2-(benzo[d][1,3]dioxol-5-yl)-5,7-dimethoxyquinolin-4(1H)-one

ID: ALA4214451

PubChem CID: 145972034

Max Phase: Preclinical

Molecular Formula: C18H15NO5

Molecular Weight: 325.32

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(OC)c2c(=O)cc(-c3ccc4c(c3)OCO4)[nH]c2c1

Standard InChI:  InChI=1S/C18H15NO5/c1-21-11-6-13-18(17(7-11)22-2)14(20)8-12(19-13)10-3-4-15-16(5-10)24-9-23-15/h3-8H,9H2,1-2H3,(H,19,20)

Standard InChI Key:  DQDFGRVUGHZTHX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.3140  -16.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3128  -17.0932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0209  -17.5021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0191  -15.8648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7277  -16.2700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7311  -17.0907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4395  -17.4958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1491  -17.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1458  -16.2642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4328  -15.8545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417  -18.3130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8509  -15.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5602  -16.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2661  -15.8521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8471  -15.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6061  -15.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0214  -18.3193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3140  -18.7284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8985  -16.2740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5501  -14.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2653  -15.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8702  -14.4759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5288  -13.7289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7130  -13.8229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  7 11  2  0
 12 13  2  0
 13 14  1  0
 14 21  2  0
 20 15  2  0
 15 12  1  0
  9 12  1  0
  1 16  1  0
  3 17  1  0
 17 18  1  0
 16 19  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4214451

   ---

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: 325.32

Molecular Weight (Monoisotopic): 325.0950

AlogP: 2.94

#Rotatable Bonds: 3

Polar Surface Area: 69.78

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.30

CX Basic pKa: ┄

CX LogP: 2.56

CX LogD: 2.56

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.80

Np Likeness Score: 0.34

References

1. Ling T, Lang W, Feng X, Das S, Maier J, Jeffries C, Shelat A, Rivas F..  (2018)  Novel vitexin-inspired scaffold against leukemia.,  146  [PMID:29407975] [10.1016/j.ejmech.2018.01.004]

Source

Source(1):

• Scientific Literature