2,3,6-trimethoxy-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)anthracene-1,5,9,10-tetraol

ID: ALA1084267

PubChem CID: 46889393

Max Phase: Preclinical

Molecular Formula: C23H26O13

Molecular Weight: 510.45

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(O)c3c(O)c(OC)c(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)cc3c(O)c2c(O)c1OC

Standard InChI:  InChI=1S/C23H26O13/c1-32-9-4-7-12(17(28)21(9)33-2)15(26)8-5-10(22(34-3)18(29)13(8)14(7)25)35-23-20(31)19(30)16(27)11(6-24)36-23/h4-5,11,16,19-20,23-31H,6H2,1-3H3/t11-,16-,19+,20-,23-/m1/s1

Standard InChI Key:  XTBAYGSBRHXLPU-PHVGODQESA-N

Molfile:  

     RDKit          2D

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 27 32  1  1
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  6  7  2  0
 35 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1084267

   2,3,6-trimethoxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-1,5,9,10-tetrol

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: 510.45

Molecular Weight (Monoisotopic): 510.1373

AlogP: 0.02

#Rotatable Bonds: 6

Polar Surface Area: 207.99

Molecular Species: NEUTRAL

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.36

CX Basic pKa: ┄

CX LogP: -0.31

CX LogD: -0.35

Aromatic Rings: 3

Heavy Atoms: 36

QED Weighted: 0.16

Np Likeness Score: 1.56

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