5-O-[beta-D-tetraacetoxyglucopyranosyl]-3',4'-diacetoxy-7-methoxy-4-phenylcoumarin

ID: ALA5270468

Chembl Id: CHEMBL5270468

Max Phase: Preclinical

Molecular Formula: C34H34O17

Molecular Weight: 714.63

Names and Identifiers

Canonical SMILES:  COc1cc(O[C@@H]2O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]2OC(C)=O)c2c(-c3ccc(OC(C)=O)c(OC(C)=O)c3)cc(=O)oc2c1

Standard InChI:  InChI=1S/C34H34O17/c1-15(35)43-14-28-31(46-18(4)38)32(47-19(5)39)33(48-20(6)40)34(51-28)50-27-12-22(42-7)11-26-30(27)23(13-29(41)49-26)21-8-9-24(44-16(2)36)25(10-21)45-17(3)37/h8-13,28,31-34H,14H2,1-7H3/t28-,31-,32+,33-,34-/m1/s1

Standard InChI Key:  ZQYAHMMRSILAGA-GJUAJPGXSA-N

Alternative Forms

1. Parent:

   

   ALA5270468

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 714.63

Molecular Weight (Monoisotopic): 714.1796

AlogP: 2.78

#Rotatable Bonds: 11

Polar Surface Area: 215.70

Molecular Species: NEUTRAL

HBA: 17

HBD: 0

#RO5 Violations: 2

HBA (Lipinski): 17

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 2

CX Acidic pKa:

CX Basic pKa:

CX LogP: 1.47

CX LogD: 1.47

Aromatic Rings: 3

Heavy Atoms: 51

QED Weighted: 0.12

Np Likeness Score: 1.05

References

1. Gonçalves GA, Spillere AR, das Neves GM, Kagami LP, von Poser GL, Canto RFS, Eifler-Lima V..  (2020)  Natural and synthetic coumarins as antileishmanial agents: A review.,  203  [PMID:32668302] [10.1016/j.ejmech.2020.112514]

Source

Source(1):

• Scientific Literature