4-((1S,3aR,5S,6S,7aR,14aS)-6,8-dihydroxy-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: ALA5282683

Max Phase: Preclinical

Molecular Formula: C37H44O9

Molecular Weight: 632.75

Names and Identifiers

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

Standard InChI:  InChI=1S/C37H44O9/c1-18(2)9-10-22-30-21(13-15-35(8,44-30)14-11-19(3)4)27(38)25-29(40)26-28(39)23-17-24-34(6,7)46-36(32(23)41,16-12-20(5)33(42)43)37(24,26)45-31(22)25/h9,11-15,23-28,38-39H,3,10,16-17H2,1-2,4-8H3,(H,42,43)/b14-11+,20-12+/t23-,24-,25-,26?,27?,28-,35?,36-,37-/m0/s1

Standard InChI Key:  UXCYFRLWCQPQBC-CYDVFSFBSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5282683

   ---

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: 632.75

Molecular Weight (Monoisotopic): 632.2985

AlogP: 4.82

#Rotatable Bonds: 7

Polar Surface Area: 139.59

Molecular Species: ACID

HBA: 8

HBD: 3

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 3.91

CX Basic pKa: ┄

CX LogP: 3.39

CX LogD: 0.18

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.20

Np Likeness Score: 2.77

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