2,3-Dibromo-N'-(2-hydroxy-5-methylbenzylidene)benzohydrazide

ID: ALA4476170

PubChem CID: 155538279

Max Phase: Preclinical

Molecular Formula: C15H12Br2N2O2

Molecular Weight: 412.08

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(O)c(/C=N/NC(=O)c2cccc(Br)c2Br)c1

Standard InChI:  InChI=1S/C15H12Br2N2O2/c1-9-5-6-13(20)10(7-9)8-18-19-15(21)11-3-2-4-12(16)14(11)17/h2-8,20H,1H3,(H,19,21)/b18-8+

Standard InChI Key:  BQUUHOKQJJFMCO-QGMBQPNBSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.2761  -26.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2750  -27.4938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9830  -27.9027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6927  -27.4933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6898  -26.6706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812  -26.2654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5669  -27.9018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8595  -27.4927    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1515  -27.9007    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4441  -27.4915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4448  -26.6743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7361  -27.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5683  -26.2658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0322  -27.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3246  -27.8969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3235  -28.7150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0359  -29.1240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7405  -28.7143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500  -29.1198    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    2.0381  -29.9412    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.4010  -27.9008    0.0000 C   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
  1 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 12  1  0
 18 19  1  0
 17 20  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4476170

   ---

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: 412.08

Molecular Weight (Monoisotopic): 409.9266

AlogP: 3.99

#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: 8.82

CX Basic pKa: 0.26

CX LogP: 4.71

CX LogD: 4.70

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -1.15

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