tert-Butyl((3-((2,5-dichlorophenyl)carbamoyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinolin-4-yl)methyl)carbamate

ID: ALA4517641

PubChem CID: 155541163

Max Phase: Preclinical

Molecular Formula: C23H27Cl2N3O4

Molecular Weight: 480.39

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(C(=O)Nc2cc(Cl)ccc2Cl)C(CNC(=O)OC(C)(C)C)C2=C(CCCC2=O)N1

Standard InChI:  InChI=1S/C23H27Cl2N3O4/c1-12-19(21(30)28-17-10-13(24)8-9-15(17)25)14(11-26-22(31)32-23(2,3)4)20-16(27-12)6-5-7-18(20)29/h8-10,14,27H,5-7,11H2,1-4H3,(H,26,31)(H,28,30)

Standard InChI Key:  FAOBQTZGLXUYSZ-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 32 34  0  0  0  0  0  0  0  0999 V2000
    1.8077  -25.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8077  -25.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171  -26.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171  -24.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2265  -25.1472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2231  -25.9685    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9293  -26.3820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6434  -25.9745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6469  -25.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9362  -24.7393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5171  -23.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3488  -26.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567  -24.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610  -23.9270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0664  -25.1606    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7804  -24.7558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4893  -25.1701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2028  -24.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2076  -23.9437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4929  -23.5274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7823  -23.9381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4839  -25.9873    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    7.4943  -22.7102    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    3.9385  -23.9222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6474  -23.5156    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6497  -22.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3586  -22.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9432  -22.2878    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9455  -21.4706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390  -21.0600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6544  -21.0640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9374  -20.6527    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
 20 23  1  0
 10 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  1  0
 29 32  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4517641

   ---

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: 480.39

Molecular Weight (Monoisotopic): 479.1379

AlogP: 4.96

#Rotatable Bonds: 4

Polar Surface Area: 96.53

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.42

CX Basic pKa: ┄

CX LogP: 3.30

CX LogD: 3.30

Aromatic Rings: 1

Heavy Atoms: 32

QED Weighted: 0.57

Np Likeness Score: -1.40

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