7-methoxy-3-(3-methoxyphenyl)-2H-isoquinolin-1-one

ID: ALA5086653

PubChem CID: 166631327

Max Phase: Preclinical

Molecular Formula: C17H15NO3

Molecular Weight: 281.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cccc(-c2cc3ccc(OC)cc3c(=O)[nH]2)c1

Standard InChI:  InChI=1S/C17H15NO3/c1-20-13-5-3-4-12(8-13)16-9-11-6-7-14(21-2)10-15(11)17(19)18-16/h3-10H,1-2H3,(H,18,19)

Standard InChI Key:  NYYYLELWWYGYMC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 23  0  0  0  0  0  0  0  0999 V2000
   -2.8573    0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1427    0.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4308   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1409   -1.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8573   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -0.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7130    0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7132    1.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4262    1.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1410    1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1426    0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4308    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161   -1.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8572    0.2111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5719    0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -1.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
 11  8  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
 15 14  1  0
 11 16  1  0
 16 15  2  0
 10 17  2  0
 15 18  1  0
 18 19  1  0
  6 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5086653

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 281.31

Molecular Weight (Monoisotopic): 281.1052

AlogP: 3.21

#Rotatable Bonds: 3

Polar Surface Area: 51.32

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.76

CX Basic pKa: ┄

CX LogP: 2.31

CX LogD: 2.31

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.80

Np Likeness Score: -0.48

References

1. Elhemely MA, Belgath AA, El-Sayed S, Burusco KK, Kadirvel M, Tirella A, Finegan K, Bryce RA, Stratford IJ, Freeman S..  (2022)  SAR of Novel 3-Arylisoquinolinones: meta-Substitution on the Aryl Ring Dramatically Enhances Antiproliferative Activity through Binding to Microtubules.,  65  (6.0): [PMID:35290041] [10.1021/acs.jmedchem.1c01936]

Source

Source(1):

• Scientific Literature