Compound Detail

CHEMBL4533718

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OC[C@H]1O[C@@H](n2cnc3c(NC(C4CCC4)C4CCC4)ncnc32)[C@H](O)[C@@H]1O

ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID	CHEMBL4533718
Phase	Preclinical
Structure Type	MOL
InChI Key	VQFKOPZALUTGKJ-BGIGGGFGSA-N

Targets

Activities

Assay Types

PK Parameters

Publications

Known Names

389.5

MW (Da)

0.82

ALogP

HBA

HBD

125.5

PSA (Å²)

0.57

QED

Ro5 Violations

Rot. Bonds

First in Class Prodrug

Ki 7 meas. best 9.43

EC50 2 meas. best 7.55

IC50 1 meas. best 9.85

Target	Type	Best pChEMBL	Mean pChEMBL	Best (nM)	# Data
Adenosine receptor A1 CHEMBL226	IC50	9.85	9.85	0.1	1
Adenosine receptor A1 CHEMBL3688	Ki	9.43	9.43	0.4	1
Adenosine receptor A1 CHEMBL226	Ki	8.67	8.67	2.1	1
Adenosine receptor A1 CHEMBL226	EC50	7.55	7.115	28.0	2
Adenosine receptor A3 CHEMBL1075269	Ki	6.05	6.05	897.0	1
Sodium-dependent dopamine transporter CHEMBL238	Ki	5.75	5.75	1780.0	1
Adenosine receptor A2a CHEMBL251	Ki	5.45	5.45	3550.0	1
Sodium-dependent noradrenaline transporter CHEMBL222	Ki	5.32	5.32	4820.0	1
Adenosine receptor A3 CHEMBL256	Ki	4.97	4.97	10600.0	1

Parameter	Value	Units	Species
Cmax	310.69	nM	Rattus norvegicus
F	31.0	%	Rattus norvegicus
Fu	0.0605	-	Homo sapiens
Fu	0.206	-	Mus musculus
Fu	0.146	-	Rattus norvegicus
T1/2	0.9	hr	Rattus norvegicus

Top measurements by pChEMBL value

Target	Type	Rel.	Value	Units	pChEMBL	Assay	PubMed
Adenosine receptor A1	IC50	=	0.14	nM	9.85	Agonist activity at human A1A adenosine receptor expressed in HEK cells assessed...	30605331
Adenosine receptor A1	Ki	=	0.37	nM	9.43	Displacement of [3H]N6-R-phenylisopropyladenosine from mouse A1A adenosine recep...	30605331
Adenosine receptor A1	Ki	=	2.14	nM	8.67	Displacement of [3H]N6-R-phenylisopropyladenosine from human A1A adenosine recep...	30605331
Adenosine receptor A1	EC50	=	28.0	nM	7.55	Agonist activity at human A1A adenosine receptor expressed in HEK cell membranes...	30605331
Adenosine receptor A1	EC50	=	209.0	nM	6.68	Agonist activity at human A1A adenosine receptor expressed in CHOKI cells assess...	30605331
Adenosine receptor A3	Ki	=	897.0	nM	6.05	Displacement of [125I]N6-(4-amino-3-iodobenzyl)adenosine-5-N-methyluronamide fro...	30605331
Sodium-dependent dopamine transporter	Ki	=	1780.0	nM	5.75	Inhibition of DAT (unknown origin)	30605331
Adenosine receptor A2a	Ki	=	3550.0	nM	5.45	Displacement of [3H]2-[p-(2-carboxyethyl)phenylethylamino]-5-N-ethylcarboxamidoa...	30605331
Sodium-dependent noradrenaline transporter	Ki	=	4820.0	nM	5.32	Inhibition of NET (unknown origin)	30605331
Adenosine receptor A3	Ki	=	10600.0	nM	4.97	Displacement of [125I]N6-(4-amino-3-iodobenzyl)adenosine-5-N-methyluronamide fro...	30605331

PubMed	DOI	Target Context	# Activities
30605331	10.1021/acs.jmedchem.8b01662	ADMET	10
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A1	6
30605331	10.1021/acs.jmedchem.8b01662	Mus musculus	6
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A3	3
30605331	10.1021/acs.jmedchem.8b01662	No relevant target	3
33031923	10.1016/j.bmcl.2020.127599	Enterovirus A71	2
33031923	10.1016/j.bmcl.2020.127599	Vero 76	2
33031923	10.1016/j.bmcl.2020.127599	Unchecked	2
30605331	10.1021/acs.jmedchem.8b01662	Adenosine receptor A2a	1
30605331	10.1021/acs.jmedchem.8b01662	Sodium-dependent noradrenaline transporter	1
30605331	10.1021/acs.jmedchem.8b01662	Sodium-dependent dopamine transporter	1
30605331	10.1021/acs.jmedchem.8b01662	Unchecked	1
30605331	10.1021/acs.jmedchem.8b01662	Cytochrome P450 1A2	1
30605331	10.1021/acs.jmedchem.8b01662	Cytochrome P450 2C19	1
30605331	10.1021/acs.jmedchem.8b01662	Voltage-gated inwardly rectifying potassium channel KCNH2	1
30605331	10.1021/acs.jmedchem.8b01662	HepG2	1

Data from ChEMBL 36 via Core Engine