Bis((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) octanedioate

ID: ALA5190560

Chembl Id: CHEMBL5190560

PubChem CID: 168281589

Max Phase: Preclinical

Molecular Formula: C38H42O12

Molecular Weight: 690.74

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2CC3=C[C@H](C/C(C)=C/[C@@H](OC(=O)CCCCCCC(=O)O[C@@H]4/C=C(\C)C[C@H]5C=C(C[C@@H]6OC(=O)C(=C)[C@H]64)C(=O)O5)[C@H]12)OC3=O

Standard InChI:  InChI=1S/C38H42O12/c1-19-11-25-15-23(37(43)45-25)17-29-33(21(3)35(41)49-29)27(13-19)47-31(39)9-7-5-6-8-10-32(40)48-28-14-20(2)12-26-16-24(38(44)46-26)18-30-34(28)22(4)36(42)50-30/h13-16,25-30,33-34H,3-12,17-18H2,1-2H3/b19-13+,20-14+/t25-,26-,27+,28+,29-,30-,33-,34-/m0/s1

Standard InChI Key:  XGCCTEMIMQJQBR-DAUVQEOHSA-N

Alternative Forms

1. Parent:

   

   ALA5190560

   ---

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: 690.74

Molecular Weight (Monoisotopic): 690.2676

AlogP: 4.53

#Rotatable Bonds: 9

Polar Surface Area: 157.80

Molecular Species: NEUTRAL

HBA: 12

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.25

CX Basic pKa:

CX LogP: 5.37

CX LogD: 5.37

Aromatic Rings: 0

Heavy Atoms: 50

QED Weighted: 0.11

Np Likeness Score: 1.37

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