2-(1-Hydroxy-1-methyl-ethyl)-6-methoxy-9-methyl-3,9-dihydro-2H-furo[2,3-b]quinolin-4-one

ID: ALA22810

PubChem CID: 14380380

Max Phase: Preclinical

Molecular Formula: C16H19NO4

Molecular Weight: 289.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(=O)c1c(n2C)OC(C(C)(C)O)C1

Standard InChI:  InChI=1S/C16H19NO4/c1-16(2,19)13-8-11-14(18)10-7-9(20-4)5-6-12(10)17(3)15(11)21-13/h5-7,13,19H,8H2,1-4H3

Standard InChI Key:  MMGQYWOEMXVSAE-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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   -0.5500   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0750   -1.3167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0833   -0.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0208   -1.3167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6000   -1.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5000   -0.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -1.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -1.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1250   -0.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0250   -1.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0875    0.4958    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0833   -1.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -0.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375   -1.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -1.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1625   -0.1167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5375   -1.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6833   -0.4125    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  7  1  0
  6  1  1  0
  7  3  1  0
  8  2  1  0
  9  6  1  0
 10  7  2  0
 11  5  2  0
 12  9  1  0
 13  4  2  0
 14  3  1  0
 15 16  2  0
 16 10  1  0
 17 12  1  0
 18 15  1  0
 19 12  1  0
 20 12  1  0
 21 18  1  0
  9  8  1  0
  4  5  1  0
 15 11  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA22810

   2-(2-Hydroxypropan-2-yl)-6-methoxy-9-methyl-2,3-dihydrofuro[2,3-b]quinolin-4-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: 289.33

Molecular Weight (Monoisotopic): 289.1314

AlogP: 1.62

#Rotatable Bonds: 2

Polar Surface Area: 60.69

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.87

CX LogD: 1.87

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.91

Np Likeness Score: 1.43

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