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

ID: ALA501965

Chembl Id: CHEMBL501965

PubChem CID: 44577239

Max Phase: Preclinical

Molecular Formula: C39H57N5O6S

Molecular Weight: 723.98

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10616 | CHEMBL501965|KNI-10616|BDBM50261424|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-pentanoylamino-2-phenyl]acetylamino-3,3-dimethyl}butanoylamino-2-hydroxy-4-phenyl}}butanoyl-5,5-dimethyl-1,3-thiazolidine-4-carboxamide

Canonical SMILES:  CCCCC(=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/C39H57N5O6S/c1-9-10-21-29(45)42-30(27-19-15-12-16-20-27)34(47)43-32(38(4,5)6)35(48)41-28(22-26-17-13-11-14-18-26)31(46)37(50)44-24-51-39(7,8)33(44)36(49)40-23-25(2)3/h11-20,25,28,30-33,46H,9-10,21-24H2,1-8H3,(H,40,49)(H,41,48)(H,42,45)(H,43,47)/t28-,30-,31-,32+,33+/m0/s1

Standard InChI Key:  UFUCCZQWSVOCMC-VYIXFUBHSA-N

Alternative Forms

1. Parent:

   

   ALA501965

   (4R)-3-[(2S,3S)-3-[[(2S)-3,3-dimethyl-2-[[(2S)-2-(pentanoylamino)-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: 723.98

Molecular Weight (Monoisotopic): 723.4030

AlogP: 4.11

#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: 11.82

CX Basic pKa: ┄

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: 2

Heavy Atoms: 51

QED Weighted: 0.17

Np Likeness Score: 0.27

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