(S)-3-((2S,3S)-3-((2S,3S)-2-((S)-2-acetamido-2-phenylacetamido)-3-methylpentanamido)-2-hydroxy-4-phenylbutanoyl)-N-((2S,3S)-1-((S)-1-amino-4-(methylthio)-1-oxobutan-2-ylamino)-3-methyl-1-oxopentan-2-yl)-5,5-dimethylthiazolidine-4-carboxamide

ID: ALA403182

Chembl Id: CHEMBL403182

PubChem CID: 44455471

Max Phase: Preclinical

Molecular Formula: C43H63N7O8S2

Molecular Weight: 870.15

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: KNI-10199 | CHEMBL403182|KNI-10199|BDBM50371725

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H](NC(C)=O)c1ccccc1)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](CCSC)C(N)=O)[C@@H](C)CC

Standard InChI:  InChI=1S/C43H63N7O8S2/c1-9-25(3)32(48-40(56)34(45-27(5)51)29-19-15-12-16-20-29)39(55)47-31(23-28-17-13-11-14-18-28)35(52)42(58)50-24-60-43(6,7)36(50)41(57)49-33(26(4)10-2)38(54)46-30(37(44)53)21-22-59-8/h11-20,25-26,30-36,52H,9-10,21-24H2,1-8H3,(H2,44,53)(H,45,51)(H,46,54)(H,47,55)(H,48,56)(H,49,57)/t25-,26-,30-,31-,32-,33-,34-,35-,36-/m0/s1

Standard InChI Key:  YVLHDXZALMWDFT-OPXQPRFUSA-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: 870.15Molecular Weight (Monoisotopic): 869.4180AlogP: 2.42#Rotatable Bonds: 22
Polar Surface Area: 229.13Molecular Species: NEUTRALHBA: 10HBD: 7
#RO5 Violations: 2HBA (Lipinski): 15HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.59CX Basic pKa: CX LogP: 2.24CX LogD: 2.24
Aromatic Rings: 2Heavy Atoms: 60QED Weighted: 0.09Np Likeness Score: 0.05

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