Methanesulfonic acid 6-(2-methyl-propane-1-sulfonyl)-pyridin-2-yl ester

ID: ALA352608

PubChem CID: 13748734

Max Phase: Preclinical

Molecular Formula: C10H15NO5S2

Molecular Weight: 293.37

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H15NO5S2/c1-8(2)7-18(14,15)10-6-4-5-9(11-10)16-17(3,12)13/h4-6,8H,7H2,1-3H3

Standard InChI Key:  FVNMINQJTGPNFQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 18 18  0  0  0  0  0  0  0  0999 V2000
    5.5167   -4.0042    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.0875   -0.4167    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042   -2.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000   -3.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042   -1.1417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1000   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9292   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3500   -4.0042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1042   -4.7292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042    0.2958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2542   -0.4167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667    0.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -3.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2667   -1.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -2.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5042   -5.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6667   -5.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9167   -6.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  5  1  0
  3  4  2  0
  4  1  1  0
  5  6  1  0
  6  3  1  0
  7  1  1  0
  8  1  2  0
  9  1  2  0
 10  2  2  0
 11  2  2  0
 12  2  1  0
 13  4  1  0
 14 15  1  0
 15 13  2  0
 16  7  1  0
 17 16  1  0
 18 16  1  0
 14  6  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA352608

   Methanesulfonic acid 6-(2-methyl-propane-1-sulfonyl)-pyridin-2-yl ester

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: 293.37

Molecular Weight (Monoisotopic): 293.0392

AlogP: 0.85

#Rotatable Bonds: 5

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: 1.28

CX LogD: 1.28

Aromatic Rings: 1

Heavy Atoms: 18

QED Weighted: 0.75

Np Likeness Score: -1.03

References

1. Holan G, Virgona CT, Watson KG, Finkelstein BL.  (1996)  Synthesis, insecticidal and anti-acetylcholinesterase activity of a new class of heterocyclic methanesulfonates,  6  (1): [10.1016/0960-894X(95)00562-8]

2. KATO S, KOBAYASHI M, MASUI A, ISHIDA S.  (1991)  Insecticidal and Antiacetyicholinesterase Activities of Isobutylthioaryl Methanesulfonates,  16  (1): [10.1584/jpestics.16.9]

3. 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