4-(4-Ethylphenyl)-2-methyl-5-oxo-N-(o-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

ID: ALA4551085

PubChem CID: 3142521

Max Phase: Preclinical

Molecular Formula: C26H28N2O2

Molecular Weight: 400.52

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCc1ccc(C2C(C(=O)Nc3ccccc3C)=C(C)NC3=C2C(=O)CCC3)cc1

Standard InChI:  InChI=1S/C26H28N2O2/c1-4-18-12-14-19(15-13-18)24-23(26(30)28-20-9-6-5-8-16(20)2)17(3)27-21-10-7-11-22(29)25(21)24/h5-6,8-9,12-15,24,27H,4,7,10-11H2,1-3H3,(H,28,30)

Standard InChI Key:  VJEHNGRJRSDSME-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 30 33  0  0  0  0  0  0  0  0999 V2000
    2.3401  -28.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3401  -29.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495  -29.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495  -28.2096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7590  -28.6265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7555  -29.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617  -29.8571    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1758  -29.4538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1793  -28.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4686  -28.2145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0495  -27.3883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8812  -29.8663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8891  -28.2235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934  -27.4022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5988  -28.6399    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3128  -28.2309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4715  -27.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1862  -26.9898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1889  -26.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4777  -25.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7623  -26.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7631  -26.9880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0218  -28.6494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7352  -28.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7400  -27.4189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0253  -27.0067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3148  -27.4132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0162  -29.4707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4789  -24.9365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7718  -24.5268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  2  0
  5 10  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  4 11  2  0
  8 12  1  0
  9 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 10 17  1  0
 16 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 16  1  0
 23 28  1  0
 20 29  1  0
 29 30  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4551085

   4-(4-ethylphenyl)-2-methyl-N-(2-methylphenyl)-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxamide

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: 400.52

Molecular Weight (Monoisotopic): 400.2151

AlogP: 5.16

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: 1

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.67

CX LogD: 4.67

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.74

Np Likeness Score: -1.42

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