N-{3beta-O-[2,4-Di-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl]-urs-12-en-28-oyl}-dimethylamine

ID: ALA3415426

Chembl Id: CHEMBL3415426

PubChem CID: 118733240

Max Phase: Preclinical

Molecular Formula: C50H83NO15

Molecular Weight: 938.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@H]1[C@H](C)CC[C@]2(C(=O)N(C)C)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]7O[C@@H](C)[C@H](O)[C@@H](O)[C@H]7O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@H]12

Standard InChI:  InChI=1S/C50H83NO15/c1-23-14-19-50(45(60)51(10)11)21-20-48(8)27(32(50)24(23)2)12-13-30-47(7)17-16-31(46(5,6)29(47)15-18-49(30,48)9)64-44-41(66-43-38(58)36(56)34(54)26(4)62-43)39(59)40(28(22-52)63-44)65-42-37(57)35(55)33(53)25(3)61-42/h12,23-26,28-44,52-59H,13-22H2,1-11H3/t23-,24+,25+,26+,28-,29+,30-,31+,32+,33+,34+,35-,36-,37-,38-,39+,40-,41-,42+,43+,44+,47+,48-,49-,50+/m1/s1

Standard InChI Key:  CZLKMWXHXFPVJH-HCLBJXDXSA-N

Alternative Forms

1. Parent:

   

   ALA3415426

   ---

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: 938.21

Molecular Weight (Monoisotopic): 937.5763

AlogP: 2.62

#Rotatable Bonds: 8

Polar Surface Area: 237.53

Molecular Species: NEUTRAL

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.88

CX Basic pKa: 1.16

CX LogP: 3.00

CX LogD: 3.00

Aromatic Rings: ┄

Heavy Atoms: 66

QED Weighted: 0.13

Np Likeness Score: 2.19

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