(3R,3aS,9R,9aS,9bS)-3-[[2-[[4-(benzenesulfonyl)-5-oxido-1,2,5-oxadiazol-5-ium-3-yl]oxy]ethyl-methyl-amino]methyl]-9-hydroxy-6,9-dimethyl-3,3a,4,5,7,8,9a,9b-octahydroazuleno[4,5-b]furan-2-one

ID: ALA4781662

PubChem CID: 162663918

Max Phase: Preclinical

Molecular Formula: C26H33N3O8S

Molecular Weight: 547.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C2CC[C@@](C)(O)[C@@H]2[C@H]2OC(=O)[C@@H](CN(C)CCOc3no[n+]([O-])c3S(=O)(=O)c3ccccc3)[C@@H]2CC1

Standard InChI:  InChI=1S/C26H33N3O8S/c1-16-9-10-19-20(25(30)36-22(19)21-18(16)11-12-26(21,2)31)15-28(3)13-14-35-23-24(29(32)37-27-23)38(33,34)17-7-5-4-6-8-17/h4-8,19-22,31H,9-15H2,1-3H3/t19-,20-,21-,22-,26+/m0/s1

Standard InChI Key:  YPXDXMIOEOUODQ-LEUUJVKFSA-N

Molfile:  

 
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M  CHG  2  32   1  34  -1
M  END

Alternative Forms

1. Parent:

   

   ALA4781662

   ---

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: 547.63

Molecular Weight (Monoisotopic): 547.1988

AlogP: 1.88

#Rotatable Bonds: 8

Polar Surface Area: 146.11

Molecular Species: NEUTRAL

HBA: 10

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: 7.06

CX LogP: 0.46

CX LogD: 0.30

Aromatic Rings: 2

Heavy Atoms: 38

QED Weighted: 0.30

Np Likeness Score: 0.53

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