data_03O # _chem_comp.id 03O _chem_comp.name "4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H18 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "5-methyl tetrahydropteroic acid" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-11-04 _chem_comp.pdbx_modified_date 2023-11-03 _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 330.342 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 03O _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 03O N1 N1 N 0 1 N N N N N N 41.885 -19.555 41.676 3.658 -1.304 1.197 N1 03O 1 03O C2 C2 C 0 1 N N N N N N 43.246 -19.659 41.896 3.968 -2.083 0.183 C2 03O 2 03O NA2 NA2 N 0 1 N N N N N N 43.759 -20.149 43.086 4.594 -3.280 0.425 NA2 03O 3 03O N3 N3 N 0 1 N N N N N N 44.182 -19.300 40.929 3.681 -1.732 -1.100 N3 03O 4 03O C4 C4 C 0 1 N N N N N N 43.756 -18.795 39.647 3.067 -0.557 -1.361 C4 03O 5 03O O4 O4 O 0 1 N N N N N N 44.511 -18.460 38.738 2.807 -0.230 -2.510 O4 03O 6 03O C4A C4A C 0 1 N N N N N N 42.261 -18.689 39.454 2.736 0.276 -0.288 C4A 03O 7 03O N5 N5 N 0 1 N N N N N N 41.681 -18.175 38.230 2.095 1.516 -0.506 N5 03O 8 03O C6 C6 C 0 1 N N S N N N 40.431 -18.623 37.844 1.454 2.185 0.638 C6 03O 9 03O C7 C7 C 0 1 N N N N N N 39.455 -18.545 38.977 2.410 2.097 1.837 C7 03O 10 03O N8 N8 N 0 1 N N N N N N 40.006 -18.985 40.261 2.720 0.681 2.078 N8 03O 11 03O C8A C8A C 0 1 N N N N N N 41.383 -19.063 40.465 3.046 -0.130 1.002 C8A 03O 12 03O C9 C9 C 0 1 N N N N N N 40.431 -20.027 37.184 0.136 1.485 0.974 C9 03O 13 03O N10 N10 N 0 1 N N N N N N 41.464 -19.903 36.079 -0.711 1.438 -0.220 N10 03O 14 03O C11 C11 C 0 1 N N N N N N 42.010 -16.829 37.744 2.070 2.122 -1.839 C11 03O 15 03O C12 C12 C 0 1 Y N N N N N 44.279 -23.087 35.502 -4.465 -0.336 -0.037 C12 03O 16 03O C13 C13 C 0 1 Y N N N N N 43.424 -23.055 36.613 -4.009 0.216 -1.238 C13 03O 17 03O C14 C14 C 0 1 Y N N N N N 42.527 -22.029 36.815 -2.770 0.801 -1.295 C14 03O 18 03O C15 C15 C 0 1 Y N N N N N 42.450 -20.958 35.893 -1.966 0.845 -0.159 C15 03O 19 03O C16 C16 C 0 1 Y N N N N N 43.289 -20.999 34.742 -2.418 0.296 1.038 C16 03O 20 03O C17 C17 C 0 1 Y N N N N N 44.193 -22.007 34.573 -3.655 -0.290 1.102 C17 03O 21 03O C C C 0 1 N N N Y N Y 45.270 -24.231 35.271 -5.799 -0.960 0.029 C 03O 22 03O O O O 0 1 N N N Y N Y 45.294 -25.154 36.120 -6.503 -0.994 -0.960 O 03O 23 03O HN21 1HN2 H 0 0 N N N N N N 43.140 -20.439 43.815 4.803 -3.542 1.336 HN21 03O 24 03O HN22 2HN2 H 0 0 N N N N N N 44.749 -20.212 43.215 4.828 -3.863 -0.313 HN22 03O 25 03O HN3 HN3 H 0 1 N N N N N N 45.158 -19.393 41.125 3.919 -2.326 -1.829 HN3 03O 26 03O H6 H6 H 0 1 N N N N N N 40.103 -17.935 37.051 1.265 3.231 0.394 H6 03O 27 03O H71 1H7 H 0 1 N N N N N N 39.138 -17.497 39.083 3.328 2.642 1.616 H71 03O 28 03O H72 2H7 H 0 1 N N N N N N 38.598 -19.190 38.734 1.932 2.524 2.719 H72 03O 29 03O HN8 HN8 H 0 1 N N N N N N 39.667 -18.333 40.940 2.698 0.319 2.978 HN8 03O 30 03O H91 1H9 H 0 1 N N N N N N 40.705 -20.811 37.905 0.341 0.470 1.315 H91 03O 31 03O H92 2H9 H 0 1 N N N N N N 39.440 -20.283 36.781 -0.377 2.036 1.762 H92 03O 32 03O HN1 HN1 H 0 1 N N N N N N 40.951 -19.846 35.222 -0.395 1.821 -1.054 HN1 03O 33 03O H111 1H11 H 0 0 N N N N N N 41.468 -16.634 36.807 1.487 1.493 -2.513 H111 03O 34 03O H112 2H11 H 0 0 N N N N N N 41.716 -16.085 38.499 1.615 3.111 -1.780 H112 03O 35 03O H113 3H11 H 0 0 N N N N N N 43.093 -16.759 37.563 3.088 2.213 -2.217 H113 03O 36 03O H13 H13 H 0 1 N N N N N N 43.470 -23.859 37.332 -4.632 0.182 -2.120 H13 03O 37 03O H14 H14 H 0 1 N N N N N N 41.880 -22.042 37.680 -2.417 1.228 -2.222 H14 03O 38 03O H16 H16 H 0 1 N N N N N N 43.208 -20.223 33.995 -1.792 0.331 1.918 H16 03O 39 03O H17 H17 H 0 1 N N N N N N 44.856 -21.987 33.720 -4.005 -0.716 2.031 H17 03O 40 03O OXT OXT O 0 1 N Y N Y N Y ? ? ? -6.237 -1.492 1.187 OXT 03O 41 03O HXT HXT H 0 1 N Y N Y N Y ? ? ? -7.118 -1.890 1.182 HXT 03O 42 # 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 03O N1 C2 DOUB N N 1 03O N1 C8A SING N N 2 03O C2 NA2 SING N N 3 03O C2 N3 SING N N 4 03O NA2 HN21 SING N N 5 03O NA2 HN22 SING N N 6 03O N3 C4 SING N N 7 03O N3 HN3 SING N N 8 03O C4 O4 DOUB N N 9 03O C4 C4A SING N N 10 03O C4A N5 SING N N 11 03O C4A C8A DOUB N N 12 03O N5 C6 SING N N 13 03O N5 C11 SING N N 14 03O C6 C7 SING N N 15 03O C6 C9 SING N N 16 03O C6 H6 SING N N 17 03O C7 N8 SING N N 18 03O C7 H71 SING N N 19 03O C7 H72 SING N N 20 03O N8 C8A SING N N 21 03O N8 HN8 SING N N 22 03O C9 N10 SING N N 23 03O C9 H91 SING N N 24 03O C9 H92 SING N N 25 03O N10 C15 SING N N 26 03O N10 HN1 SING N N 27 03O C11 H111 SING N N 28 03O C11 H112 SING N N 29 03O C11 H113 SING N N 30 03O C12 C13 DOUB Y N 31 03O C12 C17 SING Y N 32 03O C12 C SING N N 33 03O C13 C14 SING Y N 34 03O C13 H13 SING N N 35 03O C14 C15 DOUB Y N 36 03O C14 H14 SING N N 37 03O C15 C16 SING Y N 38 03O C16 C17 DOUB Y N 39 03O C16 H16 SING N N 40 03O C17 H17 SING N N 41 03O C O DOUB N N 42 03O C OXT SING N N 43 03O OXT HXT SING N N 44 # 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 03O SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)NCC2N(C=3C(=O)NC(=NC=3NC2)N)C" 03O InChI InChI 1.03 "InChI=1S/C15H18N6O3/c1-21-10(6-17-9-4-2-8(3-5-9)14(23)24)7-18-12-11(21)13(22)20-15(16)19-12/h2-5,10,17H,6-7H2,1H3,(H,23,24)(H4,16,18,19,20,22)/t10-/m0/s1" 03O InChIKey InChI 1.03 OCWWMSJBVHBZEF-JTQLQIEISA-N 03O SMILES_CANONICAL CACTVS 3.370 "CN1[C@@H](CNc2ccc(cc2)C(O)=O)CNC3=C1C(=O)NC(=N3)N" 03O SMILES CACTVS 3.370 "CN1[CH](CNc2ccc(cc2)C(O)=O)CNC3=C1C(=O)NC(=N3)N" 03O SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CN1[C@H](CNC2=C1C(=O)NC(=N2)N)CNc3ccc(cc3)C(=O)O" 03O SMILES "OpenEye OEToolkits" 1.7.2 "CN1C(CNC2=C1C(=O)NC(=N2)N)CNc3ccc(cc3)C(=O)O" # 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 03O "SYSTEMATIC NAME" ACDLabs 12.01 "4-({[(6S)-2-amino-5-methyl-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}amino)benzoic acid" 03O "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "4-[[(6S)-2-azanyl-5-methyl-4-oxidanylidene-3,6,7,8-tetrahydropteridin-6-yl]methylamino]benzoic 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 03O "Create component" 2011-11-04 RCSB 03O "Modify synonyms" 2021-03-01 PDBE 03O "Modify backbone" 2023-11-03 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 03O _pdbx_chem_comp_synonyms.name "5-methyl tetrahydropteroic acid" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? #