3-keto dihydro costunolide

ID: ALA4544657

PubChem CID: 155552983

Max Phase: Preclinical

Molecular Formula: C15H20O3

Molecular Weight: 248.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C1=C\CC(=O)/C(C)=C/[C@H]2OC(=O)[C@@H](C)[C@@H]2CC1

Standard InChI:  InChI=1S/C15H20O3/c1-9-4-6-12-11(3)15(17)18-14(12)8-10(2)13(16)7-5-9/h5,8,11-12,14H,4,6-7H2,1-3H3/b9-5+,10-8+/t11-,12-,14+/m0/s1

Standard InChI Key:  WGKCHOCRVKQKKB-XGPMAYMTSA-N

Molfile:  

 
     RDKit          2D

 20 21  0  0  0  0  0  0  0  0999 V2000
    5.1580  -19.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1580  -20.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643  -20.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8643  -19.2245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5707  -19.6358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5695  -20.4582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9898  -19.6449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2815  -19.2278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1491  -20.2190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8656  -21.6835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9887  -20.4632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2759  -20.8693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4392  -21.6733    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2570  -21.7649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5940  -21.0166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6597  -22.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5670  -19.8848    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6934  -21.4476    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3943  -20.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4504  -20.8671    0.0000 O   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  2  0
  5  4  2  0
  5  8  1  0
  6 12  1  0
 11  7  1  0
  7  8  1  0
  5  9  1  0
  3 10  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11 15  1  0
 14 16  2  0
 11 17  1  6
 12 18  1  1
 15 19  1  6
  2 20  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4544657

   ---

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: 248.32

Molecular Weight (Monoisotopic): 248.1412

AlogP: 2.81

#Rotatable Bonds: ┄

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.01

CX LogD: 3.01

Aromatic Rings: ┄

Heavy Atoms: 18

QED Weighted: 0.49

Np Likeness Score: 2.91

References

1.  (2014)  Methods of identifying antagonists of the hTAS2R46 bitter taste receptor, 

Source

Source(1):

• Patent Bioactivity Data