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

ID: ALA4588752

PubChem CID: 73897219

Max Phase: Preclinical

Molecular Formula: C27H35N3O5

Molecular Weight: 481.59

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C27H35N3O5/c1-18(2)15-22(29-27(34)35-17-21-13-9-6-10-14-21)25(32)30-23(19(3)4)24(31)26(33)28-16-20-11-7-5-8-12-20/h5-14,18-19,22-23H,15-17H2,1-4H3,(H,28,33)(H,29,34)(H,30,32)/t22-,23-/m0/s1

Standard InChI Key:  PXYJCABTNBGZIO-GOTSBHOMSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4588752

   benzyl N-[(2S)-1-[[(3S)-1-(benzylamino)-4-methyl-1,2-dioxopentan-3-yl]amino]-4-methyl-1-oxopentan-2-yl]carbamate

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: 481.59

Molecular Weight (Monoisotopic): 481.2577

AlogP: 3.35

#Rotatable Bonds: 12

Polar Surface Area: 113.60

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.16

CX Basic pKa: ┄

CX LogP: 4.62

CX LogD: 4.62

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.40

Np Likeness Score: -0.41

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