4-nitro-N-(3,4,5-trimethoxyphenyl)benzamide

ID: ALA4865867

PubChem CID: 2987908

Max Phase: Preclinical

Molecular Formula: C16H16N2O6

Molecular Weight: 332.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(NC(=O)c2ccc([N+](=O)[O-])cc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C16H16N2O6/c1-22-13-8-11(9-14(23-2)15(13)24-3)17-16(19)10-4-6-12(7-5-10)18(20)21/h4-9H,1-3H3,(H,17,19)

Standard InChI Key:  FXGWYHOWSCHUBK-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   24.1429   -9.6040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1417  -10.4236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8498  -10.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5594  -10.4231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5566   -9.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8480   -9.1952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8455   -8.3780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5520   -7.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4351   -9.1956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4349   -8.3784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4337  -10.8316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7263  -10.4224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2678  -10.8306    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.9748  -10.4209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6832  -10.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9736   -9.6037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.6799  -11.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3874  -12.0514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0954  -11.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0915  -10.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3834  -10.4165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8059  -12.0471    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8083  -12.8643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.5124  -11.6365    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
  5  6  2  0
  6  1  1  0
  6  7  1  0
  7  8  1  0
  1  9  1  0
  9 10  1  0
  2 11  1  0
 11 12  1  0
  4 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 22 23  1  0
 22 24  2  0
 19 22  1  0
M  CHG  2  22   1  23  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4865867

   4-nitro-N-(3,4,5-trimethoxyphenyl)benzamide

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: 332.31

Molecular Weight (Monoisotopic): 332.1008

AlogP: 2.87

#Rotatable Bonds: 6

Polar Surface Area: 99.93

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.81

CX Basic pKa: ┄

CX LogP: 2.53

CX LogD: 2.53

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.64

Np Likeness Score: -1.15

References

1. Lawson C, Ahmed Alta TB, Moschou G, Skamnaki V, Solovou TGA, Topham C, Hayes J, Snape TJ..  (2021)  Novel diarylamides and diarylureas with N-substitution dependent activity against medulloblastoma.,  225  [PMID:34391032] [10.1016/j.ejmech.2021.113751]

Source

Source(1):

• Scientific Literature