6-(1H-indole-3-carbonyl)picolinonitrile

ID: ALA4764225

PubChem CID: 139560734

Max Phase: Preclinical

Molecular Formula: C15H9N3O

Molecular Weight: 247.26

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1cccc(C(=O)c2c[nH]c3ccccc23)n1

Standard InChI:  InChI=1S/C15H9N3O/c16-8-10-4-3-7-14(18-10)15(19)12-9-17-13-6-2-1-5-11(12)13/h1-7,9,17H

Standard InChI Key:  ADMPCCRPLHYARS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    7.4895   -8.2112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4883   -9.0380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2027   -9.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2008   -7.7987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9157   -8.2076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9206   -9.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7075   -9.2841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1892   -8.6131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6997   -7.9478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9498   -7.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7553   -6.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3947   -6.5528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3071   -7.5958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1119   -7.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3627   -6.6338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8027   -6.0231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0000   -6.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6682   -8.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2231   -8.6380    0.0000 N   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  1  0
 10 12  2  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 11  1  0
 18 19  3  0
 14 18  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4764225

   ---

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: 247.26

Molecular Weight (Monoisotopic): 247.0746

AlogP: 2.67

#Rotatable Bonds: 2

Polar Surface Area: 69.54

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.99

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: 3

Heavy Atoms: 19

QED Weighted: 0.71

Np Likeness Score: -0.75

References

1. Dvořák Z,Poulíková K,Mani S.  (2021)  Indole scaffolds as a promising class of the aryl hydrocarbon receptor ligands.,  215  [PMID:33582577] [10.1016/j.ejmech.2021.113231]

2. Lin L, Dai Y, Xia Y..  (2022)  An overview of aryl hydrocarbon receptor ligands in the Last two decades (2002-2022): A medicinal chemistry perspective.,  244  [PMID:36274276] [10.1016/j.ejmech.2022.114845]

Source

Source(1):

• Scientific Literature