data_DDF # _chem_comp.id DDF _chem_comp.name "5,10-DIDEAZATETRAHYDROFOLIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H25 N5 O6" _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 443.453 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DDF _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 1DYJ _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 DDF N1 N1 N 0 1 Y N N 22.798 57.887 22.476 -0.920 -0.394 8.027 N1 DDF 1 DDF C2 C2 C 0 1 Y N N 23.575 58.256 23.449 -0.216 0.379 8.898 C2 DDF 2 DDF NA2 NA2 N 0 1 N N N 24.752 58.610 23.331 -0.503 0.319 10.236 NA2 DDF 3 DDF N3 N3 N 0 1 Y N N 23.064 58.249 24.797 0.739 1.180 8.477 N3 DDF 4 DDF C4 C4 C 0 1 Y N N 21.811 57.861 25.019 1.047 1.261 7.173 C4 DDF 5 DDF O4 O4 O 0 1 N N N 21.385 57.839 26.194 1.937 2.011 6.799 O4 DDF 6 DDF C4A C4A C 0 1 Y N N 21.012 57.489 23.920 0.341 0.476 6.236 C4A DDF 7 DDF C5 C5 C 0 1 N N N 19.528 57.203 24.213 0.704 0.563 4.779 C5 DDF 8 DDF C6 C6 C 0 1 N N R 18.723 57.437 23.051 -0.447 0.055 3.911 C6 DDF 9 DDF C7 C7 C 0 1 N N N 19.377 56.932 21.846 -0.895 -1.313 4.442 C7 DDF 10 DDF N8 N8 N 0 1 N N N 20.725 57.291 21.541 -1.378 -1.124 5.817 N8 DDF 11 DDF C8A C8A C 0 1 Y N N 21.503 57.498 22.718 -0.648 -0.343 6.683 C8A DDF 12 DDF C9 C9 C 0 1 N N N 18.461 58.938 22.967 0.020 -0.084 2.461 C9 DDF 13 DDF C10 C10 C 0 1 N N N 17.617 59.331 24.119 -1.130 -0.612 1.602 C10 DDF 14 DDF C11 C11 C 0 1 Y N N 18.104 63.702 25.027 0.177 -1.004 -2.449 C11 DDF 15 DDF C12 C12 C 0 1 Y N N 17.577 62.817 25.941 0.315 -2.072 -1.562 C12 DDF 16 DDF C13 C13 C 0 1 Y N N 17.404 61.421 25.650 -0.108 -1.939 -0.256 C13 DDF 17 DDF C14 C14 C 0 1 Y N N 17.794 60.862 24.365 -0.669 -0.750 0.174 C14 DDF 18 DDF C15 C15 C 0 1 Y N N 18.335 61.777 23.446 -0.813 0.310 -0.701 C15 DDF 19 DDF C16 C16 C 0 1 Y N N 18.472 63.174 23.802 -0.388 0.192 -2.008 C16 DDF 20 DDF C C C 0 1 N N N 18.263 65.204 25.311 0.630 -1.139 -3.850 C DDF 21 DDF O O O 0 1 N N N 17.609 65.755 26.293 1.123 -2.183 -4.231 O DDF 22 DDF N N N 0 1 N N N 19.011 65.889 24.387 0.495 -0.106 -4.705 N DDF 23 DDF CA CA C 0 1 N N S 19.509 67.156 24.387 0.944 -0.240 -6.093 CA DDF 24 DDF CB CB C 0 1 N N N 20.594 67.321 25.318 0.081 0.644 -6.995 CB DDF 25 DDF CG CG C 0 1 N N N 20.090 68.155 26.394 -1.381 0.210 -6.888 CG DDF 26 DDF CD CD C 0 1 N N N 21.067 68.021 27.317 -2.230 1.081 -7.776 CD DDF 27 DDF OE1 OE1 O 0 1 N N N 20.473 67.922 28.553 -1.718 1.960 -8.429 OE1 DDF 28 DDF OE2 OE2 O 0 1 N N N 22.358 67.954 26.965 -3.556 0.882 -7.843 OE2 DDF 29 DDF CT CT C 0 1 N N N 19.939 67.403 23.171 2.385 0.187 -6.199 CT DDF 30 DDF O1 O1 O 0 1 N N N 20.437 66.474 22.456 3.103 -0.311 -7.033 O1 DDF 31 DDF O2 O2 O 0 1 N N N 19.703 68.609 22.807 2.870 1.121 -5.367 O2 DDF 32 DDF HN1 HN1 H 0 1 N N N 23.264 57.138 21.963 -1.621 -0.978 8.357 HN1 DDF 33 DDF HN21 1HN2 H 0 0 N N N 25.362 58.899 24.095 -0.004 0.864 10.864 HN21 DDF 34 DDF HN22 2HN2 H 0 0 N N N 24.760 59.367 22.648 -1.209 -0.264 10.554 HN22 DDF 35 DDF H51 1H5 H 0 1 N N N 19.378 56.174 24.617 0.918 1.601 4.523 H51 DDF 36 DDF H52 2H5 H 0 1 N N N 19.162 57.784 25.091 1.591 -0.041 4.592 H52 DDF 37 DDF H6 H6 H 0 1 N N N 17.755 56.888 23.130 -1.280 0.757 3.960 H6 DDF 38 DDF H71 1H7 H 0 1 N N N 19.306 55.819 21.852 -0.052 -2.004 4.439 H71 DDF 39 DDF H72 2H7 H 0 1 N N N 18.740 57.194 20.969 -1.698 -1.706 3.819 H72 DDF 40 DDF HN8 HN8 H 0 1 N N N 20.761 58.103 20.926 -2.201 -1.545 6.110 HN8 DDF 41 DDF H91 1H9 H 0 1 N N N 19.401 59.534 22.901 0.338 0.888 2.086 H91 DDF 42 DDF H92 2H9 H 0 1 N N N 18.019 59.241 21.989 0.857 -0.782 2.415 H92 DDF 43 DDF H101 1H10 H 0 0 N N N 16.548 59.040 23.985 -1.447 -1.585 1.977 H101 DDF 44 DDF H102 2H10 H 0 0 N N N 17.828 58.724 25.030 -1.966 0.085 1.648 H102 DDF 45 DDF H12 H12 H 0 1 N N N 17.289 63.232 26.921 0.753 -3.001 -1.896 H12 DDF 46 DDF H13 H13 H 0 1 N N N 16.965 60.769 26.424 -0.001 -2.765 0.431 H13 DDF 47 DDF H15 H15 H 0 1 N N N 18.648 61.403 22.456 -1.252 1.236 -0.359 H15 DDF 48 DDF H16 H16 H 0 1 N N N 18.891 63.895 23.080 -0.498 1.023 -2.690 H16 DDF 49 DDF HN HN H 0 1 N N N 19.238 65.359 23.545 0.101 0.726 -4.401 HN DDF 50 DDF HA HA H 0 1 N N N 18.704 67.861 24.700 0.849 -1.280 -6.406 HA DDF 51 DDF HB1 1HB H 0 1 N N N 21.022 66.354 25.672 0.176 1.684 -6.682 HB1 DDF 52 DDF HB2 2HB H 0 1 N N N 21.522 67.720 24.847 0.415 0.544 -8.028 HB2 DDF 53 DDF HG1 1HG H 0 1 N N N 19.845 69.204 26.108 -1.475 -0.829 -7.201 HG1 DDF 54 DDF HG2 2HG H 0 1 N N N 19.062 67.905 26.748 -1.715 0.310 -5.855 HG2 DDF 55 DDF HOE2 2HOE H 0 0 N N N 23.045 67.859 27.614 -4.101 1.441 -8.413 HOE2 DDF 56 DDF HO2 HO2 H 0 1 N N N 20.014 68.787 21.927 3.795 1.396 -5.435 HO2 DDF 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 DDF N1 C2 SING Y N 1 DDF N1 C8A SING Y N 2 DDF N1 HN1 SING N N 3 DDF C2 NA2 SING N N 4 DDF C2 N3 DOUB Y N 5 DDF NA2 HN21 SING N N 6 DDF NA2 HN22 SING N N 7 DDF N3 C4 SING Y N 8 DDF C4 O4 DOUB N N 9 DDF C4 C4A SING Y N 10 DDF C4A C5 SING N N 11 DDF C4A C8A DOUB Y N 12 DDF C5 C6 SING N N 13 DDF C5 H51 SING N N 14 DDF C5 H52 SING N N 15 DDF C6 C7 SING N N 16 DDF C6 C9 SING N N 17 DDF C6 H6 SING N N 18 DDF C7 N8 SING N N 19 DDF C7 H71 SING N N 20 DDF C7 H72 SING N N 21 DDF N8 C8A SING N N 22 DDF N8 HN8 SING N N 23 DDF C9 C10 SING N N 24 DDF C9 H91 SING N N 25 DDF C9 H92 SING N N 26 DDF C10 C14 SING N N 27 DDF C10 H101 SING N N 28 DDF C10 H102 SING N N 29 DDF C11 C12 DOUB Y N 30 DDF C11 C16 SING Y N 31 DDF C11 C SING N N 32 DDF C12 C13 SING Y N 33 DDF C12 H12 SING N N 34 DDF C13 C14 DOUB Y N 35 DDF C13 H13 SING N N 36 DDF C14 C15 SING Y N 37 DDF C15 C16 DOUB Y N 38 DDF C15 H15 SING N N 39 DDF C16 H16 SING N N 40 DDF C O DOUB N N 41 DDF C N SING N N 42 DDF N CA SING N N 43 DDF N HN SING N N 44 DDF CA CB SING N N 45 DDF CA CT SING N N 46 DDF CA HA SING N N 47 DDF CB CG SING N N 48 DDF CB HB1 SING N N 49 DDF CB HB2 SING N N 50 DDF CG CD SING N N 51 DDF CG HG1 SING N N 52 DDF CG HG2 SING N N 53 DDF CD OE1 DOUB N N 54 DDF CD OE2 SING N N 55 DDF OE2 HOE2 SING N N 56 DDF CT O1 DOUB N N 57 DDF CT O2 SING N N 58 DDF O2 HO2 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 DDF SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)CCC3CNC=2NC(=NC(=O)C=2C3)N)CCC(=O)O" DDF SMILES_CANONICAL CACTVS 3.341 "NC1=NC(=O)C2=C(NC[C@H](CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C2)N1" DDF SMILES CACTVS 3.341 "NC1=NC(=O)C2=C(NC[CH](CCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)C2)N1" DDF SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CC[C@@H]2CC3=C(NC2)NC(=NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" DDF SMILES "OpenEye OEToolkits" 1.5.0 "c1cc(ccc1CCC2CC3=C(NC2)NC(=NC3=O)N)C(=O)NC(CCC(=O)O)C(=O)O" DDF InChI InChI 1.03 "InChI=1S/C21H25N5O6/c22-21-25-17-14(19(30)26-21)9-12(10-23-17)2-1-11-3-5-13(6-4-11)18(29)24-15(20(31)32)7-8-16(27)28/h3-6,12,15H,1-2,7-10H2,(H,24,29)(H,27,28)(H,31,32)(H4,22,23,25,26,30)/t12-,15+/m1/s1" DDF InChIKey InChI 1.03 ZUQBAQVRAURMCL-DOMZBBRYSA-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 DDF "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(4-{2-[(6R)-2-amino-4-oxo-1,4,5,6,7,8-hexahydropyrido[2,3-d]pyrimidin-6-yl]ethyl}phenyl)carbonyl]-L-glutamic acid" DDF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-[(6R)-2-amino-4-oxo-5,6,7,8-tetrahydro-1H-pyrido[5,6-e]pyrimidin-6-yl]ethyl]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 DDF "Create component" 1999-07-08 RCSB DDF "Modify descriptor" 2011-06-04 RCSB #