5-Hydroxy-2-((quinolin-8-yloxy)methyl)-4H-pyran-4-one

ID: ALA2283261

PubChem CID: 71522201

Max Phase: Preclinical

Molecular Formula: C15H11NO4

Molecular Weight: 269.26

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  O=c1cc(COc2cccc3cccnc23)occ1O

Standard InChI:  InChI=1S/C15H11NO4/c17-12-7-11(19-9-13(12)18)8-20-14-5-1-3-10-4-2-6-16-15(10)14/h1-7,9,18H,8H2

Standard InChI Key:  OAEWGHRQSZUWBB-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
    1.0518   -7.4011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7634   -7.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4631   -7.4218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0398   -8.2182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7395   -8.6371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4512   -8.2389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7754   -6.1858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3521   -6.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1456   -8.6468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1498   -9.4623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -9.8672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8604  -10.6823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5694  -11.0872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2759  -10.6749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5596   -9.4524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2654   -9.8528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9629   -9.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9559   -8.6306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455   -8.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5508   -8.6454    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  1  2  0
  5  4  1  0
  6  5  1  0
  7  2  2  0
  8  1  1  0
  9  6  1  0
 10  9  1  0
  3  6  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 16  1  0
 15 11  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA2283261

   5-Hydroxy-2-(quinolin-8-yloxymethyl)pyran-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: 269.26

Molecular Weight (Monoisotopic): 269.0688

AlogP: 2.47

#Rotatable Bonds: 3

Polar Surface Area: 72.56

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.22

CX Basic pKa: 2.85

CX LogP: 1.99

CX LogD: 1.98

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.79

Np Likeness Score: -0.28

References

1. Chen Y, Lu P, Hulme C, Shaw AY.  (2013)  Synthesis of kojic acid-derived copper-chelating apoptosis inducing agents,  22  (2): [10.1007/s00044-012-0094-y]

Source

Source(1):

• Scientific Literature