data_22D # _chem_comp.id 22D _chem_comp.name "4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H12 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-22 _chem_comp.pdbx_modified_date 2020-04-03 _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 312.283 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22D _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 4MCR _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 22D C7 C7 C 0 1 Y N N 31.253 53.709 47.750 -1.731 1.956 -0.121 C7 22D 1 22D N8 N8 N 0 1 Y N N 31.780 54.562 46.902 -3.012 2.034 0.184 N8 22D 2 22D C8A C8A C 0 1 Y N N 33.085 54.819 46.991 -3.772 0.940 0.124 C8A 22D 3 22D N1 N1 N 0 1 N N N 33.634 55.692 46.133 -5.082 0.977 0.427 N1 22D 4 22D C2 C2 C 0 1 N N N 34.950 55.970 46.204 -5.834 -0.094 0.370 C2 22D 5 22D N2 N2 N 0 1 N N N 35.479 56.839 45.341 -7.161 0.021 0.693 N2 22D 6 22D N3 N3 N 0 1 N N N 35.734 55.376 47.134 -5.359 -1.319 0.005 N3 22D 7 22D C4 C4 C 0 1 N N N 35.231 54.489 48.019 -4.055 -1.479 -0.322 C4 22D 8 22D O4 O4 O 0 1 N N N 36.055 53.911 48.942 -3.615 -2.565 -0.650 O4 22D 9 22D C4A C4A C 0 1 Y N N 33.866 54.185 47.969 -3.189 -0.289 -0.265 C4A 22D 10 22D N5 N5 N 0 1 Y N N 33.299 53.306 48.828 -1.900 -0.348 -0.567 N5 22D 11 22D C6 C6 C 0 1 Y N N 31.980 53.042 48.737 -1.165 0.744 -0.504 C6 22D 12 22D C9 C9 C 0 1 N N N 31.283 52.040 49.710 0.300 0.681 -0.853 C9 22D 13 22D N10 N10 N 0 1 N N N 30.003 51.459 49.198 1.066 0.269 0.326 N10 22D 14 22D CBX CBX C 0 1 Y N N 29.371 52.020 48.160 2.447 0.140 0.247 CBX 22D 15 22D CAR CAR C 0 1 Y N N 28.669 53.202 48.380 3.174 -0.252 1.368 CAR 22D 16 22D CAT CAT C 0 1 Y N N 28.033 53.843 47.326 4.537 -0.380 1.293 CAT 22D 17 22D CAQ CAQ C 0 1 Y N N 29.433 51.480 46.863 3.102 0.397 -0.955 CAQ 22D 18 22D CAS CAS C 0 1 Y N N 28.790 52.127 45.799 4.464 0.265 -1.038 CAS 22D 19 22D CBY CBY C 0 1 Y N N 28.084 53.319 46.037 5.198 -0.117 0.089 CBY 22D 20 22D CBV CBV C 0 1 N N N 27.345 54.115 44.932 6.662 -0.261 0.004 CBV 22D 21 22D OAJ OAJ O 0 1 N N N 26.807 55.190 45.221 7.233 -0.047 -1.048 OAJ 22D 22 22D H1 H1 H 0 1 N N N 30.194 53.512 47.679 -1.117 2.843 -0.078 H1 22D 23 22D H2 H2 H 0 1 N N N 34.900 57.275 44.652 -7.523 0.882 0.956 H2 22D 24 22D H3 H3 H 0 1 N N N 36.455 57.054 45.383 -7.738 -0.758 0.659 H3 22D 25 22D H4 H4 H 0 1 N N N 36.708 55.599 47.166 -5.959 -2.081 -0.020 H4 22D 26 22D H5 H5 H 0 1 N N N 31.980 51.212 49.907 0.451 -0.041 -1.656 H5 22D 27 22D H6 H6 H 0 1 N N N 31.067 52.569 50.650 0.638 1.664 -1.180 H6 22D 28 22D H7 H7 H 0 1 N N N 29.359 51.465 49.963 0.609 0.086 1.161 H7 22D 29 22D H8 H8 H 0 1 N N N 28.619 53.621 49.374 2.663 -0.455 2.298 H8 22D 30 22D H9 H9 H 0 1 N N N 27.492 54.760 47.508 5.100 -0.684 2.164 H9 22D 31 22D H10 H10 H 0 1 N N N 29.978 50.564 46.686 2.535 0.701 -1.823 H10 22D 32 22D H11 H11 H 0 1 N N N 28.837 51.713 44.803 4.971 0.469 -1.970 H11 22D 33 22D OXT OXT O 0 1 N Y N ? ? ? 7.368 -0.629 1.091 OXT 22D 34 22D HXT HXT H 0 1 N Y N ? ? ? 8.325 -0.710 0.986 HXT 22D 35 # # 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 22D CBV OAJ DOUB N N 1 22D CBV CBY SING N N 2 22D N2 C2 SING N N 3 22D CAS CBY DOUB Y N 4 22D CAS CAQ SING Y N 5 22D CBY CAT SING Y N 6 22D N1 C2 DOUB N N 7 22D N1 C8A SING N N 8 22D C2 N3 SING N N 9 22D CAQ CBX DOUB Y N 10 22D N8 C8A DOUB Y N 11 22D N8 C7 SING Y N 12 22D C8A C4A SING Y N 13 22D N3 C4 SING N N 14 22D CAT CAR DOUB Y N 15 22D C7 C6 DOUB Y N 16 22D C4A C4 SING N N 17 22D C4A N5 DOUB Y N 18 22D C4 O4 DOUB N N 19 22D CBX CAR SING Y N 20 22D CBX N10 SING N N 21 22D C6 N5 SING Y N 22 22D C6 C9 SING N N 23 22D N10 C9 SING N N 24 22D C7 H1 SING N N 25 22D N2 H2 SING N N 26 22D N2 H3 SING N N 27 22D N3 H4 SING N N 28 22D C9 H5 SING N N 29 22D C9 H6 SING N N 30 22D N10 H7 SING N N 31 22D CAR H8 SING N N 32 22D CAT H9 SING N N 33 22D CAQ H10 SING N N 34 22D CAS H11 SING N N 35 22D CBV OXT SING N N 36 22D OXT HXT 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 22D SMILES ACDLabs 12.01 "O=C(O)c1ccc(cc1)NCc3nc2c(N=C(N)NC2=O)nc3" 22D InChI InChI 1.03 "InChI=1S/C14H12N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,6,16H,5H2,(H,22,23)(H3,15,17,19,20,21)" 22D InChIKey InChI 1.03 JOAQINSXLLMRCV-UHFFFAOYSA-N 22D SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2ncc(CNc3ccc(cc3)C(O)=O)nc2C(=O)N1" 22D SMILES CACTVS 3.385 "NC1=Nc2ncc(CNc3ccc(cc3)C(O)=O)nc2C(=O)N1" 22D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)N" 22D SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)O)NCc2cnc3c(n2)C(=O)NC(=N3)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 22D "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(2-amino-4-oxo-3,4-dihydropteridin-6-yl)methyl]amino}benzoic acid" 22D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[(2-azanyl-4-oxidanylidene-3H-pteridin-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 22D "Create component" 2013-08-22 RCSB 22D "Initial release" 2020-04-08 RCSB ##