Manglieside B

ID: ALA1085764

PubChem CID: 25111341

Max Phase: Preclinical

Molecular Formula: C20H28O11

Molecular Weight: 444.43

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=CCc1ccc(O)c(O[C@@H]2O[C@H](CO[C@@H]3OC[C@](O)(CO)[C@H]3O)[C@@H](O)[C@H](O)[C@H]2O)c1

Standard InChI:  InChI=1S/C20H28O11/c1-2-3-10-4-5-11(22)12(6-10)30-18-16(25)15(24)14(23)13(31-18)7-28-19-17(26)20(27,8-21)9-29-19/h2,4-6,13-19,21-27H,1,3,7-9H2/t13-,14-,15+,16-,17+,18-,19-,20-/m1/s1

Standard InChI Key:  IJQCJDUCBNKRAY-LTRJMQNCSA-N

Molfile:  

     RDKit          2D

 31 33  0  0  0  0  0  0  0  0999 V2000
   10.0834  -24.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0834  -25.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7978  -25.9371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5169  -25.5246    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5169  -24.6950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7978  -24.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7966  -23.4529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3678  -24.2842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3688  -25.9371    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7966  -26.7621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0816  -27.1736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0805  -27.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2318  -24.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9458  -24.6964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9399  -25.5212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6532  -25.9343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3691  -25.5225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3672  -24.6932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6534  -24.2838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6504  -23.4588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6519  -26.7593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3658  -27.1728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3646  -27.9978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4159  -28.4845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6698  -29.2694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4949  -29.2705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7507  -28.4862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6311  -28.2301    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9512  -29.6771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2399  -29.2592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6616  -30.0941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
 15 16  1  0
  1  8  1  6
 16 17  2  0
  1  6  1  0
 17 18  1  0
  2  9  1  1
 18 19  2  0
 19 14  1  0
  2  3  1  0
 19 20  1  0
  3 10  1  6
 16 21  1  0
  3  4  1  0
 21 22  1  0
 10 11  1  0
 22 23  2  0
 12 24  1  0
  5  4  1  0
 12 11  1  6
  6  5  1  0
  5 13  1  6
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 12  1  0
 24 28  1  1
 13 14  1  0
 25 29  1  6
  6  7  1  1
 29 30  1  0
 14 15  2  0
 25 31  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA1085764

   MANGLIESIDE B

Molecule Features

Natural Product: Yes

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: 444.43

Molecular Weight (Monoisotopic): 444.1632

AlogP: -2.24

#Rotatable Bonds: 8

Polar Surface Area: 178.53

Molecular Species: NEUTRAL

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.78

CX Basic pKa: ┄

CX LogP: -1.08

CX LogD: -1.08

Aromatic Rings: 1

Heavy Atoms: 31

QED Weighted: 0.22

Np Likeness Score: 2.49

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