Molecule

Deoxycytidine Triphosphate

AlkaPlorer ID: AK015742

Synonym: None

IUPAC Name: [[(2R,3S,5R)-5-(4-amino-2-oxopyrimidin-1-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

Structure

SMILES: N=C1C=CN([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)C(O)=N1

InChI: InChI=1S/C9H16N3O13P3/c10-7-1-2-12(9(14)11-7)8-3-5(13)6(23-8)4-22-27(18,19)25-28(20,21)24-26(15,16)17/h1-2,5-6,8,13H,3-4H2,(H,18,19)(H,20,21)(H2,10,11,14)(H2,15,16,17)/t5-,6+,8+/m0/s1

InChIKey: RGWHQCVHVJXOKC-SHYZEUOFSA-N

Reference

A community-driven global reconstruction of human metabolism

PubChem CID: 65091

CAS: 102783-51-7

LOTUS: LTS0113582

NPASS: NPC329385

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota
Escherichia coli	Escherichia	Enterobacteriaceae	Enterobacterales	Gammaproteobacteria	Pseudomonadota	None	Bacteria

Properties Information

Molecule Weight: 467.1570000000001

TPSA？: 251.17999999999995

MolLogP？: -0.94013

Number of H-Donors: 7

Number of H-Acceptors: 12

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Cricetulus griseus	Thymidine kinase, cytosolic	Inhibition	27.0	%	10.1021/jm00192a005
Homo sapiens	Thymidine kinase, cytosolic	Inhibition	15.0	%	10.1021/jm00192a005
Homo sapiens	Thymidine kinase, mitochondrial	Inhibition	82.0	%	10.1021/jm00192a005
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Activity	1.2	/s	10.1128/aac.00392-09
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	1100.0	nM	10.1128/aac.00392-09
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	1140.0	nM	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	1230.0	nM	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	2490.0	nM	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Kd	2990.0	nM	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Km	3740.0	nM	10.1021/jm1013693
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	0.44	None	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	0.53	None	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	1.06	None	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	1.07	None	10.1128/aac.00904-07
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Ratio	1.1	/uM/s	10.1128/aac.00392-09
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Vmax	5.62	pmol/min	10.1021/jm1013693
Human immunodeficiency virus 1	Human immunodeficiency virus type 1 reverse transcriptase	Vmax/Km	1.5	10'6/min	10.1021/jm1013693
None	ADMET	Km	25600.0	nM	10.1016/s0960-894x(01)00685-0
None	ADMET	Ratio	0.73	None	10.1016/s0960-894x(01)00685-0
None	ADMET	Vmax	18.7	pM U-1 min-1	10.1016/s0960-894x(01)00685-0
None	Unchecked	Kd	2510.0	nM	10.1128/aac.00904-07
None	Unchecked	Ratio	0.58	None	10.1128/aac.00904-07

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT015476	Cc1ncsc1CCO.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Cc1ncsc1CCOP(=O)(O)O.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	None
AKRT018293	NCCOP(=O)(O)O.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>NCCOP(=O)(O)OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(N)nc2=O)C[C@@H]1O	enzymemap_48522
AKRT020842	Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	None
AKRT020955	Nc1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.O[C@@H](CS)[C@@H](O)CS>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	MNXR131974
AKRT020966	Nc1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	RXN0-723
AKRT021039	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	R01668
AKRT021045	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	DCDPKIN-RXN
AKRT021046	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.N=c1[nH]c2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)nc1N	enzymemap_27485
AKRT021047	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1nc2c(c(=O)[nH]1)N1CN(c3ccc(C(=O)N[C@@H](CCC(=O)O)C(=O)O)cc3)C[C@H]1CN2>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)nc1N	enzymemap_27485
AKRT021048	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT021049	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O	None
AKRT021050	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)OP(=O)(O)OC[C@H]3O[C@@H](n4cnc5c(N)ncnc54)[C@H](O)[C@@H]3O)O2)c(=O)n1	enzymemap_91456
AKRT021051	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.O=C(O)[C@@]1(O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O[C@]3(C(=O)O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)O2)c(=O)n1	enzymemap_48769
AKRT021052	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.O=P(O)(O)OC[C@H](O)CO>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OC[C@H](O)CO)O2)c(=O)n1	enzymemap_48779
AKRT021053	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)O2)c(=O)n1	enzymemap_48631
AKRT021054	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)n1	DCTP-PYROPHOSPHATASE-RXN
AKRT021055	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	R02326
AKRT021056	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1	3.5.4.30-RXN
AKRT021057	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]1	DCTP-DEAM-RXN
AKRT021059	Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O[C@]3(C(=O)O)C[C@@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O3)O2)c(=O)n1>>Nc1ccn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c(=O)n1	enzymemap_48769