4-(2-((2-Chlorobenzyl)amino)-2-oxoethoxy)-N-(2,3-dimethylphenyl)benzamide

ID: ALA4862655

PubChem CID: 164623978

Max Phase: Preclinical

Molecular Formula: C24H23ClN2O3

Molecular Weight: 422.91

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)c2ccc(OCC(=O)NCc3ccccc3Cl)cc2)c1C

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

Standard InChI Key:  HJSYFFNVCFZRII-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.6382  -23.0698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479  -22.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3479  -21.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6364  -21.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302  -21.8397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9302  -22.6608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0562  -23.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633  -22.6581    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4717  -23.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1787  -22.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8871  -23.0634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941  -22.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2997  -23.0613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0054  -22.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0054  -21.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2921  -21.4269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5941  -21.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7119  -21.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7119  -20.6064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4208  -21.8302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1273  -21.4195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8333  -21.8266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5394  -21.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5394  -20.5985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8236  -20.1922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1273  -20.6045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2481  -21.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8333  -22.6437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4717  -23.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6382  -23.8869    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
 23 27  1  0
 22 28  1  0
  9 29  2  0
  1 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4862655

   ---

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: 4.90

#Rotatable Bonds: 7

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: 5.16

CX LogD: 5.16

Aromatic Rings: 3

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: -1.88

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