4-((1S,3aR,5S,6S,7aR,11S,14aS)-6-ethoxy-8-hydroxy-2,2,11-trimethyl-13-(3-methylbut-2-en-1-yl)-11-(3-methylbuta-1,3-dien-1-yl)-4,7-dioxo-1,2,5,6,6a,7,7a,11-octahydro-8H-1,5-methanofuro[3,2-g]pyrano[3,2-b]xanthen-3a(4H)-yl)-2-methylbut-2-enoic acid

ID: ALA5280381

Max Phase: Preclinical

Molecular Formula: C39H48O9

Molecular Weight: 660.80

Names and Identifiers

Canonical SMILES:  C=C(C)/C=C/[C@@]1(C)C=CC2=C(O1)C(CC=C(C)C)=C1O[C@]34C(C(=O)[C@@H]1C2O)[C@@H](OCC)[C@@H]1C[C@H]3C(C)(C)O[C@@]4(C/C=C(\C)C(=O)O)C1=O

Standard InChI:  InChI=1S/C39H48O9/c1-10-45-33-25-19-26-36(7,8)48-38(34(25)42,18-14-22(6)35(43)44)39(26)28(33)30(41)27-29(40)23-15-17-37(9,16-13-21(4)5)46-31(23)24(32(27)47-39)12-11-20(2)3/h11,13-17,25-29,33,40H,4,10,12,18-19H2,1-3,5-9H3,(H,43,44)/b16-13+,22-14+/t25-,26-,27-,28?,29?,33-,37-,38-,39-/m0/s1

Standard InChI Key:  JTHQZIYUVSNPEF-AYMQTITDSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5280381

   ---

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: 660.80

Molecular Weight (Monoisotopic): 660.3298

AlogP: 5.87

#Rotatable Bonds: 9

Polar Surface Area: 128.59

Molecular Species: ACID

HBA: 8

HBD: 2

#RO5 Violations: 2

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.85

CX Basic pKa: ┄

CX LogP: 4.39

CX LogD: 1.15

Aromatic Rings: ┄

Heavy Atoms: 48

QED Weighted: 0.18

Np Likeness Score: 2.69

References

1. Santos CMM, Freitas M, Fernandes E..  (2018)  A comprehensive review on xanthone derivatives as α-glucosidase inhibitors.,  157  [PMID:30282319] [10.1016/j.ejmech.2018.07.073]

Source

Source(1):

• Scientific Literature