N-(4-Benzophenone)-2,4-dihydroxythiobenzamide

ID: ALA2269791

PubChem CID: 136264369

Max Phase: Preclinical

Molecular Formula: C20H15NO3S

Molecular Weight: 349.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=C(c1ccccc1)c1ccc(NC(=S)c2ccc(O)cc2O)cc1

Standard InChI:  InChI=1S/C20H15NO3S/c22-16-10-11-17(18(23)12-16)20(25)21-15-8-6-14(7-9-15)19(24)13-4-2-1-3-5-13/h1-12,22-23H,(H,21,25)

Standard InChI Key:  SUMMIBQQYYTMID-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
    2.4997   -9.6205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4985  -10.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2066  -10.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9162  -10.4396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9134   -9.6169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2048   -9.2117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6246  -10.8471    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7905  -10.8481    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -9.2057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3288   -9.6116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6165   -8.3885    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0350   -9.2003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7427   -9.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4483   -9.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4457   -8.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7315   -7.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0287   -8.3882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1513   -7.9688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8611   -8.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1471   -7.1516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8626   -9.1883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5715   -9.5932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2781   -9.1809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2713   -8.3595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5618   -7.9583    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
  4  7  1  0
  2  8  1  0
  5  9  1  0
  9 10  1  0
  9 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
 15 18  1  0
 18 19  1  0
 18 20  2  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269791

   ---

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: 349.41

Molecular Weight (Monoisotopic): 349.0773

AlogP: 4.12

#Rotatable Bonds: 4

Polar Surface Area: 69.56

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.02

CX Basic pKa: ┄

CX LogP: 4.81

CX LogD: 4.71

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.49

Np Likeness Score: -0.43

References

1. Niewiadomy A, Matysiak J, Fekner Z, Czeczko R.  (2006)  Synthesis, antifungal activity and SAR of N-substituted and N,N-disubstituted 2,4-dihydroxythiobenzamides,  31  (1): [10.1584/jpestics.31.14]

Source

Source(1):

• Scientific Literature