6,7-dihydro-2-(3-chlorophenyl)-1,4-dithiepin-1,1,4,4-tetraoxide

ID: ALA3977579

PubChem CID: 9861375

Max Phase: Preclinical

Molecular Formula: C11H11ClO4S2

Molecular Weight: 306.79

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=S1(=O)C=C(c2cccc(Cl)c2)S(=O)(=O)CCC1

Standard InChI:  InChI=1S/C11H11ClO4S2/c12-10-4-1-3-9(7-10)11-8-17(13,14)5-2-6-18(11,15)16/h1,3-4,7-8H,2,5-6H2

Standard InChI Key:  JPNOTDQCRCVIGZ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   17.2116   -8.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6282   -9.2749    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   18.0405   -8.5558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1970  -11.9022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2013  -11.0769    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   16.4815  -11.4860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8880   -9.6269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3727   -9.6469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5488  -10.4512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6933  -10.4310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0295  -11.0866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2492   -9.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3848   -8.2907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7468   -7.7689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9743   -8.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8435   -8.8799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4826   -9.3981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8812   -6.9469    0.0000 Cl  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
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA3977579

   2-(3-chlorophenyl)-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: 306.79

Molecular Weight (Monoisotopic): 305.9787

AlogP: 1.87

#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: 0.22

CX LogD: 0.22

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.79

Np Likeness Score: -0.88

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