(S)-3-((2S,3S)-3-((2S,3S)-2-((2S,3S)-2-acetamido-3-methylpentanamido)-3-methylpentanamido)-2-hydroxy-4-phenylbutanoyl)-N-((2S,3S)-1-((S)-1,5-diamino-1,5-dioxopentan-2-ylamino)-3-methyl-1-oxopentan-2-yl)-5,5-dimethylthiazolidine-4-carboxamide

ID: ALA256385

Chembl Id: CHEMBL256385

PubChem CID: 44455495

Max Phase: Preclinical

Molecular Formula: C41H66N8O9S

Molecular Weight: 847.09

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: KNI-10191 | CHEMBL256385|KNI-10191|BDBM50371719

Canonical SMILES:  CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC(C)(C)[C@@H]1C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(N)=O)[C@@H](C)CC)[C@@H](C)CC

Standard InChI:  InChI=1S/C41H66N8O9S/c1-10-22(4)30(44-25(7)50)38(56)47-31(23(5)11-2)37(55)46-28(20-26-16-14-13-15-17-26)33(52)40(58)49-21-59-41(8,9)34(49)39(57)48-32(24(6)12-3)36(54)45-27(35(43)53)18-19-29(42)51/h13-17,22-24,27-28,30-34,52H,10-12,18-21H2,1-9H3,(H2,42,51)(H2,43,53)(H,44,50)(H,45,54)(H,46,55)(H,47,56)(H,48,57)/t22-,23-,24-,27-,28-,30-,31-,32-,33-,34-/m0/s1

Standard InChI Key:  VZZVMZFCHSEJAH-AOWMZWOKSA-N

Associated Targets(non-human)

protease Protease (2551 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
gag-pro Human T-cell leukemia virus type I protease (57 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

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 847.09Molecular Weight (Monoisotopic): 846.4673AlogP: 0.60#Rotatable Bonds: 23
Polar Surface Area: 272.22Molecular Species: NEUTRALHBA: 10HBD: 8
#RO5 Violations: 2HBA (Lipinski): 17HBD (Lipinski): 10#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.70CX Basic pKa: CX LogP: 0.39CX LogD: 0.39
Aromatic Rings: 1Heavy Atoms: 59QED Weighted: 0.08Np Likeness Score: 0.27

References

1. Nguyen JT, Zhang M, Kumada HO, Itami A, Nishiyama K, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Truncation and non-natural amino acid substitution studies on HTLV-I protease hexapeptidic inhibitors.,  18  (1): [PMID:18006315] [10.1016/j.bmcl.2007.10.066]

Source