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

ID: ALA4637707

PubChem CID: 156011177

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2c[nH]c3ncccc23)CCc2cc(O)ccc21

Standard InChI:  InChI=1S/C18H14N2O2/c21-14-5-6-15-11(9-14)3-4-12(17(15)22)8-13-10-20-18-16(13)2-1-7-19-18/h1-2,5-10,21H,3-4H2,(H,19,20)/b12-8+

Standard InChI Key:  NBJYPTQHFDBQQA-XYOKQWHBSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   29.3390  -13.5290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3379  -14.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0460  -14.7575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.0442  -13.1202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7528  -13.5254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7530  -14.3486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5360  -14.6028    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.0197  -13.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5356  -13.2709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7879  -12.4936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5872  -12.3234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1315  -12.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9277  -12.7674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8353  -11.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6379  -11.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1840  -11.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9835  -11.8238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2381  -11.0457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.6869  -10.4358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8894  -10.6073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2885  -10.9418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.0374  -10.8759    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
 18 22  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4637707

   ---

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: 290.32

Molecular Weight (Monoisotopic): 290.1055

AlogP: 3.48

#Rotatable Bonds: 1

Polar Surface Area: 65.98

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.94

CX Basic pKa: 3.28

CX LogP: 3.28

CX LogD: 3.17

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.67

Np Likeness Score: -0.09

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