23-azido-2,3-dehydrosilybin

ID: ALA1808147

Chembl Id: CHEMBL1808147

PubChem CID: 53364011

Max Phase: Preclinical

Molecular Formula: C25H19N3O9

Molecular Weight: 505.44

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Canonical SMILES:  COc1cc(C2Oc3cc(-c4oc5cc(O)cc(O)c5c(=O)c4O)ccc3OC2CN=[N+]=[N-])ccc1O

Standard InChI:  InChI=1S/C25H19N3O9/c1-34-17-6-11(2-4-14(17)30)24-20(10-27-28-26)35-16-5-3-12(7-18(16)36-24)25-23(33)22(32)21-15(31)8-13(29)9-19(21)37-25/h2-9,20,24,29-31,33H,10H2,1H3

Standard InChI Key:  YKCSPOICJRLSKX-UHFFFAOYSA-N

Associated Targets(non-human)

Rat1 (211 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 505.44Molecular Weight (Monoisotopic): 505.1121AlogP: 4.48#Rotatable Bonds: 5
Polar Surface Area: 187.58Molecular Species: ACIDHBA: 10HBD: 4
#RO5 Violations: 1HBA (Lipinski): 12HBD (Lipinski): 4#RO5 Violations (Lipinski): 2
CX Acidic pKa: -10.22CX Basic pKa: CX LogP: 3.79CX LogD: 2.55
Aromatic Rings: 4Heavy Atoms: 37QED Weighted: 0.17Np Likeness Score: 1.62

References

1. Zarrelli A, Sgambato A, Petito V, De Napoli L, Previtera L, Di Fabio G..  (2011)  New C-23 modified of silybin and 2,3-dehydrosilybin: synthesis and preliminary evaluation of antioxidant properties.,  21  (15): [PMID:21737270] [10.1016/j.bmcl.2011.06.049]

Source