6-(2-amino-5-(3-fluoro-5-nitrophenyl)pyridin-3-yl)-3,4-dihydroisoquinolin-1(2H)-one

ID: ALA4874985

PubChem CID: 122588222

Max Phase: Preclinical

Molecular Formula: C20H15FN4O3

Molecular Weight: 378.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Nc1ncc(-c2cc(F)cc([N+](=O)[O-])c2)cc1-c1ccc2c(c1)CCNC2=O

Standard InChI:  InChI=1S/C20H15FN4O3/c21-15-6-13(7-16(9-15)25(27)28)14-8-18(19(22)24-10-14)11-1-2-17-12(5-11)3-4-23-20(17)26/h1-2,5-10H,3-4H2,(H2,22,24)(H,23,26)

Standard InChI Key:  XWUYDQYLLPTFHP-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 28 31  0  0  0  0  0  0  0  0999 V2000
   11.6611  -13.7996    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9536  -13.3907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6607  -14.6168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3693  -13.3887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6580   -8.8968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3660   -8.4854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3686  -10.1222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6580   -9.7168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9458  -10.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2375   -9.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5330  -10.1280    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5330  -10.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2350  -11.3545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9458  -10.9489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2350  -12.1740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2375   -8.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.5257  -12.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5253  -13.3996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2355  -13.8102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0706   -8.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0745   -9.7078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7773  -10.1091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4807   -9.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4769   -8.8873    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7695   -8.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7645   -7.6644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9444  -12.5787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8174  -13.8079    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0
  1  2  1  0
  1  3  2  0
  6  5  2  0
 20  6  1  0
  7 21  1  0
  8  7  2  0
  5  8  1  0
  9  8  1  0
 10  9  2  0
 11 10  1  0
 12 11  2  0
 13 12  1  0
 14 13  2  0
  9 14  1  0
 15 13  1  0
 10 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19  2  1  0
 27 15  1  0
 20 21  2  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 27  2  2  0
 18 28  1  0
M  CHG  2   1   1   4  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4874985

   ---

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: 378.36

Molecular Weight (Monoisotopic): 378.1128

AlogP: 3.33

#Rotatable Bonds: 3

Polar Surface Area: 111.15

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 5.94

CX LogP: 3.01

CX LogD: 3.00

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.54

Np Likeness Score: -0.53

References

1.  (2020)  STK4 inhibitors for treatment of hematologic malignancies, 

Source

Source(1):

• Patent Bioactivity Data