2,4-Dibromo-N'-(5-bromo-2-hydroxybenzylidene)benzohydrazide

ID: ALA4513483

PubChem CID: 154588477

Max Phase: Preclinical

Molecular Formula: C14H9Br3N2O2

Molecular Weight: 476.95

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1cc(Br)ccc1O)c1ccc(Br)cc1Br

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

Standard InChI Key:  RCODHVYMEHXQED-CNHKJKLMSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    6.3751  -15.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3740  -15.8839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0821  -16.2928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7917  -15.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7889  -15.0607    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0803  -14.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6660  -16.2919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9586  -15.8828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2506  -16.2908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5432  -15.8816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5438  -15.0645    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8351  -16.2897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1312  -15.8797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237  -16.2870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4226  -17.1051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1349  -17.5141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8396  -17.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673  -14.6559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7151  -17.5140    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    3.5490  -17.5099    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.5001  -16.2909    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
 15 19  1  0
 17 20  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513483

   ---

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: 8.28

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.91

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.51

Np Likeness Score: -1.30

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