Navigation

name Structure Reference Source Properties Activities Metabolism

Uracil

AlkaPlorer ID: AK000217

Synonym: None

IUPAC Name: 1H-pyrimidine-2,4-dione

Structure

SMILES: O=C1C=CNC(=O)N1

copy

InChI: InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

copy

InChIKey: ISAKRJDGNUQOIC-UHFFFAOYSA-N

copy

Reference

PubChem CID: 1174

CAS: 66-22-8

LOTUS: LTS0008205

SuperNatural Ⅲ: SN0153813

COCONUT: CNP0289236

data_source: manually

Source

Species Genus Family Order Class Phylum Kingdom Domain
Scaphium affine Scaphium Malvaceae Malvales Magnoliopsida Streptophyta Viridiplantae Eukaryota

Properties Information

Molecule Weight: 112.088

TPSA？: 65.72

MolLogP？: -0.9368

Number of H-Donors: 2

Number of H-Acceptors: 2

RingCount: 1

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Agaricus bisporus Tyrosinase Inhibition nan % 10.1016/j.bmc.2017.12.011
Artemia salina Artemia salina LC50 100.0 ug.mL-1 10.1021/jf300146n
Canis lupus familiaris MDCK IC50 100.0 ug.mL-1 10.1016/j.bmc.2010.07.017
Homo sapiens A498 GI50 6823.39 nM None
Homo sapiens A549 GI50 434510.22 nM None
Homo sapiens Caco-2 logPapp -5.37 None 10.1016/j.bmc.2009.08.022
Homo sapiens CAKI-1 GI50 306902.2 nM None
Homo sapiens CCRF-CEM GI50 317687.41 nM None
Homo sapiens COLO 205 GI50 187499.45 nM None
Homo sapiens DLD-1 GI50 532108.26 nM None
Homo sapiens DMS-114 GI50 553350.11 nM None
Homo sapiens DMS-273 GI50 402717.03 nM None
Homo sapiens EKVX GI50 294442.16 nM None
Homo sapiens Geminin Potency 3162.3 nM None
Homo sapiens HCC 2998 GI50 322106.88 nM None
Homo sapiens HCT-116 GI50 261216.14 nM None
Homo sapiens HCT-15 GI50 797994.69 nM None
Homo sapiens Histone deacetylase 6 Inhibition 0.06 % 10.6019/CHEMBL4808148
Homo sapiens Histone deacetylase 6 Inhibition 5.2 % 10.6019/CHEMBL4808148
Homo sapiens HL-60 GI50 580764.42 nM None
Homo sapiens HOP-18 GI50 1000000.0 nM None
Homo sapiens HOP-62 GI50 339625.27 nM None
Homo sapiens HOP-92 GI50 311171.63 nM None
Homo sapiens HT-29 GI50 509330.87 nM None
Homo sapiens IGROV-1 GI50 827942.16 nM None
Homo sapiens K562 GI50 464515.28 nM None
Homo sapiens KM12 GI50 236591.97 nM None
Homo sapiens KM-20L2 GI50 425598.41 nM None
Homo sapiens LOX IMVI GI50 374973.0 nM None
Homo sapiens M19-MEL GI50 279254.38 nM None
Homo sapiens Malme-3M GI50 727779.8 nM None
Homo sapiens MCF7 GI50 398107.17 nM None
Homo sapiens MOLT-4 GI50 549540.87 nM None
Homo sapiens NCI/ADR-RES GI50 562341.33 nM None
Homo sapiens NCI-H226 GI50 328851.63 nM None
Homo sapiens NCI-H23 GI50 146892.63 nM None
Homo sapiens NCI-H322M GI50 632411.85 nM None
Homo sapiens NCI-H460 GI50 304789.5 nM None
Homo sapiens NCI-H522 GI50 370680.72 nM None
Homo sapiens OVCAR-3 GI50 666806.77 nM None
Homo sapiens OVCAR-4 GI50 656145.27 nM None
Homo sapiens OVCAR-5 GI50 746448.76 nM None
Homo sapiens OVCAR-8 GI50 527229.86 nM None
Homo sapiens Protein cereblon IC50 415000.0 nM 10.1021/acsmedchemlett.0c00440
Homo sapiens Protein cereblon Ki 212000.0 nM 10.1021/acsmedchemlett.0c00440
Homo sapiens RPMI-8226 GI50 946237.16 nM None
Homo sapiens RXF 393 GI50 316227.77 nM None
Homo sapiens SF-268 GI50 578096.05 nM None
Homo sapiens SF-295 GI50 381944.27 nM None
Homo sapiens SF-539 GI50 378442.58 nM None
Homo sapiens SK-MEL-2 GI50 392644.94 nM None
Homo sapiens SK-MEL-28 GI50 326587.83 nM None
Homo sapiens SK-MEL-5 GI50 177418.95 nM None
Homo sapiens SK-OV-3 GI50 812830.52 nM None
Homo sapiens SN12C GI50 502342.59 nM None
Homo sapiens SN12K1 GI50 314774.83 nM None
Homo sapiens SNB-19 GI50 430526.61 nM None
Homo sapiens SNB-75 GI50 349945.17 nM None
Homo sapiens SNB-78 GI50 475335.23 nM None
Homo sapiens SW-620 GI50 361409.86 nM None
Homo sapiens TAR DNA-binding protein 43 Potency 35481.3 nM None
Homo sapiens U-251 GI50 369828.18 nM None
Homo sapiens UACC-257 GI50 803526.12 nM None
Homo sapiens UACC-62 GI50 330369.54 nM None
Homo sapiens UO-31 GI50 1000000.0 nM None
Homo sapiens XF498 GI50 4226.69 nM None
Influenza A virus Influenza A virus EC50 25.0 ug.mL-1 10.1016/j.bmc.2010.07.017
Influenza B virus Influenza B virus EC50 34.0 ug.mL-1 10.1016/j.bmc.2010.07.017
Mus musculus B16 Activity nan None 10.1021/jm00217a009
Mus musculus Mus musculus Control 99.0 % 10.1021/jm00395a009
Mus musculus Mus musculus Sleeping time nan None 10.1021/jm00395a009
Mus musculus P388 Activity nan None 10.1021/jm00217a009
Mus musculus P388 GI50 164058.98 nM None
Mus musculus P388/ADR GI50 291742.7 nM None
Rattus norvegicus W256 Activity nan None 10.1021/jm00217a009
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 4.11 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 Replicase polyprotein 1ab Inhibition 30.84 % 10.6019/CHEMBL4495564
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Hit score 0.2028 None 10.1101/2020.04.21.054387
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 19952.62 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 IC50 20000.0 nM 10.6019/CHEMBL4651402
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.23 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition -0.17 % 10.6019/CHEMBL4495565
Severe acute respiratory syndrome coronavirus 2 SARS-CoV-2 Inhibition 3.18 % 10.21203/rs.3.rs-23951/v1
None Hepatotoxicity Hepatotoxicity nan None 10.1021/tx900326k
None NON-PROTEIN TARGET IC50 100000.0 nM 10.1016/j.bmcl.2016.11.069
None No relevant target Log S -1.49 None 10.1016/s0960-894x(00)00172-4
None Unchecked Ac50 39.81 uM None
None Unchecked Ac50 44.67 uM None
None Unchecked AC50 39810.7 nM None
None Unchecked AC50 44668.4 nM None
None Unchecked IC50 2050000.0 nM 10.1016/j.bmcl.2022.129008
None Unchecked IC50 4200000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked IC50 4700000.0 nM 10.1016/j.bmcl.2009.11.017
None Unchecked Inhibition 2.7 % 10.1016/j.ejmech.2018.10.027

Metabolism Information

AKRT ID Reaction Reaction Link ID
AKRT000811 *OP(=O)(O)OC[C@H]1O[C@@H](*)C[C@@H]1OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)C[C@@H]1OP(=O)(O)OC[C@H]1O[C@@H](*)C[C@@H]1OP(=O)(O)O*>>O=c1cc[nH]c(=O)[nH]1 RXN-21261
AKRT000820 *OP(=O)(O)OC[C@H]1O[C@@H](O)C[C@@H]1OP(=O)(O)O*.O=c1cc[nH]c(=O)[nH]1>>*OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)C[C@@H]1OP(=O)(O)O* MNXR185999
AKRT000822 *OP(=O)(O)OC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1OP(=O)(O)O*.O=c1cc[nH]c(=O)[nH]1>>*OP(=O)(O)OC[C@H]1O[C@@H](n2ccc(=O)[nH]c2=O)C[C@@H]1OP(=O)(O)O* MNXR177638
AKRT004267 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]c(=O)[nH]1>>N[C@@H](Cn1c(=O)cc[nH]c1=O)C(=O)O RXN-7543
AKRT004268 CC(=O)OC[C@H](N)C(=O)O.O=c1cc[nH]c(=O)[nH]1>>N[C@@H](Cn1ccc(=O)[nH]c1=O)C(=O)O RXN-7541
AKRT010342 CCc1c[nH]c(=O)[nH]c1=O>>O=c1cc[nH]c(=O)[nH]1 enzymemap_39204
AKRT014859 Cc1c[nH]c(=O)[nH]c1=O>>O=c1cc[nH]c(=O)[nH]1 enzymemap_38612
AKRT015103 Cc1cn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]c1=O.O=c1cc[nH]c(=O)[nH]1>>Cc1c[nH]c(=O)[nH]c1=O enzymemap_39129
AKRT016752 N=c1cc[nH]c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 enzymemap_79049
AKRT020584 Nc1cc[nH]c(=O)n1>>O=c1cc[nH]c(=O)[nH]1 CYTDEAM-RXN
AKRT021062 Nc1ccnc(=O)[nH]1>>O=c1nccc(O)[nH]1 enzymemap_79209
AKRT023270 O=C(O)c1c[nH]c(=O)[nH]c1=O>>O=c1cc[nH]c(=O)[nH]1 URACIL-5-CARBOXYLATE-DECARBOXYLASE-RXN
AKRT023277 O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=C=O.O=c1cc[nH]c(=O)[nH]1 None
AKRT023278 O=C(O)c1cc(=O)[nH]c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 enzymemap_81600
AKRT023543 O=C1CCNC(=O)N1>>O=c1cc[nH]c(=O)[nH]1 R00977
AKRT023830 O=P(O)(O)OC[C@H]1OC(O)[C@H](O)[C@@H]1O.O=c1cc[nH]c(=O)[nH]1>>O=c1[nH]cc([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01055
AKRT023845 O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=c1cc[nH]c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 URACIL-PRIBOSYLTRANS-RXN
AKRT023856 O=P(O)(O)O[C@@H]1C[C@H](O)[C@@H](CO)O1.O=c1cc[nH]c(=O)[nH]1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 R02484
AKRT023874 O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1cc[nH]c(=O)[nH]1>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01876
AKRT023875 O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1cc[nH]c(=O)[nH]1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 MNXR136586
AKRT024154 O=c1[nH]cc(/C=C/Br)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 enzymemap_38608
AKRT024155 O=c1[nH]cc(C(F)(F)F)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 enzymemap_38611
AKRT024163 O=c1[nH]cc([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=P(O)(O)OC[C@H]1OC(O)[C@H](O)[C@@H]1O.O=c1cc[nH]c(=O)[nH]1 None
AKRT024165 O=c1[nH]cc([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 RXN0-5398
AKRT024359 O=c1cc[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>O=c1[nH]cc([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_84337
AKRT024360 O=c1cc[nH]c(=O)[nH]1.O=P(O)(O)OC[C@H]1O[C@@H](O)C[C@@H]1O>>O=c1[nH]cc([C@H]2C[C@H](O)[C@@H](COP(=O)(O)O)O2)c(=O)[nH]1 enzymemap_84341
AKRT024361 O=c1cc[nH]c(=O)[nH]1.O=P(O)(O)O[C@@H]1C[C@H](O)[C@@H](CO)O1>>O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1 enzymemap_38968
AKRT024362 O=c1cc[nH]c(=O)[nH]1.O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 enzymemap_38569
AKRT024363 O=c1cc[nH]c(=O)[nH]1.OC[C@H]1OC(O)[C@H](O)[C@@H]1O>>O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1 R01080
AKRT024364 O=c1cc[nH]c(=O)[nH]1>>NC(=O)N/C=C\C(=O)O RXN0-6444
AKRT024365 O=c1cc[nH]c(=O)[nH]1>>NC(=O)N/C=C\C(=O)OO R09936
AKRT024366 O=c1cc[nH]c(=O)[nH]1>>O=C1CC(=O)NC(=O)N1 R00976
AKRT024367 O=c1cc[nH]c(=O)[nH]1>>O=C1CCNC(=O)N1 1.3.1.2-RXN
AKRT024368 O=c1cc[nH]c(=O)[nH]1>>O=c1[cH-]c(=O)[nH]c(=O)[n-]1 URACIL-DEHYDROGENASE-RXN
AKRT024369 O=c1cc[nH]c(=O)[nH]1>>O=c1[nH]cc(I)c(=O)[nH]1 enzymemap_8780
AKRT024398 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=P(O)(O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H]1O.O=c1cc[nH]c(=O)[nH]1 None
AKRT024399 O=c1ccn([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 URPHOS-RXN
AKRT024421 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=P(O)(O)OC[C@H]1O[C@H](OP(=O)(O)OP(=O)(O)O)[C@H](O)[C@@H]1O.O=c1cc[nH]c(=O)[nH]1 None
AKRT024422 O=c1ccn([C@@H]2O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]2O)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 RXN-14700
AKRT024775 O=c1ccn([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.O=c1cc[nH]c(=O)[nH]1 None
AKRT024776 O=c1ccn([C@H]2C[C@H](O)[C@@H](CO)O2)c(=O)[nH]1>>O=c1cc[nH]c(=O)[nH]1 URA-PHOSPH-RXN
AKRT024797 O=c1ccnc(S)[nH]1>>O=c1cc[nH]c(=O)[nH]1 RXN-19526