2-bromo-N'-(2,3-dichloro-5-ethoxy-6-hydroxybenzylidene)benzohydrazide

ID: ALA5280990

Max Phase: Preclinical

Molecular Formula: C16H13BrCl2N2O3

Molecular Weight: 432.10

Names and Identifiers

Canonical SMILES:  CCOc1cc(Cl)c(Cl)c(/C=N/NC(=O)c2ccccc2Br)c1O

Standard InChI:  InChI=1S/C16H13BrCl2N2O3/c1-2-24-13-7-12(18)14(19)10(15(13)22)8-20-21-16(23)9-5-3-4-6-11(9)17/h3-8,22H,2H2,1H3,(H,21,23)/b20-8+

Standard InChI Key:  JOECGEFMHVYUBA-DNTJNYDQSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
   -3.5719   -1.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.8253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454   -2.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8555   -2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -2.0661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    0.0005    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.2372    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -0.8246    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130   -1.2372    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4277   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4279    0.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    0.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8556   -0.0014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572   -0.8225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -1.2390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133    0.4131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1408    1.2365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4262    1.6490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4262    2.4742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719   -1.2351    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    2.1454   -2.0641    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.0001    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 13 12  2  0
 14 13  1  0
 15 14  2  0
 16 15  1  0
 17 16  2  0
 12 17  1  0
 13 18  1  0
 14 19  1  0
 19 20  1  0
 20 21  1  0
 16 22  1  0
 17 23  1  0
  2 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5280990

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 432.10

Molecular Weight (Monoisotopic): 429.9487

AlogP: 4.62

#Rotatable Bonds: 5

Polar Surface Area: 70.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.19

CX Basic pKa: ┄

CX LogP: 4.84

CX LogD: 4.77

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: -1.45

References

1. Chen X, Zhu H, Liu X, Li Q, Dong M..  (2023)  Design and synthesis of novel GluN2A NMDAR positive allosteric modulators via scaffold hopping strategy as anti-stroke therapeutic agents.,  83  [PMID:36934527] [10.1016/j.bmc.2023.117236]

Source

Source(1):

• Scientific Literature