decanoyl-RVKR-chloromethylketone   Click here for help

GtoPdb Ligand ID: 11258

Synonyms: decanoyl-Arg-Val-Lys-Arg-CMK | Decanoyl-RVKR-CMK
Compound class: Synthetic organic
Comment: Decanoyl-RVKR-CMK is a cell‐permeable and irreversible inhibitor of proprotein convertase (PC) enzymes [2]. The PC family of serine proteases includes furin. Furin-mediated cleavage of HIV-1 envelope glycoprotein 160 (gp160) is essential for fusion of the viral envelope with the host cell membrane [2].

SARS-CoV-2: Decanoyl-RVKR-CMK inhibits cleavage of SARS-CoV-2 spike protein by furin, at the furin cleavage site, and this translates to an antiviral effect in vitro [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 16
Hydrogen bond donors 11
Rotatable bonds 36
Topological polar surface area 283.29
Molecular weight 743.49
XLogP 3.78
No. Lipinski's rules broken 3
SMILES / InChI / InChIKey
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Canonical SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)CCl)CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CCCCCCCCC)CCCNC(=N)N
Isomeric SMILES NCCCC[C@@H](C(=O)N[C@H](C(=O)CCl)CCCNC(=N)N)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CCCCCCCCC)CCCNC(=N)N
InChI InChI=1S/C34H66ClN11O5/c1-4-5-6-7-8-9-10-18-28(48)43-25(17-14-21-42-34(39)40)31(50)46-29(23(2)3)32(51)45-26(15-11-12-19-36)30(49)44-24(27(47)22-35)16-13-20-41-33(37)38/h23-26,29H,4-22,36H2,1-3H3,(H,43,48)(H,44,49)(H,45,51)(H,46,50)(H4,37,38,41)(H4,39,40,42)/t24-,25-,26-,29-/m0/s1
InChI Key NHBJTTGFHCHQHS-VZTVMPNDSA-N
Classification Click here for help
Compound class Synthetic organic
Synonyms Click here for help
decanoyl-Arg-Val-Lys-Arg-CMK | Decanoyl-RVKR-CMK
Database Links Click here for help
CAS Registry No. 150113-99-8 (source: PubChem)
GtoPdb PubChem SID 434321693
PubChem CID 9962075
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