2-Isopropyl-6-methoxy-9-methyl-9H-furo[2,3-b]quinolin-4-one

ID: ALA22861

PubChem CID: 14380382

Max Phase: Preclinical

Molecular Formula: C16H17NO3

Molecular Weight: 271.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c(=O)c1cc(C(C)C)oc1n2C

Standard InChI:  InChI=1S/C16H17NO3/c1-9(2)14-8-12-15(18)11-7-10(19-4)5-6-13(11)17(3)16(12)20-14/h5-9H,1-4H3

Standard InChI Key:  BHJHUOKSAVOOPC-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    0.4667    0.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4667   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583   -0.7917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583    0.4208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0500   -0.6792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0417    0.3083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5833   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4042   -0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000   -0.7917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1000    0.4083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0625    1.0208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0042   -0.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0583   -1.3917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208    0.1083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6208   -0.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1375    0.4083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1542   -0.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4250    0.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6583    0.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  1  1  0
  5  4  1  0
  6  2  1  0
  7  1  1  0
  8  5  1  0
  9  7  2  0
 10  8  2  0
 11  5  2  0
 12  4  2  0
 13  9  1  0
 14  3  1  0
 15 11  1  0
 16 15  2  0
 17 15  1  0
 18 13  1  0
 19 13  1  0
 20 17  1  0
  6  9  1  0
  3  8  1  0
 16 10  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA22861

   6-Methoxy-9-methyl-2-propan-2-ylfuro[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: 271.32

Molecular Weight (Monoisotopic): 271.1208

AlogP: 3.42

#Rotatable Bonds: 2

Polar Surface Area: 44.37

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.28

CX LogD: 3.28

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 0.29

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