4-(Furan-2-yl)-2-methyl-5-oxo-N-(p-tolyl)-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

ID: ALA4545039

PubChem CID: 155553095

Max Phase: Preclinical

Molecular Formula: C22H22N2O3

Molecular Weight: 362.43

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccc(C)cc2)C(c2ccco2)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C22H22N2O3/c1-13-8-10-15(11-9-13)24-22(26)19-14(2)23-16-5-3-6-17(25)20(16)21(19)18-7-4-12-27-18/h4,7-12,21,23H,3,5-6H2,1-2H3,(H,24,26)

Standard InChI Key:  QKYAQYDPAPUYOC-UHFFFAOYSA-N

Molfile:  

 
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   31.6641  -28.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3735  -28.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3735  -27.2438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0829  -27.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0794  -28.4779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7856  -28.8913    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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   33.7926  -27.2487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3735  -26.4225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2052  -28.9006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2131  -27.2577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2174  -26.4364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9228  -27.6700    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6368  -27.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   34.2082  -25.1666    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3868  -25.1642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1322  -25.9448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.3457  -27.6795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0592  -27.2753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0640  -26.4531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3493  -26.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6387  -26.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7736  -26.0479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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 26 16  1  0
 24 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4545039

   ---

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: 362.43

Molecular Weight (Monoisotopic): 362.1630

AlogP: 4.19

#Rotatable Bonds: 3

Polar Surface Area: 71.34

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.69

CX LogD: 2.69

Aromatic Rings: 2

Heavy Atoms: 27

QED Weighted: 0.86

Np Likeness Score: -1.48

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