9-Methoxy-2,2,6-trimethyl-2,3,4,6-tetrahydro-pyrano[3,2-c]quinolin-5-one

ID: ALA23022

PubChem CID: 10492487

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1c(c(=O)n2C)CCC(C)(C)O1

Standard InChI:  InChI=1S/C16H19NO3/c1-16(2)8-7-11-14(20-16)12-9-10(19-4)5-6-13(12)17(3)15(11)18/h5-6,9H,7-8H2,1-4H3

Standard InChI Key:  NLZAWUVAIXEENQ-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.4167   -0.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167   -0.9542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083   -1.2625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6333   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1125    0.5583    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -1.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1500   -0.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4167    0.8708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -1.2542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9417    0.5625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1083   -1.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -0.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6708   -0.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1875   -0.0542    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0083    1.2958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7083   -0.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  3  1  0
  6  5  1  0
  7  2  1  0
  8  1  1  0
  9  6  2  0
 10  4  2  0
 11 13  1  0
 12  3  2  0
 13  8  1  0
 14  5  1  0
 15 10  1  0
 16  9  1  0
 17 15  1  0
 18 11  1  0
 19 11  1  0
 20 17  1  0
  7 11  1  0
  4  6  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA23022

   9-Methoxy-2,2,6-trimethyl-2,3,4,6-tetrahydro-pyrano[3,2-c]quinolin-5-one

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: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 2.65

#Rotatable Bonds: 1

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.73

CX LogD: 1.73

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.80

Np Likeness Score: 0.56

References

1. Butenschön I, Möller K, Hänsel W..  (2001)  Angular methoxy-substituted furo- and pyranoquinolinones as blockers of the voltage-gated potassium channel Kv1.3.,  44  (8): [PMID:11312924] [10.1021/jm001007u]

Source

Source(1):

• Scientific Literature