N'-(2-chlorobenzylidene)-3,5-dimethoxybenzohydrazide

ID: ALA1169786

PubChem CID: 9558186

Max Phase: Preclinical

Molecular Formula: C16H15ClN2O3

Molecular Weight: 318.76

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)N/N=C/c2ccccc2Cl)c1

Standard InChI:  InChI=1S/C16H15ClN2O3/c1-21-13-7-12(8-14(9-13)22-2)16(20)19-18-10-11-5-3-4-6-15(11)17/h3-10H,1-2H3,(H,19,20)/b18-10+

Standard InChI Key:  JSADLKMQRINEFS-VCHYOVAHSA-N

Molfile:  

     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -0.8931   -5.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8943   -6.4357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1794   -6.8485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5370   -6.4352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5341   -5.6047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1812   -5.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1837   -4.3705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8994   -3.9602    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9019   -3.1352    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6176   -2.7248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6200   -1.8998    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3308   -3.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0431   -2.7249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7559   -3.1388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7539   -3.9647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0331   -4.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3233   -3.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6077   -5.1960    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.4714   -2.7281    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4734   -1.9031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0278   -5.1999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7395   -5.6170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 10 11  2  0
  5  6  2  0
 10 12  1  0
  6  1  1  0
 12 13  2  0
  1  2  2  0
 13 14  1  0
  6  7  1  0
 14 15  2  0
  3  4  2  0
 15 16  1  0
  7  8  2  0
 16 17  2  0
 17 12  1  0
  1 18  1  0
  8  9  1  0
 14 19  1  0
  4  5  1  0
 19 20  1  0
  9 10  1  0
 16 21  1  0
  2  3  1  0
 21 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1169786

   N-[(E)-(2-chlorophenyl)methylideneamino]-3,5-dimethoxybenzamide

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: 318.76

Molecular Weight (Monoisotopic): 318.0771

AlogP: 3.12

#Rotatable Bonds: 5

Polar Surface Area: 59.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.92

CX Basic pKa: 0.66

CX LogP: 3.25

CX LogD: 3.25

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.68

Np Likeness Score: -1.66

References

1. Kumar D, Judge V, Narang R, Sangwan S, De Clercq E, Balzarini J, Narasimhan B..  (2010)  Benzylidene/2-chlorobenzylidene hydrazides: synthesis, antimicrobial activity, QSAR studies and antiviral evaluation.,  45  (7): [PMID:20347509] [10.1016/j.ejmech.2010.03.002]

Source

Source(1):

• Scientific Literature