ID: ALA2413101

Max Phase: Preclinical

Molecular Formula: C34H33N11O9

Molecular Weight: 739.71

Molecule Type: Small molecule

Associated Items:

Representations

Canonical SMILES:  O=C(Cc1ccc(NC(=O)Cc2ccc(Nc3ncnc4c3ncn4[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)cc2)cc1)NCCNc1ccc([N+](=O)[O-])c2nonc12

Standard InChI:  InChI=1S/C34H33N11O9/c46-15-24-30(49)31(50)34(53-24)44-17-39-29-32(37-16-38-33(29)44)41-21-7-3-19(4-8-21)14-26(48)40-20-5-1-18(2-6-20)13-25(47)36-12-11-35-22-9-10-23(45(51)52)28-27(22)42-54-43-28/h1-10,16-17,24,30-31,34-35,46,49-50H,11-15H2,(H,36,47)(H,40,48)(H,37,38,41)/t24-,30-,31-,34-/m1/s1

Standard InChI Key:  NBSYYLNUNTVGPG-WCDBERHZSA-N

Associated Targets(non-human)

Adenosine A1 receptor 1027 Activities

Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Adenosine A1 receptor 6163 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: 739.71Molecular Weight (Monoisotopic): 739.2463AlogP: 1.58#Rotatable Bonds: 14
Polar Surface Area: 277.84Molecular Species: NEUTRALHBA: 17HBD: 7
#RO5 Violations: 3HBA (Lipinski): 20HBD (Lipinski): 7#RO5 Violations (Lipinski): 3
CX Acidic pKa: 12.41CX Basic pKa: 3.36CX LogP: 0.87CX LogD: 0.87
Aromatic Rings: 6Heavy Atoms: 54QED Weighted: 0.05Np Likeness Score: -0.69

References

1. Kozma E, Jayasekara PS, Squarcialupi L, Paoletta S, Moro S, Federico S, Spalluto G, Jacobson KA..  (2013)  Fluorescent ligands for adenosine receptors.,  23  (1): [PMID:23200243] [10.1016/j.bmcl.2012.10.112]
2. Köse M, Gollos S, Karcz T, Fiene A, Heisig F, Behrenswerth A, Kieć-Kononowicz K, Namasivayam V, Müller CE..  (2018)  Fluorescent-Labeled Selective Adenosine A2B Receptor Antagonist Enables Competition Binding Assay by Flow Cytometry.,  61  (10): [PMID:29681156] [10.1021/acs.jmedchem.7b01627]

Source