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Benzoyl-KKR-H

ID: ALA494301

PubChem CID: 24971353

Max Phase: Preclinical

Molecular Formula: C25H42N8O4

Molecular Weight: 518.66

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Synonyms: Benzoyl-KKR-H | Benzoyl-KKR-H|CHEMBL494301|BDBM24737|Capped tripeptide aldehyde inhibitor, 25|(2S)-6-amino-N-[(1S)-5-amino-1-{[(2S)-5-carbamimidamido-1-oxopentan-2-yl]carbamoyl}pentyl]-2-(phenylformamido)hexanamide

Canonical SMILES:  N=C(N)NCCC[C@@H](C=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CCCCN)NC(=O)c1ccccc1

Standard InChI:  InChI=1S/C25H42N8O4/c26-14-6-4-12-20(23(36)31-19(17-34)11-8-16-30-25(28)29)33-24(37)21(13-5-7-15-27)32-22(35)18-9-2-1-3-10-18/h1-3,9-10,17,19-21H,4-8,11-16,26-27H2,(H,31,36)(H,32,35)(H,33,37)(H4,28,29,30)/t19-,20-,21-/m0/s1

Standard InChI Key:  BFRIAAVTFJTDNK-ACRUOGEOSA-N

Molfile:  

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M  END

Associated Targets(non-human)

Genome polyprotein (620 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Calculated Properties

Molecular Weight: 518.66Molecular Weight (Monoisotopic): 518.3329AlogP: -0.53#Rotatable Bonds: 19
Polar Surface Area: 218.31Molecular Species: BASEHBA: 7HBD: 8
#RO5 Violations: 2HBA (Lipinski): 12HBD (Lipinski): 11#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.33CX Basic pKa: 11.89CX LogP: -1.71CX LogD: -8.80
Aromatic Rings: 1Heavy Atoms: 37QED Weighted: 0.05Np Likeness Score: 0.35

References

1. Stoermer MJ, Chappell KJ, Liebscher S, Jensen CM, Gan CH, Gupta PK, Xu WJ, Young PR, Fairlie DP..  (2008)  Potent cationic inhibitors of West Nile virus NS2B/NS3 protease with serum stability, cell permeability and antiviral activity.,  51  (18): [PMID:18729351] [10.1021/jm800503y]

Source