N-(2-Ethylphenyl)4-(2-((4-methoxybenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4866221

PubChem CID: 162640904

Max Phase: Preclinical

Molecular Formula: C25H26N2O4

Molecular Weight: 418.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccccc1NC(=O)c1ccc(OCC(=O)NCc2ccc(OC)cc2)cc1

Standard InChI:  InChI=1S/C25H26N2O4/c1-3-19-6-4-5-7-23(19)27-25(29)20-10-14-22(15-11-20)31-17-24(28)26-16-18-8-12-21(30-2)13-9-18/h4-15H,3,16-17H2,1-2H3,(H,26,28)(H,27,29)

Standard InChI Key:  PVHPGRAQEKBMJC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   15.4810  -15.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1906  -15.0869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1906  -14.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4792  -13.8589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7741  -14.2663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7741  -15.0873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0667  -13.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0667  -13.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8990  -15.4943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6060  -15.0846    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3144  -15.4921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0215  -15.0824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7298  -15.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4369  -15.0802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1424  -15.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8481  -15.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8481  -14.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1348  -13.8535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4369  -14.2648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5546  -13.8501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5546  -13.0330    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2635  -14.2567    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9632  -13.8460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6761  -14.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3821  -13.8431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3821  -13.0251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6663  -12.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9632  -13.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2524  -12.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2524  -11.8106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3144  -16.3093    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
  5  7  1  0
  7  8  1  0
  2  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 17 20  1  0
 20 21  2  0
 20 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 28 23  1  0
 28 29  1  0
 29 30  1  0
 11 31  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4866221

   ---

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: 418.49

Molecular Weight (Monoisotopic): 418.1893

AlogP: 4.21

#Rotatable Bonds: 9

Polar Surface Area: 76.66

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 4.33

CX LogD: 4.33

Aromatic Rings: 3

Heavy Atoms: 31

QED Weighted: 0.55

Np Likeness Score: -1.42

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