6,7-dihydro-2-(2-methylphenyl)-1,4-dithiepin-1,1,4,4-tetraoxide

ID: ALA3955804

PubChem CID: 91000662

Max Phase: Preclinical

Molecular Formula: C12H14O4S2

Molecular Weight: 286.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1ccccc1C1=CS(=O)(=O)CCCS1(=O)=O

Standard InChI:  InChI=1S/C12H14O4S2/c1-10-5-2-3-6-11(10)12-9-17(13,14)7-4-8-18(12,15)16/h2-3,5-6,9H,4,7-8H2,1H3

Standard InChI Key:  PIKQWVNLTCUHHY-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.2390   -7.6946    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6556   -8.4112    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0678   -7.6921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2245  -11.0381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2286  -10.2129    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.5090  -10.6219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9154   -8.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4000   -8.7831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5761   -9.5873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7207   -9.5672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0567  -10.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2768   -8.2411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4123   -7.4272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7745   -6.9054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0020   -7.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8713   -8.0161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5103   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1917   -7.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
 10  5  1  0
  7 10  2  0
  5  4  2  0
  2  8  1  0
  6  5  2  0
  5 11  1  0
  8  9  1  0
  9 11  1  0
  7  2  1  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
 13 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3955804

   2-(2-methylphenyl)-6,7-dihydro-5H-1,4-dithiepine 1,1,4,4-tetraoxide

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: 286.37

Molecular Weight (Monoisotopic): 286.0334

AlogP: 1.53

#Rotatable Bonds: 1

Polar Surface Area: 68.28

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.13

CX LogD: 0.13

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.78

Np Likeness Score: -0.52

References

1.  (2002)  1,4-dithiin and 1,4-dithiepin-1,1,4,4, tetroxide derivatives useful as antagonists of the human galanin receptor, 

2. Scott, M K MK and 9 more authors.  2000-06  2,3-Dihydro-dithiin and -dithiepine-1,1,4,4-tetroxides: small molecule non-peptide antagonists of the human galanin hGAL-1 receptor.  [PMID:10896115]

3. Bulaj, Grzegorz G and 11 more authors.  2008-12-25  Design, synthesis, and characterization of high-affinity, systemically-active galanin analogues with potent anticonvulsant activities.  [PMID:19053761]

4. Zhang, Liuyin L and 5 more authors.  2009-03-12  Structural requirements for a lipoamino acid in modulating the anticonvulsant activities of systemically active galanin analogues.  [PMID:19199479]

5. Robertson, Charles R and 5 more authors.  2010-02-25  Engineering galanin analogues that discriminate between GalR1 and GalR2 receptor subtypes and exhibit anticonvulsant activity following systemic delivery.  [PMID:20121116]

6. Green, Brad R BR and 5 more authors.  2013-01-01  Cyclic analogs of galanin and neuropeptide Y by hydrocarbon stapling.  [PMID:23176753]

Source

Source(1):

• Patent Bioactivity Data