N-{1-Azabicyclo[2.2.2]octan-3-yl}-2-phenylquinoline-4-carboxamide

ID: ALA4551830

PubChem CID: 155555906

Max Phase: Preclinical

Molecular Formula: C23H23N3O

Molecular Weight: 357.46

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C(NC1CN2CCC1CC2)c1cc(-c2ccccc2)nc2ccccc12

Standard InChI:  InChI=1S/C23H23N3O/c27-23(25-22-15-26-12-10-17(22)11-13-26)19-14-21(16-6-2-1-3-7-16)24-20-9-5-4-8-18(19)20/h1-9,14,17,22H,10-13,15H2,(H,25,27)

Standard InChI Key:  YGIKWZBRLZWWGX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 27 31  0  0  0  0  0  0  0  0999 V2000
   21.1297  -11.7148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1286  -12.5343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8366  -12.9433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5463  -12.5338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5435  -11.7112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8348  -11.3059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5847  -10.4996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5836  -11.3192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2916  -11.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2898  -10.0908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9984  -10.4960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9992  -11.3150    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7077  -11.7221    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.4160  -11.3113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4113  -10.4892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7021  -10.0858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6978   -9.2686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4033   -8.8563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.9880   -8.8638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.1132   -9.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1129  -10.0752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8187  -10.4799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5267  -10.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5243   -9.2529    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.8140   -8.8437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7257   -9.9590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8949   -9.4307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 12  2  0
 11 10  2  0
 10  7  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 11  1  0
 16 17  1  0
 17 18  1  0
 17 19  2  0
 18 20  1  0
 14  1  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
 21 26  1  0
 26 27  1  0
 27 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551830

   ---

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: 357.46

Molecular Weight (Monoisotopic): 357.1841

AlogP: 3.73

#Rotatable Bonds: 3

Polar Surface Area: 45.23

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 7.96

CX LogP: 3.61

CX LogD: 2.95

Aromatic Rings: 3

Heavy Atoms: 27

QED Weighted: 0.78

Np Likeness Score: -0.87

References

1. Musharrafieh R, Zhang J, Tuohy P, Kitamura N, Bellampalli SS, Hu Y, Khanna R, Wang J..  (2019)  Discovery of Quinoline Analogues as Potent Antivirals against Enterovirus D68 (EV-D68).,  62  (8): [PMID:30912944] [10.1021/acs.jmedchem.9b00115]

Source

Source(1):

• Scientific Literature