(2R,3R,4S,5R,6S)-2-(acetoxymethyl)-6-((2-oxo-4-phenyl-2H-chromen-7-yl)oxy)tetrahydro-2H-pyran-3,4,5-triyl triacetate

ID: ALA5279727

Max Phase: Preclinical

Molecular Formula: C29H28O12

Molecular Weight: 568.53

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@@H](Oc2ccc3c(-c4ccccc4)cc(=O)oc3c2)[C@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C29H28O12/c1-15(30)35-14-24-26(36-16(2)31)27(37-17(3)32)28(38-18(4)33)29(41-24)39-20-10-11-21-22(19-8-6-5-7-9-19)13-25(34)40-23(21)12-20/h5-13,24,26-29H,14H2,1-4H3/t24-,26-,27+,28-,29-/m1/s1

Standard InChI Key:  QCLMGHOOPBXDPV-KRZJEZTLSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5279727

   ---

Molecule Features

Natural Product: Yes

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: 568.53

Molecular Weight (Monoisotopic): 568.1581

AlogP: 2.92

#Rotatable Bonds: 8

Polar Surface Area: 153.87

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.41

CX LogD: 2.41

Aromatic Rings: 3

Heavy Atoms: 41

QED Weighted: 0.22

Np Likeness Score: 0.96

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