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

ID: ALA4641567

PubChem CID: 156017004

Max Phase: Preclinical

Molecular Formula: C10H9Cl2F3N2O2

Molecular Weight: 317.09

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1cc(C(F)(F)F)ccc1NC(CCl)CCl

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

Standard InChI Key:  OJOOQMRYGZNDDR-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   11.7529  -14.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7518  -15.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4598  -16.0535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1695  -15.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1667  -14.8214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4580  -14.4161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596  -16.8707    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.7518  -17.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7516  -18.0963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0442  -16.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8802  -16.0510    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.5873  -15.6413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8815  -16.8682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0438  -18.5047    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   10.3364  -17.2787    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.4556  -13.5989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1621  -13.1882    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   11.7467  -13.1924    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   12.4477  -12.7779    0.0000 F   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
  9 14  1  0
 10 15  1  0
  6 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4641567

   ---

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: 12.71

CX Basic pKa: 0.36

CX LogP: 4.30

CX LogD: 4.30

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.51

Np Likeness Score: -1.54

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