2,3-dimethoxy-N-(4-sulfamoylphenylcarbamothioyl)benzamide

ID: ALA2298024

PubChem CID: 76324169

Max Phase: Preclinical

Molecular Formula: C16H17N3O5S2

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cccc(C(=O)NC(=S)Nc2ccc(S(N)(=O)=O)cc2)c1OC

Standard InChI:  InChI=1S/C16H17N3O5S2/c1-23-13-5-3-4-12(14(13)24-2)15(20)19-16(25)18-10-6-8-11(9-7-10)26(17,21)22/h3-9H,1-2H3,(H2,17,21,22)(H2,18,19,20,25)

Standard InChI Key:  HRXPOTRLVIPBBO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   22.0875  -13.1617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0864  -13.9812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7944  -14.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5041  -13.9808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5012  -13.1581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7926  -12.7528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2074  -12.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9166  -13.1528    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.2043  -11.9297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6228  -12.7415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3321  -13.1474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.6197  -11.9243    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   27.0382  -12.7362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7435  -13.1438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4492  -12.7333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4465  -11.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7323  -11.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0295  -11.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1521  -11.5030    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.8619  -11.9080    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7379  -10.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5551  -10.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7902  -11.9356    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4967  -11.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3797  -12.7533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3795  -11.9361    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
  5  7  1  0
  7  8  1  0
  7  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 19 22  2  0
  6 23  1  0
 23 24  1  0
  1 25  1  0
 25 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298024

   2,3-dimethoxy-N-[(4-sulfamoylphenyl)carbamothioyl]benzamide

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: 395.46

Molecular Weight (Monoisotopic): 395.0610

AlogP: 1.48

#Rotatable Bonds: 5

Polar Surface Area: 119.75

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: ┄

CX LogP: 1.90

CX LogD: 1.90

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.73

References

1. Saeed A, Zaib S, Pervez A, Mumtaz A, Shahid M, Iqbal J.  (2013)  Synthesis, molecular docking studies, and in vitro screening of sulfanilamide-thiourea hybrids as antimicrobial and urease inhibitors,  22  (8): [10.1007/s00044-012-0376-4]

Source

Source(1):

• Scientific Literature