3-Bromo-N'-(4-bromo-2-hydroxybenzylidene)benzohydrazide

ID: ALA4474449

PubChem CID: 154588488

Max Phase: Preclinical

Molecular Formula: C14H10Br2N2O2

Molecular Weight: 398.05

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1ccc(Br)cc1O)c1cccc(Br)c1

Standard InChI:  InChI=1S/C14H10Br2N2O2/c15-11-3-1-2-9(6-11)14(20)18-17-8-10-4-5-12(16)7-13(10)19/h1-8,19H,(H,18,20)/b17-8+

Standard InChI Key:  WHSMFNQFKBHVSH-CAOOACKPSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    6.4701   -1.7994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4689   -2.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1770   -3.0279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8866   -2.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8838   -1.7958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1752   -1.3906    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7609   -3.0270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0535   -2.6179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3455   -3.0259    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6381   -2.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6387   -1.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9301   -3.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2261   -2.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5186   -3.0221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5175   -3.8402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299   -4.2492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9345   -3.8394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7623   -1.3910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2321   -5.0663    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.5900   -1.3846    0.0000 Br  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
  2  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 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
  1 18  1  0
 16 19  1  0
  5 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4474449

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 398.05

Molecular Weight (Monoisotopic): 395.9109

AlogP: 3.68

#Rotatable Bonds: 3

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.10

CX Basic pKa: 0.14

CX LogP: 4.20

CX LogD: 4.12

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.61

Np Likeness Score: -1.44

References

1. Haranahalli K, Lazzarini C, Sun Y, Zambito J, Pathiranage S, McCarthy JB, Mallamo J, Del Poeta M, Ojima I..  (2019)  SAR Studies on Aromatic Acylhydrazone-Based Inhibitors of Fungal Sphingolipid Synthesis as Next-Generation Antifungal Agents.,  62  (17): [PMID:31369263] [10.1021/acs.jmedchem.9b01004]

Source

Source(1):

• Scientific Literature