N-2-(Pyrol-1-ylphenyl)-2,4-dihydroxythiobenzamide

ID: ALA2269792

PubChem CID: 136264370

Max Phase: Preclinical

Molecular Formula: C17H14N2O2S

Molecular Weight: 310.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)Nc2ccccc2-n2cccc2)c(O)c1

Standard InChI:  InChI=1S/C17H14N2O2S/c20-12-7-8-13(16(21)11-12)17(22)18-14-5-1-2-6-15(14)19-9-3-4-10-19/h1-11,20-21H,(H,18,22)

Standard InChI Key:  QYKDLNPYOPMCSD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
   10.4157   -9.8393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4146  -10.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1226  -11.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8323  -10.6583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8294   -9.8357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1208   -9.4304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5406  -11.0658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7065  -11.0668    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5356   -9.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2448   -9.8303    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5325   -8.6072    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.9510   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6587   -9.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3644   -9.4178    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3617   -8.5998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6475   -8.1940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9447   -8.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6642  -10.6443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0037  -11.1255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2572  -11.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0745  -11.9013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3259  -11.1238    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
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 18  1  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269792

   ---

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: 310.38

Molecular Weight (Monoisotopic): 310.0776

AlogP: 3.68

#Rotatable Bonds: 3

Polar Surface Area: 57.42

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.42

CX Basic pKa: ┄

CX LogP: 4.31

CX LogD: 4.27

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.65

Np Likeness Score: -0.90

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