Digoxigenin (3R)-N-methoxy-beta-D-glucopyranoside

ID: ALA4083127

PubChem CID: 137648398

Max Phase: Preclinical

Molecular Formula: C30H47NO10

Molecular Weight: 581.70

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CON([C@@H]1CC[C@@]2(C)[C@H](CC[C@@H]3[C@@H]2C[C@@H](O)[C@]2(C)[C@@H](C4=CC(=O)OC4)CC[C@]32O)C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O

Standard InChI:  InChI=1S/C30H47NO10/c1-28-8-6-17(31(39-3)27-26(37)25(36)24(35)21(13-32)41-27)11-16(28)4-5-19-20(28)12-22(33)29(2)18(7-9-30(19,29)38)15-10-23(34)40-14-15/h10,16-22,24-27,32-33,35-38H,4-9,11-14H2,1-3H3/t16-,17-,18-,19-,20+,21-,22-,24-,25+,26-,27-,28+,29+,30+/m1/s1

Standard InChI Key:  DNSHCLXSSHYBMV-OCEJKJBHSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA4083127

   ---

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: 581.70

Molecular Weight (Monoisotopic): 581.3200

AlogP: 0.25

#Rotatable Bonds: 5

Polar Surface Area: 169.38

Molecular Species: NEUTRAL

HBA: 11

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 11

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 9.85

CX Basic pKa: ┄

CX LogP: -0.26

CX LogD: -0.26

Aromatic Rings: ┄

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: 2.51

References

1. Wang DD, Li XS, Bao YZ, Liu J, Zhang XK, Yao XS, Sun XL, Tang JS..  (2017)  Synthesis of MeON-neoglycosides of digoxigenin with 6-deoxy- and 2,6-dideoxy-d-glucose derivatives and their anticancer activity.,  27  (15): [PMID:28633895] [10.1016/j.bmcl.2017.06.008]

2. Zhan, Yanyan Y and 22 more authors.  2008-09  Cytosporone B is an agonist for nuclear orphan receptor Nur77.  [PMID:18690216]

Source

Source(1):

• Scientific Literature