(S)-6-chloro-3-(1-phenylethyl)amino-4H-thieno[3,2-e]-1,2,4-thiadiazine1,1-dioxide

ID: ALA210948

PubChem CID: 135487504

Max Phase: Preclinical

Molecular Formula: C13H12ClN3O2S2

Molecular Weight: 341.85

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H](NC1=NS(=O)(=O)c2sc(Cl)cc2N1)c1ccccc1

Standard InChI:  InChI=1S/C13H12ClN3O2S2/c1-8(9-5-3-2-4-6-9)15-13-16-10-7-11(14)20-12(10)21(18,19)17-13/h2-8H,1H3,(H2,15,16,17)/t8-/m0/s1

Standard InChI Key:  ZAUMBMUESRLSEO-QMMMGPOBSA-N

Molfile:  

     RDKit          2D

 21 23  0  0  1  0  0  0  0  0999 V2000
    9.4721  -12.9299    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1846  -12.5237    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1846  -11.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4721  -11.2800    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9750  -12.7760    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.7596  -12.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7596  -11.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9741  -11.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4939  -12.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0530  -13.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8839  -13.5144    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9009  -11.2863    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6689  -12.1142    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   11.6146  -11.7029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3309  -11.2904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0414  -11.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7529  -11.2988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7557  -10.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0412  -10.0606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3283  -10.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6122  -12.5279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 10  2  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  6
M  END

Alternative Forms

1. Parent:

   

   ALA210948

   ---

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: 341.85

Molecular Weight (Monoisotopic): 341.0059

AlogP: 3.22

#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: 13.03

CX Basic pKa: 1.40

CX LogP: 3.26

CX LogD: 3.26

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.88

Np Likeness Score: -1.24

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