Molecule

adenosine

AlkaPlorer ID: AK001258

Synonym: 'Vidarabine', '', 'Adenosin', '58-61-7', '.beta.-Adenosine', '(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol', 'ADENOSINE', '5536-17-4', 'beta-D-Adenosine', 'Ado', 'Nucleocardyl', 'Sandesin', '3080-29-3', '.beta.-D-Adenosine', '6-Amino-9-beta-D-ribofuranosyl-9H-purine', 'MLSMR', 'MLS006011831', 'SMR000225041', 'Ade-Rib', 'Adenosine', '9-beta-D-ribofuranosyl-9H-purin-6-amine', '9-beta-D-Ribofuranosidoadenine', 'Desoxyadenosine', 'Adenyldeoxyriboside', '2006-02-2', 'Deoxyadenosine', '9-beta-D-Ribofuranosyl-9H-purin-6-amine', 'Boniton', 'adenosine', 'Adenine riboside', 'Usaf cb-10', '24356-66-9', 'Adenine Deoxyribonucleoside', 'Adenine nucleoside', 'Myocol', 'MLS000699527'

IUPAC Name: (2R,3S,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Structure

SMILES: NC1=NC=NC2=C1N=CN2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O

InChI: InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1

InChIKey: OIRDTQYFTABQOQ-UHTZMRCNSA-N

Reference

Identification of 3-Hydroxy-3-methylglutaric Acid (HMG) as a Hypoglycemic Principle of Spanish Moss (Tillandsia usneoides)

PubChem CID: 21704

CAS: 24356-66-9

LOTUS: LTS0058806

SuperNatural Ⅲ: SN0266491-10

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces antibioticus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 267.245

TPSA？: 139.54000000000002

MolLogP？: -1.9800000000000009

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Acinetobacter baumannii	Acinetobacter baumannii	Inhibition	33.05	%	10.6019/CHEMBL4513141
African swine fever virus	African swine fever virus	ED50	40.0	ug ml-1	10.1021/jm00172a026
Bos taurus	Adenosine deaminase	Km	43000.0	nM	10.1021/jm010216r
Bos taurus	Adenosine deaminase	Km	120000.0	nM	10.1021/jm00364a023
Bos taurus	Adenosine deaminase	Relative Vmax	1.0	None	10.1021/jm010216r
Bos taurus	Bos taurus	Vmax	94.0	uM min-1 mg-1	10.1021/jm00364a023
Candida albicans	Candida albicans	Inhibition	4.29	%	10.6019/CHEMBL4513141
Chlorocebus sabaeus	Vero	CC50	38000.0	nM	10.1128/aac.01284-06
Chlorocebus sabaeus	Vero	ID50	4.8	ug ml-1	10.1021/jm00166a020
Chlorocebus sabaeus	Vero	Km	2200.0	nM	10.1021/jm010216r
Chlorocebus sabaeus	Vero	MCC	100.0	ug.mL-1	10.1021/jm00152a007
Chlorocebus sabaeus	Vero	MCC	150.0	ug.mL-1	10.1021/jm00152a007
Chlorocebus sabaeus	Vero	MCC	200.0	ug.mL-1	10.1021/jm00152a007
Chlorocebus sabaeus	Vero	MCC	400.0	ug.mL-1	10.1021/jm00118a006
Chlorocebus sabaeus	Vero	MIC	70.0	ug.mL-1	10.1021/jm00118a006
Chlorocebus sabaeus	Vero	MIC50	5.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	15.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	18.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	22.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	24.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	26.8	ug.mL-1	10.1021/jm00388a036
Chlorocebus sabaeus	Vero	MIC50	45.0	ug.mL-1	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	20000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	60000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	70000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	80000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	90000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MIC50	170000.0	nM	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	MNTD	6.0	ug ml-1	10.1021/jm00172a026
Chlorocebus sabaeus	Vero	MTC	26.8	ug ml-1	10.1021/jm00166a020
Chlorocebus sabaeus	Vero	Relative Vmax	3.0	None	10.1021/jm010216r
Chlorocebus sabaeus	Vero	TD50	10.0	ug ml-1	10.1021/jm00172a026
Chlorocebus sabaeus	Vero	Therapeutic index	5.6	None	10.1021/jm00166a020
Chlorocebus sabaeus	Vero	Virus rating	2.4	None	10.1021/jm00166a020
Chlorocebus sabaeus	Vero	VR	1.2	None	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	VR	1.3	None	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	VR	1.7	None	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	VR	2.0	None	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	VR	2.1	None	10.1021/jm00151a013
Chlorocebus sabaeus	Vero	VR	2.4	None	10.1021/jm00151a013
Cowpox virus	Cowpox virus	EC50	1400.0	nM	10.1016/j.bmcl.2008.12.031
Cowpox virus	Cowpox virus	EC50	12600.0	nM	10.1016/j.bmcl.2008.12.031
Cryptococcus neoformans	Cryptococcus neoformans	Inhibition	1.72	%	10.6019/CHEMBL4513141
Escherichia coli	Escherichia coli	Inhibition	6.8	%	10.6019/CHEMBL4513141
Hepatitis C virus	Hepatitis C virus NS5B RNA-dependent RNA polymerase	EC50	50000.0	nM	10.1021/jm030424e
Hepatitis C virus	Hepatitis C virus NS5B RNA-dependent RNA polymerase	IC50	50000.0	nM	10.1021/jm030424e
Homo sapiens	Adrenergic receptor beta	Activity	-2.58	None	10.1016/S0960-894X(97)00046-2
Homo sapiens	AMP-activated protein kinase, AMPK	Inhibition	nan	%	10.1038/nchembio.2007.54
Homo sapiens	Caco-2	permeability	0.083	10'6cm/s	10.1016/j.bmcl.2008.12.031
Homo sapiens	CCRF-CEM	IC50	24800.0	nM	10.1016/s0960-894x(98)00216-9
Homo sapiens	CCRF-HSB-2	IC50	12.9	ug.mL-1	10.1021/jm9701536
Homo sapiens	Dipeptidyl peptidase IV	IC50	62.0	nM	10.1021/jm901590f
Homo sapiens	Geminin	Potency	1995.3	nM	None
Homo sapiens	Geminin	Potency	7307.8	nM	None
Homo sapiens	HeLa	ID50	27.7	uM	10.1021/jm00397a021
Homo sapiens	HeLa	ID50	46.0	uM	10.1021/jm00397a021
Homo sapiens	HeLa	MCC	100.0	ug.mL-1	10.1021/jm00152a007
Homo sapiens	HeLa	MCC	150.0	ug.mL-1	10.1021/jm00152a007
Homo sapiens	HeLa	MCC	200.0	ug.mL-1	10.1021/jm00118a006
Homo sapiens	HeLa	MCC	200.0	ug.mL-1	10.1021/jm00152a007
Homo sapiens	HeLa	MIC	20.0	ug.mL-1	10.1021/jm00118a006
Homo sapiens	HEp-2	MIC	10.0	ug.mL-1	10.1021/jm00371a020
Homo sapiens	HEp-2	MTC	100.0	ug ml-1	10.1021/jm00149a024
Homo sapiens	HEp-2	Virus rating	2.2	VR	10.1021/jm00371a020
Homo sapiens	Hep 3B2	Inhibition	40.0	%	10.1038/nchembio.2007.54
Homo sapiens	HFF	CC50	90000.0	nM	10.1016/j.bmcl.2008.12.031
Homo sapiens	HFF	CC50	100000.0	nM	10.1016/j.bmcl.2008.12.031
Homo sapiens	Histone deacetylase 6	Inhibition	8.4	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	13.9	%	10.6019/CHEMBL4808148
Homo sapiens	HL-60	IC50	20.9	ug.mL-1	10.1021/jm9602322
Homo sapiens	HL-60	NBT positive cells	9.0	%	10.1021/jm9602322
Homo sapiens	HL-60	NBT positive cells	12.0	%	10.1021/jm9602322
Homo sapiens	Homo sapiens	Cytotoxicity	0.0	None	10.1021/jm00394a017
Homo sapiens	Homo sapiens	Cytotoxicity	nan	None	10.1021/jm00394a017
Homo sapiens	Homo sapiens	ID50	25.9	ug ml-1	10.1021/jm00118a006
Homo sapiens	Homo sapiens	MCC	400.0	ug.mL-1	10.1021/jm00118a006
Homo sapiens	Homo sapiens	MIC	7.0	ug.mL-1	10.1021/jm00118a006
Homo sapiens	Homo sapiens	Reduction	18.0	%	10.1021/jm00394a017
Homo sapiens	Homo sapiens	Reduction	44.0	%	10.1021/jm00394a017
Homo sapiens	Homo sapiens	Reduction	97.0	%	10.1021/jm00394a017
Homo sapiens	Homo sapiens	Reduction	100.0	%	10.1021/jm00394a017
Homo sapiens	KB	ID50	25.4	uM	10.1021/jm00397a021
Homo sapiens	KB	ID50	89.8	uM	10.1021/jm00397a021
Homo sapiens	KB	MCC	3.2	ug.mL-1	10.1021/jm00230a010
Homo sapiens	MOLT-4	IC50	11900.0	nM	10.1016/s0960-894x(98)00216-9
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	103.09	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	90.86	%	10.1124/mol.112.084152
Homo sapiens	Thymidine kinase, cytosolic	Km	1500.0	nM	10.1021/jm010216r
Homo sapiens	Thymidine kinase, cytosolic	Relative Vmax	39.2	None	10.1021/jm010216r
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	366.3	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	461.1	nM	None
Homo sapiens	WI-38	MCC	100.0	ug.mL-1	10.1021/jm00152a007
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	0.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	54.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	63.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	64.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	69.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	100.0	%	10.1021/jm00210a009
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	nan	None	10.1021/jm00230a010
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	nan	None	10.1021/np50059a031
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Activity	nan	None	10.1021/np50070a001
Human alphaherpesvirus 1	Human alphaherpesvirus 1	EC50	7000.0	nM	10.1128/aac.01284-06
Human alphaherpesvirus 1	Human alphaherpesvirus 1	EC50	26500.0	nM	10.1128/aac.01435-08
Human alphaherpesvirus 1	Human alphaherpesvirus 1	EC50	35000.0	nM	10.1021/jm901590f
Human alphaherpesvirus 1	Human alphaherpesvirus 1	EC50	42000.0	nM	10.1021/jm901590f
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ED50	10.0	ug ml-1	10.1021/jm00172a026
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ED50	17.1	ug ml-1	10.1021/jm9701536
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	5.6	ug.mL-1	10.1021/jm00402a016
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	39.0	ug.mL-1	10.1021/jm00402a016
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	1.5	10'-5M	10.1021/jm00217a026
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	1.9	ug ml-1	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	2.1	ug ml-1	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	3.7	10'-5M	10.1021/jm00217a026
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	11.0	uM	10.1021/jm00122a014
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ID50	13.6	ug ml-1	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MDD	6.9	None	10.1021/jm00167a002
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MDD	13.5	None	10.1021/jm00167a002
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	3.2	ug.mL-1	10.1021/jm00230a010
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	10.0	ug.mL-1	10.1021/jm00149a024
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	12.0	ug.mL-1	10.1021/jm00216a003
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	12.0	ug.mL-1	10.1021/jm00216a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	3500.0	nM	10.1021/jm00200a018
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	14000.0	nM	10.1021/jm00200a018
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	6.0	ug.mL-1	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	6.4	ug.mL-1	10.1021/jm00377a007
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	9.5	ug.mL-1	10.1021/jm00369a007
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	9.8	ug.mL-1	10.1021/jm00356a008
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	9.8	ug.mL-1	10.1021/jm00394a017
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	15.0	ug.mL-1	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	18.0	ug.mL-1	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	34.0	ug.mL-1	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Survivors / treated	nan	None	10.1021/jm00167a002
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Therapeutic index	7.0	None	10.1021/jm00402a016
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	1.8	None	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	2.5	None	10.1021/jm00377a007
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	2.7	None	10.1021/jm00356a008
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	2.9	None	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	3.1	None	10.1021/jm00394a017
Human alphaherpesvirus 1	Human alphaherpesvirus 1	Virus rating	3.3	None	10.1021/jm00117a004
Human alphaherpesvirus 1	Human alphaherpesvirus 1	VR	2.0	None	10.1021/jm00369a007
Human alphaherpesvirus 1	Human alphaherpesvirus 1	VR	2.0	None	10.1021/jm00384a033
Human alphaherpesvirus 1	Human alphaherpesvirus 1	VR	2.0	None	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	VR	2.1	None	10.1021/jm00389a019
Human alphaherpesvirus 1	Human alphaherpesvirus 1	VR	2.4	None	10.1021/jm00389a019
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Activity	nan	None	10.1021/jm00230a010
Human alphaherpesvirus 2	Human alphaherpesvirus 2	EC50	26500.0	nM	10.1128/aac.01435-08
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ED50	6.6	ug ml-1	10.1021/jm9701536
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ED50	125.0	mg kg-1 day-1	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ID50	49.9	ug ml-1	10.1021/jm00117a004
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ID50	75.0	uM	10.1021/jm00122a014
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MDD	7.9	None	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MDD	9.3	None	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MDD	11.1	None	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	10.0	ug.mL-1	10.1021/jm00149a024
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	12.0	ug.mL-1	10.1021/jm00216a003
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	12.0	ug.mL-1	10.1021/jm00216a004
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC50	6.4	ug.mL-1	10.1021/jm00377a007
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC50	20.1	ug.mL-1	10.1021/jm00356a008
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC50	30.0	ug.mL-1	10.1021/jm00394a017
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Survivors / treated	0.0	None	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Survivors / treated	3.0	None	10.1021/jm00167a002
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Virus rating	1.2	None	10.1021/jm00388a036
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Virus rating	1.3	None	10.1021/jm00117a004
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Virus rating	1.6	None	10.1021/jm00377a007
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Virus rating	2.3	None	10.1021/jm00356a008
Human alphaherpesvirus 2	Human alphaherpesvirus 2	Virus rating	2.3	None	10.1021/jm00394a017
Human alphaherpesvirus 2	Human alphaherpesvirus 2	VR	1.4	None	10.1021/jm00384a033
Human alphaherpesvirus 3	Human alphaherpesvirus 3	ED50	1.17	ug ml-1	10.1021/jm9701536
Human betaherpesvirus 5	Human betaherpesvirus 5	ED50	6.45	ug ml-1	10.1021/jm9701536
Klebsiella pneumoniae	Klebsiella pneumoniae	Inhibition	13.1	%	10.6019/CHEMBL4513141
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	26500.0	nM	10.1128/aac.01435-08
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	28000.0	nM	10.1128/aac.01284-06
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	35000.0	nM	10.1128/aac.01284-06
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	37800.0	nM	10.1128/aac.01435-08
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	46100.0	nM	10.1128/aac.01435-08
Macacine alphaherpesvirus 1	Macacine alphaherpesvirus 1	EC50	nan	None	10.1128/aac.01284-06
Macacine herpesvirus 1	Thymidine kinase	Activity	nan	None	10.1128/aac.01284-06
Moloney murine leukemia virus	Moloney murine leukemia virus	IC50	1.0	ug.mL-1	10.1021/jm00106a028
Mus musculus	Adenosylhomocysteinase	Ki	30000.0	nM	10.1021/jm00106a028
Mus musculus	Adenosylhomocysteinase	K inact	nan	None	10.1021/jm00106a028
Mus musculus	FM3A	ID50	21.1	ug ml-1	10.1021/jm00118a006
Mus musculus	L1210	IC50	14200.0	nM	10.1016/S0960-894X(97)00044-9
Mus musculus	L1210	IC50	14200.0	nM	10.1016/s0960-894x(98)00216-9
Mus musculus	L1210	ID50	21.0	ug ml-1	10.1021/jm00118a006
Mus musculus	L1210	ID50	21.7	uM	10.1021/jm00111a044
Mus musculus	L1210	ID50	23.6	uM	10.1021/jm00397a021
Mus musculus	L929	MED50	0.8	ug ml-1	10.1021/jm00343a021
Mus musculus	L929	Virus rating	3.7	None	10.1021/jm00343a021
Mus musculus	Mus musculus	Activity	nan	None	10.1021/jm00348a004
Mus musculus	Mus musculus	Average survival	9.0	day	10.1021/jm00138a018
Mus musculus	Mus musculus	Average survival	13.0	day	10.1021/jm00138a018
Mus musculus	Mus musculus	Efficacy	0.0	mg kg-1	10.1021/jm00152a007
Mus musculus	Mus musculus	Kel	0.31	hr-1	10.1021/jm960339p
Mus musculus	Mus musculus	Kel	16.87	hr-1	10.1021/jm960339p
Mus musculus	Mus musculus	LD50	750.0	mg.kg-1	10.1021/jm00152a007
Mus musculus	Mus musculus	MIC	2.1	ug.mL-1	10.1021/jm00348a004
Mus musculus	Mus musculus	MIC	19.2	ug.mL-1	10.1021/jm00348a004
Mus musculus	Mus musculus	MST	23.5	day	10.1021/jm0499559
Mus musculus	Mus musculus	MST	23.5	day	10.1021/jm050413g
Mus musculus	Mus musculus	No. of dead mice	0.0	None	10.1021/jm00152a007
Mus musculus	Mus musculus	Protection	56.0	%	10.1021/jm00127a007
Mus musculus	Mus musculus	Protection	88.0	%	10.1021/jm00127a007
Mus musculus	Mus musculus	Survival	10.0	%	10.1021/jm00138a018
Mus musculus	Mus musculus	Survival	60.0	%	10.1021/jm00138a018
Mus musculus	Mus musculus	T1/2	0.04	hr	10.1021/jm960339p
Mus musculus	Mus musculus	T1/2	2.24	hr	10.1021/jm960339p
Mus musculus	Mus musculus	Virus rating	1.2	None	10.1021/jm00348a004
Mus musculus	Mus musculus	Virus rating	3.2	None	10.1021/jm00348a004
Mus musculus	P388	ID50	10.8	uM	10.1021/jm00397a021
Mus musculus	P388	ID50	12.7	uM	10.1021/jm00397a021
Mus musculus	P388	ID50	16.8	uM	10.1021/jm00111a044
Mus musculus	P388	LD50	1.0	10'-5M	10.1021/jm00214a040
Oryctolagus cuniculus	Oryctolagus cuniculus	MCC	100.0	ug.mL-1	10.1021/jm00118a006
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	2.0	ug.mL-1	10.1021/jm00118a006
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	7.0	ug.mL-1	10.1021/jm00118a006
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	10.0	ug.mL-1	10.1021/jm00118a006
Oryctolagus cuniculus	Oryctolagus cuniculus	MIC	20.0	ug.mL-1	10.1021/jm00118a006
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Inhibition	12.75	%	10.6019/CHEMBL4513141
Rattus norvegicus	Adenosine A1 receptor	Displacement	20.0	%	10.1021/jm00007a014
Rattus norvegicus	Adenosine A2a receptor	Displacement	26.0	%	10.1021/jm00007a014
Rattus norvegicus	Adenosine A3 receptor	Displacement	24.0	%	10.1021/jm00007a014
Rattus norvegicus	Adenosylhomocysteinase	Ki	nan	nM	10.1021/jm00106a028
Rattus norvegicus	Adenosylhomocysteinase	K inact	nan	None	10.1021/jm00106a028
Rattus norvegicus	Adenylate cyclase type V	IC50	82000.0	nM	10.1021/jm0303599
Rattus norvegicus	Intestine	T1/2	0.05	hr	10.1016/j.bmcl.2008.12.031
Rattus norvegicus	Liver	T1/2	0.25	hr	10.1016/j.bmcl.2008.12.031
Rattus norvegicus	Plasma	T1/2	0.43	hr	10.1016/j.bmcl.2008.12.031
Rattus norvegicus	Thioredoxin reductase 1, cytoplasmic	Potency	89125.1	nM	None
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	8.763	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Hit score	-0.02251	None	10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	-15.34	%	10.21203/rs.3.rs-23951/v1
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	0.01	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition index	-0.01238	None	10.1101/2020.04.03.023846
Staphylococcus aureus	Staphylococcus aureus	Inhibition	17.44	%	10.6019/CHEMBL4513141
Trichomonas vaginalis	Trichomonas vaginalis	GI	100.0	%	10.1016/j.bmcl.2012.03.087
Trichomonas vaginalis	Trichomonas vaginalis	IC50	3600.0	nM	10.1016/j.bmcl.2012.03.087
Trypanosoma brucei brucei	Trypanosoma brucei brucei	IC50	100000.0	nM	10.1021/jm401530a
unidentified influenza virus	unidentified influenza virus	MIC50	56.0	ug.mL-1	10.1021/jm00389a019
unidentified influenza virus	unidentified influenza virus	VR	0.9	None	10.1021/jm00389a019
Vaccinia virus	Vaccinia virus	Activity	nan	None	10.1021/jm00230a010
Vaccinia virus	Vaccinia virus	EC50	1000.0	nM	10.1016/j.bmcl.2008.12.031
Vaccinia virus	Vaccinia virus	EC50	6200.0	nM	10.1016/j.bmcl.2008.12.031
Vaccinia virus	Vaccinia virus	EC50	8300.0	nM	10.1021/jm901590f
Vaccinia virus	Vaccinia virus	EC50	10000.0	nM	10.1021/jm901590f
Vaccinia virus	Vaccinia virus	ED50	16.0	ug ml-1	10.1021/jm00172a026
Vaccinia virus	Vaccinia virus	IC50	2000.0	nM	10.1016/j.bmcl.2011.04.126
Vaccinia virus	Vaccinia virus	ID50	1.0	ug ml-1	10.1021/jm00127a007
Vaccinia virus	Vaccinia virus	ID50	1.4	10'-6M	10.1021/jm00217a026
Vaccinia virus	Vaccinia virus	ID50	1.8	ug ml-1	10.1021/jm00127a007
Vaccinia virus	Vaccinia virus	ID50	2.0	ug ml-1	10.1021/jm00127a007
Vaccinia virus	Vaccinia virus	ID50	2.6	10'-5M	10.1021/jm00217a026
Vaccinia virus	Vaccinia virus	ID50	9.8	ug ml-1	10.1021/jm00117a004
Vaccinia virus	Vaccinia virus	MIC	1400.0	nM	10.1021/jm00200a018
Vaccinia virus	Vaccinia virus	MIC	26000.0	nM	10.1021/jm00200a018
Vaccinia virus	Vaccinia virus	MID	0.3	ug ml-1	10.1021/jm00191a010
Vaccinia virus	Vaccinia virus	Virus rating	3.1	None	10.1021/jm00117a004
Vaccinia virus	Vaccinia virus	VR	3.6	None	10.1021/jm00127a007
Vaccinia virus	Vaccinia virus	VR	3.7	None	10.1021/jm00127a007
Vaccinia virus	Vaccinia virus	VR	4.2	None	10.1021/jm00127a007
Vesicular stomatitis virus	Vesicular stomatitis virus	ED50	10.0	ug ml-1	10.1021/jm00172a026
Vesicular stomatitis virus	Vesicular stomatitis virus	MID	20.0	ug ml-1	10.1021/jm00191a010
None	ADMET	Activity	0.05	None	10.1021/jm960339p
None	ADMET	Activity	1.35	None	10.1021/jm960339p
None	ADMET	AUC	350.0	ng.hr.mL-1	10.1021/jm960339p
None	ADMET	AUC	1150.0	ng.hr.mL-1	10.1021/jm960339p
None	ADMET	AUC	1550.0	ng.hr.mL-1	10.1021/jm960339p
None	ADMET	AUC	3950.0	ng.hr.mL-1	10.1021/jm960339p
None	ADMET	AUC	6840.0	ng.hr.mL-1	10.1021/jm960339p
None	ADMET	ID50	15.0	ug ml-1	10.1021/jm00152a007
None	ADMET	ID50	27.0	ug ml-1	10.1021/jm00152a007
None	ADMET	ID50	31.0	ug ml-1	10.1021/jm00152a007
None	ADMET	ID50	200.0	ug ml-1	10.1021/jm00152a007
None	ADMET	Inhibition	50.0	%	10.1021/jm901590f
None	ADMET	MCC	2.0	ug.mL-1	10.1021/jm00152a007
None	ADMET	MCC	10.0	ug.mL-1	10.1021/jm00152a007
None	ADMET	MCC	20.0	ug.mL-1	10.1021/jm00152a007
None	ADMET	MCC	70.0	ug.mL-1	10.1021/jm00152a007
None	ADMET	MCC	200.0	ug.mL-1	10.1021/jm00152a007
None	ADMET	Stability	nan	%	10.1021/jm00214a040
None	ADMET	T1/2	0.07	hr	10.1021/jm960339p
None	ADMET	T1/2	0.45	hr	10.1021/jm960339p
None	ADMET	T1/2	0.89	hr	10.1021/jm960339p
None	ADMET	T1/2	1.47	hr	10.1021/jm960339p
None	ADMET	T1/2	5.03	hr	10.1021/jm960339p
None	ADMET	TI	4.0	None	10.1021/jm00230a010
None	Erythroleukemia cell line	Differentiation	4.0	%	10.1021/jm00148a018
None	Erythroleukemia cell line	Differentiation	22.0	%	10.1021/jm00148a018
None	Erythroleukemia cell line	ID50	0.003	mM	10.1021/jm00148a018
None	Erythroleukemia cell line	ID50	0.094	mM	10.1021/jm00148a018
None	Erythroleukemia cell line	Optimal concentration	0.002	mM	10.1021/jm00148a018
None	Erythroleukemia cell line	Optimal concentration	0.08	mM	10.1021/jm00148a018
None	Hepatotoxicity	DILI positive/negative	0.0	None	10.1371/journal.pcbi.1002310
None	Hepatotoxicity	Hepatotoxicity	nan	None	10.1021/tx1000865
None	Hepatotoxicity	Hepatotoxicity	nan	None	10.1021/tx900326k
None	Hepatotoxicity	Hepatotoxicity	nan	None	10.1124/dmd.110.035113
None	NON-PROTEIN TARGET	Activity	71.0	%	10.1021/jm00205a025
None	NON-PROTEIN TARGET	Activity	94.0	%	10.1021/jm00205a025
None	NON-PROTEIN TARGET	Hepatotoxicity (acute)	0.0	%	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (animal toxicity known)	nan	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (benign tumour)	0.0	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (granulomatous hepatitis)	0.0	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (mechanism)	nan	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (moderate)	5.0	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (moderate)	17.0	%	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	Hepatotoxicity (time to onset)	nan	None	10.1016/s0399-8320(04)95062-2
None	NON-PROTEIN TARGET	ID50	16.7	ug ml-1	10.1021/jm00118a006
None	NON-PROTEIN TARGET	Selectivity index	16.3	None	10.1021/jm00127a007
None	NON-PROTEIN TARGET	Selectivity index	17.9	None	10.1021/jm00127a007
None	NON-PROTEIN TARGET	Selectivity index	32.2	None	10.1021/jm00127a007
None	No relevant target	LogP	0.47	None	10.1021/jm00210a009
None	No relevant target	Solubility	470.0	ug.mL-1	10.1016/j.bmcl.2008.12.031
None	PRK	IC50	0.4	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	1.0	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	3.0	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	4.0	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	7.0	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	10.0	ug.mL-1	10.1021/jm00136a007
None	PRK	IC50	20.0	ug.mL-1	10.1021/jm00136a007
None	Unchecked	Hepatotoxicity (acute)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (association with vascular disease)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (choleostasis)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (chronic liver disease)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (cirrhosis)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (comment)	nan	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (cytolytic)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (malignant tumour)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (severe hepatitis)	1.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (steatosis)	0.0	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	Hepatotoxicity (successful reintroduction)	nan	None	10.1016/s0399-8320(04)95062-2
None	Unchecked	IC50	11900.0	nM	10.1016/S0960-894X(97)00044-9
None	Unchecked	IC50	24800.0	nM	10.1016/S0960-894X(97)00044-9
None	Unchecked	Potency	12589.3	nM	None
None	Unchecked	Potency	28183.8	nM	None
None	Unchecked	Ratio	0.63	None	10.1021/jm00389a019
None	Unchecked	Ratio	0.95	None	10.1021/jm00389a019
None	Unchecked	Ratio	1.3	None	10.1021/jm00389a019
None	Unchecked	Ratio	1.44	None	10.1021/jm00389a019
None	Unchecked	Ratio	1.5	None	10.1021/jm00389a019

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT006193	CC(C)[C@H](N)C(=O)N1CCC[C@H]1C(=O)N[C@H](C(=O)N1CCC[C@H]1C(=O)Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O)C(C)C>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O	enzymemap_67045
AKRT021665	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT021666	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O	enzymemap_43268
AKRT021667	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@@H]1O	enzymemap_43518
AKRT021668	Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	enzymemap_43501
AKRT021704	Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O	MNXR130453