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

ID: ALA357474

PubChem CID: 44363797

Max Phase: Preclinical

Molecular Formula: C20H15N5

Molecular Weight: 325.38

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  N=C(Nc1nc(-c2ccccn2)cc2ccccc12)c1ccncc1

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

Standard InChI Key:  HLXACCLRPXXLTC-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
    6.1292   -3.0667    0.0000 C   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
    5.4250   -6.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4250   -8.4292    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   -8.0167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1375   -7.1917    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
    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
  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  5  1  0
 10  9  2  0
 11  4  1  0
 12 18  2  0
 13  4  2  0
 14  8  1  0
 15  6  1  0
 16 19  2  0
 17 10  1  0
 18 20  1  0
 19 11  1  0
 20 11  2  0
 21  9  1  0
 22 24  1  0
 23 25  1  0
 24 15  2  0
 25 21  2  0
  5  7  2  0
 14 22  2  0
 12 16  1  0
 17 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA357474

   N'-(3-pyridin-2-ylisoquinolin-1-yl)pyridine-4-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: 5.21

CX LogP: 3.43

CX LogD: 3.42

Aromatic Rings: 4

Heavy Atoms: 25

QED Weighted: 0.44

Np Likeness Score: -0.76

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