2-Amino-N-((S)-1-benzyl-3-diazo-2-oxo-propyl)-acetamide

ID: ALA448143

Chembl Id: CHEMBL448143

PubChem CID: 101201806

Max Phase: Preclinical

Molecular Formula: C12H14N4O2

Molecular Weight: 246.27

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  [N-]=[N+]=CC(=O)[C@H](Cc1ccccc1)NC(=O)CN

Standard InChI:  InChI=1S/C12H14N4O2/c13-7-12(18)16-10(11(17)8-15-14)6-9-4-2-1-3-5-9/h1-5,8,10H,6-7,13H2,(H,16,18)/t10-/m0/s1

Standard InChI Key:  CBOIZHHBFFTMCQ-JTQLQIEISA-N

Alternative Forms

1. Parent:

   

   ALA448143

   2-Amino-N-((S)-1-benzyl-3-diazo-2-oxo-propyl)-acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 246.27

Molecular Weight (Monoisotopic): 246.1117

AlogP: -0.46

#Rotatable Bonds: 6

Polar Surface Area: 108.59

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.01

CX Basic pKa: 7.90

CX LogP: -1.09

CX LogD: -1.07

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.40

Np Likeness Score: 0.08

References

1. Méthot N, Rubin J, Guay D, Beaulieu C, Ethier D, Reddy TJ, Riendeau D, Percival MD..  (2007)  Inhibition of the activation of multiple serine proteases with a cathepsin C inhibitor requires sustained exposure to prevent pro-enzyme processing.,  282  (29): [PMID:17535802] [10.1074/jbc.m702615200]

2. Shen XB, Chen X, Zhang ZY, Wu FF, Liu XH..  (2021)  Cathepsin C inhibitors as anti-inflammatory drug discovery: Challenges and opportunities.,  225  [PMID:34492551] [10.1016/j.ejmech.2021.113818]

Source

Source(1):

• Scientific Literature