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name Structure Reference Source Properties Activities Metabolism

1-(5-Hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

AlkaPlorer ID: AK570359

Synonym: None

IUPAC Name: 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

Structure

SMILES: CC1=CN([C@H]2CC[C@@H](CO)O2)C(=O)N=C1O

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InChI: InChI=1S/C10H14N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h4,7-8,13H,2-3,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1

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InChIKey: XKKCQTLDIPIRQD-JGVFFNPUSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
None None Petrosiidae Haplosclerida Demospongiae Porifera Metazoa Eukaryota

Properties Information

Molecule Weight: 226.232

TPSA？: 84.58

MolLogP？: -0.0727799999999999

Number of H-Donors: 2

Number of H-Acceptors: 6

RingCount: 2

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Drosophila melanogaster Deoxynucleoside kinase Activity 1310.0 microM/min/mg 10.1016/j.bmcl.2009.12.097
Escherichia coli K-12 Thymidine phosphorylase Activity 3.2 % 10.1016/j.bmc.2008.01.038
Escherichia coli K-12 Thymidine phosphorylase Activity 6.1 % 10.1016/j.bmc.2008.01.038
Escherichia coli K-12 Thymidine phosphorylase Km 32000000.0 nM 10.1016/j.bmc.2008.01.038
Escherichia coli K-12 Thymidine phosphorylase Vmax 0.014 mM/min 10.1016/j.bmc.2008.01.038
Homo sapiens ATH-8 cell line ED50 100.0 uM 10.1021/jm00391a003
Homo sapiens ATH-8 cell line ID50 2000.0 uM 10.1021/jm00391a003
Homo sapiens ATPase family AAA domain-containing protein 2 Kd 18000000.0 nM 10.1039/C4MD00237G
Homo sapiens CCRF-CEM IC50 380.0 nM 10.1021/jm00128a034
Homo sapiens CCRF-CEM TCID50 240.0 uM 10.1021/jm00128a034
Homo sapiens CEM-SS CC50 100000.0 nM 10.1016/j.ejmech.2021.113914
Homo sapiens CEM-TK(-) CC50 100000.0 nM 10.1016/j.ejmech.2021.113914
Homo sapiens MT4 CC50 100000.0 nM 10.1016/j.ejmech.2021.113914
Homo sapiens MT4 CD50 625.0 uM 10.1021/jm00096a011
Homo sapiens MT4 ED50 6.0 uM 10.1021/jm00096a011
Homo sapiens MT4 Protection 10.0 % 10.1021/jm00391a003
Homo sapiens MT4 Protection 90.0 % 10.1021/jm00391a003
Homo sapiens MT4 Toxicity 10.0 % 10.1021/jm00391a003
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 170.0 nM 10.1021/jm00123a018
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 700.0 nM 10.1016/j.ejmech.2021.113914
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 16000.0 nM 10.1016/j.ejmech.2021.113914
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 100000.0 nM 10.1016/j.ejmech.2021.113914
Human immunodeficiency virus 1 Human immunodeficiency virus 1 EC50 200000.0 nM 10.1016/j.bmc.2007.05.047
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase IC50 50.0 nM 10.1021/jm00096a011
Human immunodeficiency virus 1 Human immunodeficiency virus type 1 reverse transcriptase IC50 120.0 nM 10.1016/j.bmc.2007.05.047
Moloney murine leukemia virus Moloney murine leukemia virus ED50 100.0 uM 10.1021/jm00385a033
Moloney murine leukemia virus Moloney murine leukemia virus Inhibition 50.0 % 10.1021/jm00385a033
Moloney murine leukemia virus Moloney murine leukemia virus Inhibition nan % 10.1021/jm00385a033
Rattus norvegicus Thymidine kinase Ki 400000.0 nM 10.1021/jm00348a007
Rattus norvegicus Thymidine kinase Relative affinity 0.004 None 10.1021/jm00348a007
Rattus norvegicus Thymidine kinase 2 Ki 880000.0 nM 10.1021/jm00348a007
Rattus norvegicus Thymidine kinase 2 Relative affinity 0.0091 None 10.1021/jm00348a007
Rauscher murine leukemia virus Rauscher murine leukemia virus IC50 442000.0 nM 10.1021/jm00128a034
Rauscher murine leukemia virus Rauscher murine leukemia virus TCID50 442.0 uM 10.1021/jm00128a034
None ADMET IC50 100000.0 nM 10.1021/jm00123a018
None ADMET Ratio 20.0 None 10.1021/jm00391a003
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) 1.0 None 10.1016/s0399-8320(04)95062-2
None NON-PROTEIN TARGET Hepatotoxicity (moderate) 30.0 % 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 Unchecked Differential affinity 2.3 None 10.1021/jm00348a007
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) 0.0 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 Ratio 1.0 None 10.1021/jm00128a034
None Unchecked Ratio 631.0 None 10.1021/jm00128a034

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT015086 Cc1cn([C@H]2CC[C@@H](CO)O2)c(=O)[nH]c1=O>>Cc1cn([C@H]2CC[C@@H](COP(=O)(O)O)O2)c(=O)[nH]c1=O enzymemap_43510