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

ID: ALA499472

Chembl Id: CHEMBL499472

PubChem CID: 44577245

Max Phase: Preclinical

Molecular Formula: C43H57N5O6S

Molecular Weight: 772.02

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10652 | CHEMBL499472|KNI-10652|BDBM50261430|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-(3-phenyl)-propanoylamino-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)CCc2ccccc2)c2ccccc2)C(C)(C)C)CSC1(C)C

Standard InChI:  InChI=1S/C43H57N5O6S/c1-28(2)26-44-40(53)37-43(6,7)55-27-48(37)41(54)35(50)32(25-30-19-13-9-14-20-30)45-39(52)36(42(3,4)5)47-38(51)34(31-21-15-10-16-22-31)46-33(49)24-23-29-17-11-8-12-18-29/h8-22,28,32,34-37,50H,23-27H2,1-7H3,(H,44,53)(H,45,52)(H,46,49)(H,47,51)/t32-,34-,35-,36+,37+/m0/s1

Standard InChI Key:  VUHLOESWQWNVHT-CTFQGTJTSA-N

Alternative Forms

1. Parent:

   

   ALA499472

   (4R)-3-[(2S,3S)-3-[[(2S)-3,3-dimethyl-2-[[(2S)-2-phenyl-2-(3-phenylpropanoylamino)acetyl]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: 772.02

Molecular Weight (Monoisotopic): 771.4030

AlogP: 4.55

#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: 11.81

CX Basic pKa: ┄

CX LogP: 5.01

CX LogD: 5.01

Aromatic Rings: 3

Heavy Atoms: 55

QED Weighted: 0.14

Np Likeness Score: 0.24

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