N-(2,4-Dihydroxythiobenzoyl)benzophenone Hydrazone

ID: ALA2272368

PubChem CID: 135405223

Max Phase: Preclinical

Molecular Formula: C20H16N2O2S

Molecular Weight: 348.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)NN=C(c2ccccc2)c2ccccc2)c(O)c1

Standard InChI:  InChI=1S/C20H16N2O2S/c23-16-11-12-17(18(24)13-16)20(25)22-21-19(14-7-3-1-4-8-14)15-9-5-2-6-10-15/h1-13,23-24H,(H,22,25)

Standard InChI Key:  CFNZAAFDCJTFCS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   18.1334   -1.8025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5386   -2.5058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3484   -2.5055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7540   -1.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3438   -1.0987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5353   -1.1024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3162   -1.8031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7494   -0.3893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5712   -1.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9815   -2.5076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9783   -1.0924    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.8003   -2.5143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2030   -3.2254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7886   -3.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0202   -3.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9710   -3.9193    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5567   -4.6227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9594   -5.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7809   -5.3389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1915   -4.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4185   -3.9463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2349   -3.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6502   -3.2486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2430   -2.5351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4280   -2.5315    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
  1  7  1  0
  5  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 12 10  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 14  1  0
 15 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272368

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.43

Molecular Weight (Monoisotopic): 348.0932

AlogP: 3.82

#Rotatable Bonds: 4

Polar Surface Area: 64.85

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.40

CX Basic pKa: 2.12

CX LogP: 5.64

CX LogD: 5.60

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.38

Np Likeness Score: -0.32

References

1. Legocki J, Matysiak J, Niewiadomy A, Kostecka M..  (2003)  Synthesis and fungistatic activity of new groups of 2,4-dihydroxythiobenzoyl derivatives against phytopathogenic fungi.,  51  (2): [PMID:12517096] [10.1021/jf0206769]

Source

Source(1):

• Scientific Literature