(E)-6-((1H-pyrrolo[2,3-b]pyridin-3-yl)methylene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

ID: ALA4649490

PubChem CID: 156022154

Max Phase: Preclinical

Molecular Formula: C18H12N2O3

Molecular Weight: 304.31

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2c[nH]c3ncccc23)Cc2cc3c(cc21)OCO3

Standard InChI:  InChI=1S/C18H12N2O3/c21-17-11(5-12-8-20-18-13(12)2-1-3-19-18)4-10-6-15-16(7-14(10)17)23-9-22-15/h1-3,5-8H,4,9H2,(H,19,20)/b11-5+

Standard InChI Key:  SAQSZNZUIIRMFE-VZUCSPMQSA-N

Molfile:  

 
     RDKit          2D

 23 27  0  0  0  0  0  0  0  0999 V2000
    2.0498  -20.6691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0487  -21.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7567  -21.8976    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7549  -20.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4635  -20.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638  -21.4887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2468  -21.7429    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305  -21.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2464  -20.4110    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4986  -19.6337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979  -19.4635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9058  -20.0052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6305  -18.7120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4432  -18.7970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130  -19.5943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3869  -19.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0438  -18.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2210  -18.0048    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8175  -18.4988    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9952  -19.2960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8082  -19.3733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1331  -18.6240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5208  -18.0836    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
 12 15  1  0
 14 13  1  0
 13 11  1  0
 14 15  2  0
 15 16  1  0
 16 20  2  0
 19 17  2  0
 17 14  1  0
 13 18  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4649490

   ---

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: 304.31

Molecular Weight (Monoisotopic): 304.0848

AlogP: 3.11

#Rotatable Bonds: 1

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: 2.76

CX LogD: 2.76

Aromatic Rings: 3

Heavy Atoms: 23

QED Weighted: 0.70

Np Likeness Score: -0.14

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