6-(isopentylsulfonyl)pyridin-2-yl methanesulfonate

ID: ALA2289535

PubChem CID: 13748757

Max Phase: Preclinical

Molecular Formula: C11H17NO5S2

Molecular Weight: 307.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CCS(=O)(=O)c1cccc(OS(C)(=O)=O)n1

Standard InChI:  InChI=1S/C11H17NO5S2/c1-9(2)7-8-19(15,16)11-6-4-5-10(12-11)17-18(3,13)14/h4-6,9H,7-8H2,1-3H3

Standard InChI Key:  XFQFDRRSGVMYSC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 19  0  0  0  0  0  0  0  0999 V2000
   21.1956  -16.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.9955  -16.4248    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.7832  -15.6237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.1539  -15.2915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.5705  -16.0081    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.9828  -15.2889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7150  -15.1873    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7138  -16.0146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4286  -16.4275    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.1451  -16.0142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1422  -15.1836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4268  -14.7745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8601  -16.4256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2891  -16.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9984  -17.2516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2836  -17.6635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2829  -18.4885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5682  -18.9004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9971  -18.9016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  2  0
  5  4  2  0
  6  5  2  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  8  2  1  0
 10 13  1  0
 13  5  1  0
  5 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2289535

   [6-(3-Methylbutylsulfonyl)pyridin-2-yl] methanesulfonate

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: 307.39

Molecular Weight (Monoisotopic): 307.0548

AlogP: 1.24

#Rotatable Bonds: 6

Polar Surface Area: 90.40

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.65

CX LogD: 1.65

Aromatic Rings: 1

Heavy Atoms: 19

QED Weighted: 0.73

Np Likeness Score: -0.79

References

1. KATO S, KOBAYASHI M, MASUI A, ISHIDA S.  (1990)  Relationships between Insecticidal Activity of 6-Alkylthio-2-pyridyl Methanesulfonates and Acetylcholinesterase Inhibition of their Sulfone Derivatives against Nephotettix cincticeps,  15  (1): [10.1584/jpestics.15.63]

Source

Source(1):

• Scientific Literature