(E)-2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methylene)-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one

ID: ALA4634490

PubChem CID: 156009759

Max Phase: Preclinical

Molecular Formula: C19H16N2O3

Molecular Weight: 320.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)C(=O)/C(=C/c1c[nH]c3ncccc13)C2

Standard InChI:  InChI=1S/C19H16N2O3/c1-23-16-8-11-6-12(18(22)15(11)9-17(16)24-2)7-13-10-21-19-14(13)4-3-5-20-19/h3-5,7-10H,6H2,1-2H3,(H,20,21)/b12-7+

Standard InChI Key:  OJUSEBZBIWOBIL-KPKJPENVSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
   38.7409  -13.3061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7397  -14.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4478  -14.5346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.4460  -12.8973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1546  -13.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1549  -14.1257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9378  -14.3799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   41.4215  -13.7137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9374  -13.0480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.1897  -12.2707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9890  -12.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.5969  -12.6422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3216  -11.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.1343  -11.4340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.3040  -12.2314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.0779  -12.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.6828  -11.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.5086  -11.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7349  -10.8894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.9120  -10.6418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.4608  -12.1854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.6333  -12.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1129  -10.5857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   45.8914  -10.8340    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
 12 15  1  0
 14 13  1  0
 13 11  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 13 20  2  0
 17 21  1  0
 21 22  1  0
 18 23  1  0
 23 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4634490

   ---

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: 320.35

Molecular Weight (Monoisotopic): 320.1161

AlogP: 3.40

#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: 2.82

CX LogD: 2.82

Aromatic Rings: 3

Heavy Atoms: 24

QED Weighted: 0.75

Np Likeness Score: -0.23

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