Benzyl ((2S)-1-(((2S)-4-(benzylamino)-3-hydroxy-4-oxo-1-phenylbutan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

ID: ALA4534838

PubChem CID: 155549084

Max Phase: Preclinical

Molecular Formula: C31H37N3O5

Molecular Weight: 531.65

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccccc1)C(O)C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C31H37N3O5/c1-22(2)18-27(34-31(38)39-21-25-16-10-5-11-17-25)29(36)33-26(19-23-12-6-3-7-13-23)28(35)30(37)32-20-24-14-8-4-9-15-24/h3-17,22,26-28,35H,18-21H2,1-2H3,(H,32,37)(H,33,36)(H,34,38)/t26-,27-,28?/m0/s1

Standard InChI Key:  LEGWTFBVCYHWOJ-ZLBDCPSSSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4534838

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 531.65

Molecular Weight (Monoisotopic): 531.2733

AlogP: 3.73

#Rotatable Bonds: 13

Polar Surface Area: 116.76

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.46

CX Basic pKa: ┄

CX LogP: 4.47

CX LogD: 4.47

Aromatic Rings: 3

Heavy Atoms: 39

QED Weighted: 0.27

Np Likeness Score: -0.14

References

1. Pacifico S, Ferretti V, Albanese V, Fantinati A, Gallerani E, Nicoli F, Gavioli R, Zamberlan F, Preti D, Marastoni M..  (2019)  Synthesis and Biological Activity of Peptide α-Ketoamide Derivatives as Proteasome Inhibitors.,  10  (7): [PMID:31312413] [10.1021/acsmedchemlett.9b00233]

Source

Source(1):

• Scientific Literature