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

ID: ALA4516265

PubChem CID: 155540222

Max Phase: Preclinical

Molecular Formula: C23H30N2O2

Molecular Weight: 366.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCCCC1C(C(=O)Nc2ccccc2C)=C(C)NC2=C1C(=O)CCC2

Standard InChI:  InChI=1S/C23H30N2O2/c1-4-5-6-11-17-21(23(27)25-18-12-8-7-10-15(18)2)16(3)24-19-13-9-14-20(26)22(17)19/h7-8,10,12,17,24H,4-6,9,11,13-14H2,1-3H3,(H,25,27)

Standard InChI Key:  AQUSBQUOURZUPB-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   22.0807  -12.0887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901  -12.4972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901  -10.8546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4995  -11.2673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4960  -12.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2022  -12.5021    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.9164  -12.0946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9198  -11.2733    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2091  -10.8595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901  -10.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6218  -12.5113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6297  -10.8685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6340  -10.0472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3394  -11.2808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0533  -10.8759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7623  -11.2902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4758  -10.8860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4805  -10.0639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7659   -9.6476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0553  -10.0582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7568  -12.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2115  -10.0423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9203   -9.6357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9227   -8.8185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6316   -8.4120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3381   -8.8226    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
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  5  6  2  0
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  9 13  1  0
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 19 20  1  0
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 21 16  1  0
 17 22  1  0
 10 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4516265

   ---

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: 366.51

Molecular Weight (Monoisotopic): 366.2307

AlogP: 5.01

#Rotatable Bonds: 6

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: 4.35

CX LogD: 4.35

Aromatic Rings: 1

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: -0.92

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