3alpha-O-[2,4-Di-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl]-12-en-28-oic acid methyl ester

ID: ALA3415428

Chembl Id: CHEMBL3415428

PubChem CID: 118733242

Max Phase: Preclinical

Molecular Formula: C49H80O16

Molecular Weight: 925.16

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@]12CC[C@@H](C)[C@H](C)[C@H]1C1=CC[C@@H]3[C@@]4(C)CC[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@H](O)[C@H]5O[C@@H]5O[C@@H](C)[C@H](O)[C@@H](O)[C@H]5O)C(C)(C)[C@@H]4CC[C@@]3(C)[C@]1(C)CC2

Standard InChI:  InChI=1S/C49H80O16/c1-22-13-18-49(44(58)59-10)20-19-47(8)26(31(49)23(22)2)11-12-29-46(7)16-15-30(45(5,6)28(46)14-17-48(29,47)9)63-43-40(65-42-37(56)35(54)33(52)25(4)61-42)38(57)39(27(21-50)62-43)64-41-36(55)34(53)32(51)24(3)60-41/h11,22-25,27-43,50-57H,12-21H2,1-10H3/t22-,23+,24+,25+,27-,28+,29-,30-,31+,32+,33+,34-,35-,36-,37-,38+,39-,40-,41+,42+,43+,46+,47-,48-,49+/m1/s1

Standard InChI Key:  KOIJVPALNMERCY-QFXCCXEMSA-N

Alternative Forms

1. Parent:

   

   ALA3415428

   ---

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: 925.16

Molecular Weight (Monoisotopic): 924.5446

AlogP: 2.71

#Rotatable Bonds: 8

Polar Surface Area: 243.52

Molecular Species: NEUTRAL

HBA: 16

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.88

CX Basic pKa: ┄

CX LogP: 3.51

CX LogD: 3.51

Aromatic Rings: ┄

Heavy Atoms: 65

QED Weighted: 0.10

Np Likeness Score: 2.43

References

1. Song G, Shen X, Li S, Li Y, Liu Y, Zheng Y, Lin R, Fan J, Ye H, Liu S..  (2015)  Structure-activity relationships of 3-O-β-chacotriosyl ursolic acid derivatives as novel H5N1 entry inhibitors.,  93  [PMID:25728024] [10.1016/j.ejmech.2015.02.029]

2. Li S,Jia X,Li H,Ye Y,Zhang X,Gao Y,Guo G,Liu S,Song G.  (2020)  Structure-aided optimization of 3-O-β-chacotriosyl epiursolic acid derivatives as novel H5N1 virus entry inhibitors.,  30  (22): [PMID:32882419] [10.1016/j.bmcl.2020.127518]

Source

Source(1):

• Scientific Literature