N-(2,3-Dimethylphenyl)-4-(2-((4-nitrobenzyl)amino)-2-oxoethoxy)benzamide

ID: ALA4876127

PubChem CID: 164628223

Max Phase: Preclinical

Molecular Formula: C24H23N3O5

Molecular Weight: 433.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1cccc(NC(=O)c2ccc(OCC(=O)NCc3ccc([N+](=O)[O-])cc3)cc2)c1C

Standard InChI:  InChI=1S/C24H23N3O5/c1-16-4-3-5-22(17(16)2)26-24(29)19-8-12-21(13-9-19)32-15-23(28)25-14-18-6-10-20(11-7-18)27(30)31/h3-13H,14-15H2,1-2H3,(H,25,28)(H,26,29)

Standard InChI Key:  JEMYCTHERJSVEK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
   17.4414  -29.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1511  -29.1029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1511  -28.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4396  -27.8750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7346  -28.2823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7346  -29.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0245  -27.8732    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0245  -27.0560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3165  -28.2813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8594  -29.5104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5665  -29.1007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2748  -29.5082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9819  -29.0985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6902  -29.5060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3973  -29.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1028  -29.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8086  -29.0949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8086  -28.2769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0952  -27.8695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3973  -28.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5151  -27.8662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5151  -27.0490    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2240  -28.2728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.9305  -27.8621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6365  -28.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3425  -27.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3425  -27.0411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6267  -26.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9305  -27.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0512  -28.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6365  -29.0863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2748  -30.3254    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
  7  9  2  0
  2 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 18 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
 26 30  1  0
 25 31  1  0
 12 32  2  0
M  CHG  2   7   1   8  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4876127

   ---

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: 433.46

Molecular Weight (Monoisotopic): 433.1638

AlogP: 4.16

#Rotatable Bonds: 8

Polar Surface Area: 110.57

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 3

Heavy Atoms: 32

QED Weighted: 0.41

Np Likeness Score: -1.79

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