BIRD-PRD_000988: N-benzoyl-L-norleucyl-6-ammonio-L-norleucyl-N~5~-[amino(iminio)me...

Basic information

• Entry: Database: Biologically Interesting Molecule Reference Dictionary (BIRD) / ID: PRD_000988
• Status: Status: REF ONLY
• Name: N-benzoyl-L-norleucyl-6-ammonio-L-norleucyl-N~5~-[amino(iminio)methyl]-N-[(2S)-5-carbamimidamido-1-hydroxypentan-2-yl]-L-ornithinamide

BIRD information

• Type: Peptide-like / Inhibitor
• Downloads: Molecular definition / Chemical definition / Family definition

Synonyms

• Bz-Nle-Lys-Arg-Arg-H (PDB)
• N-BENZOYL-L-NORLEUCYL-L-LYSYL-L-ARGINYL-L-ARGININE (PubChem)

Annotation

• Function: inhibitor of Serine protease subunit NS3 / Info source: PubMed: 16532006

External info

• ChemSpider: 4925745
• CHEBI: 434041
• CHEBI: 44462
• CHEMBL: 200474
• PubChem: 6420188

Family

NLE-KRR-aldehyde containing inhibitor

N-benzoyl-L-norleucyl-6-ammonio-L-norleucyl-N~5~-[amino(iminio)methyl]-N-[(2S)-5-carbamimidamido-1-hydroxypentan-2-yl]-L-ornithinamide

Chemical information

Composition

Formula: C₃₁H₅₇N₁₁O₅ / Formula weight: 663.855

• Others: Type: peptide-like

History

• External links: UniChem / ChemSpider / Wikipedia search / Google search

Details

SMILES

• ACDLabs 12.01: O=C(NC(C(=O)NC(C(=O)NC(C(=O)NC(CCCNC(=[N@H])N)CO)CCCNC(=[NH2+])\N)CCCC[NH3+])CCCC)c1ccccc1
• CACTVS 3.370: CCCC[CH](NC(=O)c1ccccc1)C(=O)N[CH](CCCC[NH3+])C(=O)N[CH](CCCNC(N)=[NH2+])C(=O)N[CH](CO)CCCNC(N)=N
• OpenEye OEToolkits 1.7.6: CCCCC(C(=O)NC(CCCC[NH3+])C(=O)NC(CCCNC(=[NH2+])N)C(=O)NC(CCCNC(=N)N)CO)NC(=O)c1ccccc1

SMILES CANONICAL

• CACTVS 3.370: CCCC[C@H](NC(=O)c1ccccc1)C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCNC(N)=[NH2+])C(=O)N[C@H](CO)CCCNC(N)=N
• OpenEye OEToolkits 1.7.6: CCCC[C@@H](C(=O)N[C@@H](CCCC[NH3+])C(=O)N[C@@H](CCCNC(=[NH2+])N)C(=O)N[C@@H](CCCNC(=N)N)CO)NC(=O)c1ccccc1

InChI

• InChI 1.03: InChI=1S/C31H55N11O5/c1-2-3-14-23(40-26(44)21-11-5-4-6-12-21)28(46)41-24(15-7-8-17-32)29(47)42-25(16-10-19-38-31(35)36)27(45)39-22(20-43)13-9-18-37-30(33)34/h4-6,11-12,22-25,43H,2-3,7-10,13-20,32H2,1H3,(H,39,45)(H,40,44)(H,41,46)(H,42,47)(H4,33,34,37)(H4,35,36,38)/p+2/t22-,23+,24+,25+/m0/s1

InChIKey

• InChI 1.03: FZRVLKFIQFUIPA-ZYQDXHPFSA-P

SYSTEMATIC NAME

• ACDLabs 12.01: N-benzoyl-L-norleucyl-6-ammonio-L-norleucyl-N~5~-[amino(iminio)methyl]-N-[(2S)-5-carbamimidamido-1-hydroxypentan-2-yl]-L-ornithinamide
• OpenEye OEToolkits 1.7.6: [[[(4S)-4-[[(2S)-6-azaniumyl-2-[[(2S)-2-benzamidohexanoyl]amino]hexanoyl]amino]-5-[[(2S)-5-carbamimidamido-1-oxidanyl-pentan-2-yl]amino]-5-oxidanylidene-pentyl]amino]-azanyl-methylidene]azanium

PDB entries

Showing all 2 items

PDB-2fp7:
West Nile Virus NS2B/NS3protease in complex with Bz-Nle-Lys-Arg-Arg-H

PDB-3u1i:
Dengue virus protease covalently bound to a peptide