6-methoxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yloxy)anthracene-1,2,5,7,9,10-hexaol

ID: ALA1085763

PubChem CID: 46889394

Max Phase: Preclinical

Molecular Formula: C21H22O12

Molecular Weight: 466.40

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1c(O)cc2c(O)c3c(O)c(O)c(O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](O)[C@H]4O)cc3c(O)c2c1O

Standard InChI:  InChI=1S/C21H22O12/c1-5-12(23)18(29)19(30)21(32-5)33-9-4-7-10(16(27)15(9)26)13(24)6-3-8(22)20(31-2)17(28)11(6)14(7)25/h3-5,12,18-19,21-30H,1-2H3/t5-,12-,18+,19+,21-/m0/s1

Standard InChI Key:  QLOFOYWGICCJNV-CQVRPWGASA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1085763

   6-methoxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyanthracene-1,2,5,7,9,10-hexol

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: 466.40

Molecular Weight (Monoisotopic): 466.1111

AlogP: 0.44

#Rotatable Bonds: 3

Polar Surface Area: 209.76

Molecular Species: NEUTRAL

HBA: 12

HBD: 9

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 8.25

CX Basic pKa: ┄

CX LogP: 0.45

CX LogD: 0.39

Aromatic Rings: 3

Heavy Atoms: 33

QED Weighted: 0.15

Np Likeness Score: 2.00

References

1. Allen JG, Fotsch C, Babij P..  (2010)  Emerging targets in osteoporosis disease modification.,  53  (11): [PMID:20218623] [10.1021/jm9018756]

Source

Source(1):

• Scientific Literature