General
Preferred name
NBOH-2C-CN
Synonyms
25CN-NBOH hydrochloride ()
N-(2-hydroxybenzyl)-2,5-dimethoxy-4-cyanophenylethylamine ()
NBOH-2C-CN hydrochloride ()
25CN-NBOH ()
P&D ID
PD069524
CAS
1391489-32-9
1539266-32-4
Tags
available
drug candidate
probe
Drug Status
experimental
Probe info
Probe type
experimental probe
Probe sources
Probe targets
[[ compound.targets[t].gene_name ]]
Probe control
Probe control not defined
Orthogonal probes
4
No orthogonal probes found
Similar probes
0
No structurally similar probes found
Structure
P&D probe-likeness score
Structure formats
[[ format ]]
[[ compound[format === 'MOL' ? 'molblock' : format.toLowerCase()] ]]
Description
(extracted from source data)
COMMENT
Need to be aware compound is active on multiple targets - HTR2A, HTR2B, and HTR2C - when drawing biological conclusions from studies carried out with this compound. Important to measure drug concentrations in any efficacy studies to put other pharmacology into context: sigma-1 (Ki = 284 nM), α2C (Ki = 543 nM), 5-HT6 (Ki = 573 nM), sigma-2 (Ki = 575 nM), α2A (Ki = 803 nM) Jul 25 2020 - 6:18pm; Mode of in vivo delivery i.p or s.c. @ 1.5 mg/kg is indicated by Buchborn 2018. Note potential for rapid desensitization in mouse models Aug 13 2020 - 11:56am
MOA
25CN-NBOH is one of the most selective agonist ligands for the 5-HT2A receptor discovered. It has a pKi of 8.88 at the human 5-HT2A receptor and is 100x more selective for 5-HT2A over 5-HT2C, and 46x more selective for 5-HT2A over 5-HT2B [A31598,A31599].
MOA
Selective Agonist
MOA
Agonist
(Chemical Probes.org)
DESCRIPTION
NBOH-2C-CN hydrochloride is a selective 5-HT2A agonist.
(BOC Sciences Bioactive Compounds)
[[ p.pathway_name ]]
[[ compound.targets[tid].gene_name ]]
Compound Sets
5
Axon Medchem Screening Library
BOC Sciences Bioactive Compounds
Chemical Probes.org
DrugBank
High-quality chemical probes
[[ a.name ]]
[[ ligand_id ]]
free of charge
External IDs
13
Molecular Weight
312.15
Hydrogen Bond Acceptors
5
Hydrogen Bond Donors
2
Rotatable Bonds
7
Ring Count
2
Aromatic Ring Count
2
cLogP
2.61
TPSA
74.51
Fraction CSP3
0.28
Chiral centers
0.0
Largest ring
6.0
QED
0.77
Structural alerts
0
No structural alerts detected
Related compounds
Custom attributes
(extracted from source data)
Target
HTR2A, HTR2C
5-HT2A agonist
HTR2A, HTR2C,
HTR2A, HTR2C, HTR2B
Target subclass
Serotonin Receptor
Serotonin Receptor, Serotonin Receptor
Target class
GPCR
GPCR, GPCR, GPCR
Source data
