((3S,4R,5R)-4,5-dihydroxy-3-methoxy-6-oxocyclohex-1-enyl)methyl acetate

ID: ALA1938629

Chembl Id: CHEMBL1938629

Max Phase: Preclinical

Molecular Formula: C10H14O6

Molecular Weight: 230.22

Molecule Type: Small molecule

Names and Identifiers

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

Standard InChI:  InChI=1S/C10H14O6/c1-5(11)16-4-6-3-7(15-2)9(13)10(14)8(6)12/h3,7,9-10,13-14H,4H2,1-2H3/t7-,9-,10-/m0/s1

Standard InChI Key:  VIYYZYCLMFHOMO-HGNGGELXSA-N

Alternative Forms

1. Parent:

   

   ALA1938629

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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: 230.22

Molecular Weight (Monoisotopic): 230.0790

AlogP: -1.20

#Rotatable Bonds: 3

Polar Surface Area: 93.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.24

CX Basic pKa: ┄

CX LogP: -1.18

CX LogD: -1.18

Aromatic Rings: ┄

Heavy Atoms: 16

QED Weighted: 0.59

Np Likeness Score: 2.34

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]

2. Shing TK, Wu HT, Kwok HF, Lau CB..  (2012)  Synthesis of chiral hydroxylated enones as potential anti-tumor agents.,  22  (24): [PMID:23102892] [10.1016/j.bmcl.2012.10.026]

Source

Source(1):

• Scientific Literature