3-{(2S,3S)-3-[(S)-2-((S)-2-acetylamino-2-phenyl-acetylamino)-3,3-dimethyl-butyrylamino]-2-hydroxy-4-phenyl-butyryl}-5,5-dimethyl-thiazolidine-4-carboxylic acid 2-methyl-benzylamide

ID: ALA404702

Chembl Id: CHEMBL404702

PubChem CID: 44455757

Max Phase: Preclinical

Molecular Formula: C40H51N5O6S

Molecular Weight: 729.94

Molecule Type: Small molecule

Names and Identifiers

Synonyms: KNI-10252 | CHEMBL404702|BDBM50371706|KNI-10252

Canonical SMILES:  CC(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](Cc1ccccc1)[C@H](O)C(=O)N1CSC(C)(C)C1C(=O)NCc1ccccc1C)C(C)(C)C)c1ccccc1

Standard InChI:  InChI=1S/C40H51N5O6S/c1-25-16-14-15-21-29(25)23-41-37(50)34-40(6,7)52-24-45(34)38(51)32(47)30(22-27-17-10-8-11-18-27)43-36(49)33(39(3,4)5)44-35(48)31(42-26(2)46)28-19-12-9-13-20-28/h8-21,30-34,47H,22-24H2,1-7H3,(H,41,50)(H,42,46)(H,43,49)(H,44,48)/t30-,31-,32-,33+,34?/m0/s1

Standard InChI Key:  HLZMXPVDWZGEHM-BDTPPSSTSA-N

Alternative Forms

1. Parent:

   

   ALA404702

   3-[(2S,3S)-3-[[(2S)-2-[[(2S)-2-acetamido-2-phenylacetyl]amino]-3,3-dimethylbutanoyl]amino]-2-hydroxy-4-phenylbutanoyl]-5,5-dimethyl-N-[(2-methylphenyl)methyl]-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: 729.94

Molecular Weight (Monoisotopic): 729.3560

AlogP: 3.79

#Rotatable Bonds: 13

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: 11.76

CX Basic pKa: ┄

CX LogP: 3.72

CX LogD: 3.72

Aromatic Rings: 3

Heavy Atoms: 52

QED Weighted: 0.18

Np Likeness Score: 0.16

References

1. Nguyen JT, Zhang M, Kumada HO, Itami A, Nishiyama K, Kimura T, Cheng M, Hayashi Y, Kiso Y..  (2008)  Truncation and non-natural amino acid substitution studies on HTLV-I protease hexapeptidic inhibitors.,  18  (1): [PMID:18006315] [10.1016/j.bmcl.2007.10.066]

Source

Source(1):

• Scientific Literature