(E/Z)-1-(2-(4-bromobenzylidene)hydrazyl)-4-chlorophthalazine

ID: ALA4097032

PubChem CID: 609648

Max Phase: Preclinical

Molecular Formula: C15H10BrClN4

Molecular Weight: 361.63

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Clc1nnc(NN=Cc2ccc(Br)cc2)c2ccccc12

Standard InChI:  InChI=1S/C15H10BrClN4/c16-11-7-5-10(6-8-11)9-18-20-15-13-4-2-1-3-12(13)14(17)19-21-15/h1-9H,(H,20,21)

Standard InChI Key:  PLNDXGSPZLVMHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   10.8938   -6.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6091   -6.4765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6092   -5.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3244   -5.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0394   -5.6580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0351   -6.4839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3199   -6.8911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8895   -7.7136    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1743   -8.1207    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1700   -8.9466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8850   -9.3613    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.8807  -10.1872    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1655  -10.5942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4505  -10.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7394  -10.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0244  -10.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0287   -9.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7439   -8.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4548   -9.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1611  -11.4201    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   13.7526   -5.2497    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  2  7  1  0
  1  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 10 19  1  0
 14 19  1  0
 13 20  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4097032

   N-[(4-bromophenyl)methylideneamino]-4-chlorophthalazin-1-amine

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: 361.63

Molecular Weight (Monoisotopic): 359.9777

AlogP: 4.49

#Rotatable Bonds: 3

Polar Surface Area: 50.17

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.59

CX Basic pKa: 3.66

CX LogP: 4.78

CX LogD: 4.78

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: -1.50

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