Molecule

Toyocamycin

AlkaPlorer ID: AK007268

Synonym: None

IUPAC Name: 4-amino-7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrrolo[2,3-d]pyrimidine-5-carbonitrile

Structure

SMILES: N#CC1=CN([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C2=NC=NC(N)=C12

InChI: InChI=1S/C12H13N5O4/c13-1-5-2-17(11-7(5)10(14)15-4-16-11)12-9(20)8(19)6(3-18)21-12/h2,4,6,8-9,12,18-20H,3H2,(H2,14,15,16)/t6-,8-,9-,12-/m1/s1

InChIKey: XOKJUSAYZUAMGJ-WOUKDFQISA-N

Reference

Development of Intergeneric Conjugal Gene Transfer System in Streptomyces diastatochromogenes 1628 and Its Application for Improvement of Toyocamycin Production

PubChem CID: 11824

CAS: 606-58-6

LOTUS: LTS0018538

SuperNatural Ⅲ: SN0435723-04

NPASS: NPC33382

{

NPAtlas: NPA006347

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Streptomyces sp.	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
None	Jaspis	Ancorinidae	Tetractinellida	Demospongiae	Porifera	Metazoa	Eukaryota
Jaspis splendens	Jaspis	Ancorinidae	Tetractinellida	Demospongiae	Porifera	Metazoa	Eukaryota
Streptomyces diastatochromogenes	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 291.26700000000005

TPSA？: 150.44000000000003

MolLogP？: -1.5033200000000002

Number of H-Donors: 4

Number of H-Acceptors: 9

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	IZ	13.0	mm	10.1021/np50066a032
Chlorocebus sabaeus	Vero	MCC	0.04	ug.mL-1	10.1021/jm00369a010
Chlorocebus sabaeus	Vero	MTC	0.04	ug ml-1	10.1021/jm00386a007
Coxsackievirus B4	Coxsackievirus B4	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Coxsackievirus B4	Coxsackievirus B4	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Coxsackievirus B4	Coxsackievirus B4	MIC50	0.4	ug.mL-1	10.1021/jm00386a007
Homo sapiens	Adenosine kinase	IC50	310.0	nM	10.1016/s0960-894x(02)00042-2
Homo sapiens	Adenosine kinase	IC50	310.0	nM	10.1021/jm000024g
Homo sapiens	Adenosine kinase	IC50	3228494121.71	nM	10.1016/s0960-894x(02)00042-2
Homo sapiens	Adenosine kinase	IC50	3235936569.3	nM	10.1016/j.bmcl.2004.04.040
Homo sapiens	Adenosine kinase	log(10'3/IC50)	3.51	None	10.1016/j.bmc.2008.03.027
Homo sapiens	Heat shock cognate 71 kDa protein	Kd	90000.0	nM	10.1021/acs.jmedchem.5b02001
Homo sapiens	Heat shock cognate 71 kDa protein	Kd	91201.08	nM	10.1021/acs.jmedchem.5b02001
Homo sapiens	HeLa	MCC	0.4	ug.mL-1	10.1021/jm00369a010
Homo sapiens	HeLa	MTC	0.4	ug ml-1	10.1021/jm00386a007
Homo sapiens	HFF	IC50	10.0	nM	10.1021/jm950444j
Homo sapiens	HFF	IC50	30.0	nM	10.1021/jm00020a027
Homo sapiens	HFF	IC50	300.0	nM	10.1021/jm00020a027
Homo sapiens	HFF	IC50	8000.0	nM	10.1021/jm00020a027
Homo sapiens	HFF	IC50	8000.0	nM	10.1021/jm00174a011
Homo sapiens	Histone deacetylase 6	Inhibition	-5.15	%	10.6019/CHEMBL4808148
Homo sapiens	Histone deacetylase 6	Inhibition	14.49	%	10.6019/CHEMBL4808148
Homo sapiens	Histone-lysine N-methyltransferase, H3 lysine-79 specific	IC50	44000.0	nM	10.1016/j.bmcl.2016.07.041
Homo sapiens	KB	IC50	30.0	nM	10.1021/jm00020a027
Homo sapiens	KB	IC50	30.0	nM	10.1021/jm950444j
Homo sapiens	KB	IC50	100.0	nM	10.1021/jm00020a027
Homo sapiens	KB	IC50	17000.0	nM	10.1021/jm00020a027
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	400.0	nM	10.1021/jm00020a027
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	29000.0	nM	10.1021/jm00020a027
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC50	29000.0	nM	10.1021/jm00174a011
Human alphaherpesvirus 1	Human alphaherpesvirus 1	IC90	3500.0	nM	10.1021/jm00174a011
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC	0.04	ug.mL-1	10.1021/jm00369a010
Human alphaherpesvirus 1	Human alphaherpesvirus 1	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC	0.07	ug.mL-1	10.1021/jm00369a010
Human alphaherpesvirus 2	Human alphaherpesvirus 2	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	50.0	nM	10.1021/jm00122a019
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	50.0	nM	10.1021/jm950444j
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	100.0	nM	10.1021/jm00020a027
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	300.0	nM	10.1021/jm00020a027
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	1700.0	nM	10.1021/jm00020a027
Human betaherpesvirus 5	Human betaherpesvirus 5	IC50	1700.0	nM	10.1021/jm00174a011
Human betaherpesvirus 5	Human betaherpesvirus 5	IC90	300.0	nM	10.1021/jm00020a027
Human betaherpesvirus 5	Human betaherpesvirus 5	IC90	14000.0	nM	10.1021/jm00020a027
Human betaherpesvirus 5	Human betaherpesvirus 5	IC90	14000.0	nM	10.1021/jm00174a011
Human respirovirus 3	Human respirovirus 3	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Human respirovirus 3	Human respirovirus 3	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Mammalian orthoreovirus 1	Mammalian orthoreovirus 1	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Mammalian orthoreovirus 1	Mammalian orthoreovirus 1	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Mus musculus	B16	EC50	5.0	nM	10.1021/jm000073t
Mus musculus	L1210	IC50	0.0026	ug.mL-1	10.1021/np50066a032
Mus musculus	L1210	IC50	4.0	nM	10.1021/jm00020a027
Mus musculus	L1210	IC50	4.0	nM	10.1021/jm00122a019
Mus musculus	L1210	IC50	100.0	nM	10.1021/jm00020a027
Mus musculus	L1210	ID50	0.006	ug ml-1	10.1021/jm00369a010
Mus musculus	L1210	MIC50	0.006	ug.mL-1	10.1021/jm00386a007
Mus musculus	L1210	MIC50	0.039	ug.mL-1	10.1021/jm00386a007
Mus musculus	L1210	MIC50	0.071	ug.mL-1	10.1021/jm00386a007
Mus musculus	L1210	MIC50	38.0	ug.mL-1	10.1021/jm00386a007
Mus musculus	Monoamine oxidase A	Activity	nan	None	10.1021/jm800656v
Mus musculus	Monoamine oxidase B	Activity	nan	None	10.1021/jm800656v
Mus musculus	P388	Activity	0.0023	ug ml-1	10.1021/np700738k
Oryctolagus cuniculus	Oryctolagus cuniculus	MCC	0.04	ug.mL-1	10.1021/jm00369a010
Oryctolagus cuniculus	Oryctolagus cuniculus	MTC	0.04	ug ml-1	10.1021/jm00386a007
Poliovirus 1	Poliovirus 1	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Poliovirus 1	Poliovirus 1	MIC50	0.4	ug.mL-1	10.1021/jm00386a007
Severe acute respiratory syndrome coronavirus 2	Replicase polyprotein 1ab	Inhibition	14.22	%	10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	11.99	%	10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2	SARS-CoV-2	Inhibition	13.77	%	10.21203/rs.3.rs-23951/v1
Simplexvirus	Simplexvirus	IC50	38000.0	nM	10.1016/j.bmc.2008.11.075
Sindbis virus	Sindbis virus	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Sindbis virus	Sindbis virus	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Vaccinia virus	Vaccinia virus	MIC	0.01	ug.mL-1	10.1021/jm00369a010
Vaccinia virus	Vaccinia virus	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Vesicular stomatitis virus	Vesicular stomatitis virus	MIC	0.07	ug.mL-1	10.1021/jm00369a010
Vesicular stomatitis virus	Vesicular stomatitis virus	MIC	1.0	ug.mL-1	10.1021/jm00369a010
Vesicular stomatitis virus	Vesicular stomatitis virus	MIC50	0.04	ug.mL-1	10.1021/jm00386a007
Vesicular stomatitis virus	Vesicular stomatitis virus	MIC50	0.07	ug.mL-1	10.1021/jm00386a007
None	ADMET	IC50	30.0	nM	10.1021/jm00122a019
None	ADMET	IC50	40.0	nM	10.1021/jm00122a019
None	ADMET	IC50	17000.0	nM	10.1021/jm00174a011
None	ADMET	IC50	46000.0	nM	10.1021/jm00174a011
None	NON-PROTEIN TARGET	EC50	4.0	nM	10.1021/jm000073t
None	NON-PROTEIN TARGET	EC50	12.0	nM	10.1021/jm000073t
None	Unchecked	Activity	nan	None	10.1021/acs.jnatprod.5b00987
None	Unchecked	IC50	3.3	ug.mL-1	10.1021/np50077a014

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT015806	N#Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12>>NC(=O)c1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12	enzymemap_84428
AKRT017299	NC(=O)c1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12>>N#Cc1cn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c2ncnc(N)c12	MNXR176290