5-Cyano-4-isobutyl-2,6-dimethyl-N-(o-tolyl)-1,4-dihydropyridine-3-carboxamide

ID: ALA4560915

PubChem CID: 155558623

Max Phase: Preclinical

Molecular Formula: C20H25N3O

Molecular Weight: 323.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C#N)C(CC(C)C)C(C(=O)Nc2ccccc2C)=C(C)N1

Standard InChI:  InChI=1S/C20H25N3O/c1-12(2)10-16-17(11-21)14(4)22-15(5)19(16)20(24)23-18-9-7-6-8-13(18)3/h6-9,12,16,22H,10H2,1-5H3,(H,23,24)

Standard InChI Key:  RJCWVOBTJLGEPJ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 25  0  0  0  0  0  0  0  0999 V2000
    3.0578  -28.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7672  -27.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7637  -28.3747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4699  -28.7881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1841  -28.3807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875  -27.5594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769  -27.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8895  -28.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8974  -27.1545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9017  -26.3332    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6071  -27.5668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3210  -27.1620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0300  -27.5763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7435  -27.1721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7482  -26.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0336  -25.9336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3230  -26.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4792  -26.3283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0245  -28.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0581  -27.1435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517  -26.7327    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7727  -25.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7750  -25.1005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638  -26.3243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0
  2  3  2  0
  2  7  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  5  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 12  1  0
  7 18  1  0
 13 19  1  0
 20 21  3  0
  2 20  1  0
 18 22  1  0
 22 23  1  0
 22 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560915

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 323.44

Molecular Weight (Monoisotopic): 323.1998

AlogP: 4.27

#Rotatable Bonds: 4

Polar Surface Area: 64.92

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: 0.68

CX LogP: 3.33

CX LogD: 3.33

Aromatic Rings: 1

Heavy Atoms: 24

QED Weighted: 0.87

Np Likeness Score: -1.18

References

1. Ulven ER, Quon T, Sergeev E, Barki N, Brvar M, Hudson BD, Dutta P, Hansen AH, Bielefeldt LØ, Tobin AB, McKenzie CJ, Milligan G, Ulven T..  (2020)  Structure-Activity Relationship Studies of Tetrahydroquinolone Free Fatty Acid Receptor 3 Modulators.,  63  (7): [PMID:32141297] [10.1021/acs.jmedchem.9b02036]

Source

Source(1):

• Scientific Literature