(R)-3-((2S,3S)-3-((S)-2-((S)-2-(cyclopropanecarboxamido)-2-phenylacetamido)-3,3-dimethylbutanamido)-2-hydroxy-4-phenylbutanoyl)-N-isobutyl-5,5-dimethylthiazolidine-4-carboxamide

ID: ALA501813

Chembl Id: CHEMBL501813

PubChem CID: 44593403

Max Phase: Preclinical

Molecular Formula: C38H53N5O6S

Molecular Weight: 707.94

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10575 | CHEMBL501813|KNI-10575|BDBM50242955|(R)-3-((2S,3S)-3-((S)-2-((S)-2-(cyclopropanecarboxamido)-2-phenylacetamido)-3,3-dimethylbutanamido)-2-hydroxy-4-phenylbutanoyl)-N-isobutyl-5,5-dimethylthiazolidine-4-carboxamide|(R)-N-Isobutyl-3-{{(2S,3S)-3-{(2S)-2-[(2S)-2-cyclopropanecarbonylamino-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)C2CC2)c2ccccc2)C(C)(C)C)CSC1(C)C

Standard InChI:  InChI=1S/C38H53N5O6S/c1-23(2)21-39-35(48)31-38(6,7)50-22-43(31)36(49)29(44)27(20-24-14-10-8-11-15-24)40-34(47)30(37(3,4)5)42-33(46)28(25-16-12-9-13-17-25)41-32(45)26-18-19-26/h8-17,23,26-31,44H,18-22H2,1-7H3,(H,39,48)(H,40,47)(H,41,45)(H,42,46)/t27-,28-,29-,30+,31+/m0/s1

Standard InChI Key:  MDDJIKIYQOCBRC-DYFQPDDQSA-N

Alternative Forms

1. Parent:

   

   ALA501813

   (R)-3-((2S,3S)-3-((S)-2-((S)-2-(cyclopropanecarboxamido)-2-phenylacetamido)-3,3-dimethylbutanamido)-2-hydroxy-4-phenylbutanoyl)-N-isobutyl-5,5-dimethylthiazolidine-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: 707.94

Molecular Weight (Monoisotopic): 707.3717

AlogP: 3.33

#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: 11.74

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: 2

Heavy Atoms: 50

QED Weighted: 0.20

Np Likeness Score: 0.21

References

1. Zhang M, Nguyen JT, Kumada HO, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Locking the two ends of tetrapeptidic HTLV-I protease inhibitors inside the enzyme.,  16  (14): [PMID:18558491] [10.1016/j.bmc.2008.05.052]

2. 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