Benzyl ((S)-4-methyl-1-(((S)-4-methyl-1-(((S)-5-methyl-1-(naphthalen-1-ylamino)-1,2-dioxohexan-3-yl)amino)-1-oxopentan-2-yl)amino)-1-oxopentan-2-yl)carbamate

ID: ALA4541448

PubChem CID: 155551617

Max Phase: Preclinical

Molecular Formula: C37H48N4O6

Molecular Weight: 644.81

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)Nc1cccc2ccccc12

Standard InChI:  InChI=1S/C37H48N4O6/c1-23(2)19-30(33(42)36(45)38-29-18-12-16-27-15-10-11-17-28(27)29)39-34(43)31(20-24(3)4)40-35(44)32(21-25(5)6)41-37(46)47-22-26-13-8-7-9-14-26/h7-18,23-25,30-32H,19-22H2,1-6H3,(H,38,45)(H,39,43)(H,40,44)(H,41,46)/t30-,31-,32-/m0/s1

Standard InChI Key:  MLLRFAQZDIFLTH-CPCREDONSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4541448

   ---

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: 644.81

Molecular Weight (Monoisotopic): 644.3574

AlogP: 5.75

#Rotatable Bonds: 16

Polar Surface Area: 142.70

Molecular Species: NEUTRAL

HBA: 6

HBD: 4

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.18

CX Basic pKa: ┄

CX LogP: 6.99

CX LogD: 6.99

Aromatic Rings: 3

Heavy Atoms: 47

QED Weighted: 0.15

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