N,N'-Bis(2,6-dichlorobenzylidene)butane-1,4-diamine

ID: ALA2230064

PubChem CID: 76326000

Max Phase: Preclinical

Molecular Formula: C18H16Cl4N2

Molecular Weight: 402.15

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C18H16Cl4N2/c19-15-5-3-6-16(20)13(15)11-23-9-1-2-10-24-12-14-17(21)7-4-8-18(14)22/h3-8,11-12H,1-2,9-10H2/b23-11+,24-12+

Standard InChI Key:  NFHDLTGVMUGPIB-ASIDMNOUSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   21.3873  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7959  -28.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6172  -28.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0299  -29.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5660  -28.2903    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.8513  -29.7126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2640  -28.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0853  -28.9993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4939  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3152  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7279  -28.9994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3152  -29.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4939  -29.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0853  -30.4258    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.0853  -27.5770    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   20.1533  -27.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3319  -27.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1020  -28.2903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6893  -27.5770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1020  -26.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9233  -26.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3319  -26.1547    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   19.3319  -28.9994    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
  1  5  1  0
  4  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
  8 13  2  0
 13 14  1  0
  9 15  1  0
  6  7  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 17 22  2  0
 22 23  1  0
 18 24  1  0
  5 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230064

   1-(2,6-dichlorophenyl)-N-[4-[(2,6-dichlorophenyl)methylideneamino]butyl]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: 402.15

Molecular Weight (Monoisotopic): 400.0068

AlogP: 6.62

#Rotatable Bonds: 7

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: 5.09

CX LogP: 6.67

CX LogD: 6.66

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: -0.48

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