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

ID: ALA4638859

PubChem CID: 156013060

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)CC/C(=C\c1c[nH]c3ncccc13)C2=O

Standard InChI:  InChI=1S/C19H16N2O2/c1-23-15-6-7-16-12(10-15)4-5-13(18(16)22)9-14-11-21-19-17(14)3-2-8-20-19/h2-3,6-11H,4-5H2,1H3,(H,20,21)/b13-9+

Standard InChI Key:  JLNXZRNVVXHVLI-UKTHLTGXSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
    7.6794   -4.3047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6782   -5.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3863   -5.5332    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3845   -3.8958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0931   -4.3011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0933   -5.1242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8763   -5.3784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3600   -4.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8759   -4.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1282   -3.2692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9275   -3.0991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4718   -3.7106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2680   -3.5430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1756   -2.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9782   -2.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5243   -2.7679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3238   -2.5995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5784   -1.8213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0272   -1.2114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2297   -1.3829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6288   -1.7175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3777   -1.6515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9245   -2.2589    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
M  END

Alternative Forms

1. Parent:

   

   ALA4638859

   ---

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: 304.35

Molecular Weight (Monoisotopic): 304.1212

AlogP: 3.78

#Rotatable Bonds: 2

Polar Surface Area: 54.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 3.43

CX LogD: 3.43

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.73

Np Likeness Score: -0.46

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