data_NHS # _chem_comp.id NHS _chem_comp.name "10-FORMYL-5,8,10-TRIDEAZAFOLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H22 N4 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-30 _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 482.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NHS _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 1C2T _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 NHS N1 N1 N 0 1 Y N N 22.645 1.378 22.684 -2.975 0.998 -4.657 N1 NHS 1 NHS C2 C2 C 0 1 Y N N 23.578 1.776 21.881 -3.972 0.943 -3.810 C2 NHS 2 NHS NA2 NA2 N 0 1 N N N 24.781 1.162 21.935 -5.155 1.548 -4.152 NA2 NHS 3 NHS N3 N3 N 0 1 Y N N 23.354 2.844 20.908 -3.889 0.316 -2.601 N3 NHS 4 NHS C4 C4 C 0 1 Y N N 22.156 3.516 20.813 -2.744 -0.298 -2.222 C4 NHS 5 NHS O4 O4 O 0 1 N N N 22.038 4.407 19.969 -2.658 -0.865 -1.148 O4 NHS 6 NHS C4A C4A C 0 1 Y N N 21.020 3.075 21.739 -1.608 -0.252 -3.152 C4A NHS 7 NHS C5 C5 C 0 1 Y N N 19.744 3.691 21.761 -0.385 -0.850 -2.853 C5 NHS 8 NHS C6 C6 C 0 1 Y N N 18.761 3.224 22.661 0.638 -0.778 -3.756 C6 NHS 9 NHS C7 C7 C 0 1 Y N N 19.064 2.159 23.558 0.473 -0.115 -4.966 C7 NHS 10 NHS C8 C8 C 0 1 Y N N 20.336 1.544 23.564 -0.714 0.480 -5.284 C8 NHS 11 NHS C8A C8A C 0 1 Y N N 21.333 2.005 22.690 -1.780 0.423 -4.382 C8A NHS 12 NHS C9 C9 C 0 1 N N N 17.386 3.873 22.697 1.962 -1.423 -3.435 C9 NHS 13 NHS C10 C10 C 0 1 N N S 17.076 5.229 23.490 2.898 -0.385 -2.814 C10 NHS 14 NHS C11 C11 C 0 1 Y N N 19.112 5.918 27.461 1.329 0.869 0.960 C11 NHS 15 NHS C12 C12 C 0 1 Y N N 18.674 4.617 27.068 1.525 1.799 -0.061 C12 NHS 16 NHS C13 C13 C 0 1 Y N N 18.044 4.395 25.823 2.032 1.388 -1.276 C13 NHS 17 NHS C14 C14 C 0 1 Y N N 17.826 5.466 24.903 2.345 0.056 -1.483 C14 NHS 18 NHS C15 C15 C 0 1 Y N N 18.271 6.780 25.297 2.149 -0.871 -0.476 C15 NHS 19 NHS C16 C16 C 0 1 Y N N 18.897 6.994 26.550 1.648 -0.472 0.745 C16 NHS 20 NHS C C C 0 1 N N N 19.390 6.382 32.193 0.787 1.303 2.265 C NHS 21 NHS O O O 0 1 N N N 19.538 7.607 32.020 0.510 2.472 2.450 O NHS 22 NHS N N N 0 1 N N N 19.540 5.247 29.818 0.599 0.402 3.250 N NHS 23 NHS CA CA C 0 1 N N S 20.015 5.278 31.239 0.061 0.832 4.543 CA NHS 24 NHS CB CB C 0 1 N N N 21.571 5.291 31.293 -0.732 -0.314 5.172 CB NHS 25 NHS CG CG C 0 1 N N N 22.333 3.935 31.287 -1.884 -0.705 4.246 CG NHS 26 NHS CD CD C 0 1 N N N 21.486 2.674 31.490 -2.666 -1.834 4.865 CD NHS 27 NHS OE1 OE1 O 0 1 N N N 20.822 2.132 30.598 -2.335 -2.281 5.938 OE1 NHS 28 NHS OE2 OE2 O 0 1 N N N 21.555 2.214 32.766 -3.730 -2.345 4.226 OE2 NHS 29 NHS CT CT C 0 1 N N N 19.766 6.161 28.825 1.197 1.217 5.456 CT NHS 30 NHS O1 O1 O 0 1 N N N 20.458 7.178 29.042 1.031 2.064 6.302 O1 NHS 31 NHS O2 O2 O 0 1 N N N 18.656 5.865 33.243 2.392 0.619 5.330 O2 NHS 32 NHS CA1 CA1 C 0 1 N N N 16.899 6.523 22.664 4.262 -0.995 -2.613 CA1 NHS 33 NHS OA1 OA1 O 0 1 N N N 16.085 7.314 23.141 5.362 -0.239 -2.751 OA1 NHS 34 NHS OA2 OA2 O 0 1 N N N 16.817 6.452 21.439 4.365 -2.165 -2.329 OA2 NHS 35 NHS HN21 1HN2 H 0 0 N N N 25.516 1.475 21.301 -5.237 2.003 -5.005 HN21 NHS 36 NHS HN22 2HN2 H 0 0 N N N 24.646 0.158 21.814 -5.909 1.517 -3.544 HN22 NHS 37 NHS HN3 HN3 H 0 1 N N N 24.079 3.138 20.254 -4.658 0.305 -2.010 HN3 NHS 38 NHS H5 H5 H 0 1 N N N 19.517 4.529 21.081 -0.248 -1.368 -1.915 H5 NHS 39 NHS H7 H7 H 0 1 N N N 18.295 1.802 24.264 1.295 -0.070 -5.664 H7 NHS 40 NHS H8 H8 H 0 1 N N N 20.550 0.706 24.249 -0.829 0.991 -6.228 H8 NHS 41 NHS H91 1H9 H 0 1 N N N 17.062 4.024 21.640 1.806 -2.240 -2.731 H91 NHS 42 NHS H92 2H9 H 0 1 N N N 16.665 3.103 23.060 2.407 -1.813 -4.351 H92 NHS 43 NHS H10 H10 H 0 1 N N N 16.034 4.966 23.789 2.979 0.474 -3.478 H10 NHS 44 NHS H12 H12 H 0 1 N N N 18.826 3.759 27.745 1.280 2.839 0.099 H12 NHS 45 NHS H13 H13 H 0 1 N N N 17.718 3.373 25.566 2.184 2.106 -2.068 H13 NHS 46 NHS H15 H15 H 0 1 N N N 18.129 7.642 24.623 2.396 -1.909 -0.644 H15 NHS 47 NHS H16 H16 H 0 1 N N N 19.221 8.012 26.820 1.498 -1.197 1.531 H16 NHS 48 NHS HN HN H 0 1 N N N 19.456 4.948 28.846 0.819 -0.530 3.102 HN NHS 49 NHS HA HA H 0 1 N N N 19.682 5.091 32.286 -0.594 1.690 4.397 HA NHS 50 NHS HB1 1HB H 0 1 N N N 21.955 5.923 30.459 -0.076 -1.172 5.319 HB1 NHS 51 NHS HB2 2HB H 0 1 N N N 21.895 5.882 32.180 -1.131 0.005 6.135 HB2 NHS 52 NHS HG1 1HG H 0 1 N N N 22.925 3.841 30.347 -2.540 0.153 4.099 HG1 NHS 53 NHS HG2 2HG H 0 1 N N N 23.152 3.961 32.042 -1.485 -1.025 3.283 HG2 NHS 54 NHS HOE2 2HOE H 0 0 N N N 21.030 1.432 32.891 -4.232 -3.069 4.623 HOE2 NHS 55 NHS HO2 HO2 H 0 1 N N N 18.564 6.189 32.355 3.120 0.866 5.915 HO2 NHS 56 NHS HXT HXT H 0 1 N N N 15.976 8.109 22.633 6.237 -0.630 -2.623 HXT NHS 57 # 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 NHS N1 C2 DOUB Y N 1 NHS N1 C8A SING Y N 2 NHS C2 NA2 SING N N 3 NHS C2 N3 SING Y N 4 NHS NA2 HN21 SING N N 5 NHS NA2 HN22 SING N N 6 NHS N3 C4 SING Y N 7 NHS N3 HN3 SING N N 8 NHS C4 O4 DOUB N N 9 NHS C4 C4A SING Y N 10 NHS C4A C5 DOUB Y N 11 NHS C4A C8A SING Y N 12 NHS C5 C6 SING Y N 13 NHS C5 H5 SING N N 14 NHS C6 C7 DOUB Y N 15 NHS C6 C9 SING N N 16 NHS C7 C8 SING Y N 17 NHS C7 H7 SING N N 18 NHS C8 C8A DOUB Y N 19 NHS C8 H8 SING N N 20 NHS C9 C10 SING N N 21 NHS C9 H91 SING N N 22 NHS C9 H92 SING N N 23 NHS C10 C14 SING N N 24 NHS C10 CA1 SING N N 25 NHS C10 H10 SING N N 26 NHS C11 C12 DOUB Y N 27 NHS C11 C16 SING Y N 28 NHS C11 C SING N N 29 NHS C12 C13 SING Y N 30 NHS C12 H12 SING N N 31 NHS C13 C14 DOUB Y N 32 NHS C13 H13 SING N N 33 NHS C14 C15 SING Y N 34 NHS C15 C16 DOUB Y N 35 NHS C15 H15 SING N N 36 NHS C16 H16 SING N N 37 NHS C O DOUB N N 38 NHS C N SING N N 39 NHS N CA SING N N 40 NHS N HN SING N N 41 NHS CA CB SING N N 42 NHS CA CT SING N N 43 NHS CA HA SING N N 44 NHS CB CG SING N N 45 NHS CB HB1 SING N N 46 NHS CB HB2 SING N N 47 NHS CG CD SING N N 48 NHS CG HG1 SING N N 49 NHS CG HG2 SING N N 50 NHS CD OE1 DOUB N N 51 NHS CD OE2 SING N N 52 NHS OE2 HOE2 SING N N 53 NHS CT O1 DOUB N N 54 NHS CT O2 SING N N 55 NHS O2 HO2 SING N N 56 NHS CA1 OA1 SING N N 57 NHS CA1 OA2 DOUB N N 58 NHS OA1 HXT SING N N 59 # 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 NHS SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)C(C(=O)O)Cc3ccc2N=C(NC(=O)c2c3)N)CCC(=O)O" NHS SMILES_CANONICAL CACTVS 3.341 "NC1=Nc2ccc(C[C@H](C(O)=O)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1" NHS SMILES CACTVS 3.341 "NC1=Nc2ccc(C[CH](C(O)=O)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1" NHS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1[C@H](Cc2ccc3c(c2)C(=O)NC(=N3)N)C(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O" NHS SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1C(Cc2ccc3c(c2)C(=O)NC(=N3)N)C(=O)O)C(=O)NC(CCC(=O)O)C(=O)O" NHS InChI InChI 1.03 "InChI=1S/C23H22N4O8/c24-23-26-16-6-1-11(10-15(16)20(31)27-23)9-14(21(32)33)12-2-4-13(5-3-12)19(30)25-17(22(34)35)7-8-18(28)29/h1-6,10,14,17H,7-9H2,(H,25,30)(H,28,29)(H,32,33)(H,34,35)(H3,24,26,27,31)/t14-,17-/m0/s1" NHS InChIKey InChI 1.03 DAOQLLQRJAXMGY-YOEHRIQHSA-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 NHS "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[(1S)-2-(2-amino-4-oxo-3,4-dihydroquinazolin-6-yl)-1-carboxyethyl]phenyl}carbonyl)-L-glutamic acid" NHS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[(2S)-3-(2-amino-4-oxo-3H-quinazolin-6-yl)-1-hydroxy-1-oxo-propan-2-yl]phenyl]carbonylamino]pentanedioic 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 NHS "Create component" 1999-07-30 RCSB NHS "Modify descriptor" 2011-06-04 RCSB #