pralnacasan   Click here for help

GtoPdb Ligand ID: 6467

Synonyms: VX-740 | VX740
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Pralnacasan (VX-740) is a selective, non-peptide caspase 1 inhibitor that was developed by Vertex for anti-inflammatory potential. Inhibition of caspase 1 is a small molecule strategy developed as an alternative to the use of anti-IL-1β neutralising antibodies, such as canakinumab, or the dimeric fusion protein rilonacept that acts as a IL-1 trap.
Pralnacasan is a prodrug whose active metabolite is VRT-018858 [2].
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 12
Hydrogen bond donors 2
Rotatable bonds 8
Topological polar surface area 147.24
Molecular weight 523.21
XLogP 0.75
No. Lipinski's rules broken 1
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Canonical SMILES CCOC1OC(=O)CC1NC(=O)C1CCCN2N1C(=O)C(CCC2=O)NC(=O)c1nccc2c1cccc2
Isomeric SMILES CCO[C@@H]1OC(=O)C[C@@H]1NC(=O)[C@@H]1CCCN2N1C(=O)[C@H](CCC2=O)NC(=O)c1nccc2c1cccc2
InChI InChI=1S/C26H29N5O7/c1-2-37-26-18(14-21(33)38-26)29-23(34)19-8-5-13-30-20(32)10-9-17(25(36)31(19)30)28-24(35)22-16-7-4-3-6-15(16)11-12-27-22/h3-4,6-7,11-12,17-19,26H,2,5,8-10,13-14H2,1H3,(H,28,35)(H,29,34)/t17-,18-,19-,26+/m0/s1
Classification Click here for help
Compound class Synthetic organic
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
8149 pralnacasan
Synonyms Click here for help
VX-740 | VX740
Database Links Click here for help
CAS Registry No. 192755-52-5
ChEMBL Ligand CHEMBL437526
GtoPdb PubChem SID 178103081
PubChem CID 153270
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UniChem Compound Search for chemical match using the InChIKey CXAGHAZMQSCAKJ-WAHHBDPQSA-N
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