N(benzimidoyl chloride) 2,3,4-trichloro-Phenylamine

ID: ALA150388

PubChem CID: 12732291

Max Phase: Preclinical

Molecular Formula: C13H8Cl4N2

Molecular Weight: 334.03

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cl/C(=N\Nc1ccc(Cl)c(Cl)c1Cl)c1ccccc1

Standard InChI:  InChI=1S/C13H8Cl4N2/c14-9-6-7-10(12(16)11(9)15)18-19-13(17)8-4-2-1-3-5-8/h1-7,18H/b19-13-

Standard InChI Key:  YAWCRKNAAKYGLX-UYRXBGFRSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
    6.7125   -1.3792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4292   -1.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5792   -1.8000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -1.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8625   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2917   -1.3875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4375   -2.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0042   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -1.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7167   -3.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7042   -0.5542    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1417   -1.3667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -0.5667    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.1500   -3.0250    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1500   -2.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4292   -3.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -2.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  6  1  0
  4  1  1  0
  5  3  2  0
  6  4  1  0
  7  2  1  0
  8  4  2  0
  9  5  1  0
 10  8  1  0
 11  1  1  0
 12  2  1  0
 13  5  1  0
 14  7  1  0
 15  9  2  0
 16  9  1  0
 17 15  1  0
 18 16  2  0
 19 18  1  0
  7 10  2  0
 19 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA150388

   (Z)-N-(2,3,4-trichlorophenyl)benzenecarbohydrazonoyl chloride

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 334.03

Molecular Weight (Monoisotopic): 331.9442

AlogP: 5.66

#Rotatable Bonds: 3

Polar Surface Area: 24.39

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.51

CX Basic pKa: 1.38

CX LogP: 6.09

CX LogD: 6.09

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.44

Np Likeness Score: -1.04

References

1. Rector DL, Folz SD, Conklin RD, Nowakowski LH, Kaugars G..  (1981)  Structure--activity relationships in a broad-spectrum anthelmintic series. Acid chloride phenylhydrazones. 1. Aryl substitutions and chloride variations.,  24  (5): [PMID:7241511] [10.1021/jm00137a011]

Source

Source(1):

• Scientific Literature