N-(3-Hydroxy-4-methoxyphenyl)-2,4-dihydroxythiobenzamide

ID: ALA2269786

PubChem CID: 136241535

Max Phase: Preclinical

Molecular Formula: C14H13NO4S

Molecular Weight: 291.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(NC(=S)c2ccc(O)cc2O)cc1O

Standard InChI:  InChI=1S/C14H13NO4S/c1-19-13-5-2-8(6-12(13)18)15-14(20)10-4-3-9(16)7-11(10)17/h2-7,16-18H,1H3,(H,15,20)

Standard InChI Key:  WNLMSMQKFPWBJD-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    2.5698   -3.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5687   -4.4143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2767   -4.8233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9864   -4.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9836   -3.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2750   -3.1859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6948   -4.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -4.8224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6897   -3.1799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3990   -3.5858    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6867   -2.3627    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.1051   -3.1746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8128   -3.5839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5185   -3.1733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5159   -2.3553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8016   -1.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0989   -2.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2275   -3.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2215   -1.9431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9313   -2.3481    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
 14 18  1  0
 15 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2269786

   ---

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: 291.33

Molecular Weight (Monoisotopic): 291.0565

AlogP: 2.60

#Rotatable Bonds: 3

Polar Surface Area: 81.95

Molecular Species: NEUTRAL

HBA: 5

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.40

CX Basic pKa: ┄

CX LogP: 2.89

CX LogD: 2.85

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.65

Np Likeness Score: -0.18

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