N-(2,4-Dihydroxythiobenzoyl)thionicotinamide

ID: ALA2272373

PubChem CID: 135450949

Max Phase: Preclinical

Molecular Formula: C13H10N2O2S2

Molecular Weight: 290.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)NC(=S)c2cccnc2)c(O)c1

Standard InChI:  InChI=1S/C13H10N2O2S2/c16-9-3-4-10(11(17)6-9)13(19)15-12(18)8-2-1-5-14-7-8/h1-7,16-17H,(H,15,18,19)

Standard InChI Key:  NLOPEVZWAQIKSR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 20  0  0  0  0  0  0  0  0999 V2000
   12.6278  -14.3282    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.4432  -14.3271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8500  -13.6183    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8537  -15.0337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7799  -13.6229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1851  -14.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9949  -14.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4005  -13.6231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9903  -12.9191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1818  -12.9228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9627  -13.6235    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3959  -12.2096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2177  -13.6214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6248  -12.9128    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.4428  -15.7387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8526  -16.4448    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6706  -16.4432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0772  -15.7294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6651  -15.0262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10  5  1  0
  5 11  1  0
  9 12  1  0
  8 13  1  0
 13 14  2  0
 13  1  1  0
  4 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19  4  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2272373

   ---

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: 290.37

Molecular Weight (Monoisotopic): 290.0184

AlogP: 2.13

#Rotatable Bonds: 2

Polar Surface Area: 65.38

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: 4.24

CX LogP: 3.27

CX LogD: 3.24

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.74

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