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

ID: ALA4517214

PubChem CID: 3144726

Max Phase: Preclinical

Molecular Formula: C24H23BrN2O2

Molecular Weight: 451.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccccc2C)C(c2ccc(Br)cc2)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C24H23BrN2O2/c1-14-6-3-4-7-18(14)27-24(29)21-15(2)26-19-8-5-9-20(28)23(19)22(21)16-10-12-17(25)13-11-16/h3-4,6-7,10-13,22,26H,5,8-9H2,1-2H3,(H,27,29)

Standard InChI Key:  QALKUNGGFMIWBA-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 29 32  0  0  0  0  0  0  0  0999 V2000
    2.1420  -19.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1420  -20.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514  -21.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514  -19.5713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5608  -19.9882    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5574  -20.8095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2636  -21.2188    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777  -20.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9812  -19.9942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2705  -19.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514  -18.7500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6831  -21.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6910  -19.5852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6953  -18.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007  -20.0016    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1147  -19.5926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2734  -18.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9881  -18.3515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9907  -17.5310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2796  -17.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5642  -17.5305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5650  -18.3497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8237  -20.0111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5371  -19.6028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5419  -18.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8272  -18.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1166  -18.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8181  -20.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2808  -16.2982    0.0000 Br  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
M  END

Alternative Forms

1. Parent:

   

   ALA4517214

   4-(4-bromophenyl)-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: 451.36

Molecular Weight (Monoisotopic): 450.0943

AlogP: 5.36

#Rotatable Bonds: 3

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: 4.48

CX LogD: 4.48

Aromatic Rings: 2

Heavy Atoms: 29

QED Weighted: 0.66

Np Likeness Score: -1.46

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