N-(1,3-dichloropropan-2-yl)-4-nitro-3-(trifluoromethyl)aniline

ID: ALA4647599

PubChem CID: 156020930

Max Phase: Preclinical

Molecular Formula: C10H9Cl2F3N2O2

Molecular Weight: 317.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(NC(CCl)CCl)cc1C(F)(F)F

Standard InChI:  InChI=1S/C10H9Cl2F3N2O2/c11-4-7(5-12)16-6-1-2-9(17(18)19)8(3-6)10(13,14)15/h1-3,7,16H,4-5H2

Standard InChI Key:  WCXORVNQAZLYPD-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   42.7649  -15.7949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7638  -16.6144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4718  -17.0234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1815  -16.6139    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.1787  -15.7913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4700  -15.3860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4716  -17.8406    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7638  -18.2490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.7636  -19.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0562  -17.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4661  -14.5631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   42.7571  -14.1566    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.1726  -14.1524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   42.0571  -15.3864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.0569  -14.5692    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.3495  -15.7952    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   41.3466  -14.9777    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   42.0558  -19.4746    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   41.3484  -18.2486    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
  6 11  1  0
  1 14  1  0
 14 15  1  0
 14 16  1  0
 14 17  1  0
  9 18  1  0
 10 19  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4647599

   ---

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: 317.09

Molecular Weight (Monoisotopic): 315.9993

AlogP: 3.87

#Rotatable Bonds: 5

Polar Surface Area: 55.17

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.91

CX LogP: 3.65

CX LogD: 3.65

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.51

Np Likeness Score: -1.31

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