N-[3,5-Bis(trifluoromethyl)phenyl]-2,4-dihydroxythiobenzamide

ID: ALA2269789

PubChem CID: 136249290

Max Phase: Preclinical

Molecular Formula: C15H9F6NO2S

Molecular Weight: 381.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)Nc2cc(C(F)(F)F)cc(C(F)(F)F)c2)c(O)c1

Standard InChI:  InChI=1S/C15H9F6NO2S/c16-14(17,18)7-3-8(15(19,20)21)5-9(4-7)22-13(25)11-2-1-10(23)6-12(11)24/h1-6,23-24H,(H,22,25)

Standard InChI Key:  KHNMUHDWKGQNIK-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
   27.8945   -3.9415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8934   -4.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6014   -5.1700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3111   -4.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3083   -3.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5996   -3.5326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0194   -5.1680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1853   -5.1690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.0144   -3.5266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7237   -3.9325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0113   -2.7094    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   31.4298   -3.5213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1375   -3.9306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8432   -3.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8405   -2.7020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1263   -2.2962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4236   -2.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5522   -3.9263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5549   -4.7435    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.2586   -3.5154    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   34.3385   -4.1355    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1204   -1.4790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8251   -1.0653    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   31.4097   -1.0756    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   32.1140   -0.6604    0.0000 F   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
 14 18  1  0
 18 19  1  0
 18 20  1  0
 18 21  1  0
 16 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269789

   ---

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: 381.30

Molecular Weight (Monoisotopic): 381.0258

AlogP: 4.92

#Rotatable Bonds: 2

Polar Surface Area: 52.49

Molecular Species: NEUTRAL

HBA: 3

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.42

CX Basic pKa: ┄

CX LogP: 5.10

CX LogD: 5.06

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: -0.67

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