(E)-3-hydroxy-N'-(3-hydroxybenzylidene)benzohydrazide

ID: ALA4086936

PubChem CID: 6911452

Max Phase: Preclinical

Molecular Formula: C14H12N2O3

Molecular Weight: 256.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1cccc(O)c1)c1cccc(O)c1

Standard InChI:  InChI=1S/C14H12N2O3/c17-12-5-1-3-10(7-12)9-15-16-14(19)11-4-2-6-13(18)8-11/h1-9,17-18H,(H,16,19)/b15-9+

Standard InChI Key:  HUTIWZPQDUIHEG-OQLLNIDSSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   20.1229   -2.8684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1177   -3.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8242   -4.1025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5324   -3.6946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5337   -2.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8307   -2.4651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2428   -4.1098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2399   -4.9311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9560   -3.6995    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6664   -4.1147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.3797   -3.7044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0901   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0838   -4.9413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7934   -5.3523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5076   -4.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5079   -4.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7977   -3.7092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4034   -4.0965    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7902   -6.1736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  4  7  1  0
  7  8  2  0
  7  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 12  1  0
  2 18  1  0
 14 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4086936

   3-hydroxy-N-[(E)-(3-hydroxyphenyl)methylideneamino]benzamide

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: 256.26

Molecular Weight (Monoisotopic): 256.0848

AlogP: 1.86

#Rotatable Bonds: 3

Polar Surface Area: 81.92

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.62

CX Basic pKa: 1.28

CX LogP: 2.36

CX LogD: 2.33

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.58

Np Likeness Score: -1.10

References

1. Dutra LA, Guanaes JFO, Johmann N, Lopes Pires ME, Chin CM, Marcondes S, Dos Santos JL..  (2017)  Synthesis, antiplatelet and antithrombotic activities of resveratrol derivatives with NO-donor properties.,  27  (11): [PMID:28400236] [10.1016/j.bmcl.2017.04.007]

Source

Source(1):

• Scientific Literature