3,4-Dibromo-N'-(3,5-dibromo-2-hydroxybenzylidene)benzohydrazide

ID: ALA4513251

PubChem CID: 137362037

Max Phase: Preclinical

Molecular Formula: C14H8Br4N2O2

Molecular Weight: 555.85

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(N/N=C/c1cc(Br)cc(Br)c1O)c1ccc(Br)c(Br)c1

Standard InChI:  InChI=1S/C14H8Br4N2O2/c15-9-3-8(13(21)12(18)5-9)6-19-20-14(22)7-1-2-10(16)11(17)4-7/h1-6,21H,(H,20,22)/b19-6+

Standard InChI Key:  DZXWSEGWNGOAKX-KPSZGOFPSA-N

Molfile:  

 
     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
    6.8663   -1.5848    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8651   -2.4044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5732   -2.8133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2829   -2.4039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2800   -1.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5714   -1.1760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1571   -2.8124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4497   -2.4032    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7417   -2.8113    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0343   -2.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0350   -1.5849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3263   -2.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1585   -1.1764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6224   -2.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9148   -2.8075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9137   -3.6255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6261   -4.0345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3307   -3.6248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6283   -4.8517    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    1.2062   -4.0345    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    7.5690   -0.3588    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
    8.9912   -2.8114    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
  6 21  1  0
  4 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4513251

   ---

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: 555.85

Molecular Weight (Monoisotopic): 551.7319

AlogP: 5.21

#Rotatable Bonds: 3

Polar Surface Area: 61.69

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.98

CX Basic pKa: ┄

CX LogP: 5.73

CX LogD: 5.18

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.40

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