3-phenyl-N-(4-sulfamoylphenylcarbamothioyl)pentanamide

ID: ALA2298031

PubChem CID: 76309581

Max Phase: Preclinical

Molecular Formula: C18H21N3O3S2

Molecular Weight: 391.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCC(CC(=O)NC(=S)Nc1ccc(S(N)(=O)=O)cc1)c1ccccc1

Standard InChI:  InChI=1S/C18H21N3O3S2/c1-2-13(14-6-4-3-5-7-14)12-17(22)21-18(25)20-15-8-10-16(11-9-15)26(19,23)24/h3-11,13H,2,12H2,1H3,(H2,19,23,24)(H2,20,21,22,25)

Standard InChI Key:  DAHUDWNJZDCYTQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 27  0  0  0  0  0  0  0  0999 V2000
   23.2247  -23.7197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9309  -23.3084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6401  -23.7143    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9278  -22.4912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3463  -23.3031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0555  -23.7090    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.3432  -22.4859    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.7617  -23.2977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4669  -23.7054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1726  -23.2948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1700  -22.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4558  -22.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7530  -22.4840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8756  -22.0646    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   29.5854  -22.4696    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4614  -21.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2786  -21.3543    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5155  -23.3137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8093  -23.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1001  -23.3191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5116  -22.5015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2194  -22.0909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2167  -21.2745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5069  -20.8677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7984  -21.2834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8046  -22.0984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  3  5  1  0
  5  6  1  0
  5  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
 11 14  1  0
 14 15  1  0
 14 16  2  0
 14 17  2  0
  1 18  1  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 18 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2298031

   3-phenyl-N-[(4-sulfamoylphenyl)carbamothioyl]pentanamide

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: 391.52

Molecular Weight (Monoisotopic): 391.1024

AlogP: 2.73

#Rotatable Bonds: 6

Polar Surface Area: 101.29

Molecular Species: NEUTRAL

HBA: 4

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.23

CX Basic pKa: ┄

CX LogP: 3.37

CX LogD: 3.37

Aromatic Rings: 2

Heavy Atoms: 26

QED Weighted: 0.66

Np Likeness Score: -1.55

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