(E)-1-(2-(1-(2,5-dichlorophenyl)ethylidene)hydrazyl)-4-chlorophthalazine

ID: ALA4098089

PubChem CID: 137660637

Max Phase: Preclinical

Molecular Formula: C16H11Cl3N4

Molecular Weight: 365.65

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C/C(=N\Nc1nnc(Cl)c2ccccc12)c1cc(Cl)ccc1Cl

Standard InChI:  InChI=1S/C16H11Cl3N4/c1-9(13-8-10(17)6-7-14(13)18)20-22-16-12-5-3-2-4-11(12)15(19)21-23-16/h2-8H,1H3,(H,22,23)/b20-9+

Standard InChI Key:  PFEAQPUWMXWADD-AWQFTUOYSA-N

Molfile:  

     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    9.2139   -5.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2096   -6.2995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4924   -6.7077    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4881   -7.5359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2051   -7.9518    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2008   -8.7800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4835   -9.1882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7665   -8.7724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0535   -9.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3364   -8.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3407   -7.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0579   -7.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7709   -7.9483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4792  -10.0165    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    9.9298   -5.0630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5025   -5.0555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6394   -5.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3548   -5.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3595   -4.2475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6430   -3.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9306   -4.2419    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2174   -3.8290    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   12.0660   -5.4885    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  4 13  1  0
  8 13  1  0
  7 14  1  0
  1 15  1  0
  1 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 15  1  0
 21 22  1  0
 18 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4098089

   ---

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: 365.65

Molecular Weight (Monoisotopic): 364.0049

AlogP: 5.43

#Rotatable Bonds: 3

Polar Surface Area: 50.17

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.70

CX Basic pKa: 2.68

CX LogP: 5.06

CX LogD: 5.06

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.50

Np Likeness Score: -1.48

References

1. Romero AH, Medina R, Alcala A, García-Marchan Y, Núñez-Duran J, Leañez J, Mijoba A, Ciangherotti C, Serrano-Martín X, López SE..  (2017)  Design, synthesis, structure-activity relationship and mechanism of action studies of a series of 4-chloro-1-phthalazinyl hydrazones as a potent agent against Leishmania braziliensis.,  127  [PMID:28119201] [10.1016/j.ejmech.2017.01.022]

Source

Source(1):

• Scientific Literature