2-(1-Hydroxy-1-methyl-ethyl)-5-methyl-3,5-dihydro-2H-furo[3,2-c]quinolin-4-one

ID: ALA21622

PubChem CID: 11021585

Max Phase: Preclinical

Molecular Formula: C15H17NO3

Molecular Weight: 259.31

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cn1c(=O)c2c(c3ccccc31)OC(C(C)(C)O)C2

Standard InChI:  InChI=1S/C15H17NO3/c1-15(2,18)12-8-10-13(19-12)9-6-4-5-7-11(9)16(3)14(10)17/h4-7,12,18H,8H2,1-3H3

Standard InChI Key:  CHFLECGFLPRCNV-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    0.6417   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6417   -1.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1167   -1.3667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2375    0.4458    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -0.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4083   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1000   -0.0500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8500    0.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1417    1.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -1.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1125   -1.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4375    1.5500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -0.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9250   -1.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7250    1.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8375    1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458   -0.4667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4458   -1.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  3  1  0
  5  2  1  0
  6  2  1  0
  7  4  1  0
  8  1  1  0
  9  8  1  0
 10  9  1  0
 11  3  2  0
 12  4  1  0
 13 10  1  0
 14  6  2  0
 15  7  2  0
 16 10  1  0
 17 10  1  0
 18 14  1  0
 19 15  1  0
  9  5  1  0
  6  7  1  0
 18 19  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA21622

   2-(2-Hydroxypropan-2-yl)-5-methyl-2,3-dihydrofuro[3,2-c]quinolin-4-one

Molecule Features

Natural Product: Yes

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: 259.31

Molecular Weight (Monoisotopic): 259.1208

AlogP: 1.61

#Rotatable Bonds: 1

Polar Surface Area: 51.46

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 0.81

CX LogD: 0.81

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.85

Np Likeness Score: 1.48

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