Benzyl ((2S)-1-(((2S)-1-(((3S)-1-((4-fluorobenzyl)amino)-2-hydroxy-5-methyl-1-oxohexan-3-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)carbamate

ID: ALA4465042

PubChem CID: 155530743

Max Phase: Preclinical

Molecular Formula: C34H49FN4O6

Molecular Weight: 628.79

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(O)C(=O)NCc1ccc(F)cc1

Standard InChI:  InChI=1S/C34H49FN4O6/c1-21(2)16-27(30(40)33(43)36-19-24-12-14-26(35)15-13-24)37-31(41)28(17-22(3)4)38-32(42)29(18-23(5)6)39-34(44)45-20-25-10-8-7-9-11-25/h7-15,21-23,27-30,40H,16-20H2,1-6H3,(H,36,43)(H,37,41)(H,38,42)(H,39,44)/t27-,28-,29-,30?/m0/s1

Standard InChI Key:  CSSOHNMOVPYXEP-UNVCSADESA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4465042

   ---

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: 628.79

Molecular Weight (Monoisotopic): 628.3636

AlogP: 4.21

#Rotatable Bonds: 17

Polar Surface Area: 145.86

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: 1

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.19

CX Basic pKa: ┄

CX LogP: 4.93

CX LogD: 4.93

Aromatic Rings: 2

Heavy Atoms: 45

QED Weighted: 0.18

Np Likeness Score: -0.34

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