data_1YA # _chem_comp.id 1YA _chem_comp.name "N-{4-[{[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}(formyl)amino]benzoyl}-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N7 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-08-01 _chem_comp.pdbx_modified_date 2013-08-09 _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 473.439 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1YA _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 4LY0 _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 1YA N1 N1 N 0 1 N N N 31.468 2.724 18.901 -7.012 -1.406 -0.539 N1 1YA 1 1YA C2 C2 C 0 1 N N N 31.426 3.457 20.012 -7.772 -0.332 -0.579 C2 1YA 2 1YA NA2 NA2 N 0 1 N N N 32.612 3.761 20.617 -9.009 -0.409 -1.168 NA2 1YA 3 1YA N3 N3 N 0 1 N N N 30.319 3.958 20.582 -7.361 0.853 -0.050 N3 1YA 4 1YA C4 C4 C 0 1 N N N 29.109 3.615 20.047 -6.148 0.950 0.536 C4 1YA 5 1YA O4 O4 O 0 1 N N N 28.071 4.200 20.644 -5.769 2.008 1.017 O4 1YA 6 1YA C4A C4A C 0 1 N N N 29.066 2.915 18.865 -5.335 -0.188 0.582 C4A 1YA 7 1YA N5 N5 N 0 1 N N N 27.861 2.572 18.297 -4.060 -0.141 1.186 N5 1YA 8 1YA C6 C6 C 0 1 N N S 27.853 1.362 17.548 -3.111 -1.231 0.906 C6 1YA 9 1YA C7 C7 C 0 1 N N N 29.006 1.332 16.564 -3.874 -2.560 0.995 C7 1YA 10 1YA N8 N8 N 0 1 N N N 30.256 1.672 17.252 -5.006 -2.507 0.060 N8 1YA 11 1YA C8A C8A C 0 1 N N N 30.259 2.419 18.350 -5.800 -1.371 0.026 C8A 1YA 12 1YA C9 C9 C 0 1 N N N 27.927 0.341 18.674 -2.529 -1.062 -0.498 C9 1YA 13 1YA N10 N10 N 0 1 N N N 27.974 -1.041 18.247 -1.935 0.271 -0.624 N10 1YA 14 1YA C11 C11 C 0 1 Y N N 30.583 -4.074 19.580 2.071 0.867 0.351 C11 1YA 15 1YA C12 C12 C 0 1 Y N N 29.749 -3.315 20.402 1.066 1.441 1.135 C12 1YA 16 1YA C13 C13 C 0 1 Y N N 28.918 -2.313 19.927 -0.256 1.242 0.810 C13 1YA 17 1YA C14 C14 C 0 1 Y N N 28.934 -1.990 18.588 -0.594 0.471 -0.298 C14 1YA 18 1YA C15 C15 C 0 1 Y N N 29.716 -2.762 17.736 0.404 -0.102 -1.080 C15 1YA 19 1YA C16 C16 C 0 1 Y N N 30.589 -3.759 18.211 1.729 0.097 -0.764 C16 1YA 20 1YA C17 C17 C 0 1 N N N 31.351 -5.132 20.352 3.490 1.078 0.697 C17 1YA 21 1YA N N N 0 1 N N N 30.596 -5.811 21.270 4.458 0.524 -0.060 N 1YA 22 1YA CA CA C 0 1 N N S 30.888 -6.841 22.297 5.867 0.733 0.283 CA 1YA 23 1YA CB CB C 0 1 N N N 31.404 -5.955 23.434 6.704 -0.421 -0.272 CB 1YA 24 1YA CG CG C 0 1 N N N 32.917 -5.741 23.428 6.306 -1.722 0.428 CG 1YA 25 1YA CD CD C 0 1 N N N 33.249 -4.948 24.672 7.130 -2.859 -0.118 CD 1YA 26 1YA OE1 OE1 O 0 1 N N N 33.037 -5.465 25.791 6.952 -4.104 0.352 OE1 1YA 27 1YA OE2 OE2 O 0 1 N N N 33.711 -3.795 24.546 7.952 -2.651 -0.979 OE2 1YA 28 1YA CT CT C 0 1 N N N 29.911 -7.777 23.017 6.342 2.032 -0.317 CT 1YA 29 1YA O2 O2 O 0 1 N N N 30.222 -8.987 23.154 5.582 2.712 -0.964 O2 1YA 30 1YA O1 O1 O 0 1 N N N 28.823 -7.468 23.572 7.610 2.432 -0.131 O1 1YA 31 1YA C18 C18 C 0 1 N N N 26.848 -1.606 17.582 -2.684 1.305 -1.055 C18 1YA 32 1YA O5 O5 O 0 1 N N N 25.815 -0.946 17.372 -2.172 2.388 -1.244 O5 1YA 33 1YA O O O 0 1 N N N 32.539 -5.289 20.073 3.787 1.752 1.665 O 1YA 34 1YA H1 H1 H 0 1 N N N 33.472 3.435 20.224 -9.313 -1.247 -1.548 H1 1YA 35 1YA H2 H2 H 0 1 N N N 32.621 4.309 21.453 -9.578 0.376 -1.204 H2 1YA 36 1YA H3 H3 H 0 1 N N N 30.378 4.564 21.375 -7.940 1.630 -0.095 H3 1YA 37 1YA H5 H5 H 0 1 N N N 27.588 3.314 17.685 -3.814 0.593 1.771 H5 1YA 38 1YA H7 H7 H 0 1 N N N 26.903 1.242 17.006 -2.307 -1.217 1.642 H7 1YA 39 1YA H8 H8 H 0 1 N N N 28.821 2.062 15.762 -3.212 -3.383 0.724 H8 1YA 40 1YA H9 H9 H 0 1 N N N 29.090 0.324 16.131 -4.243 -2.705 2.011 H9 1YA 41 1YA H10 H10 H 0 1 N N N 28.834 0.547 19.262 -1.762 -1.819 -0.668 H10 1YA 42 1YA H11 H11 H 0 1 N N N 27.040 0.471 19.311 -3.322 -1.177 -1.237 H11 1YA 43 1YA H12 H12 H 0 1 N N N 29.751 -3.519 21.463 1.328 2.040 1.995 H12 1YA 44 1YA H13 H13 H 0 1 N N N 28.261 -1.788 20.604 -1.033 1.685 1.416 H13 1YA 45 1YA H14 H14 H 0 1 N N N 29.651 -2.591 16.672 0.139 -0.697 -1.942 H14 1YA 46 1YA H15 H15 H 0 1 N N N 31.253 -4.274 17.533 2.503 -0.347 -1.372 H15 1YA 47 1YA H16 H16 H 0 1 N N N 29.630 -5.555 21.242 4.221 -0.014 -0.832 H16 1YA 48 1YA H17 H17 H 0 1 N N N 31.732 -7.451 21.941 5.975 0.772 1.367 H17 1YA 49 1YA H18 H18 H 0 1 N N N 30.917 -4.972 23.353 6.527 -0.516 -1.343 H18 1YA 50 1YA H19 H19 H 0 1 N N N 31.126 -6.424 24.389 7.760 -0.222 -0.094 H19 1YA 51 1YA H20 H20 H 0 1 N N N 33.437 -6.710 23.446 6.483 -1.627 1.500 H20 1YA 52 1YA H21 H21 H 0 1 N N N 33.217 -5.181 22.530 5.249 -1.922 0.251 H21 1YA 53 1YA H22 H22 H 0 1 N N N 33.279 -4.852 26.475 7.504 -4.800 -0.029 H22 1YA 54 1YA H23 H23 H 0 1 N N N 28.452 -8.235 23.991 7.868 3.272 -0.535 H23 1YA 55 1YA H24 H24 H 0 1 N N N 26.892 -2.633 17.252 -3.741 1.169 -1.232 H24 1YA 56 1YA H4 H4 H 0 1 N N N 30.688 0.805 17.499 -5.196 -3.257 -0.526 H4 1YA 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 1YA C7 N8 SING N N 1 1YA C7 C6 SING N N 2 1YA N8 C8A SING N N 3 1YA O5 C18 DOUB N N 4 1YA C6 N5 SING N N 5 1YA C6 C9 SING N N 6 1YA C18 N10 SING N N 7 1YA C15 C16 DOUB Y N 8 1YA C15 C14 SING Y N 9 1YA C16 C11 SING Y N 10 1YA N10 C14 SING N N 11 1YA N10 C9 SING N N 12 1YA N5 C4A SING N N 13 1YA C8A C4A DOUB N N 14 1YA C8A N1 SING N N 15 1YA C14 C13 DOUB Y N 16 1YA C4A C4 SING N N 17 1YA N1 C2 DOUB N N 18 1YA C11 C17 SING N N 19 1YA C11 C12 DOUB Y N 20 1YA C13 C12 SING Y N 21 1YA C2 N3 SING N N 22 1YA C2 NA2 SING N N 23 1YA C4 N3 SING N N 24 1YA C4 O4 DOUB N N 25 1YA O C17 DOUB N N 26 1YA C17 N SING N N 27 1YA N CA SING N N 28 1YA CA CT SING N N 29 1YA CA CB SING N N 30 1YA CT O2 DOUB N N 31 1YA CT O1 SING N N 32 1YA CG CB SING N N 33 1YA CG CD SING N N 34 1YA OE2 CD DOUB N N 35 1YA CD OE1 SING N N 36 1YA NA2 H1 SING N N 37 1YA NA2 H2 SING N N 38 1YA N3 H3 SING N N 39 1YA N5 H5 SING N N 40 1YA C6 H7 SING N N 41 1YA C7 H8 SING N N 42 1YA C7 H9 SING N N 43 1YA C9 H10 SING N N 44 1YA C9 H11 SING N N 45 1YA C12 H12 SING N N 46 1YA C13 H13 SING N N 47 1YA C15 H14 SING N N 48 1YA C16 H15 SING N N 49 1YA N H16 SING N N 50 1YA CA H17 SING N N 51 1YA CB H18 SING N N 52 1YA CB H19 SING N N 53 1YA CG H20 SING N N 54 1YA CG H21 SING N N 55 1YA OE1 H22 SING N N 56 1YA O1 H23 SING N N 57 1YA C18 H24 SING N N 58 1YA N8 H4 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 1YA SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1ccc(cc1)N(C=O)CC3NC2=C(N=C(N)NC2=O)NC3)CCC(=O)O" 1YA InChI InChI 1.03 "InChI=1S/C20H23N7O7/c21-20-25-16-15(18(32)26-20)23-11(7-22-16)8-27(9-28)12-3-1-10(2-4-12)17(31)24-13(19(33)34)5-6-14(29)30/h1-4,9,11,13,23H,5-8H2,(H,24,31)(H,29,30)(H,33,34)(H4,21,22,25,26,32)/t11-,13-/m0/s1" 1YA InChIKey InChI 1.03 AUFGTPPARQZWDO-AAEUAGOBSA-N 1YA SMILES_CANONICAL CACTVS 3.385 "NC1=NC2=C(N[C@@H](CN2)CN(C=O)c3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)C(=O)N1" 1YA SMILES CACTVS 3.385 "NC1=NC2=C(N[CH](CN2)CN(C=O)c3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)C(=O)N1" 1YA SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)N[C@@H](CCC(=O)O)C(=O)O)N(C[C@@H]2CNC3=C(N2)C(=O)NC(=N3)N)C=O" 1YA SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1C(=O)NC(CCC(=O)O)C(=O)O)N(CC2CNC3=C(N2)C(=O)NC(=N3)N)C=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 1YA "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[{[(6S)-2-amino-4-oxo-3,4,5,6,7,8-hexahydropteridin-6-yl]methyl}(formyl)amino]benzoyl}-L-glutamic acid" 1YA "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-2-[[4-[[(6S)-2-azanyl-4-oxidanylidene-5,6,7,8-tetrahydro-3H-pteridin-6-yl]methyl-methanoyl-amino]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 1YA "Create component" 2013-08-01 RCSB 1YA "Initial release" 2013-08-14 RCSB #