(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-oxo-3-phenylpropan-2-ylamino)-3-methyl-1-oxopentan-2-yl)-5,5-dimethylthiazolidine-4-carboxamide

ID: ALA272280

Chembl Id: CHEMBL272280

PubChem CID: 44455520

Max Phase: Preclinical

Molecular Formula: C45H67N7O8S

Molecular Weight: 866.14

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: KNI-10192 | CHEMBL272280|KNI-10192|BDBM50371720

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](Cc1ccccc1)C(N)=O)[C@@H](C)CC)[C@@H](C)CC

Standard InChI:  InChI=1S/C45H67N7O8S/c1-10-26(4)34(47-29(7)53)42(58)50-35(27(5)11-2)40(56)48-32(23-30-19-15-13-16-20-30)37(54)44(60)52-25-61-45(8,9)38(52)43(59)51-36(28(6)12-3)41(57)49-33(39(46)55)24-31-21-17-14-18-22-31/h13-22,26-28,32-38,54H,10-12,23-25H2,1-9H3,(H2,46,55)(H,47,53)(H,48,56)(H,49,57)(H,50,58)(H,51,59)/t26-,27-,28-,32-,33-,34-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  BZRSCVUFIPIRPX-PSLNVXBQSA-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: 866.14Molecular Weight (Monoisotopic): 865.4772AlogP: 2.58#Rotatable Bonds: 22
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: 3.21CX LogD: 3.21
Aromatic Rings: 2Heavy Atoms: 61QED Weighted: 0.09Np Likeness Score: 0.24

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