N-(1-methyl-1H-indol-5-yl)-2-(6-(4-methylphenoxy)pyridin-3-yl]-2-oxoacetamide

ID: ALA4871951

PubChem CID: 164622988

Max Phase: Preclinical

Molecular Formula: C23H19N3O3

Molecular Weight: 385.42

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  Cc1ccc(Oc2ccc(C(=O)C(=O)Nc3ccc4c(ccn4C)c3)cn2)cc1

Standard InChI:  InChI=1S/C23H19N3O3/c1-15-3-7-19(8-4-15)29-21-10-5-17(14-24-21)22(27)23(28)25-18-6-9-20-16(13-18)11-12-26(20)2/h3-14H,1-2H3,(H,25,28)

Standard InChI Key:  JSIRNPFCKOFINA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   15.8667   -2.9474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8407   -1.6159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3720   -2.2912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6291   -1.8544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6405   -2.6739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3553   -3.0741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0551   -2.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0397   -1.8293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3285   -1.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7436   -1.4072    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.4631   -1.8022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1670   -1.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4787   -2.6234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1514   -0.5590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.8865   -1.7752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8972   -2.6014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6127   -3.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3191   -2.5778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3054   -1.7556    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.5854   -1.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0371   -2.9796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7393   -2.5616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4499   -2.9618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1516   -2.5444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1411   -1.7264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4230   -1.3276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7242   -1.7472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8427   -1.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6311   -3.7298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0
  4  2  1  0
  2  3  2  0
  3  1  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 12 14  2  0
 12 15  1  0
 15 16  2  0
 15 20  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 18 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 22  1  0
 25 28  1  0
  1 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4871951

   ---

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: 385.42

Molecular Weight (Monoisotopic): 385.1426

AlogP: 4.50

#Rotatable Bonds: 5

Polar Surface Area: 73.22

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.44

CX Basic pKa: 1.24

CX LogP: 4.64

CX LogD: 4.64

Aromatic Rings: 4

Heavy Atoms: 29

QED Weighted: 0.41

Np Likeness Score: -1.63

References

1. Ledneczki I, Horváth A, Tapolcsányi P, Éles J, Molnár KD, Vágó I, Visegrády A, Kiss L, Szigetvári Á, Kóti J, Krámos B, Mahó S, Holm P, Kolok S, Fodor L, Thán M, Kostyalik D, Balázs O, Vastag M, Greiner I, Lévay G, Lendvai B, Némethy Z..  (2021)  HTS-based discovery and optimization of novel positive allosteric modulators of the α7 nicotinic acetylcholine receptor.,  222  [PMID:34111828] [10.1016/j.ejmech.2021.113560]

Source

Source(1):

• Scientific Literature