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

ID: ALA4639423

PubChem CID: 156013458

Max Phase: Preclinical

Molecular Formula: C9H10Cl2N2O2

Molecular Weight: 249.10

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=[N+]([O-])c1ccc(NC(CCl)CCl)cc1

Standard InChI:  InChI=1S/C9H10Cl2N2O2/c10-5-8(6-11)12-7-1-3-9(4-2-7)13(14)15/h1-4,8,12H,5-6H2

Standard InChI Key:  MWHFEMJQDIANDI-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
   27.9275   -3.8630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9264   -4.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6344   -5.0915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3441   -4.6821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3413   -3.8594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6327   -3.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6342   -5.9087    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9264   -6.3172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9262   -7.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2188   -5.9084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6287   -2.6313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.9198   -2.2248    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.3352   -2.2206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.2184   -7.5428    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   26.5110   -6.3168    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
  9 14  1  0
 10 15  1  0
M  CHG  2  11   1  13  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4639423

   ---

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: 249.10

Molecular Weight (Monoisotopic): 248.0119

AlogP: 2.85

#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: 1.35

CX LogP: 2.77

CX LogD: 2.77

Aromatic Rings: 1

Heavy Atoms: 15

QED Weighted: 0.50

Np Likeness Score: -1.19

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