Decanoic acid (3-pyridin-2-yl-isoquinolin-1-yl)-amide

ID: ALA161745

PubChem CID: 4057423

Max Phase: Preclinical

Molecular Formula: C24H29N3O

Molecular Weight: 375.52

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCCCCC(=O)Nc1nc(-c2ccccn2)cc2ccccc12

Standard InChI:  InChI=1S/C24H29N3O/c1-2-3-4-5-6-7-8-16-23(28)27-24-20-14-10-9-13-19(20)18-22(26-24)21-15-11-12-17-25-21/h9-15,17-18H,2-8,16H2,1H3,(H,26,27,28)

Standard InChI Key:  VOTKZOYATSERIT-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   -0.9583   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -5.6542    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9583   -6.9875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -4.7667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7208   -5.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9625   -4.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7208   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1958   -7.4292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3292   -4.7667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5667   -6.9917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875   -4.3375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000   -8.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4875   -6.1042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0917   -4.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -3.4417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5625   -8.7542    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8375  -12.7417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0667  -12.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167  -10.9667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0792  -11.4167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5542   -9.6417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167  -10.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500   -4.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0875   -3.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2500   -5.6667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8292  -13.6292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3167   -3.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  1  1  0
  4  2  1  0
  5  1  1  0
  6  7  1  0
  7  5  1  0
  8  3  1  0
  9  4  1  0
 10  9  2  0
 11  8  2  0
 12  7  2  0
 13  8  1  0
 14  5  2  0
 15 10  1  0
 16  9  1  0
 17 13  1  0
 18 19  1  0
 19 21  1  0
 20 23  1  0
 21 20  1  0
 22 17  1  0
 23 22  1  0
 24 26  2  0
 25 28  1  0
 26 14  1  0
 27 18  1  0
 28 16  2  0
  4  6  2  0
 12 24  1  0
 15 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA161745

   N-(3-pyridin-2-ylisoquinolin-1-yl)decanamide

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: 375.52

Molecular Weight (Monoisotopic): 375.2311

AlogP: 6.38

#Rotatable Bonds: 10

Polar Surface Area: 54.88

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 11.90

CX Basic pKa: 3.04

CX LogP: 6.59

CX LogD: 6.59

Aromatic Rings: 3

Heavy Atoms: 28

QED Weighted: 0.42

Np Likeness Score: -0.65

References

1. de Zwart MA, van der Goot H, Timmerman H..  (1988)  Synthesis and copper-dependent antimycoplasmal activity of 1-amino-3-(2-pyridyl)isoquinoline derivatives. 1. Amides.,  31  (4): [PMID:3351847] [10.1021/jm00399a005]

Source

Source(1):

• Scientific Literature