4-(Dimethylamino)-3,5-dinitro-N-(2,4-dinitrophenyl)benzamide

ID: ALA4461207

PubChem CID: 155528284

Max Phase: Preclinical

Molecular Formula: C15H12N6O9

Molecular Weight: 420.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CN(C)c1c([N+](=O)[O-])cc(C(=O)Nc2ccc([N+](=O)[O-])cc2[N+](=O)[O-])cc1[N+](=O)[O-]

Standard InChI:  InChI=1S/C15H12N6O9/c1-17(2)14-12(20(27)28)5-8(6-13(14)21(29)30)15(22)16-10-4-3-9(18(23)24)7-11(10)19(25)26/h3-7H,1-2H3,(H,16,22)

Standard InChI Key:  WLYCWJNLWHWBKM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 31  0  0  0  0  0  0  0  0999 V2000
    3.3127  -18.8862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116  -19.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0196  -20.1147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7293  -19.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7265  -18.8826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0179  -18.4773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4326  -18.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1419  -18.8772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4296  -17.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0194  -20.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3116  -21.3403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7271  -21.3406    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6049  -18.4777    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6047  -17.6605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973  -18.8865    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8480  -18.4660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5557  -18.8753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2614  -18.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2588  -17.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5445  -17.2409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8418  -17.6538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5568  -19.6925    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8496  -20.1020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2650  -20.1002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9644  -17.2345    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742  -17.6394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9602  -16.4173    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6036  -20.1137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8962  -19.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6029  -20.9309    0.0000 C   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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  3 10  1  0
 10 11  1  0
 10 12  2  0
  1 13  1  0
 13 14  1  0
 13 15  2  0
  8 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 22 23  2  0
 22 24  1  0
 19 25  1  0
 25 26  2  0
 25 27  1  0
  2 28  1  0
 28 29  1  0
 28 30  1  0
M  CHG  8  10   1  11  -1  13   1  14  -1  22   1  24  -1  25   1  27  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4461207

   ---

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: 420.29

Molecular Weight (Monoisotopic): 420.0666

AlogP: 2.64

#Rotatable Bonds: 7

Polar Surface Area: 204.90

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 15

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.24

CX Basic pKa: ┄

CX LogP: 2.93

CX LogD: 2.93

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.51

Np Likeness Score: -1.36

References

1. Güngör T, Önder FC, Tokay E, Gülhan ÜG, Hacıoğlu N, Tok TT, Çelik A, Köçkar F, Ay M..  (2019)  PRODRUGS FOR NITROREDUCTASE BASED CANCER THERAPY- 2: Novel amide/Ntr combinations targeting PC3 cancer cells.,  171  [PMID:30928710] [10.1016/j.ejmech.2019.03.035]

Source

Source(1):

• Scientific Literature