3-beta-hydroxy dihydro costunolide acetate

ID: ALA4446651

PubChem CID: 155518674

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)CCC2[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-DBMSJDPXSA-N

Molfile:  

 
     RDKit          2D

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    5.9035   -4.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9035   -5.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6166   -5.6671    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3262   -5.2564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0344   -5.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7540   -5.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7574   -4.4369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0431   -4.0209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297   -4.4308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6166   -4.0160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9115   -5.0159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3573   -5.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0149   -6.5728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1956   -6.4775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4173   -7.2931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1669   -5.6614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3188   -6.0793    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6175   -6.4927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1923   -5.6676    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4807   -5.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7695   -5.6683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4803   -4.4358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  6  5  1  0
  6  7  1  0
  7  8  1  0
  9  8  1  0
  9 10  2  0
  1 10  1  0
  9 11  1  0
 12  6  1  0
 13 12  1  0
 14 13  1  0
  5 14  1  0
 13 15  2  0
 12 16  1  6
  5 17  1  1
  3 18  1  0
  2 19  1  1
 19 20  1  0
 20 21  1  0
 20 22  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4446651

   ---

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.  (2012)  Antagonists and agonists of bitter taste receptors and uses thereof, 

Source

Source(1):

• Patent Bioactivity Data