data_HEF # _chem_comp.id HEF _chem_comp.name "1-(2-HYDROXYETHYLOXYMETHYL)-6-PHENYL THIOTHYMINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H16 N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 308.353 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HEF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1RTI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal HEF N1 N1 N 0 1 N N N -2.833 -34.654 23.823 0.209 -0.577 -0.702 N1 HEF 1 HEF C2 C2 C 0 1 N N N -2.690 -34.894 22.457 0.991 -1.356 -1.472 C2 HEF 2 HEF O2 O2 O 0 1 N N N -3.327 -34.273 21.605 0.516 -2.341 -2.004 O2 HEF 3 HEF N3 N3 N 0 1 N N N -1.777 -35.880 22.112 2.289 -1.060 -1.664 N3 HEF 4 HEF C4 C4 C 0 1 N N N -1.011 -36.631 22.996 2.836 0.029 -1.090 C4 HEF 5 HEF O4 O4 O 0 1 N N N -0.235 -37.484 22.569 4.014 0.290 -1.269 O4 HEF 6 HEF C5 C5 C 0 1 N N N -1.223 -36.310 24.401 2.046 0.855 -0.277 C5 HEF 7 HEF C6 C6 C 0 1 N N N -2.108 -35.350 24.760 0.727 0.541 -0.093 C6 HEF 8 HEF CM5 CM5 C 0 1 N N N -0.464 -37.092 25.475 2.639 2.075 0.378 CM5 HEF 9 HEF CM CM C 0 1 N N N -3.817 -33.641 24.248 -1.201 -0.923 -0.511 CM HEF 10 HEF OM OM O 0 1 N N N -5.157 -34.097 24.042 -2.016 -0.051 -1.297 OM HEF 11 HEF CE1 CE1 C 0 1 N N N -6.010 -33.727 25.132 -2.178 -0.675 -2.572 CE1 HEF 12 HEF CE2 CE2 C 0 1 N N N -7.482 -33.948 24.796 -3.046 0.211 -3.467 CE2 HEF 13 HEF OE OE O 0 1 N N N -7.690 -35.187 24.138 -2.413 1.481 -3.635 OE HEF 14 HEF "S'" "S'" S 0 1 N N N -2.354 -34.935 26.517 -0.297 1.560 0.914 "S'" HEF 15 HEF "C1'" "C1'" C 0 1 Y N N -0.893 -33.968 27.015 -0.528 0.490 2.295 "C1'" HEF 16 HEF "C2'" "C2'" C 0 1 Y N N -0.748 -33.568 28.338 -1.412 0.842 3.308 "C2'" HEF 17 HEF "C3'" "C3'" C 0 1 Y N N 0.386 -32.869 28.737 -1.591 0.002 4.389 "C3'" HEF 18 HEF "C4'" "C4'" C 0 1 Y N N 1.379 -32.566 27.811 -0.892 -1.188 4.464 "C4'" HEF 19 HEF "C5'" "C5'" C 0 1 Y N N 1.236 -32.965 26.488 -0.011 -1.542 3.458 "C5'" HEF 20 HEF "C6'" "C6'" C 0 1 Y N N 0.098 -33.665 26.090 0.167 -0.709 2.371 "C6'" HEF 21 HEF HN3 HN3 H 0 1 N N N -1.658 -36.070 21.117 2.835 -1.634 -2.223 HN3 HEF 22 HEF HM51 1HM5 H 0 0 N N N -0.626 -36.846 26.550 3.694 2.154 0.112 HM51 HEF 23 HEF HM52 2HM5 H 0 0 N N N -0.656 -38.180 25.325 2.111 2.965 0.035 HM52 HEF 24 HEF HM53 3HM5 H 0 0 N N N 0.627 -37.029 25.256 2.543 1.989 1.460 HM53 HEF 25 HEF HM1 1HM H 0 1 N N N -3.650 -33.327 25.304 -1.367 -1.955 -0.822 HM1 HEF 26 HEF HM2 2HM H 0 1 N N N -3.637 -32.661 23.747 -1.462 -0.815 0.541 HM2 HEF 27 HEF HE11 1HE1 H 0 0 N N N -5.723 -34.256 26.070 -1.201 -0.814 -3.035 HE11 HEF 28 HEF HE12 2HE1 H 0 0 N N N -5.820 -32.678 25.458 -2.660 -1.644 -2.443 HE12 HEF 29 HEF HE21 1HE2 H 0 0 N N N -8.124 -33.856 25.703 -3.170 -0.265 -4.440 HE21 HEF 30 HEF HE22 2HE2 H 0 0 N N N -7.895 -33.098 24.203 -4.022 0.350 -3.003 HE22 HEF 31 HEF HOE HOE H 0 1 N N N -8.606 -35.324 23.928 -2.991 2.008 -4.204 HOE HEF 32 HEF "H2'" "H2'" H 0 1 N N N -1.535 -33.805 29.073 -1.958 1.772 3.250 "H2'" HEF 33 HEF "H3'" "H3'" H 0 1 N N N 0.497 -32.554 29.788 -2.278 0.275 5.177 "H3'" HEF 34 HEF "H4'" "H4'" H 0 1 N N N 2.278 -32.010 28.125 -1.033 -1.844 5.311 "H4'" HEF 35 HEF "H5'" "H5'" H 0 1 N N N 2.024 -32.726 25.754 0.533 -2.472 3.520 "H5'" HEF 36 HEF "H6'" "H6'" H 0 1 N N N -0.018 -33.980 25.039 0.854 -0.986 1.585 "H6'" HEF 37 # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal HEF N1 C2 SING N N 1 HEF N1 C6 SING N N 2 HEF N1 CM SING N N 3 HEF C2 O2 DOUB N N 4 HEF C2 N3 SING N N 5 HEF N3 C4 SING N N 6 HEF N3 HN3 SING N N 7 HEF C4 O4 DOUB N N 8 HEF C4 C5 SING N N 9 HEF C5 C6 DOUB N N 10 HEF C5 CM5 SING N N 11 HEF C6 "S'" SING N N 12 HEF CM5 HM51 SING N N 13 HEF CM5 HM52 SING N N 14 HEF CM5 HM53 SING N N 15 HEF CM OM SING N N 16 HEF CM HM1 SING N N 17 HEF CM HM2 SING N N 18 HEF OM CE1 SING N N 19 HEF CE1 CE2 SING N N 20 HEF CE1 HE11 SING N N 21 HEF CE1 HE12 SING N N 22 HEF CE2 OE SING N N 23 HEF CE2 HE21 SING N N 24 HEF CE2 HE22 SING N N 25 HEF OE HOE SING N N 26 HEF "S'" "C1'" SING N N 27 HEF "C1'" "C2'" DOUB Y N 28 HEF "C1'" "C6'" SING Y N 29 HEF "C2'" "C3'" SING Y N 30 HEF "C2'" "H2'" SING N N 31 HEF "C3'" "C4'" DOUB Y N 32 HEF "C3'" "H3'" SING N N 33 HEF "C4'" "C5'" SING Y N 34 HEF "C4'" "H4'" SING N N 35 HEF "C5'" "C6'" DOUB Y N 36 HEF "C5'" "H5'" SING N N 37 HEF "C6'" "H6'" SING N N 38 # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor HEF SMILES ACDLabs 10.04 "O=C2C(=C(Sc1ccccc1)N(C(=O)N2)COCCO)C" HEF SMILES_CANONICAL CACTVS 3.341 "CC1=C(Sc2ccccc2)N(COCCO)C(=O)NC1=O" HEF SMILES CACTVS 3.341 "CC1=C(Sc2ccccc2)N(COCCO)C(=O)NC1=O" HEF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1=C(N(C(=O)NC1=O)COCCO)Sc2ccccc2" HEF SMILES "OpenEye OEToolkits" 1.5.0 "CC1=C(N(C(=O)NC1=O)COCCO)Sc2ccccc2" HEF InChI InChI 1.03 "InChI=1S/C14H16N2O4S/c1-10-12(18)15-14(19)16(9-20-8-7-17)13(10)21-11-5-3-2-4-6-11/h2-6,17H,7-9H2,1H3,(H,15,18,19)" HEF InChIKey InChI 1.03 HDMHBHNRWDNNCD-UHFFFAOYSA-N # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier HEF "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(2-hydroxyethoxy)methyl]-5-methyl-6-(phenylsulfanyl)pyrimidine-2,4(1H,3H)-dione" HEF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(2-hydroxyethoxymethyl)-5-methyl-6-phenylsulfanyl-pyrimidine-2,4-dione" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site HEF "Create component" 1999-07-08 RCSB HEF "Modify descriptor" 2011-06-04 RCSB #