5-(2,4-difluorophenyl)-N-(piperidin-4-ylmethyl)-1H-indole-3-carboxamide

ID: ALA4878194

PubChem CID: 164627760

Max Phase: Preclinical

Molecular Formula: C21H21F2N3O

Molecular Weight: 369.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NCC1CCNCC1)c1c[nH]c2ccc(-c3ccc(F)cc3F)cc12

Standard InChI:  InChI=1S/C21H21F2N3O/c22-15-2-3-16(19(23)10-15)14-1-4-20-17(9-14)18(12-25-20)21(27)26-11-13-5-7-24-8-6-13/h1-4,9-10,12-13,24-25H,5-8,11H2,(H,26,27)

Standard InChI Key:  KSYWPFWWAJIFHY-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   19.7923  -12.0609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0870  -11.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0870  -12.4809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8013  -12.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7973  -11.2416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5121  -11.6493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5146  -12.4803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3058  -12.7347    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.3017  -11.3901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5543  -10.6048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3608  -10.4308    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.0004   -9.9932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3718  -11.2433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3735  -10.4184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6592  -10.0071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9443  -10.4207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9483  -11.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6631  -11.6576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9147  -11.0422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7212  -10.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2708  -11.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0743  -11.3122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3310  -10.5277    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.7779   -9.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9680  -10.0851    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2285  -10.0103    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
   17.0882  -10.0061    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
  9 10  1  0
 10 11  1  0
 10 12  2  0
  2 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 11 19  1  0
 19 20  1  0
 20 21  1  0
 20 25  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 16 26  1  0
 14 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4878194

   ---

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: 369.42

Molecular Weight (Monoisotopic): 369.1653

AlogP: 3.84

#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: 12.97

CX Basic pKa: 10.05

CX LogP: 3.18

CX LogD: 0.63

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.65

Np Likeness Score: -0.91

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