Siegesbeckialide I

ID: ALA4853949

Chembl Id: CHEMBL4853949

PubChem CID: 162642175

Max Phase: Preclinical

Molecular Formula: C20H28O6

Molecular Weight: 364.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2C[C@H](COC(=O)/C(C)=C\C)CC/C=C(\CO)C[C@@H](O)[C@@H]12

Standard InChI:  InChI=1S/C20H28O6/c1-4-12(2)19(23)25-11-15-7-5-6-14(10-21)8-16(22)18-13(3)20(24)26-17(18)9-15/h4,6,15-18,21-22H,3,5,7-11H2,1-2H3/b12-4-,14-6+/t15-,16-,17-,18-/m1/s1

Standard InChI Key:  PEIAIMBBPBJZHZ-IUIQHRCWSA-N

Alternative Forms

1. Parent:

   

   ALA4853949

   ---

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: 364.44

Molecular Weight (Monoisotopic): 364.1886

AlogP: 2.06

#Rotatable Bonds: 4

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: ┄

Heavy Atoms: 26

QED Weighted: 0.45

Np Likeness Score: 2.77

References

1. Gao X, Shen X, Zheng Y, Yang L, Zhang X, Hu G, Jia J, Wang A..  (2021)  Sesquiterpene Lactones from Sigesbeckia glabrescens Possessing Potent Anti-inflammatory Activity by Directly Binding to IKKα/β.,  84  (11.0): [PMID:34726063] [10.1021/acs.jnatprod.1c00416]

Source

Source(1):

• Scientific Literature