Molecule

Deoxyguanosine

AlkaPlorer ID: AK020080

Synonym: None

IUPAC Name: 2-amino-9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one

Structure

SMILES: NC1=NC2=C(N=CN2[C@H]2C[C@H](O)[C@@H](CO)O2)C(=O)N1

InChI: InChI=1S/C10H13N5O4/c11-10-13-8-7(9(18)14-10)12-3-15(8)6-1-4(17)5(2-16)19-6/h3-6,16-17H,1-2H2,(H3,11,13,14,18)/t4-,5+,6+/m0/s1

InChIKey: YKBGVTZYEHREMT-KVQBGUIXSA-N

Reference

Metabolic Profiling of <i>Escherichia coli</i>-Based Cell-Free Expression Systems for Process Optimization

PubChem CID: 90034543

LOTUS: LTS0130265

NPASS: NPC262926

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Ginkgo biloba	Ginkgo	Ginkgoaceae	Ginkgoales	Ginkgoopsida	Streptophyta	Viridiplantae	Eukaryota
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Euryale ferox	Euryale	Nymphaeaceae	Nymphaeales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Linum usitatissimum	Linum	Linaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota
Ganoderma sinense	Ganoderma	Polyporaceae	Polyporales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Ganoderma lucidum	Ganoderma	Polyporaceae	Polyporales	Agaricomycetes	Basidiomycota	Fungi	Eukaryota
Vibrio harveyi	Vibrio	Vibrionaceae	Vibrionales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Escherichia coli	Escherichia	Enterobacteriaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 267.24499999999995

TPSA？: 139.28

MolLogP？: -1.6575000000000002

Number of H-Donors: 4

Number of H-Acceptors: 8

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	ATPase family AAA domain-containing protein 5	Potency	20587.8	nM	None
Homo sapiens	CCRF-HSB-2	IC50	2.8	ug.mL-1	10.1021/jm9701536
Homo sapiens	Deoxycytidine kinase	Kcat	0.53	/s	10.1021/jm800134t
Homo sapiens	Deoxycytidine kinase	Kcat	2.5	/s	10.1021/jm800134t
Homo sapiens	Deoxycytidine kinase	Km	41000.0	nM	10.1021/jm800134t
Homo sapiens	Deoxycytidine kinase	Km	181000.0	nM	10.1021/jm800134t
Homo sapiens	Deoxycytidine kinase	Ratio	0.0129	/s/microM	10.1021/jm800134t
Homo sapiens	Deoxycytidine kinase	Ratio	0.0138	/s/microM	10.1021/jm800134t
Homo sapiens	DU-145	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	HaCaT	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	HL-60	ID50	0.49	mM	10.1021/jm00147a012
Homo sapiens	Isocitrate dehydrogenase [NADP] cytoplasmic	Potency	29092.9	nM	None
Homo sapiens	MCF7	IC50	250000.0	nM	10.1039/C3MD00159H
Homo sapiens	Microtubule-associated protein tau	Potency	501.2	nM	None
Homo sapiens	MT4	CD50	500.0	uM	10.1021/jm00118a033
Homo sapiens	Purine nucleoside phosphorylase	Activity	65.0	%	10.1021/jm00207a008
Homo sapiens	Solute carrier organic anion transporter family member 1B1	Inhibition	85.51	%	10.1124/mol.112.084152
Homo sapiens	Solute carrier organic anion transporter family member 1B3	Inhibition	90.97	%	10.1124/mol.112.084152
Homo sapiens	Thymidine kinase, cytosolic	Activity	nan	None	10.1021/jm00100a029
Homo sapiens	Thymidine kinase, cytosolic	IC50	115000.0	nM	10.1021/jm011128+
Homo sapiens	Thymidine kinase, cytosolic	IC50	364000.0	nM	10.1021/jm011128+
Homo sapiens	Thymidine kinase, cytosolic	ID50	300.0	uM	10.1021/jm00100a029
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	3981.1	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	5804.8	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	6309.6	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	6513.1	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	10322.5	nM	None
Human alphaherpesvirus 1	Human alphaherpesvirus 1	ED50	55.0	ug ml-1	10.1021/jm9701536
Human alphaherpesvirus 2	Human alphaherpesvirus 2	ED50	78.0	ug ml-1	10.1021/jm9701536
Human alphaherpesvirus 3	Human alphaherpesvirus 3	ED50	10.1	ug ml-1	10.1021/jm9701536
Human betaherpesvirus 5	Human betaherpesvirus 5	ED50	16.8	ug ml-1	10.1021/jm9701536
Human immunodeficiency virus 1	Human immunodeficiency virus 1	ED50	158.0	uM	10.1021/jm00118a033
Mus musculus	RAW264.7	Activity	nan	None	10.1021/np5009762
Mus musculus	RAW264.7	Inhibition	nan	%	10.1021/np5009762
Rattus norvegicus	C6	IC50	250000.0	nM	10.1039/C3MD00159H
Rattus norvegicus	L6	IC50	250000.0	nM	10.1039/C3MD00159H
Staphylococcus aureus	Deoxyguanosine kinase	Kcat	0.57	/s	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyguanosine kinase	Kcat/Km	5.17	10'5/M/s	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyguanosine kinase	Km	1100.0	nM	10.1128/aac.00081-07
Staphylococcus aureus	Deoxyguanosine kinase	Vmax	1.4	U/mg	10.1128/aac.00081-07
None	Friend leukemia cell line	Benzidine positive cells	0.0	%	10.1021/jm00147a012
None	Friend leukemia cell line	ID50	0.29	mM	10.1021/jm00147a012
None	No relevant target	P	0.05	None	10.1021/jm00128a017
None	Unchecked	Kcat	0.43	/s	10.1021/jm800134t
None	Unchecked	Kcat	3.6	/s	10.1021/jm800134t
None	Unchecked	Km	10400.0	nM	10.1021/jm800134t
None	Unchecked	Km	700000.0	nM	10.1021/jm800134t
None	Unchecked	Potency	11582.1	nM	None
None	Unchecked	Potency	15848.9	nM	None
None	Unchecked	Potency	20596.2	nM	None
None	Unchecked	Potency	22387.2	nM	None
None	Unchecked	Potency	25118.9	nM	None
None	Unchecked	Ratio	0.0051	/s/microM	10.1021/jm800134t
None	Unchecked	Ratio	0.0413	/s/microM	10.1021/jm800134t
None	Unchecked	Selectivity index	3.1	None	10.1021/jm00118a033

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT016645	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](COP(=O)(O)O)O3)c2[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT016646	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1>>N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](C(=O)O)O3)c2[nH]1	enzymemap_7124
AKRT016647	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1>>N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](COP(=O)(O)O)O3)c2[nH]1	enzymemap_43234
AKRT016648	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1>>O=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1	enzymemap_79104
AKRT016650	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](COP(=O)(O)O)O3)c2[nH]1>>N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1	enzymemap_45276
AKRT016664	N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O3)c2[nH]1>>N=c1[nH]c(=O)c2ncn([C@H]3C[C@H](O)[C@@H](CO)O3)c2[nH]1	enzymemap_57813
AKRT017259	NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)[C@@H](O)[C@H]2O)c1.Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OC[C@H]2OC(Nc3nc4c(ncn4[C@H]4C[C@H](O)[C@@H](CO)O4)c(=O)[nH]3)[C@H](O)[C@@H]2O)[C@@H](O)[C@H]1O	71879
AKRT020579	Nc1cc[nH]c(=O)n1.Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)n1	MNXR131622
AKRT021112	Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)O[C@@H]1C[C@H](O)[C@@H](CO)O1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	R01969
AKRT021114	Nc1nc2[nH]cnc2c(=O)[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	MNXR136568
AKRT021117	Nc1nc2[nH]cnc2c(=O)[nH]1.OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)C[C@@H]1O>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	RXN-22627
AKRT021551	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1.Nc1ncnc2[nH]cnc12>>Nc1nc2[nH]cnc2c(=O)[nH]1	MNXR131626
AKRT021552	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1.Nc1ncnc2[nH]cnc12>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1	MNXR131626
AKRT021553	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT021554	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1.O=c1[nH]cnc2nc[nH]c12>>OC[C@H]1O[C@@H](n2cnc3c(O)ncnc32)C[C@@H]1O	RXN-22627
AKRT021555	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1nc2[nH]cnc2c(=O)[nH]1	DEOXYGUANPHOSPHOR-RXN
AKRT021556	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1nc2c(nc(O)n2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	MNXR130899
AKRT021557	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1	R01968
AKRT021558	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>O=CC[C@H](O)[C@H](O)CO	RXN-20659
AKRT021559	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>O=P(O)(O)O[C@@H]1C[C@H](O)[C@@H](CO)O1	DEOXYGUANPHOSPHOR-RXN
AKRT021562	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	R01968
AKRT021580	Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	R01856
AKRT021583	Nc1nc2c(ncn2[C@H]2C[C@H](OP(=O)(O)O)[C@@H](CO)O2)c(=O)[nH]1>>Nc1nc2c(ncn2[C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1	RXN-14525