Orijanone

ID: ALA5273934

Max Phase: Preclinical

Molecular Formula: C16H19NO3

Molecular Weight: 273.33

Names and Identifiers

Canonical SMILES:  COc1c(CC(=O)C(C)C)c(=O)n(C)c2ccccc12

Standard InChI:  InChI=1S/C16H19NO3/c1-10(2)14(18)9-12-15(20-4)11-7-5-6-8-13(11)17(3)16(12)19/h5-8,10H,9H2,1-4H3

Standard InChI Key:  YXGHKWZVZFYPKC-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
   -2.8571    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1425    0.6182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307   -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    0.2063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013   -0.6188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160   -1.0314    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7160    1.4441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4307    1.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7131   -1.0314    0.0000 O   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    0.2063    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
    1.4278   -0.6188    0.0000 O   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
    2.8571    0.2063    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  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
 10 20  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA5273934

   ---

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: 273.33

Molecular Weight (Monoisotopic): 273.1365

AlogP: 2.31

#Rotatable Bonds: 4

Polar Surface Area: 48.30

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.91

CX LogD: 1.91

Aromatic Rings: 2

Heavy Atoms: 20

QED Weighted: 0.86

Np Likeness Score: 0.59

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