(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-amino-1-oxopropan-2-ylamino)-3-methyl-1-oxopentan-2-yl)-5,5-dimethylthiazolidine-4-carboxamide

ID: ALA257647

Chembl Id: CHEMBL257647

PubChem CID: 44455548

Max Phase: Preclinical

Molecular Formula: C39H63N7O8S

Molecular Weight: 790.04

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: KNI-10193 | CHEMBL257647|KNI-10193|BDBM50371708

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](C)C(N)=O)[C@@H](C)CC)[C@@H](C)CC

Standard InChI:  InChI=1S/C39H63N7O8S/c1-11-21(4)28(42-25(8)47)36(52)44-30(23(6)13-3)35(51)43-27(19-26-17-15-14-16-18-26)31(48)38(54)46-20-55-39(9,10)32(46)37(53)45-29(22(5)12-2)34(50)41-24(7)33(40)49/h14-18,21-24,27-32,48H,11-13,19-20H2,1-10H3,(H2,40,49)(H,41,50)(H,42,47)(H,43,51)(H,44,52)(H,45,53)/t21-,22-,23-,24-,27-,28-,29-,30-,31-,32-/m0/s1

Standard InChI Key:  BOTXNNDVOKKWTJ-NICZDPSASA-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: 790.04Molecular Weight (Monoisotopic): 789.4459AlogP: 1.36#Rotatable Bonds: 20
Polar Surface Area: 229.13Molecular Species: NEUTRALHBA: 9HBD: 7
#RO5 Violations: 2HBA (Lipinski): 15HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.73CX Basic pKa: CX LogP: 1.55CX LogD: 1.55
Aromatic Rings: 1Heavy Atoms: 55QED Weighted: 0.10Np Likeness Score: 0.23

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