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

ID: ALA4635536

PubChem CID: 156022243

Max Phase: Preclinical

Molecular Formula: C19H16N2O2

Molecular Weight: 304.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C(=O)/C(=C/c1c[nH]c3ncccc13)CC2

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

Standard InChI Key:  WZQLENGUIVAOQT-UKTHLTGXSA-N

Molfile:  

 
     RDKit          2D

 23 26  0  0  0  0  0  0  0  0999 V2000
   39.1949   -4.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.1937   -5.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9018   -6.0945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.9000   -4.4571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6086   -4.8624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.6089   -5.6855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3918   -5.9397    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.8755   -5.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.3914   -4.6078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6437   -3.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.4430   -3.6604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9873   -4.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7835   -4.1044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.6911   -2.8861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.4937   -2.7189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0398   -3.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.8394   -3.1608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.0939   -2.3826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5427   -1.7727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7452   -1.9442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.1444   -2.2788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   44.7936   -0.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.5926   -0.8234    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
 19 22  1  0
 22 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4635536

   ---

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: -0.48

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