6-(4-Cyanophenyl)-N-(piperidin-4-yl)benzofuran-3-carboxamide

ID: ALA4876540

PubChem CID: 164628693

Max Phase: Preclinical

Molecular Formula: C21H19N3O2

Molecular Weight: 345.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  N#Cc1ccc(-c2ccc3c(C(=O)NC4CCNCC4)coc3c2)cc1

Standard InChI:  InChI=1S/C21H19N3O2/c22-12-14-1-3-15(4-2-14)16-5-6-18-19(13-26-20(18)11-16)21(25)24-17-7-9-23-10-8-17/h1-6,11,13,17,23H,7-10H2,(H,24,25)

Standard InChI Key:  OAKQECOXIZRWOB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   17.4539  -14.1831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0157  -12.1142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3106  -11.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3106  -12.5342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0249  -12.9455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0208  -11.2950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7357  -11.7025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7382  -12.5335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5293  -12.7879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5253  -11.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7778  -10.6581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5843  -10.4841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2239  -10.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381  -11.0956    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8836  -11.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4336  -12.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2413  -12.3168    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.4960  -11.5311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9431  -10.9153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5964  -12.9471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8839  -12.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1701  -12.9441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1701  -13.7700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8898  -14.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6006  -13.7673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7391  -14.5952    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
  4  5  1  0
  5  8  2  0
  7  6  2  0
  6  3  1  0
  7  8  1  0
  8  9  1  0
  9  2  1  0
  2 10  2  0
 10  7  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  1  0
 14 15  1  0
 14 19  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
  4 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 20  1  0
 23  1  1  0
  1 26  3  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876540

   ---

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: 345.40

Molecular Weight (Monoisotopic): 345.1477

AlogP: 3.45

#Rotatable Bonds: 3

Polar Surface Area: 78.06

Molecular Species: BASE

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 10.03

CX LogP: 2.35

CX LogD: -0.18

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.76

Np Likeness Score: -0.75

References

1. Nie S, Zhao J, Wu X, Yao Y, Wu F, Lin YL, Li X, Kneubehl AR, Vogt MB, Rico-Hesse R, Song Y..  (2021)  Synthesis, structure-activity relationship and antiviral activity of indole-containing inhibitors of Flavivirus NS2B-NS3 protease.,  225  [PMID:34450494] [10.1016/j.ejmech.2021.113767]

Source

Source(1):

• Scientific Literature