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

ID: ALA2230059

PubChem CID: 5053773

Max Phase: Preclinical

Molecular Formula: C18H16Cl4N2

Molecular Weight: 402.15

Molecule Type: Small molecule

Names and Identifiers

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

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

Standard InChI Key:  SQZAGFRGAWXZJC-ASIDMNOUSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    5.2684  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6770  -23.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4942  -23.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9028  -24.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4512  -22.7637    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7200  -24.1778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1286  -23.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9458  -23.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3544  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5802  -23.4687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1716  -24.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3544  -24.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3973  -23.4687    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    8.9458  -22.0546    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.0426  -22.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2254  -22.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996  -22.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910  -22.0546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9996  -21.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8168  -21.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7739  -22.0546    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.2254  -23.4687    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
 11 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
 20 23  1  0
 18 24  1  0
  5 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230059

   1-(2,4-dichlorophenyl)-N-[4-[(2,4-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: 5.67

CX LogP: 6.67

CX LogD: 6.66

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.37

Np Likeness Score: -0.67

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