(+)-CYCLAZOSIN

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Molecule Category Free-form
UNII 2FH26454WF
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key XBRXTUGRUXGBPX-IRXDYDNUSA-N
Smiles COc1cc2nc(nc(N)c2cc1OC)N3CCN([C@H]4CCCC[C@H]34)C(=O)c5occc5
InChI
InChI=1S/C23H27N5O4/c1-30-19-12-14-15(13-20(19)31-2)25-23(26-21(14)24)28-10-9-27(16-6-3-4-7-17(16)28)22(29)18-8-5-11-32-18/h5,8,11-13,16-17H,3-4,6-7,9-10H2,1-2H3,(H2,24,25,26)/t16-,17-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H27N5O4
Molecular Weight 437.49
AlogP 3.54
Hydrogen Bond Acceptor 7.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 4.0
Polar Surface Area 106.95
Molecular species BASE
Aromatic Rings 3.0
Heavy Atoms 32.0
Assay Description Organism Bioactivity Reference
Selectivity ratio of Ki for alpha1B adrenoreceptor (unknown origin) to Ki for alpha1D adrenoreceptor (unknown origin) Homo sapiens 24.0
Antagonist activity at alpha1D adrenoreceptor in Rattus norvegicus (rat) spleen Rattus norvegicus 138.04 nM
Antagonist activity at alpha1B adrenoreceptor in Rattus norvegicus (rat) aorta Rattus norvegicus 7.96
Antagonist activity at alpha1A adrenoreceptor in Rattus norvegicus (rat) small mesenteric artery Rattus norvegicus 16.6 nM
Binding affinity to alpha1A adrenoreceptor in Rattus norvegicus (rat) CEC-treated hippocampus Rattus norvegicus 18.62 nM
Binding affinity to alpha1B adrenoreceptor in Rattus norvegicus (rat) liver Rattus norvegicus 0.209 nM
Selectivity ratio of Ki for alpha1B adrenoreceptor (unknown origin) to Ki for alpha1A adrenoreceptor (unknown origin) Homo sapiens 48.0
Binding affinity to alpha1B adrenoreceptor (unknown origin) by radioligand binding assay Homo sapiens 0.692 nM
Selectivity ratio for antagonist activity at alpha1D adrenergic receptor in Rattus norvegicus (rat) aorta to antagonist activity at alpha1A adrenergic receptor in vas deferens Rattus norvegicus 0.3
Selectivity ratio for antagonist activity at alpha1B adrenergic receptor in Rattus norvegicus (rat) spleen to antagonist activity at alpha1D adrenergic receptor in aorta Rattus norvegicus 138.0
Selectivity ratio for antagonist activity at alpha1B adrenergic receptor in Rattus norvegicus (rat) spleen to antagonist activity at alpha1A adrenergic receptor in rat vas deferens Rattus norvegicus 44.0
Competitive antagonist activity at alpha1D adrenergic receptor in Rattus norvegicus (rat) aorta assessed as inhibition of (-)-noradrenaline-induced contraction Rattus norvegicus 53.7 nM
Noncompetitive antagonist activity at alpha1B adrenergic receptor in Rattus norvegicus (rat) spleen assessed as inhibition of (-)-phenylephrine-induced contraction Rattus norvegicus 9.41
Competitive antagonist activity at alpha1A adrenergic receptor in Rattus norvegicus (rat) vas deferens assessed as inhibition of (-)-noradrenaline-induced contraction Rattus norvegicus 16.98 nM
Selectivity ratio of Ki for Homo sapiens (human) alpha1D adrenergic receptor to Ki for Homo sapiens (human) alpha1A adrenergic receptor Homo sapiens 4.0
Selectivity ratio of Ki for Homo sapiens (human) alpha1B adrenergic receptor to Ki for Homo sapiens (human) alpha1D adrenergic receptor Homo sapiens 24.0
Selectivity ratio of Ki for Homo sapiens (human) alpha1B adrenergic receptor to Ki for Homo sapiens (human) alpha1A adrenergic receptor Homo sapiens 91.0
Displacement of [3H]prazosin from Homo sapiens (human) alpha1D adrenergic receptor Homo sapiens 3.24 nM
Displacement of [3H]prazosin from Homo sapiens (human) alpha1B adrenergic receptor Homo sapiens 0.135 nM
Displacement of [3H]prazosin from Homo sapiens (human) alpha1A adrenergic receptor Homo sapiens 12.3 nM

Cross References

Resources Reference
ChEMBL CHEMBL2261604
FDA SRS 2FH26454WF
PubChem 10252540
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