3-{[(5-Benzyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)sulfanyl]acetyl}benzenesulfonamide

ID: ALA2443197

PubChem CID: 136219395

Max Phase: Preclinical

Molecular Formula: C20H19N3O4S2

Molecular Weight: 429.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1nc(SCC(=O)c2cccc(S(N)(=O)=O)c2)[nH]c(=O)c1Cc1ccccc1

Standard InChI:  InChI=1S/C20H19N3O4S2/c1-13-17(10-14-6-3-2-4-7-14)19(25)23-20(22-13)28-12-18(24)15-8-5-9-16(11-15)29(21,26)27/h2-9,11H,10,12H2,1H3,(H2,21,26,27)(H,22,23,25)

Standard InChI Key:  RZGJOMPTDIVYQA-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 29 31  0  0  0  0  0  0  0  0999 V2000
   22.9413   -9.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1163   -9.4623    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   22.5288  -10.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4066   -7.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4054   -8.2272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1202   -8.6400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8366   -8.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8338   -7.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1184   -6.9871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5467   -6.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2627   -7.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5436   -6.1561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.9756   -6.9756    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.6916   -7.3855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6916   -8.2093    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.4067   -8.6190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1207   -8.2037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1148   -7.3745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3991   -6.9685    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.4055   -9.8773    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.8262   -6.9568    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.8371   -8.6126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4094   -9.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5496   -8.1964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2649   -8.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9769   -8.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9730   -7.3666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2515   -6.9579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5426   -7.3757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 14  1  0
  6  2  1  0
  2 20  1  0
 18 21  2  0
 17 22  1  0
 16 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2443197

   ---

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: 429.52

Molecular Weight (Monoisotopic): 429.0817

AlogP: 2.29

#Rotatable Bonds: 7

Polar Surface Area: 122.98

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.64

CX Basic pKa: ┄

CX LogP: 2.57

CX LogD: 2.40

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.34

Np Likeness Score: -1.85

References

1. Čapkauskaitė E, Zubrienė A, Smirnov A, Torresan J, Kišonaitė M, Kazokaitė J, Gylytė J, Michailovienė V, Jogaitė V, Manakova E, Gražulis S, Tumkevičius S, Matulis D..  (2013)  Benzenesulfonamides with pyrimidine moiety as inhibitors of human carbonic anhydrases I, II, VI, VII, XII, and XIII.,  21  (22): [PMID:24103428] [10.1016/j.bmc.2013.09.029]

Source

Source(1):

• Scientific Literature