6-fluoro-3-(4-methoxyphenyl)-2H-isoquinolin-1-one

ID: ALA5078407

PubChem CID: 166627515

Max Phase: Preclinical

Molecular Formula: C16H12FNO2

Molecular Weight: 269.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc3cc(F)ccc3c(=O)[nH]2)cc1

Standard InChI:  InChI=1S/C16H12FNO2/c1-20-13-5-2-10(3-6-13)15-9-11-8-12(17)4-7-14(11)16(19)18-15/h2-9H,1H3,(H,18,19)

Standard InChI Key:  BZGCIZBEAANZKA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.4992   -0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.2066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -1.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -1.0341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -1.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.0325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843    1.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.0304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.2094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889   -0.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -2.2682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137    0.2069    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.4431    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    2.2682    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
  1 18  1  0
 14 19  1  0
 19 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5078407

   ---

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: 269.27

Molecular Weight (Monoisotopic): 269.0852

AlogP: 3.34

#Rotatable Bonds: 2

Polar Surface Area: 42.09

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -0.99

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