ID: ALA4103594

Max Phase: Preclinical

Molecular Formula: C27H26N2O7

Molecular Weight: 490.51

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  CCC1(CC)C=Cc2cc(OCc3ccc([N+](=O)[O-])cc3)c(OCc3ccc([N+](=O)[O-])cc3)cc2O1

Standard InChI:  InChI=1S/C27H26N2O7/c1-3-27(4-2)14-13-21-15-25(34-17-19-5-9-22(10-6-19)28(30)31)26(16-24(21)36-27)35-18-20-7-11-23(12-8-20)29(32)33/h5-16H,3-4,17-18H2,1-2H3

Standard InChI Key:  JGLKZSDPLBGKQN-UHFFFAOYSA-N

Associated Targets(Human)

Toll-like receptor 3 331 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

Properties

Molecular Weight: 490.51Molecular Weight (Monoisotopic): 490.1740AlogP: 6.63#Rotatable Bonds: 10
Polar Surface Area: 113.97Molecular Species: NEUTRALHBA: 7HBD: 0
#RO5 Violations: 1HBA (Lipinski): 9HBD (Lipinski): 0#RO5 Violations (Lipinski): 1
CX Acidic pKa: CX Basic pKa: CX LogP: 6.93CX LogD: 6.93
Aromatic Rings: 3Heavy Atoms: 36QED Weighted: 0.23Np Likeness Score: 0.24

References

1. Zhang L, Dewan V, Yin H..  (2017)  Discovery of Small Molecules as Multi-Toll-like Receptor Agonists with Proinflammatory and Anticancer Activities.,  60  (12): [PMID:28537730] [10.1021/acs.jmedchem.7b00419]

Source