(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-(4-methyl)pentanoylamino-2-phenyl]acetylamino-3,3-dimethyl}butanoylamino-2-hydroxy-4-phenyl}}butanoyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

ID: ALA499260

Chembl Id: CHEMBL499260

PubChem CID: 44577244

Max Phase: Preclinical

Molecular Formula: C40H59N5O6S

Molecular Weight: 738.01

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10617 | CHEMBL499260|KNI-10617|BDBM50261429|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-(4-methyl)pentanoylamino-2-phenyl]acetylamino-3,3-dimethyl}butanoylamino-2-hydroxy-4-phenyl}}butanoyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Canonical SMILES:  CC(C)CCC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC(C)(C)[C@H]1C(=O)NCC(C)C)C(C)(C)C)c1ccccc1

Standard InChI:  InChI=1S/C40H59N5O6S/c1-25(2)20-21-30(46)43-31(28-18-14-11-15-19-28)35(48)44-33(39(5,6)7)36(49)42-29(22-27-16-12-10-13-17-27)32(47)38(51)45-24-52-40(8,9)34(45)37(50)41-23-26(3)4/h10-19,25-26,29,31-34,47H,20-24H2,1-9H3,(H,41,50)(H,42,49)(H,43,46)(H,44,48)/t29-,31-,32-,33+,34+/m0/s1

Standard InChI Key:  FVXWXJJQKIQOKU-VNKMSTJFSA-N

Alternative Forms

1. Parent:

   

   ALA499260

   (4R)-3-[(2S,3S)-3-[[(2S)-3,3-dimethyl-2-[[(2S)-2-(4-methylpentanoylamino)-2-phenylacetyl]amino]butanoyl]amino]-2-hydroxy-4-phenylbutanoyl]-5,5-dimethyl-N-(2-methylpropyl)-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: 738.01

Molecular Weight (Monoisotopic): 737.4186

AlogP: 4.35

#Rotatable Bonds: 16

Polar Surface Area: 156.94

Molecular Species: NEUTRAL

HBA: 7

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.85

CX Basic pKa: ┄

CX LogP: 4.61

CX LogD: 4.61

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.17

Np Likeness Score: 0.30

References

1. Zhang M, Nguyen JT, Kumada HO, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Synthesis and activity of tetrapeptidic HTLV-I protease inhibitors possessing different P3-cap moieties.,  16  (10): [PMID:18400502] [10.1016/j.bmc.2008.03.055]

Source

Source(1):

• Scientific Literature