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

ID: ALA449755

Chembl Id: CHEMBL449755

PubChem CID: 44577242

Max Phase: Preclinical

Molecular Formula: C40H59N5O6S

Molecular Weight: 738.01

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10615 | CHEMBL449755|KNI-10615|BDBM50261427|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-(2-methyl)pentanoylamino-2-phenyl]acetylamino-3,3-dimethyl}butanoylamino-2-hydroxy-4-phenyl}}butanoyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Canonical SMILES:  CCCC(C)C(=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/c1-10-17-26(4)34(47)43-30(28-20-15-12-16-21-28)35(48)44-32(39(5,6)7)36(49)42-29(22-27-18-13-11-14-19-27)31(46)38(51)45-24-52-40(8,9)33(45)37(50)41-23-25(2)3/h11-16,18-21,25-26,29-33,46H,10,17,22-24H2,1-9H3,(H,41,50)(H,42,49)(H,43,47)(H,44,48)/t26?,29-,30-,31-,32+,33+/m0/s1

Standard InChI Key:  ZHACILFEPFIBRI-IDQDQAEZSA-N

Alternative Forms

1. Parent:

   

   ALA449755

   (4R)-3-[(2S,3S)-3-[[(2S)-3,3-dimethyl-2-[[(2S)-2-(2-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: 11.84

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: 2

Heavy Atoms: 52

QED Weighted: 0.17

Np Likeness Score: 0.34

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