2,5-Dimethyl-N-(3-pyridin-2-yl-isoquinolin-1-yl)-benzamide

ID: ALA128715

PubChem CID: 14040420

Max Phase: Preclinical

Molecular Formula: C23H19N3O

Molecular Weight: 353.43

Molecule Type: Small molecule

Associated Items:

This compound is not in our inventory system

Names and Identifiers

Canonical SMILES:  Cc1ccc(C)c(C(=O)Nc2nc(-c3ccccn3)cc3ccccc23)c1

Standard InChI:  InChI=1S/C23H19N3O/c1-15-10-11-16(2)19(13-15)23(27)26-22-18-8-4-3-7-17(18)14-21(25-22)20-9-5-6-12-24-20/h3-14H,1-2H3,(H,25,26,27)

Standard InChI Key:  YRWMDSYVZHWNKM-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 27 30  0  0  0  0  0  0  0  0999 V2000
   -0.3458   -2.1125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3458   -2.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750   -1.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -3.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8708   -3.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1750   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -1.8125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3500   -0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8625   -1.2125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6917   -0.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3875   -2.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -3.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2125   -1.2000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3958   -3.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3583   -4.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4000   -4.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8833   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -0.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3833   -2.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7292   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1542   -3.6042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6792   -0.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9208   -4.8000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9083   -1.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7167   -0.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9083   -1.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1917    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  1  2  0
  4  2  1  0
  5  4  1  0
  6  3  1  0
  7  1  1  0
  8  9  1  0
  9  7  1  0
 10  6  1  0
 11  4  2  0
 12  5  1  0
 13 10  2  0
 14  5  2  0
 15 12  2  0
 16 14  1  0
 17 16  2  0
 18  9  2  0
 19  7  2  0
 20 13  1  0
 21 12  1  0
 22 10  1  0
 23 16  1  0
 24 26  2  0
 25 27  1  0
 26 19  1  0
 27 22  2  0
  6  8  2  0
 18 24  1  0
 20 25  2  0
 15 17  1  0
M  END

Associated Targets(Human)

ADORA3 Tchem Adenosine A3 receptor (15931 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mycoplasmoides gallisepticum (165 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adora1 Adenosine A1 receptor (6163 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adora2a Adenosine A2a receptor (3360 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 353.43Molecular Weight (Monoisotopic): 353.1528AlogP: 5.17#Rotatable Bonds: 3
Polar Surface Area: 54.88Molecular Species: NEUTRALHBA: 3HBD: 1
#RO5 Violations: 1HBA (Lipinski): 4HBD (Lipinski): 1#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: 2.96CX LogP: 5.66CX LogD: 5.66
Aromatic Rings: 4Heavy Atoms: 27QED Weighted: 0.55Np Likeness Score: -1.24

References

1. van Muijlwijk-Koezen JE, Timmerman H, Link R, van der Goot H, Ijzerman AP..  (1998)  A novel class of adenosine A3 receptor ligands. 2. Structure affinity profile of a series of isoquinoline and quinazoline compounds.,  41  (21): [PMID:9767637] [10.1021/jm980037i]
2. de Zwart MA, van der Goot H, Timmerman H..  (1988)  Synthesis and copper-dependent antimycoplasmal activity of 1-amino-3-(2-pyridyl)isoquinoline derivatives. 1. Amides.,  31  (4): [PMID:3351847] [10.1021/jm00399a005]

Source