chemical match using the InChIKey UCCNQCNIPRKLRP-CJNGLKHVSA-N
UniChem Connectivity Search for chemical match using the InChIKey UCCNQCNIPRKLRP-CJNGLKHVSA-N

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MedChemExpress
Vimnerixin (links to external site)
Cat. No. HY-145640