1-isobutyl-N-(6-(1-methyl-1H-pyrazol-4-yl)isoquinolin-3-yl)piperidine-4-carboxamide

ID: ALA5289681

Max Phase: Preclinical

Molecular Formula: C23H29N5O

Molecular Weight: 391.52

Names and Identifiers

Canonical SMILES:  CC(C)CN1CCC(C(=O)Nc2cc3cc(-c4cnn(C)c4)ccc3cn2)CC1

Standard InChI:  InChI=1S/C23H29N5O/c1-16(2)14-28-8-6-17(7-9-28)23(29)26-22-11-20-10-18(4-5-19(20)12-24-22)21-13-25-27(3)15-21/h4-5,10-13,15-17H,6-9,14H2,1-3H3,(H,24,26,29)

Standard InChI Key:  OGPJOAYIAOEJAM-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
   -1.4300   -0.2044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154    0.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0036   -1.0291    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7136   -1.4409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -1.0328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1456   -1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8634   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8652   -0.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1507    0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    0.2056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3333   -0.1298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8852    0.4831    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4728    1.1974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6660    1.0259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7099    0.4831    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7106    0.2083    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1389    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4247   -1.0286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1389    1.0330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    1.0329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5673    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8531   -0.2039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9956    1.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7099    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9956    0.2083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  6  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  2  0
  1 10  1  0
 11  9  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
 13 16  1  0
  3 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  2  0
 21 19  1  0
 22 21  1  0
 23 22  1  0
 24 23  1  0
 25 24  1  0
 19 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5289681

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 391.52

Molecular Weight (Monoisotopic): 391.2372

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 63.05

Molecular Species: BASE

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.05

CX Basic pKa: 9.71

CX LogP: 3.38

CX LogD: 1.10

Aromatic Rings: 3

Heavy Atoms: 29

QED Weighted: 0.72

Np Likeness Score: -1.69

References

1. Lindberg MF, Deau E, Arfwedson J, George N, George P, Alfonso P, Corrionero A, Meijer L..  (2023)  Comparative Efficacy and Selectivity of Pharmacological Inhibitors of DYRK and CLK Protein Kinases.,  66  (6): [PMID:36876904] [10.1021/acs.jmedchem.2c02068]

Source

Source(1):

• Scientific Literature