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

ID: ALA4547759

PubChem CID: 155553549

Max Phase: Preclinical

Molecular Formula: C21H24N2O2

Molecular Weight: 336.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2ccccc2C)C(C2CC2)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C21H24N2O2/c1-12-6-3-4-7-15(12)23-21(25)18-13(2)22-16-8-5-9-17(24)20(16)19(18)14-10-11-14/h3-4,6-7,14,19,22H,5,8-11H2,1-2H3,(H,23,25)

Standard InChI Key:  QBYPAKMWDGWGJS-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 25 28  0  0  0  0  0  0  0  0999 V2000
   22.0600   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0600   -3.6774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7694   -4.0860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7694   -2.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4789   -2.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4754   -3.6773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1816   -4.0908    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.8957   -3.6833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8992   -2.8620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1885   -2.4482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7694   -1.6220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.6011   -4.1000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6090   -2.4572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6133   -1.6359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3187   -2.8695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0327   -2.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7417   -2.8789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4551   -2.4748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -1.6526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7452   -1.2363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0347   -1.6470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7362   -3.6961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1934   -1.6340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6040   -0.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7868   -0.9251    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
  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
 17 22  1  0
 24 23  1  0
 25 24  1  0
 23 25  1  0
 10 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4547759

   ---

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: 336.44

Molecular Weight (Monoisotopic): 336.1838

AlogP: 3.84

#Rotatable Bonds: 3

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: ┄

CX Basic pKa: 0.30

CX LogP: 2.84

CX LogD: 2.84

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.88

Np Likeness Score: -1.11

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