TCPA   Click here for help

GtoPdb Ligand ID: 5590

Synonyms: N6-cyclopentyl-2-(3-phenylaminocarbonyltriazene-1-yl)adenosine
Compound class: Synthetic organic
Click here for help

Ligand Activity Visualisation Charts

These are box plot that provide a unique visualisation, summarising all the activity data for a ligand taken from ChEMBL and GtoPdb across multiple targets and species. Click on a plot to see the median, interquartile range, low and high data points. A value of zero indicates that no data are available. A separate chart is created for each target, and where possible the algorithm tries to merge ChEMBL and GtoPdb targets by matching them on name and UniProt accession, for each available species. However, please note that inconsistency in naming of targets may lead to data for the same target being reported across multiple charts.

✖

View interactive charts of activity data across species
2D Structure
Click here for help

2D Structure

An image of the ligand's 2D structure. For small molecules with SMILES these are drawn using the NCI/CADD Chemical Identifier Resolver. Click on the image to access the chemical structure search tool with the ligand pre-loaded in the structure editor. For other types of ligands, e.g. longer nucleotides and peptides, a manually drawn representation of the molecule may be provided.

✖
Click here for structure editor
Physico-chemical Properties
Click here for help

Physico-chemical Properties

Calculated molecular properties are available for small molecules and natural products (not peptides). Properties were generated using the CDK toolkit. All properties were selected to enable the prediction of the Lipinski Rule-of-Five profile or ‘druglikeness’ for each ligand. For more info on each category see the help pages.

✖
Hydrogen bond acceptors 13
Hydrogen bond donors 6
Rotatable bonds 9
Topological polar surface area 191.4
Molecular weight 497.21
XLogP 1.5
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
Click here for help

SMILES / InChI / InChIKey

SMILES (Simplified Molecular Input Line Entry Specification) A specification for unambiguously describing the structure of chemical molecules using short ASCII strings. Canonical SMILES specify a unique representation of the 2D structure without chiral or isotopic specifications. Isomeric SMILES include chiral specification and isotopes.

Standard InChI (IUPAC International Chemical Identifier) and InChIKey InChI is a non-proprietary, standard, textual identifier for chemical substances designed to facilitate linking of information and database searching. An InChIKey is a simplified version of a full InChI, designed for easier web searching.

✖
Canonical SMILES OCC1OC(C(C1O)O)n1cnc2c1nc(NN=NC(=O)Nc1ccccc1)nc2NC1CCCC1
Isomeric SMILES OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1nc(N/N=N/C(=O)Nc1ccccc1)nc2NC1CCCC1
InChI InChI=1S/C22H27N9O5/c32-10-14-16(33)17(34)20(36-14)31-11-23-15-18(24-12-8-4-5-9-12)26-21(27-19(15)31)28-30-29-22(35)25-13-6-2-1-3-7-13/h1-3,6-7,11-12,14,16-17,20,32-34H,4-5,8-10H2,(H3,24,25,26,27,28,29,35)/t14-,16-,17-,20-/m1/s1
InChI Key RZJAODYQRFMAKN-WVSUBDOOSA-N

For advanced searching click here to open chemical structure editor

Similar Ligands Click here for help
2-chloroadenosine
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor; Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2
CCPA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
[3H]CCPA
Click here for ligand page
Targets
A1 receptor
cyclopentyladenosine
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
(R)-PIA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
(S)-PIA
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
APNEA
Click here for ligand page
Targets
A2A receptor
CGS 24012
Click here for ligand page
Targets
A2A receptor
CV-1674
Click here for ligand page
Targets
A2A receptor
CV-1808
Click here for ligand page
Targets
A2A receptor
N(6)-cyclohexyladenosine
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
metrifudil
Click here for ligand page
Targets
A2A receptor
AB-NECA
Click here for ligand page
Targets
A2B receptor
I-ABA
Click here for ligand page
Targets
A3 receptor
[125I]APNEA
Click here for ligand page
Targets
A3 receptor
adenosine
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor; Adenosine deaminase; Adenosine kinase; Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Plasma membrane monoamine transporter; Sodium/nucleoside cotransporter 2; Solute carrier family 28 member 3; TRPM4; phosphatidylinositol 4-kinase type 2 alpha; phosphatidylinositol 4-kinase type 2 beta... click on ligand to see complete list
GR79236
Click here for ligand page
Targets
A1 receptor; A2A receptor
[3H]nitrobenzylmercaptopurine ribonucleoside
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1
nitrobenzylmercaptopurine ribonucleoside
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1
cordycepin
Click here for ligand page
Targets
Equilibrative nucleoside transporter 3
tubercidin
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3
S-adenosyl methionine
Click here for ligand page
Targets
S-Adenosylmethionine carrier; S-Adenosylmethionine decarboxylase
cladribine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 2; Solute carrier family 28 member 3
fludarabine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 3; Sodium/nucleoside cotransporter 2; ribonucleotide reductase catalytic subunit M1; ribonucleotide reductase regulatory subunit M2
vidarabine
Click here for ligand page
Targets
Equilibrative nucleoside transporter 1; Equilibrative nucleoside transporter 2; Sodium/nucleoside cotransporter 2
2',5'-dideoxyadenosine
Click here for ligand page
2'-deoxyadenosine
Click here for ligand page
Targets
Adenosine deaminase
3-deazaadenosine
Click here for ligand page
Targets
S-Adenosylhomocysteine hydrolase
S-adenosyl-L-methioninamine
Click here for ligand page
AMA
Click here for ligand page
Targets
Histidine decarboxylase
DRB
Click here for ligand page
Targets
Casein kinase 2
S-adenosylhomocysteine
Click here for ligand page
Targets
S-Adenosylhomocysteine hydrolase
2'-Me-CCPA
Click here for ligand page
Targets
A3 receptor
tecadenoson
Click here for ligand page
Targets
A1 receptor; A2A receptor
GS9667
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
binodenoson
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
regadenoson
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
HEMADO
Click here for ligand page
Targets
A1 receptor; A2A receptor; A2B receptor; A3 receptor
[3H]HEMADO
Click here for ligand page
Targets
A3 receptor
triciribine
Click here for ligand page
5-Cl-5-deoxy-(±)-ENBA
Click here for ligand page
Targets
A1 receptor
clofarabine
Click here for ligand page
Targets
ribonucleotide reductase catalytic subunit M1; ribonucleotide reductase regulatory subunit M2
bromo-deaza-SAH
Click here for ligand page
Targets
DNA methyltransferase 1; DOT1 like histone lysine methyltransferase
LLY-283
Click here for ligand page
Targets
protein arginine methyltransferase 5
compound 6c [PMID: 34435786]
Click here for ligand page
Targets
A3 receptor
TO507
Click here for ligand page
Targets
CoV Non-structural protein 14