N-(1-benzyl-2-carbamoyl-2-oxo-ethyl)-2-[(E)-2-(4-diethylaminomethylphenyl)-vinyl]benzamide

ID: ALA4066494

Chembl Id: CHEMBL4066494

PubChem CID: 9848148

Max Phase: Preclinical

Molecular Formula: C30H33N3O3

Molecular Weight: 483.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCN(CC)Cc1ccc(/C=C/c2ccccc2C(=O)NC(Cc2ccccc2)C(=O)C(N)=O)cc1

Standard InChI:  InChI=1S/C30H33N3O3/c1-3-33(4-2)21-24-16-14-22(15-17-24)18-19-25-12-8-9-13-26(25)30(36)32-27(28(34)29(31)35)20-23-10-6-5-7-11-23/h5-19,27H,3-4,20-21H2,1-2H3,(H2,31,35)(H,32,36)/b19-18+

Standard InChI Key:  KFJNQHUVTVCSPY-VHEBQXMUSA-N

Alternative Forms

1. Parent:

   

   ALA4066494

   N-(4-amino-3,4-dioxo-1-phenylbutan-2-yl)-2-[(E)-2-[4-(diethylaminomethyl)phenyl]ethenyl]benzamide

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: 483.61

Molecular Weight (Monoisotopic): 483.2522

AlogP: 4.09

#Rotatable Bonds: 12

Polar Surface Area: 92.50

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.53

CX Basic pKa: 9.39

CX LogP: 5.23

CX LogD: 3.25

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.30

Np Likeness Score: -0.54

References

1. Kling A, Jantos K, Mack H, Hornberger W, Drescher K, Nimmrich V, Relo A, Wicke K, Hutchins CW, Lao Y, Marsh K, Moeller A..  (2017)  Discovery of Novel and Highly Selective Inhibitors of Calpain for the Treatment of Alzheimer's Disease: 2-(3-Phenyl-1H-pyrazol-1-yl)-nicotinamides.,  60  (16): [PMID:28759231] [10.1021/acs.jmedchem.7b00731]

Source

Source(1):

• Scientific Literature