1-(Tolylsulfonyl)-3-(4-trifluoromethyl-phenyl)-urea

ID: ALA79188

PubChem CID: 14480012

Max Phase: Preclinical

Molecular Formula: C15H13F3N2O3S

Molecular Weight: 358.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccc(S(=O)(=O)NC(=O)Nc2ccc(C(F)(F)F)cc2)cc1

Standard InChI:  InChI=1S/C15H13F3N2O3S/c1-10-2-8-13(9-3-10)24(22,23)20-14(21)19-12-6-4-11(5-7-12)15(16,17)18/h2-9H,1H3,(H2,19,20,21)

Standard InChI Key:  BCAPGQWJULNERC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    4.1250   -3.1167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.6417   -3.4167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1625   -3.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542   -2.2042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -3.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6000   -2.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375   -2.3292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6875   -3.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2375   -2.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1625   -2.5167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2792   -2.5042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    7.7542   -1.6042    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    8.2750   -1.9000    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.6042   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -3.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2417   -3.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7125   -2.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2042   -3.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7250   -3.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2000   -2.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -3.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -4.0292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0500   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  9  1  0
  5  1  1  0
  6  1  2  0
  7  1  2  0
  8  3  1  0
  9 17  1  0
 10  3  2  0
 11  4  1  0
 12  4  1  0
 13  4  1  0
 14  5  1  0
 15  5  2  0
 16 19  1  0
 17 20  2  0
 18  8  1  0
 19 18  2  0
 20 18  1  0
 21 15  1  0
 22 14  2  0
 23 21  2  0
 24 23  1  0
 23 22  1  0
 16  9  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA79188

   1-[4-Trifluoromethylphenyl]-3-(4-methylphenylsulfonyl)urea

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: 358.34

Molecular Weight (Monoisotopic): 358.0599

AlogP: 3.52

#Rotatable Bonds: 3

Polar Surface Area: 75.27

Molecular Species: ACID

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 3.60

CX Basic pKa: ┄

CX LogP: 3.87

CX LogD: 2.92

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.88

Np Likeness Score: -1.68

References

1. Howbert JJ, Grossman CS, Crowell TA, Rieder BJ, Harper RW, Kramer KE, Tao EV, Aikins J, Poore GA, Rinzel SM..  (1990)  Novel agents effective against solid tumors: the diarylsulfonylureas. Synthesis, activities, and analysis of quantitative structure-activity relationships.,  33  (9): [PMID:2391684] [10.1021/jm00171a013]

Source

Source(1):

• Scientific Literature