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

ID: ALA4874344

PubChem CID: 164626296

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O3

Molecular Weight: 422.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccccc1NC(=O)c1ccc(OCC(=O)NCc2ccccc2Cl)cc1

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

Standard InChI Key:  NMJCEZFWFXISMZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 32  0  0  0  0  0  0  0  0999 V2000
   28.7995   -4.0763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5092   -3.6668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5092   -2.8442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7977   -2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0927   -2.8462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0927   -3.6673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2175   -4.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9246   -3.6646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6330   -4.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3400   -3.6624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0484   -4.0699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7554   -3.6602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4610   -4.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1667   -3.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1667   -2.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4534   -2.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7554   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8732   -2.4301    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8732   -1.6129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5821   -2.8366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2818   -2.4260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9946   -2.8330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7007   -2.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7007   -1.6050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9849   -1.1987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2818   -1.6110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5710   -1.2077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5710   -0.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6330   -4.8893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7990   -4.8934    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
 26 27  1  0
 27 28  1  0
  9 29  2  0
  1 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4874344

   ---

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: -1.76

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