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

ID: ALA1938636

Chembl Id: CHEMBL1938636

PubChem CID: 56926809

Max Phase: Preclinical

Molecular Formula: C21H34O8

Molecular Weight: 414.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CCCCCCO[C@H]1C=C(COC(C)=O)C(=O)[C@@H]2O[C@@](C)(OC)[C@](C)(OC)O[C@@H]12

Standard InChI:  InChI=1S/C21H34O8/c1-7-8-9-10-11-26-16-12-15(13-27-14(2)22)17(23)19-18(16)28-20(3,24-5)21(4,25-6)29-19/h12,16,18-19H,7-11,13H2,1-6H3/t16-,18-,19-,20+,21+/m0/s1

Standard InChI Key:  NKUCSDHHZOABSL-OFOKGCAXSA-N

Alternative Forms

1. Parent:

   

   ALA1938636

   [(2R,3R,4aR,8S,8aS)-8-hexoxy-2,3-dimethoxy-2,3-dimethyl-5-oxo-8,8a-dihydro-4aH-1,4-benzodioxin-6-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: 414.50

Molecular Weight (Monoisotopic): 414.2254

AlogP: 2.53

#Rotatable Bonds: 10

Polar Surface Area: 89.52

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.20

CX LogD: 3.20

Aromatic Rings: ┄

Heavy Atoms: 29

QED Weighted: 0.40

Np Likeness Score: 1.37

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