N,N'-Bis(2,6-dichlorobenzylidene)cyclohexane-1,2-diamine

ID: ALA2230065

PubChem CID: 4866472

Max Phase: Preclinical

Molecular Formula: C20H18Cl4N2

Molecular Weight: 428.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1cccc(Cl)c1/C=N/C1CCCCC1/N=C/c1c(Cl)cccc1Cl

Standard InChI:  InChI=1S/C20H18Cl4N2/c21-15-5-3-6-16(22)13(15)11-25-19-9-1-2-10-20(19)26-12-14-17(23)7-4-8-18(14)24/h3-8,11-12,19-20H,1-2,9-10H2/b25-11+,26-12+

Standard InChI Key:  GWVMFOHLFMAOMJ-KOZSXFMUSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   31.4082  -28.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8127  -29.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4082  -29.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5869  -29.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1824  -29.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5910  -28.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8127  -27.6852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6340  -29.0993    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.0426  -28.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8598  -28.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2684  -27.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0856  -27.6852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.4942  -28.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0856  -29.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2684  -29.0993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8598  -29.8042    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.8598  -26.9761    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   31.4041  -26.9761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8127  -26.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6340  -26.2670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0426  -25.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6340  -24.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8127  -24.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4082  -25.5580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5869  -25.5580    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.0426  -26.9761    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  1  7  1  0
  2  8  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 10 15  2  0
 15 16  1  0
 11 17  1  0
  8  9  2  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 19 24  2  0
 24 25  1  0
 20 26  1  0
  7 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230065

   1-(2,6-dichlorophenyl)-N-[2-[(2,6-dichlorophenyl)methylideneamino]cyclohexyl]methanimine

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: 428.19

Molecular Weight (Monoisotopic): 426.0224

AlogP: 7.15

#Rotatable Bonds: 4

Polar Surface Area: 24.72

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.01

CX LogP: 7.50

CX LogD: 7.50

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -0.37

References

1. Aggarwal N, Kumar R, Dureja P, Rawat DS..  (2009)  Schiff bases as potential fungicides and nitrification inhibitors.,  57  (18): [PMID:19702271] [10.1021/jf902035w]

Source

Source(1):

• Scientific Literature