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

ID: ALA4857853

PubChem CID: 164609832

Max Phase: Preclinical

Molecular Formula: C17H18N2O6

Molecular Weight: 346.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc(N(C)C(=O)c2cccc([N+](=O)[O-])c2)cc(OC)c1OC

Standard InChI:  InChI=1S/C17H18N2O6/c1-18(17(20)11-6-5-7-12(8-11)19(21)22)13-9-14(23-2)16(25-4)15(10-13)24-3/h5-10H,1-4H3

Standard InChI Key:  ZLLMUZSKUKSMNA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   27.3231  -30.7703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3220  -31.5977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0367  -32.0105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7532  -31.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7504  -30.7666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0350  -30.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0325  -29.5326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6085  -30.3580    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6072  -32.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.4684  -32.0086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.1821  -31.5950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8973  -32.0064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1793  -30.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8948  -30.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8938  -29.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1782  -29.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4620  -29.5436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4665  -30.3665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3168  -29.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8942  -30.7707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6065  -32.8346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4696  -32.8336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6117  -29.1222    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3267  -29.5339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6108  -28.2972    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
  1  8  1  0
  2  9  1  0
  4 10  1  0
 10 11  1  0
 11 12  2  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 13  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 23 24  1  0
 23 25  2  0
 15 23  1  0
M  CHG  2  23   1  24  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4857853

   ---

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: 346.34

Molecular Weight (Monoisotopic): 346.1165

AlogP: 2.90

#Rotatable Bonds: 6

Polar Surface Area: 91.14

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.40

CX LogD: 2.40

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.59

Np Likeness Score: -1.30

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