3,4-Dibromo-N'-(4-bromo-2-hydroxybenzylidene)benzohydrazide

ID: ALA4536949

PubChem CID: 137361978

Max Phase: Preclinical

Molecular Formula: C14H9Br3N2O2

Molecular Weight: 476.95

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H9Br3N2O2/c15-10-3-1-9(13(20)6-10)7-18-19-14(21)8-2-4-11(16)12(17)5-8/h1-7,20H,(H,19,21)/b18-7+

Standard InChI Key:  SDRMNJLHWOCFBY-CNHKJKLMSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   26.5573   -7.6560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5562   -8.4755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2642   -8.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9739   -8.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9710   -7.6524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2624   -7.2471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8481   -8.8835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1407   -8.4744    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.4327   -8.8824    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.7253   -8.4733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7260   -7.6561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0173   -8.8813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8495   -7.2475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3134   -8.4713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6058   -8.8786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6047   -9.6967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3171  -10.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0217   -9.6960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3193  -10.9229    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   20.8972  -10.1057    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
   28.6772   -7.2411    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
  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
 17 19  1  0
 16 20  1  0
  5 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4536949

   ---

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: 476.95

Molecular Weight (Monoisotopic): 473.8214

AlogP: 4.44

#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: ┄

CX LogP: 4.97

CX LogD: 4.89

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: -1.24

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