Sodium salt 2-isopropyl-8-methoxy-5-methyl-4-oxo-4,5-dihydro-furo[3,2-c]quinoline-3-sulfonate

ID: ALA22783

PubChem CID: 23679485

Max Phase: Preclinical

Molecular Formula: C16H16NNaO6S

Molecular Weight: 351.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)c1oc(C(C)C)c(S(=O)(=O)[O-])c1c(=O)n2C.[Na+]

Standard InChI:  InChI=1S/C16H17NO6S.Na/c1-8(2)13-15(24(19,20)21)12-14(23-13)10-7-9(22-4)5-6-11(10)17(3)16(12)18;/h5-8H,1-4H3,(H,19,20,21);/q;+1/p-1

Standard InChI Key:  IKPYYHZFZRCAHG-UHFFFAOYSA-M

Molfile:  

     RDKit          2D

 25 26  0  0  0  0  0  0  0  0999 V2000
    4.0667   -1.5167    0.0000 Na  0  0  0  0  0 15  0  0  0  0  0  0
    2.2917   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7417   -0.5167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2917   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3167   -0.6667    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5042    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7667   -1.8292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000   -0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2417   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1542   -1.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4750   -0.0917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8917   -0.8167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -1.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7250   -0.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8000    0.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -2.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -0.9292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2042   -1.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3125   -0.6167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3792    0.7208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    1.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8333   -0.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  4  2  2  0
  5  2  1  0
  6  3  1  0
  7  3  2  0
  8  5  1  0
  9  4  1  0
 10  4  1  0
 11  8  1  0
 12  6  1  0
 13 11  2  0
 14  6  2  0
 15  6  2  0
 16  5  2  0
 17  9  2  0
 18  7  1  0
 19  8  1  0
 20 17  1  0
 21 13  1  0
 22 20  1  0
 23 18  1  0
 24 18  1  0
 25 22  1  0
  7 10  1  0
  9 11  1  0
 20 21  2  0
M  CHG  2   1   1  12  -1
M  END

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: 351.38

Molecular Weight (Monoisotopic): 351.0777

AlogP: 2.66

#Rotatable Bonds: 3

Polar Surface Area: 98.74

Molecular Species: ACID

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: -2.04

CX Basic pKa: ┄

CX LogP: -0.15

CX LogD: -0.60

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.73

Np Likeness Score: -0.14

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