6-Methyl-N-(3-pyridin-2-yl-isoquinolin-1-yl)-pyridine-2-carboxamidine

ID: ALA147918

PubChem CID: 44363600

Max Phase: Preclinical

Molecular Formula: C21H17N5

Molecular Weight: 339.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc(C(=N)Nc2nc(-c3ccccn3)cc3ccccc23)n1

Standard InChI:  InChI=1S/C21H17N5/c1-14-7-6-11-18(24-14)20(22)26-21-16-9-3-2-8-15(16)13-19(25-21)17-10-4-5-12-23-17/h2-13H,1H3,(H2,22,25,26)

Standard InChI Key:  PDLRZUJASSAVIH-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    5.7042   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -6.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -5.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -7.2917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -4.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292   -8.5292    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -8.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -5.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9917   -4.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292   -4.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8417   -4.8125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1292   -6.8792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1375   -9.3500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -8.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7042   -9.3542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -4.4042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2792   -6.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542   -4.4000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1250   -3.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4167   -9.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8542   -9.7625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -4.8167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5542   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5667   -5.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8292   -3.1625    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  3  1  0
  6  7  2  0
  7  4  1  0
  8  1  1  0
  9 10  1  0
 10  8  2  0
 11  5  1  0
 12 11  2  0
 13  4  2  0
 14  6  1  0
 15  7  1  0
 16 15  2  0
 17 10  1  0
 18  8  1  0
 19 12  1  0
 20 11  1  0
 21 16  1  0
 22 14  1  0
 23 25  1  0
 24 26  1  0
 25 18  2  0
 26 20  2  0
  9  5  2  0
 23 17  2  0
 24 19  2  0
 14 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA147918

   6-methyl-N'-(3-pyridin-2-ylisoquinolin-1-yl)pyridine-2-carboximidamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 339.40

Molecular Weight (Monoisotopic): 339.1484

AlogP: 4.44

#Rotatable Bonds: 3

Polar Surface Area: 74.55

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 3.65

CX LogP: 3.94

CX LogD: 3.94

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

Np Likeness Score: -0.86

References

1. de Zwart MA, van der Goot H, Timmerman H..  (1989)  Synthesis and copper-dependent antimycoplasmal activity of 1-amino-3-(2-pyridyl)isoquinoline derivatives. 2. Amidines.,  32  (2): [PMID:2913309] [10.1021/jm00122a033]

Source

Source(1):

• Scientific Literature