6-(4-(tert-butyl)phenyl)-N-(piperidin-4-ylmethyl)-1H-indole-3-carboxamide

ID: ALA4876027

PubChem CID: 164627022

Max Phase: Preclinical

Molecular Formula: C25H31N3O

Molecular Weight: 389.54

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(C)(C)c1ccc(-c2ccc3c(C(=O)NCC4CCNCC4)c[nH]c3c2)cc1

Standard InChI:  InChI=1S/C25H31N3O/c1-25(2,3)20-7-4-18(5-8-20)19-6-9-21-22(16-27-23(21)14-19)24(29)28-15-17-10-12-26-13-11-17/h4-9,14,16-17,26-27H,10-13,15H2,1-3H3,(H,28,29)

Standard InChI Key:  QNMZAUPLZFCYGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    2.0265  -23.6779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6175  -24.3811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8563  -21.2263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8563  -22.0446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5638  -22.4520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5598  -20.8171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1513  -22.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4430  -22.0424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360  -22.4507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7360  -23.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4489  -23.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1530  -23.2661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2679  -21.2208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2704  -22.0439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0540  -22.2960    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.5358  -21.6286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0500  -20.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3002  -20.1863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0990  -20.0139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7515  -19.5806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3206  -23.2714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6476  -20.6196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4464  -20.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9908  -21.0566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7866  -20.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0409  -20.1099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.4930  -19.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6909  -19.6716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  2  0
  5  6  1  0
  6 15  2  0
 14  7  2  0
  7  4  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  5  8  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 14  1  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 11  2  1  0
  2 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4876027

   ---

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: 389.54

Molecular Weight (Monoisotopic): 389.2467

AlogP: 4.86

#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: 13.02

CX Basic pKa: 10.05

CX LogP: 4.44

CX LogD: 1.89

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.60

Np Likeness Score: -0.70

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