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

ID: ALA2298027

PubChem CID: 76324170

Max Phase: Preclinical

Molecular Formula: C17H19N3O6S2

Molecular Weight: 425.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C(=O)NC(=S)Nc2ccc(S(N)(=O)=O)cc2)c(OC)c1OC

Standard InChI:  InChI=1S/C17H19N3O6S2/c1-24-13-9-8-12(14(25-2)15(13)26-3)16(21)20-17(27)19-10-4-6-11(7-5-10)28(18,22)23/h4-9H,1-3H3,(H2,18,22,23)(H2,19,20,21,27)

Standard InChI Key:  VHDFPWKESGSWFS-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 29  0  0  0  0  0  0  0  0999 V2000
   11.7240  -18.3620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7229  -19.1815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4309  -19.5905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1406  -19.1811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1378  -18.3584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4291  -17.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8439  -17.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5532  -18.3531    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8409  -17.1300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2593  -17.9418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9686  -18.3477    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2563  -17.1246    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.6747  -17.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3800  -18.3441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0857  -17.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0830  -17.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3688  -16.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6661  -17.1227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7887  -16.7033    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.4984  -17.1083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.3744  -15.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1916  -15.9930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4267  -17.1360    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1332  -16.7252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0162  -17.9536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0160  -17.1364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0149  -19.5896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.3075  -19.1804    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
  2 27  1  0
 27 28  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298027

   2,3,4-trimethoxy-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: 425.49

Molecular Weight (Monoisotopic): 425.0715

AlogP: 1.49

#Rotatable Bonds: 6

Polar Surface Area: 128.98

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.89

CX Basic pKa: ┄

CX LogP: 1.74

CX LogD: 1.74

Aromatic Rings: 2

Heavy Atoms: 28

QED Weighted: 0.59

Np Likeness Score: -1.49

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