7-Hydroxy-4,8-dimethoxy-3-(3-methylbut-2-enyl)-N-methyl-2-quinolone

ID: ALA5285354

Max Phase: Preclinical

Molecular Formula: C17H21NO5

Molecular Weight: 319.36

Names and Identifiers

Canonical SMILES:  COc1c(CC(=O)C(C)C)c(=O)n(C)c2c(OC)c(O)ccc12

Standard InChI:  InChI=1S/C17H21NO5/c1-9(2)13(20)8-11-15(22-4)10-6-7-12(19)16(23-5)14(10)18(3)17(11)21/h6-7,9,19H,8H2,1-5H3

Standard InChI Key:  NZUMNSSOAGCZRT-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

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   -1.7852    0.8240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733   -0.4129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998   -0.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3558   -0.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -0.8256    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585    1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0733    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705   -0.8256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0705    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7852   -0.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4998    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2144    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7834   -1.6499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0688   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2144   -0.8293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3585   -1.6508    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
  7 11  1  0
 11 12  1  0
  9 13  2  0
  8 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 16 18  1  0
 16 19  1  0
  5 20  1  0
 20 21  1  0
  6 22  1  0
 10 23  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5285354

   ---

Molecule Features

Natural Product: No

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: 319.36

Molecular Weight (Monoisotopic): 319.1420

AlogP: 2.03

#Rotatable Bonds: 5

Polar Surface Area: 77.76

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.44

CX Basic pKa: ┄

CX LogP: 1.45

CX LogD: 1.45

Aromatic Rings: 2

Heavy Atoms: 23

QED Weighted: 0.91

Np Likeness Score: 1.27

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