N-(piperidin-4-ylmethyl)-6-(p-tolyl)-1H-indole-3-carboxamide

ID: ALA4875360

PubChem CID: 164625937

Max Phase: Preclinical

Molecular Formula: C22H25N3O

Molecular Weight: 347.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(-c2ccc3c(C(=O)NCC4CCNCC4)c[nH]c3c2)cc1

Standard InChI:  InChI=1S/C22H25N3O/c1-15-2-4-17(5-3-15)18-6-7-19-20(14-24-21(19)12-18)22(26)25-13-16-8-10-23-11-9-16/h2-7,12,14,16,23-24H,8-11,13H2,1H3,(H,25,26)

Standard InChI Key:  UEDPOOKKDGHBEY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    7.8000  -23.8907    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0947  -23.4846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0946  -24.3107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8089  -24.7220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8050  -23.0715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199  -23.4791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5223  -24.3101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3134  -24.5645    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3094  -23.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5620  -22.4346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3685  -22.2606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0081  -21.8230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9224  -22.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7289  -22.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2785  -23.3132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0819  -23.1420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3386  -22.3575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7856  -21.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9758  -21.9149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3803  -24.7237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6678  -24.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540  -24.7207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9540  -25.5467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6738  -25.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3846  -25.5441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2402  -25.9605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
  3  4  1  0
  4  7  2  0
  6  5  2  0
  5  2  1  0
  6  7  1  0
  7  8  1  0
  8  1  1  0
  1  9  2  0
  9  6  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 11 13  1  0
 13 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
  3 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 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4875360

   ---

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: 347.46

Molecular Weight (Monoisotopic): 347.1998

AlogP: 3.87

#Rotatable Bonds: 4

Polar Surface Area: 56.92

Molecular Species: BASE

HBA: 2

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.03

CX Basic pKa: 10.05

CX LogP: 3.41

CX LogD: 0.86

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.64

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