(Z)-2-((1H-pyrrolo[2,3-b]pyridin-3-yl)methylene)-6-hydroxybenzofuran-3(2H)-one

ID: ALA4642838

PubChem CID: 156016477

Max Phase: Preclinical

Molecular Formula: C16H10N2O3

Molecular Weight: 278.27

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1/C(=C/c2c[nH]c3ncccc23)Oc2cc(O)ccc21

Standard InChI:  InChI=1S/C16H10N2O3/c19-10-3-4-12-13(7-10)21-14(15(12)20)6-9-8-18-16-11(9)2-1-5-17-16/h1-8,19H,(H,17,18)/b14-6-

Standard InChI Key:  VHCZWXXMSGKCKC-NSIKDUERSA-N

Molfile:  

 
     RDKit          2D

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   25.9258  -20.7640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9247  -21.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6327  -21.9926    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.6309  -20.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3396  -20.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3398  -21.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1228  -21.8378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.6065  -21.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1224  -20.5059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3747  -19.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1739  -19.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7819  -20.1001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5065  -18.8069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3193  -18.8919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4890  -19.6893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2629  -19.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8678  -19.3933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6935  -18.5937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9199  -18.3473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0970  -18.0997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.6458  -19.6433    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 17  2  0
 17 18  1  0
 18 19  2  0
 19 14  1  0
 13 20  2  0
 17 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4642838

   ---

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: 278.27

Molecular Weight (Monoisotopic): 278.0691

AlogP: 2.88

#Rotatable Bonds: 1

Polar Surface Area: 75.21

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 7.65

CX Basic pKa: 3.25

CX LogP: 2.15

CX LogD: 1.96

Aromatic Rings: 3

Heavy Atoms: 21

QED Weighted: 0.67

Np Likeness Score: -0.22

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