2-Methyl-N-(3-pyridin-2-yl-isoquinolin-1-yl)-isonicotinamidine

ID: ALA343851

PubChem CID: 44363599

Max Phase: Preclinical

Molecular Formula: C21H17N5

Molecular Weight: 339.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  Cc1cc(C(=N)Nc2nc(-c3ccccn3)cc3ccccc23)ccn1

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

Standard InChI Key:  LOSIKXWLZZFNPG-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    5.7667   -5.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -6.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -5.5792    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -7.2292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -4.7500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0542   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.0542   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -8.0542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9042   -4.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4792   -9.7000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917   -8.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917   -6.8167    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2000   -9.2792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    5.7667   -8.4625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -4.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3417   -5.9917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1875   -3.5125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9167   -9.6917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -4.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6167   -3.5042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6292   -5.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917   -3.0917    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 10  2  0
 12 16  2  0
 13  9  1  0
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 15 13  2  0
 16 17  1  0
 17  9  2  0
 18  8  1  0
 19  6  1  0
 20 11  1  0
 21 10  1  0
 22 15  1  0
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 24 26  1  0
 25 19  2  0
 26 21  2  0
  7  5  2  0
 23 18  2  0
 15 12  1  0
 24 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA343851

   2-methyl-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: 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: 5.40

CX LogP: 3.56

CX LogD: 3.55

Aromatic Rings: 4

Heavy Atoms: 26

QED Weighted: 0.43

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]

Source

Source(1):

• Scientific Literature