2,2-Dimethyl-2,3,4,6-tetrahydro-pyrano[3,2-c]quinolin-5-one

ID: ALA22878

Cas Number: 6391-66-8

PubChem CID: 600051

Max Phase: Preclinical

Molecular Formula: C14H15NO2

Molecular Weight: 229.28

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1(C)CCc2c(O)nc3ccccc3c2O1

Standard InChI:  InChI=1S/C14H15NO2/c1-14(2)8-7-10-12(17-14)9-5-3-4-6-11(9)15-13(10)16/h3-6H,7-8H2,1-2H3,(H,15,16)

Standard InChI Key:  VXYKYULZMGGKJT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 17 19  0  0  0  0  0  0  0  0999 V2000
   -0.2625    0.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875    0.0583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2708    0.9708    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.3708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625    1.2833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7792   -0.8417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7875    0.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083    0.3583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083   -0.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792    1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1625    1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250    0.0458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8250   -0.5542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  2  0
  4  7  2  0
  5  1  2  0
  6  1  1  0
  7  5  1  0
  8  2  1  0
  9  6  1  0
 10  3  1  0
 11  9  1  0
 12  5  1  0
 13  7  1  0
 14  9  1  0
 15  9  1  0
 16 12  2  0
 17 16  1  0
  8 11  1  0
  4  3  1  0
 13 17  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA22878

   5H-Pyrano[3,2-c]quinolin-5-one, 2,3,4,6-tetrahydro-2,2-dimethyl-

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: 229.28

Molecular Weight (Monoisotopic): 229.1103

AlogP: 3.04

#Rotatable Bonds: ┄

Polar Surface Area: 42.35

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.76

CX Basic pKa: 1.13

CX LogP: 3.45

CX LogD: 3.45

Aromatic Rings: 2

Heavy Atoms: 17

QED Weighted: 0.75

Np Likeness Score: 0.37

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