N-(3-Pyridin-2-yl-isoquinolin-1-yl)-benzamidine

ID: ALA144665

PubChem CID: 6858772

Max Phase: Preclinical

Molecular Formula: C22H18N4

Molecular Weight: 338.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cccc2c(NC(=N)c3ccccn3)nc(-c3ccccc3)cc12

Standard InChI:  InChI=1S/C22H18N4/c1-15-8-7-11-17-18(15)14-20(16-9-3-2-4-10-16)25-22(17)26-21(23)19-12-5-6-13-24-19/h2-14H,1H3,(H2,23,25,26)

Standard InChI Key:  YJTXQOHZBUAFJX-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 26 29  0  0  0  0  0  0  0  0999 V2000
    4.8292   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -4.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -3.1542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -4.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -2.3250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1167   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -1.9125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -5.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2625   -6.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -1.9167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2625   -4.3917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -3.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -3.1542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2667   -6.8542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6917   -2.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -6.0375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4125   -1.0917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2542   -1.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9750   -2.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5500   -7.2750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9625   -0.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8292   -6.8625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6875   -1.9042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6792   -1.0792    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  7  2  0
  6  3  1  0
  7  1  1  0
  8  5  1  0
  9  4  1  0
 10  9  2  0
 11  5  1  0
 12  6  1  0
 13  4  2  0
 14  7  1  0
 15 14  2  0
 16 10  1  0
 17 15  1  0
 18  9  1  0
 19 11  1  0
 20 12  2  0
 21 12  1  0
 22 24  1  0
 23 20  1  0
 24 18  2  0
 25 21  2  0
 26 25  1  0
  8  6  2  0
 17 11  2  0
 26 23  2  0
 16 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA144665

   N'-(5-methyl-3-phenylisoquinolin-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: 338.41

Molecular Weight (Monoisotopic): 338.1531

AlogP: 5.04

#Rotatable Bonds: 3

Polar Surface Area: 61.66

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: 4.15

CX LogP: 5.16

CX LogD: 5.16

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.41

Np Likeness Score: -0.80

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