N-(2-Chlorophenyl)-2-methyl-5-oxo-4-propyl-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

ID: ALA4592426

PubChem CID: 155569134

Max Phase: Preclinical

Molecular Formula: C20H23ClN2O2

Molecular Weight: 358.87

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCCC1C(C(=O)Nc2ccccc2Cl)=C(C)NC2=C1C(=O)CCC2

Standard InChI:  InChI=1S/C20H23ClN2O2/c1-3-7-13-18(20(25)23-15-9-5-4-8-14(15)21)12(2)22-16-10-6-11-17(24)19(13)16/h4-5,8-9,13,22H,3,6-7,10-11H2,1-2H3,(H,23,25)

Standard InChI Key:  OCEKMNBLSDNCHQ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   32.0108  -24.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0108  -25.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7202  -26.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7202  -24.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4296  -24.8996    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4261  -25.7209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1323  -26.1343    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.8465  -25.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8499  -24.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1393  -24.4917    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7202  -23.6655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.5519  -26.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5598  -24.5007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5641  -23.6794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.2695  -24.9130    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.9834  -24.5081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6924  -24.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4059  -24.5183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4106  -23.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6960  -23.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.9854  -23.6905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1416  -23.6745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8505  -23.2680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8528  -22.4508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6869  -25.7396    0.0000 Cl  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
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 10 22  1  0
 22 23  1  0
 23 24  1  0
 17 25  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4592426

   ---

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: 358.87

Molecular Weight (Monoisotopic): 358.1448

AlogP: 4.58

#Rotatable Bonds: 4

Polar Surface Area: 58.20

Molecular Species: NEUTRAL

HBA: 3

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.61

CX Basic pKa: ┄

CX LogP: 3.56

CX LogD: 3.56

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.83

Np Likeness Score: -1.19

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