ID: ALA1644068

Max Phase: Preclinical

Molecular Formula: C36H28O15

Molecular Weight: 700.61

Molecule Type: Small molecule

Representations

Synonyms (1): Skyrin Glucoside
Synonyms from Alternative Forms(1):

Canonical SMILES:  Cc1cc(O)c2c(c1)C(=O)c1c(c(O)cc(O)c1-c1c(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)cc(O)c3c1C(=O)c1cc(C)cc(O)c1C3=O)C2=O

Standard InChI:  InChI=1S/C36H28O15/c1-10-3-12-21(14(38)5-10)32(46)24-17(41)7-16(40)23(27(24)29(12)43)26-19(50-36-35(49)34(48)31(45)20(9-37)51-36)8-18(42)25-28(26)30(44)13-4-11(2)6-15(39)22(13)33(25)47/h3-8,20,31,34-42,45,48-49H,9H2,1-2H3/t20-,31-,34+,35-,36-/m1/s1

Standard InChI Key:  POVQNEYQMVIEHN-OARUVGSCSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 700.61

Molecular Weight (Monoisotopic): 700.1428

AlogP: 1.23

#Rotatable Bonds: 4

Polar Surface Area: 268.81

Molecular Species: ACID

HBA: 15

HBD: 9

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 9

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 6.42

CX Basic pKa:

CX LogP: 5.05

CX LogD: 3.65

Aromatic Rings: 4

Heavy Atoms: 51

QED Weighted: 0.13

Np Likeness Score: 1.37

References

1. Sorrentino F, Karioti A, Gratteri P, Rigobello MP, Scutari G, Messori L, Bindoli A, Chioccioli M, Gabbiani C, Bergonzi MC, Bilia AR..  (2011)  Hypericins and thioredoxin reductase: Biochemical and docking studies disclose the molecular basis for effective inhibition by naphthodianthrones.,  19  (1): [PMID:21106380] [10.1016/j.bmc.2010.10.045]

Source

Source(1):

• Scientific Literature