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

ID: ALA402525

Chembl Id: CHEMBL402525

PubChem CID: 44455780

Max Phase: Preclinical

Molecular Formula: C41H67N7O8S2

Molecular Weight: 850.16

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: KNI-10196 | CHEMBL402525|KNI-10196|BDBM50371722

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

Standard InChI:  InChI=1S/C41H67N7O8S2/c1-12-23(3)29(43-25(5)49)36(53)46-30(24(4)13-2)35(52)45-28(21-26-17-15-14-16-18-26)31(50)39(56)48-22-58-41(9,10)33(48)38(55)47-32(40(6,7)8)37(54)44-27(34(42)51)19-20-57-11/h14-18,23-24,27-33,50H,12-13,19-22H2,1-11H3,(H2,42,51)(H,43,49)(H,44,54)(H,45,52)(H,46,53)(H,47,55)/t23-,24-,27-,28-,29-,30-,31-,32+,33-/m0/s1

Standard InChI Key:  FLEDEUOLTVGQRL-UVHCWFIHSA-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: 850.16Molecular Weight (Monoisotopic): 849.4493AlogP: 2.09#Rotatable Bonds: 21
Polar Surface Area: 229.13Molecular Species: NEUTRALHBA: 10HBD: 7
#RO5 Violations: 2HBA (Lipinski): 15HBD (Lipinski): 8#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.73CX Basic pKa: CX LogP: 2.14CX LogD: 2.14
Aromatic Rings: 1Heavy Atoms: 58QED Weighted: 0.10Np 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