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name Structure Reference Source Properties Activities Metabolism

Datp

AlkaPlorer ID: AK005099

Synonym: None

IUPAC Name: [[(2R,3S,5R)-5-(6-aminopurin-9-yl)-3-hydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate

Structure

SMILES: NC1=C2N=CN([C@H]3C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O3)C2=NC=N1

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InChI: InChI=1S/C10H16N5O12P3/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(16)6(25-7)2-24-29(20,21)27-30(22,23)26-28(17,18)19/h3-7,16H,1-2H2,(H,20,21)(H,22,23)(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1

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InChIKey: SUYVUBYJARFZHO-RRKCRQDMSA-N

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Reference

PubChem CID: 11272129

CAS: 1927-31-7

LOTUS: LTS0011954

SuperNatural Ⅲ: SN0356064-02

NPASS: NPC325420

Properties Information

Molecule Weight: 491.1830000000001

TPSA？: 258.8999999999999

MolLogP？: -0.5998

Number of H-Donors: 6

Number of H-Acceptors: 13

RingCount: 3

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Cricetulus griseus Thymidine kinase, cytosolic Activity 107.0 % 10.1021/jm00192a005
Homo sapiens DNA polymerase alpha subunit Km 4.0 None 10.1021/jm020107s
Homo sapiens Purinergic receptor P2Y11 EC50 9000.0 nM 10.1021/jm020046y
Homo sapiens Thymidine kinase, cytosolic Activity 108.0 % 10.1021/jm00192a005
Homo sapiens Thymidine kinase, mitochondrial Activity 56.0 % 10.1021/jm00192a005
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Activity 0.61 /s/microM 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Activity 2.7 /s/microM 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Activity 24.4 /s 10.1128/aac.00392-09
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Inhibition 75.0 % 10.1128/aac.00145-07
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase K 0.4 /s 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase K 12.3 /s 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 2500.0 nM 10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 3200.0 nM 10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 3200.0 nM 10.1128/aac.00392-09
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 4600.0 nM 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 6600.0 nM 10.1016/j.bmcl.2012.04.078
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 6900.0 nM 10.1128/aac.00145-07
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Kd 7500.0 nM 10.1128/aac.00145-07
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Km 380.0 nM 10.1021/jm030048y
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Km 420.0 nM 10.1021/jm030048y
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Km 460.0 nM 10.1021/jm1013693
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Ratio 1.7 None 10.1128/aac.00145-07
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Ratio 6.7 None 10.1128/aac.00145-07
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Ratio 7.6 /uM/s 10.1128/aac.00392-09
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Ratio 355.0 /uM/min 10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Ratio 455.0 /uM/min 10.1016/j.ejmech.2011.05.051
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Vmax 8.39 pmol/min 10.1021/jm1013693
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase Vmax/Km 18.1 10'6/min 10.1021/jm1013693
Meleagris gallopavo P2Y purinoceptor 1 EC50 19000.0 nM 10.1021/jm020046y
Rattus norvegicus S-adenosylmethionine synthetase alpha and beta forms Inhibition potency 0.091 None 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase alpha and beta forms Km 1540000.0 nM 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase alpha and beta forms Relative Vmax 26.0 None 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase gamma form Inhibition potency 0.035 None 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase gamma form Km 4000000.0 nM 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase gamma form Relative Vmax 6.5 None 10.1021/jm00153a003
Rattus norvegicus S-adenosylmethionine synthetase (MAT 1 and MAT 2) Relative Vmax nan None 10.1021/jm00153a003
None ADMET Km 22000.0 nM 10.1016/s0960-894x(01)00685-0
None ADMET Ratio 0.0452 None 10.1016/s0960-894x(01)00685-0
None ADMET Vmax 0.994 pM U-1 min-1 10.1016/s0960-894x(01)00685-0
None No relevant target T1/2 0.8333 hr 10.1016/S0960-894X(96)00482-9
None Unchecked Inhibition 1.6 % 10.1128/aac.00145-07
None Unchecked Km 780.0 nM 10.1016/j.bmc.2007.02.003
None Unchecked Vmax 6.73 %/min 10.1016/j.bmc.2007.02.003
None Unchecked Vmax/Km 8630000.0 /M 10.1016/j.bmc.2007.02.003

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000808 *OP(=O)(O)OC[C@H]1O[C@@H](*)C[C@@H]1OP(=O)(O)OC[C@H]1O[C@@H](*)C[C@@H]1OP(=O)(O)O*>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 MNXR175396
AKRT004864 CC(C)(CO)[C@@H](O)C(=O)NCCC(=O)O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>CC(C)(COP(=O)(O)O)[C@@H](O)C(=O)NCCC(=O)O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT005260 CC(C)=CCOP(=O)(O)OP(=O)(O)O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>CC(C)=CCNc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 enzymemap_40348
AKRT015122 Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Cc1cn([C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O2)c(=O)[nH]c1=O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT015480 Cc1ncsc1CCO.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Cc1ncsc1CCOP(=O)(O)O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT015550 Cn1cnc2c(ncn2[C@H]2C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O2)c1=N>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 RXN0-7280
AKRT016380 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT016408 N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>N=c1[nH]c(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]3O)c2[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT017242 NC(=O)c1ccc[n+]([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>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[C@@H]3O)[C@@H](O)[C@H]2O)c1 enzymemap_48387
AKRT020846 Nc1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)n1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT021273 Nc1nc2c(ncn2[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT021304 Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1nc2c(ncn2[C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT021656 Nc1ncnc2c1ncn2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 MNXR182566
AKRT021708 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT021796 Nc1ncnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)OP(=O)(O)O)[C@@H](O)[C@H]1O.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>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]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT022113 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]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 RXN0-745
AKRT022226 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1.Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 None
AKRT022232 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 MNXR152578
AKRT022236 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 DADPKIN-RXN
AKRT022237 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1.O=P(O)(O)OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1.O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O None
AKRT022238 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)O1 enzymemap_48630
AKRT022239 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1.O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1.O=c1[nH]cnc2c1ncn2[C@@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O None
AKRT022240 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>*OP(=O)(O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)C[C@@H]1OP(=O)(O)O* DATPDGTP--DNA-PURINE-TRANSFERASE-RXN
AKRT022241 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1nc(=O)[nH]c2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 MNXR191580
AKRT022242 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1nc(O)nc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 RXN-14290
AKRT022243 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@@H]2OP(=O)(O)OC[C@H]2O1 enzymemap_86438
AKRT022244 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](CO)O1 67648
AKRT022245 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)O)O1 RXN-14195
AKRT022246 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)O)O1 R01137
AKRT022247 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OS(=O)(=O)O)O1 enzymemap_48789
AKRT022248 Nc1ncnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1>>O=c1[nH]cnc2c1ncn2[C@H]1C[C@H](O)[C@@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O1 MNXR153314