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

ID: ALA4482883

PubChem CID: 137362013

Max Phase: Preclinical

Molecular Formula: C14H9Br2FN2O2

Molecular Weight: 416.04

Molecule Type: Unknown

Names and Identifiers

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

Standard InChI:  InChI=1S/C14H9Br2FN2O2/c15-9-1-3-11(12(16)6-9)14(21)19-18-7-8-5-10(17)2-4-13(8)20/h1-7,20H,(H,19,21)/b18-7+

Standard InChI Key:  PVUJDJGVXFDXNZ-CNHKJKLMSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
    7.0438  -20.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0426  -21.7652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7507  -22.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4603  -21.7647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4575  -20.9420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7489  -20.5368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3346  -22.1732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6272  -21.7641    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9192  -22.1721    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2118  -21.7629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124  -20.9458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5038  -22.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3360  -20.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7998  -21.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0923  -22.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0912  -22.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8036  -23.3954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5082  -22.9857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019  -20.9438    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.3837  -23.3954    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    9.1687  -22.1722    0.0000 F   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
 14 19  1  0
 16 20  1  0
  4 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4482883

   ---

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: 416.04

Molecular Weight (Monoisotopic): 413.9015

AlogP: 3.82

#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: 8.42

CX Basic pKa: ┄

CX LogP: 4.34

CX LogD: 4.30

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.59

Np Likeness Score: -1.69

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