(E)-2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methylene)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one

ID: ALA4644350

PubChem CID: 156018105

Max Phase: Preclinical

Molecular Formula: C20H18N2O3

Molecular Weight: 334.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(=O)/C(=C/c1c[nH]c3ncccc13)CC2

Standard InChI:  InChI=1S/C20H18N2O3/c1-24-17-9-12-5-6-13(19(23)16(12)10-18(17)25-2)8-14-11-22-20-15(14)4-3-7-21-20/h3-4,7-11H,5-6H2,1-2H3,(H,21,22)/b13-8+

Standard InChI Key:  QSVUCUOCSPHIMU-MDWZMJQESA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   29.1781   -4.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1769   -5.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.8850   -5.8799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.8832   -4.2425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5918   -4.6477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5921   -5.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3750   -5.7251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8588   -5.0589    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3746   -4.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6269   -3.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4262   -3.4458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9705   -4.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7667   -3.8897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6744   -2.6715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4769   -2.5043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.0231   -3.1146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8226   -2.9462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.0771   -2.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5260   -1.5581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7285   -1.7296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1276   -2.0641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.8765   -1.9982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.4232   -2.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.7768   -0.7804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5758   -0.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9  5  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 11 14  1  0
 12 13  1  0
 13 16  1  0
 15 14  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 15  1  0
 14 21  2  0
 18 22  1  0
 22 23  1  0
 19 24  1  0
 24 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4644350

   ---

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: 334.38

Molecular Weight (Monoisotopic): 334.1317

AlogP: 3.79

#Rotatable Bonds: 3

Polar Surface Area: 64.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 3.27

CX LogD: 3.27

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.74

Np Likeness Score: -0.22

References

1. Qhobosheane MA, Legoabe LJ, Josselin B, Bach S, Ruchaud S, Petzer JP, Beteck RM..  (2020)  Synthesis and evaluation of 7-azaindole derivatives bearing benzocycloalkanone motifs as protein kinase inhibitors.,  28  (11): [PMID:32284225] [10.1016/j.bmc.2020.115468]

Source

Source(1):

• Scientific Literature