N-1-(5,6,7,8-Tetrahydronaphthyl)-2,4-dihydroxythiobenzamide

ID: ALA2269790

PubChem CID: 136244979

Max Phase: Preclinical

Molecular Formula: C17H17NO2S

Molecular Weight: 299.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Oc1ccc(C(=S)Nc2cccc3c2CCCC3)c(O)c1

Standard InChI:  InChI=1S/C17H17NO2S/c19-12-8-9-14(16(20)10-12)17(21)18-15-7-3-5-11-4-1-2-6-13(11)15/h3,5,7-10,19-20H,1-2,4,6H2,(H,18,21)

Standard InChI Key:  ZMVTZCKFGBUJAH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   35.9715   -3.5700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9704   -4.3896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6784   -4.7985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3881   -4.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3852   -3.5664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6766   -3.1612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0964   -4.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2623   -4.7976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   38.0914   -3.1552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.8006   -3.5611    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.0883   -2.3380    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   39.5068   -3.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2145   -3.5591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9202   -3.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9175   -2.3305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.5005   -2.3377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2081   -1.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2063   -1.1137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4987   -0.7046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7912   -1.1151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7913   -1.9347    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 17  1  0
 16 12  1  0
 16 17  2  0
 16 21  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269790

   ---

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: 299.40

Molecular Weight (Monoisotopic): 299.0980

AlogP: 3.76

#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: 4.80

CX LogD: 4.76

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.74

Np Likeness Score: -0.46

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