5-(4-bromophenyl)-2,3-dihydro-1,4-dithiine 1,1,4,4-tetraoxide

ID: ALA3956728

PubChem CID: 12043584

Max Phase: Preclinical

Molecular Formula: C10H9BrO4S2

Molecular Weight: 337.22

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)C=C(c2ccc(Br)cc2)S(=O)(=O)CC1

Standard InChI:  InChI=1S/C10H9BrO4S2/c11-9-3-1-8(2-4-9)10-7-16(12,13)5-6-17(10,14)15/h1-4,7H,5-6H2

Standard InChI Key:  ARPYCVWXTOWENJ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 18  0  0  0  0  0  0  0  0999 V2000
    5.6657   -7.5397    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.0764   -8.2492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3784   -7.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603   -7.1374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0762   -5.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3784   -6.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6657   -5.8968    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.2549   -5.1832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2587   -8.2466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9603   -6.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2501   -5.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2467   -5.0950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373   -4.6909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312   -5.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -5.9254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5489   -6.3258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1204   -4.7008    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  5  7  2  0
  1  3  1  0
  9  1  2  0
  4  1  1  0
  3  6  1  0
 10  4  2  0
  7  8  2  0
  1  2  2  0
  6  7  1  0
 10  7  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 14 17  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3956728

   5-(4-Bromophenyl)-2,3-dihydro-1,4-dithiine 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: 337.22

Molecular Weight (Monoisotopic): 335.9126

AlogP: 1.59

#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: 0.33

CX LogD: 0.33

Aromatic Rings: 1

Heavy Atoms: 17

QED Weighted: 0.78

Np Likeness Score: -0.55

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