4-(2-((2-Chlorobenzyl)amino)-2-oxoethoxy)-N-(3-ethylphenyl)-benzamide

ID: ALA4864767

PubChem CID: 164623714

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O3

Molecular Weight: 422.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1cccc(NC(=O)c2ccc(OCC(=O)NCc3ccccc3Cl)cc2)c1

Standard InChI:  InChI=1S/C24H23ClN2O3/c1-2-17-6-5-8-20(14-17)27-24(29)18-10-12-21(13-11-18)30-16-23(28)26-15-19-7-3-4-9-22(19)25/h3-14H,2,15-16H2,1H3,(H,26,28)(H,27,29)

Standard InChI Key:  RKUORLADXMUJBU-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   14.5069   -4.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2166   -4.1951    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2166   -3.3724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5051   -2.9672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8001   -3.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8001   -4.1956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9249   -4.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6320   -4.1929    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3404   -4.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0474   -4.1907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7558   -4.5981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4628   -4.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1684   -4.5961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8741   -4.1871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8741   -3.3690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1608   -2.9617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4628   -3.3731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5806   -2.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5806   -2.1412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2895   -3.3649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9960   -2.9543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7020   -3.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4081   -2.9514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4081   -2.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6923   -1.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9960   -2.1392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6923   -0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9767   -0.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3404   -5.4176    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5064   -5.4217    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  2  0
  6  1  1  0
  2  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 15 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 25 27  1  0
 27 28  1  0
  9 29  2  0
  1 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4864767

   ---

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: 422.91

Molecular Weight (Monoisotopic): 422.1397

AlogP: 4.85

#Rotatable Bonds: 8

Polar Surface Area: 67.43

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.05

CX Basic pKa: ┄

CX LogP: 5.09

CX LogD: 5.09

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.54

Np Likeness Score: -1.82

References

1. Turgutalp B, Uslu M, Helvacioglu S, Charehsaz M, Gurdal EE, Sippl W, Kocabas F, Yarim M..  (2021)  Lead Optimization and Structure-Activity Relationship Studies on Myeloid Ecotropic Viral Integration Site 1 Inhibitor.,  64  (19.0): [PMID:34542289] [10.1021/acs.jmedchem.1c00972]

Source

Source(1):

• Scientific Literature