EG00229   Click here for help

GtoPdb Ligand ID: 11335

Synonyms: compound 2 [PMID: 20151671] | EG-00229
PDB Ligand
Compound class: Synthetic organic
Comment: EG00229 is a small molecule inhibitor of the binding of VEGF-A165 to its receptor neuropilin 1 (NRP1) [2]. It was originally developed to block neo-vascularisation in tumours. EG00229 has subsequently been used to confirm that NRP1 is a host binding factor for both SARS-CoV and SARS-CoV-2 [1]. It binds directly to the NRP1 domain that binds to the furin-cleaved S1 fragment of the viral spike protein, and by blocking this interaction EG00229 has been shown to reduce viral infection in in vitro systems.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 6
Rotatable bonds 12
Topological polar surface area 265.11
Molecular weight 497.06
XLogP -0.23
No. Lipinski's rules broken 3
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Canonical SMILES NC(=N)NCCC[C@@H](C(=O)O)NC(=O)c1sccc1NS(=O)(=O)c1cccc2c1nsn2
Isomeric SMILES NC(=N)NCCC[C@@H](C(=O)O)NC(=O)c1sccc1NS(=O)(=O)c1cccc2c1nsn2
InChI InChI=1S/C17H19N7O5S3/c18-17(19)20-7-2-4-11(16(26)27)21-15(25)14-10(6-8-30-14)24-32(28,29)12-5-1-3-9-13(12)23-31-22-9/h1,3,5-6,8,11,24H,2,4,7H2,(H,21,25)(H,26,27)(H4,18,19,20)/t11-/m0/s1
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
compound 2 [PMID: 20151671] | EG-00229
Database Links Click here for help
BindingDB Ligand 50313491
ChEMBL Ligand CHEMBL1078974
GtoPdb PubChem SID 440816704
PubChem CID 44631827
Search Google for chemical match using the InChIKey ZWWMEDURALZMEV-NSHDSACASA-N
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UniChem Compound Search for chemical match using the InChIKey ZWWMEDURALZMEV-NSHDSACASA-N
UniChem Connectivity Search for chemical match using the InChIKey ZWWMEDURALZMEV-NSHDSACASA-N