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

ID: ALA4640071

PubChem CID: 156015760

Max Phase: Preclinical

Molecular Formula: C18H14N2O2

Molecular Weight: 290.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COc1ccc2c(c1)C/C(=C\c1c[nH]c3ncccc13)C2=O

Standard InChI:  InChI=1S/C18H14N2O2/c1-22-14-4-5-15-11(9-14)7-12(17(15)21)8-13-10-20-18-16(13)3-2-6-19-18/h2-6,8-10H,7H2,1H3,(H,19,20)/b12-8+

Standard InChI Key:  OTYRCIPBLBUKKI-XYOKQWHBSA-N

Molfile:  

 
     RDKit          2D

 22 25  0  0  0  0  0  0  0  0999 V2000
   18.8930   -4.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8919   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5999   -5.9376    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.5981   -4.3003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3068   -4.7055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3070   -5.5287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0900   -5.7829    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5737   -5.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0896   -4.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3419   -3.6737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1411   -3.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7491   -4.0452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4737   -2.7520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2865   -2.8370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4562   -3.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2301   -3.8845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8350   -3.3384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6607   -2.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8871   -2.2924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0642   -2.0448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6130   -3.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2185   -3.0396    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
M  END

Alternative Forms

1. Parent:

   

   ALA4640071

   ---

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: 3.39

#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: 2.98

CX LogD: 2.98

Aromatic Rings: 3

Heavy Atoms: 22

QED Weighted: 0.74

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