N-(1,3-dichloropropan-2-yl)-2,4-dinitroaniline

ID: ALA4640399

PubChem CID: 156015509

Max Phase: Preclinical

Molecular Formula: C9H9Cl2N3O4

Molecular Weight: 294.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(NC(CCl)CCl)c([N+](=O)[O-])c1

Standard InChI:  InChI=1S/C9H9Cl2N3O4/c10-4-6(5-11)12-8-2-1-7(13(15)16)3-9(8)14(17)18/h1-3,6,12H,4-5H2

Standard InChI Key:  VEFZOUIIHZQNSS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
   42.0798   -3.7021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0787   -4.5216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7867   -4.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4964   -4.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4935   -3.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7849   -3.2932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7865   -5.7478    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0787   -6.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0785   -6.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3711   -5.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.2071   -4.9282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   44.9142   -4.5184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.2084   -5.7453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.7810   -2.4703    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.0720   -2.0639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   43.4874   -2.0596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   41.3707   -7.3818    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   40.6633   -6.1559    0.0000 Cl  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
  3  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 11 12  2  0
 11 13  1  0
  4 11  1  0
 14 15  2  0
 14 16  1  0
  6 14  1  0
  9 17  1  0
 10 18  1  0
M  CHG  4  11   1  13  -1  14   1  16  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4640399

   ---

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: 294.09

Molecular Weight (Monoisotopic): 292.9970

AlogP: 2.76

#Rotatable Bonds: 6

Polar Surface Area: 98.31

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.12

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: -1.28

References

1. Chappel L, Wong LC, Leong CO, Mai CW, Meikle IT, Stanforth SP, Truong TV..  (2020)  The synthesis of trifluoromethylated N-nitroaryl-2-amino-1,3-dichloropropane derivatives and their evaluation as potential anti-cancer agents.,  30  (4): [PMID:31882300] [10.1016/j.bmcl.2019.126910]

Source

Source(1):

• Scientific Literature