(2R,3R,4aR,8R,8aS)-8-hydroxy-7-(hydroxymethyl)-2,3-dimethoxy-2,3-dimethyl-2,3,8,8a-tetrahydrobenzo[b][1,4]dioxin-5(4aH)-one

ID: ALA1938622

Chembl Id: CHEMBL1938622

Max Phase: Preclinical

Molecular Formula: C13H20O7

Molecular Weight: 288.30

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C13H20O7/c1-12(17-3)13(2,18-4)20-11-9(16)7(6-14)5-8(15)10(11)19-12/h5,9-11,14,16H,6H2,1-4H3/t9-,10+,11+,12-,13-/m1/s1

Standard InChI Key:  ICUZRIOLQDMNQY-KSSYENDESA-N

Alternative Forms

1. Parent:

   

   ALA1938622

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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: 288.30

Molecular Weight (Monoisotopic): 288.1209

AlogP: -0.64

#Rotatable Bonds: 3

Polar Surface Area: 94.45

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.38

CX Basic pKa: ┄

CX LogP: -0.25

CX LogD: -0.25

Aromatic Rings: ┄

Heavy Atoms: 20

QED Weighted: 0.71

Np Likeness Score: 2.09

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