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

ID: ALA4560771

PubChem CID: 155558278

Max Phase: Preclinical

Molecular Formula: C21H25IN2O2

Molecular Weight: 464.35

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccccc2I)C(CC(C)C)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C21H25IN2O2/c1-12(2)11-14-19(21(26)24-16-8-5-4-7-15(16)22)13(3)23-17-9-6-10-18(25)20(14)17/h4-5,7-8,12,14,23H,6,9-11H2,1-3H3,(H,24,26)

Standard InChI Key:  CUAHMRMBBASWHX-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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    1.8325  -11.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8325  -11.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419  -12.2455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419  -10.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2513  -11.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2478  -11.8369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9540  -12.2503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6682  -11.8429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716  -11.0216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9610  -10.6077    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5419   -9.7815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3736  -12.2596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3815  -10.6167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3858   -9.7954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0912  -11.0290    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8051  -10.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5141  -11.0385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2276  -10.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2323   -9.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5177   -9.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8071   -9.8065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9633   -9.7905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5400   -9.2078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3304   -9.4152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3243   -8.4196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5086  -11.8556    0.0000 I   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
 23 25  1  0
 17 26  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4560771

   ---

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: 464.35

Molecular Weight (Monoisotopic): 464.0961

AlogP: 4.78

#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: 12.89

CX Basic pKa: ┄

CX LogP: 4.17

CX LogD: 4.17

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.63

Np Likeness Score: -1.02

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