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

ID: ALA4647459

PubChem CID: 156021481

Max Phase: Preclinical

Molecular Formula: C18H14N2O

Molecular Weight: 274.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2c[nH]c3ncccc23)CCc2ccccc21

Standard InChI:  InChI=1S/C18H14N2O/c21-17-13(8-7-12-4-1-2-5-15(12)17)10-14-11-20-18-16(14)6-3-9-19-18/h1-6,9-11H,7-8H2,(H,19,20)/b13-10+

Standard InChI Key:  PDGDTQLLJKBTHW-JLHYYAGUSA-N

Molfile:  

 
     RDKit          2D

 21 24  0  0  0  0  0  0  0  0999 V2000
   20.2468  -13.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2456  -14.0720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9537  -14.4810    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.9519  -12.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6605  -13.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6608  -14.0721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4437  -14.3262    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.9274  -13.6601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4433  -12.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6956  -12.2171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4949  -12.0469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0392  -12.6584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8354  -12.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7430  -11.2726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5456  -11.1054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0917  -11.7157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8913  -11.5473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1458  -10.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5946  -10.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7971  -10.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1963  -10.6653    0.0000 O   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
M  END

Alternative Forms

1. Parent:

   

   ALA4647459

   ---

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: 274.32

Molecular Weight (Monoisotopic): 274.1106

AlogP: 3.78

#Rotatable Bonds: 1

Polar Surface Area: 45.75

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.28

CX LogP: 3.58

CX LogD: 3.58

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.69

Np Likeness Score: -0.61

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