Glyclauxin A

ID: ALA5289732

Max Phase: Preclinical

Molecular Formula: C32H27NO12

Molecular Weight: 617.56

Names and Identifiers

Canonical SMILES:  Cc1cc(O)c2c3c1C(=O)[C@@H]1C4=C(C(=O)c5cn([C@H]6CO[C@H](CO)[C@@H](O)[C@@H]6O)c(=O)c6c(O)cc(C)c4c56)[C@@]3(COC2=O)[C@H]1O

Standard InChI:  InChI=1S/C32H27NO12/c1-9-3-13(35)19-18-11(5-33(30(19)42)12-7-44-15(6-34)27(39)26(12)38)25(37)24-21(16(9)18)22-28(40)17-10(2)4-14(36)20-23(17)32(24,29(22)41)8-45-31(20)43/h3-5,12,15,22,26-27,29,34-36,38-39,41H,6-8H2,1-2H3/t12-,15+,22-,26+,27+,29-,32-/m0/s1

Standard InChI Key:  WOQKKVMKDIJXSG-IIPPMNGDSA-N

Molfile:  

 
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 38 46  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA5289732

   ---

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: 617.56

Molecular Weight (Monoisotopic): 617.1533

AlogP: -0.07

#Rotatable Bonds: 2

Polar Surface Area: 213.05

Molecular Species: NEUTRAL

HBA: 13

HBD: 6

#RO5 Violations: 3

HBA (Lipinski): 13

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 7.35

CX Basic pKa: ┄

CX LogP: 0.79

CX LogD: 0.43

Aromatic Rings: 3

Heavy Atoms: 45

QED Weighted: 0.21

Np Likeness Score: 1.33

References

1. Samarasekera K, Hussein WM, Wu T, Salim AA, Capon RJ..  (2023)  Glyclauxins A-E: Dimeric Oxaphenalenone Aminoglycosides from an Australian Wasp Nest-Derived Fungus Talaromyces sp. CMB-MW102.,  86  (3): [PMID:36800268] [10.1021/acs.jnatprod.2c01069]

Source

Source(1):

• Scientific Literature