3-(4-fluorophenyl)-7-methoxy-2H-isoquinolin-1-one

ID: ALA5088180

PubChem CID: 166632631

Max Phase: Preclinical

Molecular Formula: C16H12FNO2

Molecular Weight: 269.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2cc(-c3ccc(F)cc3)[nH]c(=O)c2c1

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

Standard InChI Key:  OYYSPFYGUWAIEP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   -2.4992    0.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7846    0.6210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0726   -0.6160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7828   -1.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4992   -0.6197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580    0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565    0.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.6161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.0287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0712    0.6216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0714    1.4469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7843    1.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992    1.4448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5007    0.6238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7889    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3580   -1.8538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -1.0323    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -1.8575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2137    1.8575    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
  6 18  1  0
 18 19  1  0
 14 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5088180

   ---

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: 10.77

CX Basic pKa: ┄

CX LogP: 2.61

CX LogD: 2.61

Aromatic Rings: 3

Heavy Atoms: 20

QED Weighted: 0.77

Np Likeness Score: -0.83

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