6-(4-Fluorophenyl)-N-(piperidin-4-ylmethyl)-1H-indole-2-carboxamide

ID: ALA4878893

PubChem CID: 164627327

Max Phase: Preclinical

Molecular Formula: C21H22FN3O

Molecular Weight: 351.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCC1CCNCC1)c1cc2ccc(-c3ccc(F)cc3)cc2[nH]1

Standard InChI:  InChI=1S/C21H22FN3O/c22-18-5-3-15(4-6-18)16-1-2-17-12-20(25-19(17)11-16)21(26)24-13-14-7-9-23-10-8-14/h1-6,11-12,14,23,25H,7-10,13H2,(H,24,26)

Standard InChI Key:  RDIXAZIBXPHGNJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
   14.0090  -13.5072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3036  -13.1010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3035  -13.9272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0179  -14.3385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0139  -12.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7287  -13.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7313  -13.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5224  -14.1809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.5184  -12.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8340  -13.5046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2487  -14.2178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.2443  -12.7888    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.0694  -12.7863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4797  -12.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3026  -12.0739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7128  -11.3622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3017  -10.6465    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4756  -10.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0607  -11.3632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5892  -14.3400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8746  -13.9285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1656  -14.3407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1656  -15.1667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8806  -15.5786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5914  -15.1641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4512  -15.5795    0.0000 F   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
  1 10  1  0
 10 11  2  0
 10 12  1  0
 12 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:

   

   ALA4878893

   ---

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: 351.43

Molecular Weight (Monoisotopic): 351.1747

AlogP: 3.70

#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: ┄

CX Basic pKa: 10.05

CX LogP: 2.96

CX LogD: 0.41

Aromatic Rings: 3

Heavy Atoms: 26

QED Weighted: 0.67

Np Likeness Score: -0.90

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