1-(isobutylthio)isoquinolin-3-yl methanesulfonate

ID: ALA2286257

PubChem CID: 14072650

Max Phase: Preclinical

Molecular Formula: C14H17NO3S2

Molecular Weight: 311.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CSc1nc(OS(C)(=O)=O)cc2ccccc12

Standard InChI:  InChI=1S/C14H17NO3S2/c1-10(2)9-19-14-12-7-5-4-6-11(12)8-13(15-14)18-20(3,16)17/h4-8,10H,9H2,1-3H3

Standard InChI Key:  OSTCSTSBSNQQFO-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   32.3921  -10.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1001  -10.5684    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.8098  -10.1589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8069   -9.3363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5181  -10.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2252  -10.1567    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   35.9335  -10.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8090   -9.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6262   -9.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.6840  -10.5675    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   30.9766  -10.1583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2686  -10.5663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5612  -10.1572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2680  -11.3835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3932   -9.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0973   -8.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0953   -8.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3899   -7.7155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6852   -8.1281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6906   -8.9385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 15  1  2  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4 16  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  6  9  2  0
  1 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2286257

   [1-(2-Methylpropylsulfanyl)isoquinolin-3-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: 311.43

Molecular Weight (Monoisotopic): 311.0650

AlogP: 3.32

#Rotatable Bonds: 5

Polar Surface Area: 56.26

Molecular Species: NEUTRAL

HBA: 5

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 1.88

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.63

Np Likeness Score: -0.92

References

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

Source

Source(1):

• Scientific Literature