3-O-(beta-D-Glucopyranosyl)-betulinic acid-28-O-beta-D-glucopyranoside

ID: ALA4064877

Chembl Id: CHEMBL4064877

PubChem CID: 137635791

Max Phase: Preclinical

Molecular Formula: C42H68O13

Molecular Weight: 780.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]3(C)C(CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C42H68O13/c1-20(2)21-10-15-42(37(51)55-36-34(50)32(48)30(46)24(19-44)53-36)17-16-40(6)22(28(21)42)8-9-26-39(5)13-12-27(38(3,4)25(39)11-14-41(26,40)7)54-35-33(49)31(47)29(45)23(18-43)52-35/h21-36,43-50H,1,8-19H2,2-7H3/t21-,22?,23+,24+,25-,26+,27-,28-,29+,30+,31-,32-,33+,34+,35-,36-,39-,40+,41+,42-/m0/s1

Standard InChI Key:  MEGZWYPZWAEPFB-NWBCHNIBSA-N

Alternative Forms

1. Parent:

   

   ALA4064877

   ---

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: 780.99

Molecular Weight (Monoisotopic): 780.4660

AlogP: 2.17

#Rotatable Bonds: 7

Polar Surface Area: 215.83

Molecular Species: NEUTRAL

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.90

CX Basic pKa: ┄

CX LogP: 2.60

CX LogD: 2.60

Aromatic Rings: ┄

Heavy Atoms: 55

QED Weighted: 0.11

Np Likeness Score: 2.42

References

1. Wang WW, Xu SH, Zhao YZ, Zhang C, Zhang YY, Yu BY, Zhang J..  (2017)  Microbial hydroxylation and glycosylation of pentacyclic triterpenes as inhibitors on tissue factor procoagulant activity.,  27  (4): [PMID:28109788] [10.1016/j.bmcl.2016.12.066]

Source

Source(1):

• Scientific Literature