3-(3',3'-dimethylallyl)-4,8-dimethoxy-N-methylquinolin-2-one

ID: ALA5290928

Max Phase: Preclinical

Molecular Formula: C17H21NO3

Molecular Weight: 287.36

Names and Identifiers

Canonical SMILES:  COc1c(CC=C(C)C)c(=O)n(C)c2c(OC)cccc12

Standard InChI:  InChI=1S/C17H21NO3/c1-11(2)9-10-13-16(21-5)12-7-6-8-14(20-4)15(12)18(3)17(13)19/h6-9H,10H2,1-5H3

Standard InChI Key:  SRNUIOCZZWKSIO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -2.8571    0.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.6181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1407   -1.0306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8571   -0.6225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.6189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    1.4440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4306    1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4278    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8571    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1425    1.4440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1375   -1.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8503   -2.2708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0
  3  2  1  0
  4  3  2  0
  5  4  1  0
  1  6  1  0
  6  5  2  0
  3  7  1  0
  8  7  2  0
  9  8  1  0
 10  9  1  0
  4 10  1  0
  9 11  2  0
  7 12  1  0
 12 13  1  0
  8 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 10 19  1  0
  5 20  1  0
 20 21  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5290928

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 287.36

Molecular Weight (Monoisotopic): 287.1521

AlogP: 3.06

#Rotatable Bonds: 4

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: 2

Heavy Atoms: 21

QED Weighted: 0.81

Np Likeness Score: 1.20

References

1. Nhoek P, Ahn S, Pel P, Kim YM, Huh J, Kim HW, Noh M, Chin YW..  (2023)  Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica.,  86  (1.0): [PMID:36529937] [10.1021/acs.jnatprod.2c00844]

Source

Source(1):

• Scientific Literature