data_UBF # _chem_comp.id UBF _chem_comp.name "3-({3-[(2S)-2-amino-2-carboxyethyl]-5-bromo-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)thiophene-2-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H12 Br N3 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-09-11 _chem_comp.pdbx_modified_date 2011-06-04 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 418.220 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UBF _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2QS2 _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 UBF O23 O23 O 0 1 N N N -55.931 -1.230 18.215 6.092 0.914 -0.715 O23 UBF 1 UBF C22 C22 C 0 1 N N N -56.582 -1.362 17.154 4.825 0.486 -0.888 C22 UBF 2 UBF O24 O24 O 0 1 N N N -57.767 -0.998 17.051 4.473 0.045 -1.966 O24 UBF 3 UBF C21 C21 C 0 1 Y N N -55.943 -1.963 15.956 3.872 0.551 0.222 C21 UBF 4 UBF S20 S20 S 0 1 Y N N -56.574 -1.737 14.378 4.254 1.042 1.867 S20 UBF 5 UBF C19 C19 C 0 1 Y N N -55.361 -2.690 13.573 2.638 0.809 2.361 C19 UBF 6 UBF C18 C18 C 0 1 Y N N -54.474 -3.183 14.536 1.880 0.390 1.340 C18 UBF 7 UBF C17 C17 C 0 1 Y N N -54.746 -2.821 15.869 2.542 0.246 0.144 C17 UBF 8 UBF C16 C16 C 0 1 N N N -53.975 -3.193 17.092 1.870 -0.215 -1.123 C16 UBF 9 UBF N3 N3 N 0 1 N N N -53.090 -4.320 16.844 0.438 -0.401 -0.877 N3 UBF 10 UBF C4 C4 C 0 1 N N N -53.574 -5.636 16.680 -0.411 0.630 -1.047 C4 UBF 11 UBF O15 O15 O 0 1 N N N -54.804 -5.865 16.726 0.021 1.709 -1.403 O15 UBF 12 UBF C2 C2 C 0 1 N N N -51.717 -4.065 16.792 -0.026 -1.606 -0.487 C2 UBF 13 UBF O14 O14 O 0 1 N N N -51.262 -2.912 16.938 0.741 -2.540 -0.338 O14 UBF 14 UBF C1 C1 C 0 1 N N N -50.802 -5.200 16.565 -1.412 -1.774 -0.253 C1 UBF 15 UBF BR13 BR13 BR 0 0 N N N -48.955 -4.820 16.500 -2.094 -3.451 0.296 BR13 UBF 16 UBF C6 C6 C 0 1 N N N -51.326 -6.480 16.408 -2.241 -0.722 -0.425 C6 UBF 17 UBF N5 N5 N 0 1 N N N -52.655 -6.701 16.466 -1.730 0.483 -0.828 N5 UBF 18 UBF C7 C7 C 0 1 N N N -53.168 -8.070 16.319 -2.629 1.625 -1.015 C7 UBF 19 UBF C8 C8 C 0 1 N N S -53.577 -8.576 17.719 -2.748 2.401 0.298 C8 UBF 20 UBF N9 N9 N 0 1 N N N -52.510 -8.322 18.681 -3.175 1.490 1.368 N9 UBF 21 UBF C10 C10 C 0 1 N N N -53.920 -10.039 17.671 -3.765 3.502 0.140 C10 UBF 22 UBF O11 O11 O 0 1 N N N -53.272 -10.837 18.389 -3.424 4.649 -0.468 O11 UBF 23 UBF O12 O12 O 0 1 N N N -54.835 -10.426 16.905 -4.887 3.352 0.561 O12 UBF 24 UBF HO23 HO23 H 0 0 N N N -56.481 -0.827 18.876 6.685 0.851 -1.477 HO23 UBF 25 UBF H19 H19 H 0 1 N N N -55.303 -2.870 12.510 2.275 0.978 3.364 H19 UBF 26 UBF H18 H18 H 0 1 N N N -53.631 -3.804 14.273 0.826 0.185 1.448 H18 UBF 27 UBF H161 1H16 H 0 0 N N N -53.370 -2.330 17.405 2.010 0.535 -1.902 H161 UBF 28 UBF H162 2H16 H 0 0 N N N -54.690 -3.481 17.877 2.309 -1.159 -1.445 H162 UBF 29 UBF H6 H6 H 0 1 N N N -50.657 -7.310 16.237 -3.301 -0.832 -0.252 H6 UBF 30 UBF H71 1H7 H 0 1 N N N -54.039 -8.075 15.648 -2.227 2.280 -1.789 H71 UBF 31 UBF H72 2H7 H 0 1 N N N -52.396 -8.723 15.887 -3.613 1.268 -1.317 H72 UBF 32 UBF H8 H8 H 0 1 N N N -54.473 -8.027 18.045 -1.781 2.834 0.553 H8 UBF 33 UBF HN91 1HN9 H 0 0 N N N -51.635 -8.264 18.201 -4.069 1.076 1.155 HN91 UBF 34 UBF HN92 2HN9 H 0 0 N N N -52.688 -7.460 19.156 -2.478 0.780 1.537 HN92 UBF 35 UBF HO11 HO11 H 0 0 N N N -53.589 -11.721 18.246 -4.110 5.326 -0.545 HO11 UBF 36 # 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 UBF C19 S20 SING Y N 1 UBF C19 C18 DOUB Y N 2 UBF S20 C21 SING Y N 3 UBF C18 C17 SING Y N 4 UBF C17 C21 DOUB Y N 5 UBF C17 C16 SING N N 6 UBF C21 C22 SING N N 7 UBF C7 N5 SING N N 8 UBF C7 C8 SING N N 9 UBF C6 N5 SING N N 10 UBF C6 C1 DOUB N N 11 UBF N5 C4 SING N N 12 UBF BR13 C1 SING N N 13 UBF C1 C2 SING N N 14 UBF C4 O15 DOUB N N 15 UBF C4 N3 SING N N 16 UBF C2 N3 SING N N 17 UBF C2 O14 DOUB N N 18 UBF N3 C16 SING N N 19 UBF O12 C10 DOUB N N 20 UBF O24 C22 DOUB N N 21 UBF C22 O23 SING N N 22 UBF C10 C8 SING N N 23 UBF C10 O11 SING N N 24 UBF C8 N9 SING N N 25 UBF O23 HO23 SING N N 26 UBF C19 H19 SING N N 27 UBF C18 H18 SING N N 28 UBF C16 H161 SING N N 29 UBF C16 H162 SING N N 30 UBF C6 H6 SING N N 31 UBF C7 H71 SING N N 32 UBF C7 H72 SING N N 33 UBF C8 H8 SING N N 34 UBF N9 HN91 SING N N 35 UBF N9 HN92 SING N N 36 UBF O11 HO11 SING N N 37 # 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 UBF SMILES ACDLabs 10.04 "O=C(O)C(N)CN1C(=O)N(C(=O)C(Br)=C1)Cc2c(scc2)C(=O)O" UBF SMILES_CANONICAL CACTVS 3.341 "N[C@@H](CN1C=C(Br)C(=O)N(Cc2ccsc2C(O)=O)C1=O)C(O)=O" UBF SMILES CACTVS 3.341 "N[CH](CN1C=C(Br)C(=O)N(Cc2ccsc2C(O)=O)C1=O)C(O)=O" UBF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1csc(c1CN2C(=O)C(=CN(C2=O)C[C@@H](C(=O)O)N)Br)C(=O)O" UBF SMILES "OpenEye OEToolkits" 1.5.0 "c1csc(c1CN2C(=O)C(=CN(C2=O)CC(C(=O)O)N)Br)C(=O)O" UBF InChI InChI 1.03 "InChI=1S/C13H12BrN3O6S/c14-7-4-16(5-8(15)11(19)20)13(23)17(10(7)18)3-6-1-2-24-9(6)12(21)22/h1-2,4,8H,3,5,15H2,(H,19,20)(H,21,22)/t8-/m0/s1" UBF InChIKey InChI 1.03 KKTBJRLDYITGOV-QMMMGPOBSA-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 UBF "SYSTEMATIC NAME" ACDLabs 10.04 "3-({3-[(2S)-2-amino-2-carboxyethyl]-5-bromo-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}methyl)thiophene-2-carboxylic acid" UBF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[[3-[(2S)-2-amino-3-hydroxy-3-oxo-propyl]-5-bromo-2,6-dioxo-pyrimidin-1-yl]methyl]thiophene-2-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UBF "Create component" 2007-09-11 RCSB UBF "Modify aromatic_flag" 2011-06-04 RCSB UBF "Modify descriptor" 2011-06-04 RCSB #