(3aR,4R,5E,8S,11Z,12aS)-6-methyl-3-methylene-2,10-dioxo-2,3,3a,4,7,8,12,12a-octahydro-10H-8,11-(metheno)furo[2,3-e][1]oxacycloundecin-4-yl (E)-3-(thiophen-2-yl)acrylate

ID: ALA5187739

Chembl Id: CHEMBL5187739

PubChem CID: 168282763

Max Phase: Preclinical

Molecular Formula: C22H20O6S

Molecular Weight: 412.46

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2CC3=C[C@H](C/C(C)=C/[C@@H](OC(=O)/C=C/c4cccs4)[C@H]12)OC3=O

Standard InChI:  InChI=1S/C22H20O6S/c1-12-8-15-10-14(22(25)26-15)11-18-20(13(2)21(24)28-18)17(9-12)27-19(23)6-5-16-4-3-7-29-16/h3-7,9-10,15,17-18,20H,2,8,11H2,1H3/b6-5+,12-9+/t15-,17+,18-,20-/m0/s1

Standard InChI Key:  SUBNYDOZPMBBOH-JQHHOSQRSA-N

Alternative Forms

1. Parent:

   

   ALA5187739

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 412.46

Molecular Weight (Monoisotopic): 412.0981

AlogP: 3.36

#Rotatable Bonds: 3

Polar Surface Area: 78.90

Molecular Species: NEUTRAL

HBA: 7

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.56

CX Basic pKa:

CX LogP: 4.28

CX LogD: 4.28

Aromatic Rings: 1

Heavy Atoms: 29

QED Weighted: 0.33

Np Likeness Score: 1.80

References

1. Ren H, Zhang YY, Li YL, Bai M, Yan QL, Huang XX, Cui W, Zhao H, Gu L, Liu Q, Yao GD, Song SJ..  (2022)  Semisynthesis and Non-Small-Cell Lung Cancer Cytotoxicity Evaluation of Germacrane-Type Sesquiterpene Lactones from Elephantopus scaber.,  85  (2.0): [PMID:35090346] [10.1021/acs.jnatprod.1c00936]

Source

Source(1):

• Scientific Literature