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

ID: ALA257649

Chembl Id: CHEMBL257649

PubChem CID: 44455551

Max Phase: Preclinical

Molecular Formula: C36H58N6O7S

Molecular Weight: 718.96

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10168 | CHEMBL257649|KNI-10168|BDBM50371726

Canonical SMILES:  CC[C@H](C)[C@H](NC(=O)[C@@H]1N(C(=O)[C@@H](O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(C)=O)[C@@H](C)CC)[C@@H](C)CC)CSC1(C)C)C(N)=O

Standard InChI:  InChI=1S/C36H58N6O7S/c1-10-20(4)26(31(37)45)40-34(48)30-36(8,9)50-19-42(30)35(49)29(44)25(18-24-16-14-13-15-17-24)39-32(46)28(22(6)12-3)41-33(47)27(21(5)11-2)38-23(7)43/h13-17,20-22,25-30,44H,10-12,18-19H2,1-9H3,(H2,37,45)(H,38,43)(H,39,46)(H,40,48)(H,41,47)/t20-,21-,22-,25-,26-,27-,28-,29-,30-/m0/s1

Standard InChI Key:  UYKWJHIZGKRTIZ-RCZPBIMJSA-N

Alternative Forms

1. Parent:

   

   ALA257649

   (4S)-3-[(2S,3S)-3-[[(2S,3S)-2-[[(2S,3S)-2-acetamido-3-methylpentanoyl]amino]-3-methylpentanoyl]amino]-2-hydroxy-4-phenylbutanoyl]-N-[(2S,3S)-1-amino-3-methyl-1-oxopentan-2-yl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 718.96

Molecular Weight (Monoisotopic): 718.4088

AlogP: 1.85

#Rotatable Bonds: 18

Polar Surface Area: 200.03

Molecular Species: NEUTRAL

HBA: 8

HBD: 6

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.83

CX Basic pKa: ┄

CX LogP: 2.09

CX LogD: 2.09

Aromatic Rings: 1

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 0.25

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

Source(1):

• Scientific Literature