3-Phenylsulfonyl-6,7,8,9-tetrhydro-5Hcyclohepta[1',2':4,5]thieno[2,3-d]pyrimidine-2,4(1H,3H)dione

ID: ALA574186

PubChem CID: 45112347

Max Phase: Preclinical

Molecular Formula: C17H16N2O4S2

Molecular Weight: 376.46

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1[nH]c2sc3c(c2c(=O)n1S(=O)(=O)c1ccccc1)CCCCC3

Standard InChI:  InChI=1S/C17H16N2O4S2/c20-16-14-12-9-5-2-6-10-13(12)24-15(14)18-17(21)19(16)25(22,23)11-7-3-1-4-8-11/h1,3-4,7-8H,2,5-6,9-10H2,(H,18,21)

Standard InChI Key:  LEOJVQWHGWJZIX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   -4.9954  -19.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2499  -19.2051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1884  -20.3570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6789  -21.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519  -21.0149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5097  -19.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3290  -20.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5112  -20.4528    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8031  -19.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916  -19.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201  -19.4426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2536  -18.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8650  -18.0998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430  -18.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694  -18.3830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2615  -17.8094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6981  -17.2908    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9790  -16.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2684  -17.3036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4498  -16.8972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4571  -16.0703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2599  -15.6516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9752  -16.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1193  -16.5706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5281  -17.2840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9 14  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
  1  3  1  0
 12 15  2  0
  1  2  1  0
 14 16  2  0
  7  8  1  0
 13 17  1  0
  8 10  1  0
 17 18  1  0
  9  6  1  0
 18 19  2  0
  9 10  2  0
 19 20  1  0
  3  4  1  0
 20 21  2  0
  2  6  1  0
 21 22  1  0
  7  5  1  0
 22 23  2  0
 23 18  1  0
  4  5  1  0
 17 24  2  0
  6  7  2  0
 17 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA574186

   4-(Benzenesulfonyl)-8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2(7)-diene-3,5-dione

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: 376.46

Molecular Weight (Monoisotopic): 376.0551

AlogP: 2.26

#Rotatable Bonds: 2

Polar Surface Area: 89.00

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.63

CX Basic pKa: ┄

CX LogP: 4.97

CX LogD: 4.97

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.69

Np Likeness Score: -1.57

References

1. El-Sherbeny MA, Abdel-Aziz AA, Ahmed MA..  (2010)  Synthesis and antitumor evaluation of novel diarylsulfonylurea derivatives: molecular modeling applications.,  45  (2): [PMID:19939520] [10.1016/j.ejmech.2009.11.014]

Source

Source(1):

• Scientific Literature