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

ID: ALA1938639

Chembl Id: CHEMBL1938639

PubChem CID: 56926917

Max Phase: Preclinical

Molecular Formula: C28H32O8

Molecular Weight: 496.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CO[C@]1(C)O[C@H]2[C@@H](OCc3ccc(-c4ccccc4)cc3)C=C(COC(C)=O)C(=O)[C@@H]2O[C@@]1(C)OC

Standard InChI:  InChI=1S/C28H32O8/c1-18(29)33-17-22-15-23(25-26(24(22)30)36-28(3,32-5)27(2,31-4)35-25)34-16-19-11-13-21(14-12-19)20-9-7-6-8-10-20/h6-15,23,25-26H,16-17H2,1-5H3/t23-,25-,26-,27+,28+/m0/s1

Standard InChI Key:  ATKWNCMHMMDZDK-GRPMBEMWSA-N

Alternative Forms

1. Parent:

   

   ALA1938639

   [(2R,3R,4aR,8S,8aS)-2,3-dimethoxy-2,3-dimethyl-5-oxo-8-[(4-phenylphenyl)methoxy]-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: 496.56

Molecular Weight (Monoisotopic): 496.2097

AlogP: 3.82

#Rotatable Bonds: 8

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: 4.36

CX LogD: 4.36

Aromatic Rings: 2

Heavy Atoms: 36

QED Weighted: 0.51

Np Likeness Score: 0.92

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