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

ID: ALA2269787

PubChem CID: 136244977

Max Phase: Preclinical

Molecular Formula: C16H15NO2S

Molecular Weight: 285.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)c1ccccc1NC(=S)c1ccc(O)cc1O

Standard InChI:  InChI=1S/C16H15NO2S/c1-10(2)12-5-3-4-6-14(12)17-16(20)13-8-7-11(18)9-15(13)19/h3-9,18-19H,1H2,2H3,(H,17,20)

Standard InChI Key:  SQUJALKMACBFDJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   10.4859   -3.8135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4847   -4.6331    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1928   -5.0420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9024   -4.6326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8996   -3.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1910   -3.4047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6108   -5.0401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7767   -5.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6058   -3.3987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3150   -3.8046    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6027   -2.5815    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   14.0212   -3.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7288   -3.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4345   -3.3921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4319   -2.5740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7177   -2.1683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0149   -2.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7299   -4.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0227   -5.0293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4381   -5.0275    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
 13 18  1  0
 18 19  2  0
 18 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269787

   ---

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: 285.37

Molecular Weight (Monoisotopic): 285.0823

AlogP: 3.92

#Rotatable Bonds: 3

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: 4.38

CX LogD: 4.34

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.75

Np Likeness Score: 0.03

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