alpha-Cyclocostunolide

ID: ALA4795353

Cas Number: 2221-81-0

PubChem CID: 442191

Max Phase: Preclinical

Molecular Formula: C15H20O2

Molecular Weight: 232.32

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2[C@H]3C(C)=CCC[C@]3(C)CC[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/h5,11-13H,2,4,6-8H2,1,3H3/t11-,12+,13-,15+/m0/s1

Standard InChI Key:  UHODXTMZSDNATP-SFDCQRBFSA-N

Molfile:  

 
     RDKit          2D

 20 22  0  0  0  0  0  0  0  0999 V2000
   23.2652  -22.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2652  -23.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9746  -22.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6840  -22.7493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1043  -22.7553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3937  -22.3414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1009  -23.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3850  -23.9806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5454  -24.7853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3605  -24.8801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7011  -24.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7608  -25.5966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5065  -23.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6805  -23.5706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9741  -23.9795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8063  -23.1620    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.9656  -24.6891    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.9748  -24.7966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6767  -21.9321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6726  -24.3837    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  2  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  1  0
 14  4  1  0
  4 19  1  1
 14 20  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4795353

   alpha-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: 3.38

CX LogD: 3.38

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.36

Np Likeness Score: 3.65

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