Benzyl ((S)-1-(((S)-4-(benzylamino)-1-(4-hydroxyphenyl)-3,4-dioxobutan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

ID: ALA4551724

PubChem CID: 155555749

Max Phase: Preclinical

Molecular Formula: C31H35N3O6

Molecular Weight: 545.64

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc1ccc(O)cc1)C(=O)C(=O)NCc1ccccc1

Standard InChI:  InChI=1S/C31H35N3O6/c1-21(2)17-27(34-31(39)40-20-24-11-7-4-8-12-24)29(37)33-26(18-22-13-15-25(35)16-14-22)28(36)30(38)32-19-23-9-5-3-6-10-23/h3-16,21,26-27,35H,17-20H2,1-2H3,(H,32,38)(H,33,37)(H,34,39)/t26-,27-/m0/s1

Standard InChI Key:  RSOWIFAFJKVGTQ-SVBPBHIXSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4551724

   ---

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: 545.64

Molecular Weight (Monoisotopic): 545.2526

AlogP: 3.65

#Rotatable Bonds: 13

Polar Surface Area: 133.83

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.50

CX Basic pKa: ┄

CX LogP: 5.08

CX LogD: 5.08

Aromatic Rings: 3

Heavy Atoms: 40

QED Weighted: 0.24

Np Likeness Score: -0.20

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