3,5-dimethoxy-N-(4-sulfamoylphenylcarbamothioyl)benzamide

ID: ALA2298030

PubChem CID: 2188483

Max Phase: Preclinical

Molecular Formula: C16H17N3O5S2

Molecular Weight: 395.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)cc(C(=O)NC(=S)Nc2ccc(S(N)(=O)=O)cc2)c1

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

Standard InChI Key:  ZKLFYPTVNLTDIW-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7981  -23.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969  -24.7574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5050  -25.1664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2146  -24.7570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2118  -23.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5032  -23.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9180  -23.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6272  -23.9290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149  -22.7058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3334  -23.5177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426  -23.9236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303  -22.7005    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.7488  -23.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4540  -23.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1597  -23.5095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1571  -22.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4428  -22.2857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7401  -22.6986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8627  -22.2792    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.5725  -22.6842    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4484  -21.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2656  -21.5689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0902  -23.5295    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5048  -25.9836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7969  -26.3920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826  -23.9382    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
  1 23  1  0
  3 24  1  0
 24 25  1  0
 23 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298030

   3,5-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: -1.82

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