beta-Cyclocostunolide

ID: ALA4759939

Cas Number: 2221-82-1

PubChem CID: 442192

Max Phase: Preclinical

Molecular Formula: C15H20O2

Molecular Weight: 232.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1CCC[C@]2(C)CC[C@H]3C(=C)C(=O)O[C@@H]3[C@@H]12

Standard InChI:  InChI=1S/C15H20O2/c1-9-5-4-7-15(3)8-6-11-10(2)14(16)17-13(11)12(9)15/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15+/m0/s1

Standard InChI Key:  XUYAKPXYKQEFPD-SFDCQRBFSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   30.8717  -22.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8717  -23.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5811  -22.2747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2905  -22.6874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7108  -22.6934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0001  -22.2795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7074  -23.5147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9915  -23.9187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1519  -24.7234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.9670  -24.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3076  -24.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.3673  -25.5347    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1130  -23.9116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2870  -23.5087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5806  -23.9175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4128  -23.1001    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   32.5721  -24.6272    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   31.5813  -24.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2832  -21.8702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2791  -24.3218    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  3  1  0
  2 15  1  0
  4  3  1  0
  4  6  1  0
 14  8  1  0
  7  5  1  0
  5  6  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
 10 12  2  0
 11 13  2  0
 15 14  1  0
  7 16  1  6
  8 17  1  1
 15 18  2  0
 14  4  1  0
  4 19  1  1
 14 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4759939

   beta-Cyclocostunolide

Molecule Features

Natural Product: Yes

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: 232.32

Molecular Weight (Monoisotopic): 232.1463

AlogP: 3.24

#Rotatable Bonds: ┄

Polar Surface Area: 26.30

Molecular Species: ┄

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.44

CX LogD: 3.44

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.36

Np Likeness Score: 3.42

References

1. Ou Y,Sun P,Wu N,Chen H,Wu D,Hu W,Yang Z.  (2020)  Synthesis and biological evaluation of parthenolide derivatives with reduced toxicity as potential inhibitors of the NLRP3 inflammasome.,  30  (17): [PMID:32738997] [10.1016/j.bmcl.2020.127399]

Source

Source(1):

• Scientific Literature