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

ID: ALA5094425

PubChem CID: 155805396

Max Phase: Preclinical

Molecular Formula: C15H9F2NO

Molecular Weight: 257.24

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=c1[nH]c(-c2ccc(F)cc2)cc2cc(F)ccc12

Standard InChI:  InChI=1S/C15H9F2NO/c16-11-3-1-9(2-4-11)14-8-10-7-12(17)5-6-13(10)15(19)18-14/h1-8H,(H,18,19)

Standard InChI Key:  AVWBODCDWRRNPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   -2.4992    0.2068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.6179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -1.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.2072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.6179    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.6198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.4451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843    1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.6219    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889    0.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.8557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137    0.6194    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.8556    0.0000 F   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
M  END

Alternative Forms

1. Parent:

   

   ALA5094425

   ---

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: 257.24

Molecular Weight (Monoisotopic): 257.0652

AlogP: 3.47

#Rotatable Bonds: 1

Polar Surface Area: 32.86

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 2.91

CX LogD: 2.91

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -1.06

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