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

ID: ALA464736

Chembl Id: CHEMBL464736

PubChem CID: 44577247

Max Phase: Preclinical

Molecular Formula: C41H53N5O6S

Molecular Weight: 743.97

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10634 | CHEMBL464736|KNI-10634|BDBM50261432|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-benzoylamino-2-phenyl]acetylamino-3,3-dimethyl}butanoylamino-2-hydroxy-4-phenyl}}butanoyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Canonical SMILES:  CC(C)CNC(=O)[C@H]1N(C(=O)[C@@H](O)[C@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)c2ccccc2)c2ccccc2)C(C)(C)C)CSC1(C)C

Standard InChI:  InChI=1S/C41H53N5O6S/c1-26(2)24-42-38(51)34-41(6,7)53-25-46(34)39(52)32(47)30(23-27-17-11-8-12-18-27)43-37(50)33(40(3,4)5)45-36(49)31(28-19-13-9-14-20-28)44-35(48)29-21-15-10-16-22-29/h8-22,26,30-34,47H,23-25H2,1-7H3,(H,42,51)(H,43,50)(H,44,48)(H,45,49)/t30-,31-,32-,33+,34+/m0/s1

Standard InChI Key:  HOYRXPWSRNXWFQ-KSVMHDQPSA-N

Alternative Forms

1. Parent:

   

   ALA464736

   (4R)-3-[(2S,3S)-3-[[(2S)-2-[[(2S)-2-benzamido-2-phenylacetyl]amino]-3,3-dimethylbutanoyl]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: 743.97

Molecular Weight (Monoisotopic): 743.3717

AlogP: 4.23

#Rotatable Bonds: 14

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: 11.97

CX Basic pKa: ┄

CX LogP: 4.58

CX LogD: 4.58

Aromatic Rings: 3

Heavy Atoms: 53

QED Weighted: 0.17

Np Likeness Score: 0.21

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