N-(3-Pyridin-2-yl-isoquinolin-1-yl)-pyridine-2-carboxamidine

ID: ALA144514

Cas Number: 118112-10-0

PubChem CID: 463108

Max Phase: Preclinical

Molecular Formula: C20H15N5

Molecular Weight: 325.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(Nc1nc(-c2ccccn2)cc2ccccc12)c1ccccn1

Standard InChI:  InChI=1S/C20H15N5/c21-19(17-10-4-6-12-23-17)25-20-15-8-2-1-7-14(15)13-18(24-20)16-9-3-5-11-22-16/h1-13H,(H2,21,24,25)

Standard InChI Key:  VZJMIYLTPATHJF-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
    4.7042   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -5.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -4.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -5.9625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -3.4792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9917   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -6.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -7.1917    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8500   -3.4792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -5.5500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -3.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2792   -4.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1417   -8.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5625   -3.0667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -7.1917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1292   -2.2417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -3.4875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -8.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5542   -2.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5667   -4.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8375   -1.8292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7042   -8.0167    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  1  1  0
  7  8  1  0
  8  6  2  0
  9  4  1  0
 10  5  1  0
 11  9  2  0
 12 10  2  0
 13  4  2  0
 14  8  1  0
 15  6  1  0
 16 11  1  0
 17 12  1  0
 18  9  1  0
 19 10  1  0
 20 23  1  0
 21 25  1  0
 22 24  1  0
 23 15  2  0
 24 19  2  0
 25 18  2  0
  7  5  2  0
 20 14  2  0
 22 17  2  0
 16 21  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA144514

   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: 325.38

Molecular Weight (Monoisotopic): 325.1327

AlogP: 4.13

#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: 3.54

CX LogP: 3.81

CX LogD: 3.81

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -0.70

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]

2. PubChem BioAssay data set, 

3. PubChem BioAssay data set, 

4. Johannes Zuegg, Alysha Elliott, Maite Amado, Emma Cowie, Ali Hinton, Geraldine Kaeslin, Angela Kavanagh, Anne Kunert, Gabriell Lowe, Soumya Ramu, Janet Reid, Robin Trauer, Mathilde Desselle, Ruth Neale, Karl Hansford, Mark Blascovich, Matthew Cooper. CO-ADD screening of NIH NCI Diversity Set V,  [10.6019/CHEMBL4296182]

Source

Source(3):

• Scientific Literature
• PubChem BioAssays
• CO-ADD antimicrobial screening data