6-chloro-3-(1-methyl-1-phenylethyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide

ID: ALA212041

PubChem CID: 135410912

Max Phase: Preclinical

Molecular Formula: C14H14ClN3O2S2

Molecular Weight: 355.87

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)(NC1=NS(=O)(=O)c2sc(Cl)cc2N1)c1ccccc1

Standard InChI:  InChI=1S/C14H14ClN3O2S2/c1-14(2,9-6-4-3-5-7-9)17-13-16-10-8-11(15)21-12(10)22(19,20)18-13/h3-8H,1-2H3,(H2,16,17,18)

Standard InChI Key:  XUSQKHZVTSWKMN-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 22 24  0  0  0  0  0  0  0  0999 V2000
    9.3851  -19.2396    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0976  -18.8333    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0976  -18.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3851  -17.5897    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8879  -19.0856    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725  -18.8333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6725  -18.0083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8870  -17.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4069  -18.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9660  -19.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7969  -19.8241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8138  -17.5958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.5819  -18.4237    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.5276  -18.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2439  -17.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9544  -18.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6659  -17.6085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6687  -16.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9542  -16.3703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2413  -16.7803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1051  -18.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9401  -18.5928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0
  1 11  2  0
  3 12  1  0
  7  4  1  0
  9 13  1  0
  6  1  1  0
 12 14  1  0
  1  2  1  0
 14 15  1  0
  2  3  2  0
 15 16  2  0
  5  6  1  0
 16 17  1  0
  7  8  1  0
 17 18  2  0
  8  9  2  0
 18 19  1  0
  9  5  1  0
 19 20  2  0
 20 15  1  0
  3  4  1  0
 14 21  1  0
  1 10  2  0
 14 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA212041

   ---

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: 355.87

Molecular Weight (Monoisotopic): 355.0216

AlogP: 3.40

#Rotatable Bonds: 2

Polar Surface Area: 70.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.01

CX Basic pKa: 1.44

CX LogP: 3.54

CX LogD: 3.54

Aromatic Rings: 2

Heavy Atoms: 22

QED Weighted: 0.87

Np Likeness Score: -1.16

References

1. Nielsen FE, Ebdrup S, Jensen AF, Ynddal L, Bodvarsdottir TB, Stidsen C, Worsaae A, Boonen HC, Arkhammar PO, Fremming T, Wahl P, Kornø HT, Hansen JB..  (2006)  New 3-alkylamino-4H-thieno-1,2,4-thiadiazine 1,1-dioxide derivatives activate ATP-sensitive potassium channels of pancreatic beta cells.,  49  (14): [PMID:16821773] [10.1021/jm060042j]

Source

Source(1):

• Scientific Literature