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

ID: ALA4868365

PubChem CID: 164621881

Max Phase: Preclinical

Molecular Formula: C26H28N2O5

Molecular Weight: 448.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(CNC(=O)COc2ccc(C(=O)Nc3cccc(C)c3C)cc2)cc1OC

Standard InChI:  InChI=1S/C26H28N2O5/c1-17-6-5-7-22(18(17)2)28-26(30)20-9-11-21(12-10-20)33-16-25(29)27-15-19-8-13-23(31-3)24(14-19)32-4/h5-14H,15-16H2,1-4H3,(H,27,29)(H,28,30)

Standard InChI Key:  QIKOVIBDAOTPED-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   30.8384  -17.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5480  -17.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5480  -16.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8366  -16.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1303  -16.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.4223  -17.7282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.7149  -17.3190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4241  -16.0901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4241  -15.2729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2564  -17.7272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9635  -17.3175    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.6718  -17.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3789  -17.3152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0872  -17.7227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.7943  -17.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   36.4922  -16.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7943  -16.4977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9121  -16.0830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9121  -15.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.6210  -16.4895    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.3275  -16.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0335  -16.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7395  -16.0760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7395  -15.2579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0237  -14.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.3275  -15.2638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.4482  -16.4828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.0335  -17.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6718  -18.5421    0.0000 O   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
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  1  0
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 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 29  1  0
 29 30  2  0
 30 25  1  0
 27 31  1  0
 26 32  1  0
 13 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4868365

   ---

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: 448.52

Molecular Weight (Monoisotopic): 448.1998

AlogP: 4.27

#Rotatable Bonds: 9

Polar Surface Area: 85.89

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.23

CX Basic pKa: ┄

CX LogP: 4.24

CX LogD: 4.24

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.51

Np Likeness Score: -1.38

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