N,N'-Bis(2,4-dichlorobenzylidene)propane-1,3-diamine

ID: ALA2230058

Cas Number: 7151-71-5

PubChem CID: 250640

Max Phase: Preclinical

Molecular Formula: C17H14Cl4N2

Molecular Weight: 388.12

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C17H14Cl4N2/c18-14-4-2-12(16(20)8-14)10-22-6-1-7-23-11-13-3-5-15(19)9-17(13)21/h2-5,8-11H,1,6-7H2/b22-10+,23-11+

Standard InChI Key:  KCHIDPOKMNEUGL-CZGKVYIXSA-N

Molfile:  

     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   29.5275  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8142  -18.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1010  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2366  -18.7068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3919  -18.7068    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6787  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9696  -18.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2605  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5473  -18.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5473  -17.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2605  -17.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9696  -17.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8341  -17.4728    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   25.2605  -19.9368    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.9498  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6630  -18.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6630  -17.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3679  -17.4728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0812  -17.8855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0812  -18.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3679  -19.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7903  -17.4728    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   30.9498  -17.4728    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  1  4  1  0
  3  5  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
  7 12  2  0
 10 13  1  0
  8 14  1  0
  5  6  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 16 21  2  0
 19 22  1  0
 17 23  1  0
  4 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2230058

   (E,E)-N,N'-1,3-Propanediylbis[1-(2,4-dichlorophenyl)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: 388.12

Molecular Weight (Monoisotopic): 385.9911

AlogP: 6.23

#Rotatable Bonds: 6

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: 5.35

CX LogP: 6.15

CX LogD: 6.14

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.41

Np Likeness Score: -0.74

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