N,N'-Bis(2,4-dichlorobenzylidene)cyclohexane-1,2-diamine

ID: ALA2230060

PubChem CID: 44248528

Max Phase: Preclinical

Molecular Formula: C20H18Cl4N2

Molecular Weight: 428.19

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1ccc(/C=N/C2CCCCC2/N=C/c2ccc(Cl)cc2Cl)c(Cl)c1

Standard InChI:  InChI=1S/C20H18Cl4N2/c21-15-7-5-13(17(23)9-15)11-25-19-3-1-2-4-20(19)26-12-14-6-8-16(22)10-18(14)24/h5-12,19-20H,1-4H2/b25-11+,26-12+

Standard InChI Key:  LSYMNPLSWCWFAX-KOZSXFMUSA-N

Molfile:  

     RDKit          2D

 26 28  0  0  0  0  0  0  0  0999 V2000
   17.2912  -23.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6997  -23.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5169  -23.2542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9255  -23.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5169  -24.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6997  -24.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4740  -23.9633    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2912  -22.5493    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.6997  -21.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2912  -21.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4740  -21.1352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0654  -20.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4740  -19.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2912  -19.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6997  -20.4261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0654  -19.0080    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0654  -21.8402    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   16.0654  -24.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2482  -24.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8396  -25.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0224  -25.3774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6138  -24.6724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0224  -23.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8396  -23.9633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7966  -24.6724    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   15.2482  -26.0865    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
 13 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
 22 25  1  0
 20 26  1  0
  7 18  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230060

   1-(2,4-dichlorophenyl)-N-[2-[(2,4-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: 4.38

CX LogP: 7.50

CX LogD: 7.50

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.46

Np Likeness Score: -0.56

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