N-(2,5-Dichlorophenyl)-4-((2-(diethylamino)ethoxy)methyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxamide

ID: ALA4559532

PubChem CID: 155558084

Max Phase: Preclinical

Molecular Formula: C24H31Cl2N3O3

Molecular Weight: 480.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CCN(CC)CCOCC1C(C(=O)Nc2cc(Cl)ccc2Cl)=C(C)NC2=C1C(=O)CCC2

Standard InChI:  InChI=1S/C24H31Cl2N3O3/c1-4-29(5-2)11-12-32-14-17-22(15(3)27-19-7-6-8-21(30)23(17)19)24(31)28-20-13-16(25)9-10-18(20)26/h9-10,13,17,27H,4-8,11-12,14H2,1-3H3,(H,28,31)

Standard InChI Key:  LAVCGNFYSXUGRO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   31.7054  -14.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7054  -15.5308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4148  -15.9394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4148  -14.2967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1242  -14.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1207  -15.5307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8269  -15.9442    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.5411  -15.5367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5445  -14.7154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8338  -14.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4148  -13.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2464  -15.9534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2544  -14.3106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2587  -13.4893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9640  -14.7229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.6780  -14.3180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3870  -14.7323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1005  -14.3282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.1052  -13.5060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3906  -13.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6800  -13.5004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3815  -15.5495    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   37.3920  -12.2725    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   33.8362  -13.4844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5450  -13.0778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.5474  -12.2606    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2562  -11.8541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2586  -11.0369    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   35.9675  -10.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5520  -10.6263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5544   -9.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.9698   -9.8131    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
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  4 11  2  0
  8 12  1  0
  9 13  1  0
 13 14  2  0
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 16 17  2  0
 17 18  1  0
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 19 20  1  0
 20 21  2  0
 21 16  1  0
 17 22  1  0
 20 23  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4559532

   ---

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: 480.44

Molecular Weight (Monoisotopic): 479.1742

AlogP: 4.79

#Rotatable Bonds: 9

Polar Surface Area: 70.67

Molecular Species: BASE

HBA: 5

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: 8.71

CX LogP: 3.29

CX LogD: 1.95

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.50

Np Likeness Score: -1.63

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