2-Isopropyl-8-methoxy-5-methyl-5H-furo[3,2-c]quinolin-4-one

ID: ALA277417

PubChem CID: 11777971

Max Phase: Preclinical

Molecular Formula: C16H17NO3

Molecular Weight: 271.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1oc(C(C)C)cc1c(=O)n2C

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

Standard InChI Key:  KKSBQMVEMOFIRR-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.3542   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -0.6375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3542   -1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042   -0.9417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8292   -1.8542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9625   -0.0417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8042   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3042   -1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5667    0.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -1.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2125   -0.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8750   -1.8500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8625    0.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -2.4542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -0.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333   -1.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2500   -0.6417    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4417    0.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7042    1.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7708   -0.9417    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  2  1  0
  7  1  1  0
  8  5  1  0
  9  7  2  0
 10  8  2  0
 11  4  2  0
 12  3  2  0
 13  9  1  0
 14  5  1  0
 15 11  1  0
 16 10  1  0
 17 15  1  0
 18 13  1  0
 19 13  1  0
 20 17  1  0
  9  6  1  0
  4  8  1  0
 15 16  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA277417

   2-Isopropyl-8-methoxy-5-methyl-5H-furo[3,2-c]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: 2.59

CX LogD: 2.59

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.72

Np Likeness Score: 0.11

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