((2R,3R,4aS,5R,8aR)-5-hydroxy-2,3-dimethoxy-2,3-dimethyl-8-oxo-2,3,4a,5,8,8a-hexahydrobenzo[b][1,4]dioxin-6-yl)methyl acetate

ID: ALA1938623

Chembl Id: CHEMBL1938623

PubChem CID: 56926704

Max Phase: Preclinical

Molecular Formula: C15H22O8

Molecular Weight: 330.33

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@]1(C)O[C@H]2[C@H](O)C(COC(C)=O)=CC(=O)[C@@H]2O[C@@]1(C)OC

Standard InChI:  InChI=1S/C15H22O8/c1-8(16)21-7-9-6-10(17)12-13(11(9)18)23-15(3,20-5)14(2,19-4)22-12/h6,11-13,18H,7H2,1-5H3/t11-,12+,13+,14-,15-/m1/s1

Standard InChI Key:  NZJAYJULJWPIIC-GZBLMMOJSA-N

Alternative Forms

1. Parent:

   

   ALA1938623

   [(2R,3R,4aR,8R,8aS)-8-hydroxy-2,3-dimethoxy-2,3-dimethyl-5-oxo-8,8a-dihydro-4aH-1,4-benzodioxin-7-yl]methyl acetate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 330.33

Molecular Weight (Monoisotopic): 330.1315

AlogP: -0.07

#Rotatable Bonds: 4

Polar Surface Area: 100.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.39

CX Basic pKa: ┄

CX LogP: 0.19

CX LogD: 0.19

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.72

Np Likeness Score: 1.83

References

1. Wang CH, Wu HT, Cheng HM, Yen TJ, Lu IH, Chang HC, Jao SC, Shing TK, Li WS..  (2011)  Inhibition of glutathione S-transferase M1 by new gabosine analogues is essential for overcoming cisplatin resistance in lung cancer cells.,  54  (24): [PMID:22085405] [10.1021/jm201131n]

Source

Source(1):

• Scientific Literature