3-Betahydroxy dihydro costunolide acetate

ID: ALA4535452

PubChem CID: 155547566

Max Phase: Preclinical

Molecular Formula: C17H24O4

Molecular Weight: 292.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1C/C=C(\C)CC[C@H]2[C@H](C)C(=O)O[C@@H]2/C=C/1C

Standard InChI:  InChI=1S/C17H24O4/c1-10-5-7-14-12(3)17(19)21-16(14)9-11(2)15(8-6-10)20-13(4)18/h6,9,12,14-16H,5,7-8H2,1-4H3/b10-6+,11-9+/t12-,14-,15-,16+/m0/s1

Standard InChI Key:  GYXQQENGZKKHNQ-IWACHJLPSA-N

Molfile:  

 
     RDKit          2D

 23 24  0  0  0  0  0  0  0  0999 V2000
   14.6011   -2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6011   -3.5201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3074   -3.9271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3074   -2.2864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0138   -2.6977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0126   -3.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4329   -2.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7246   -2.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5922   -3.2809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3087   -4.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4318   -3.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7190   -3.9311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8823   -4.7351    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7001   -4.8267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0371   -4.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1028   -5.5363    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0101   -2.9467    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.1365   -4.5095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.8374   -3.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8935   -3.9290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1856   -3.5207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4781   -3.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1853   -2.7035    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  1  1
 20 21  1  0
 21 22  1  0
 21 23  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4535452

   ---

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: 292.38

Molecular Weight (Monoisotopic): 292.1675

AlogP: 3.17

#Rotatable Bonds: 1

Polar Surface Area: 52.60

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.55

Np Likeness Score: 3.14

References

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

Source

Source(1):

• Patent Bioactivity Data