data_G71 # _chem_comp.id G71 _chem_comp.name "N-({5-[4-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl}carbonyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N5 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-04 _chem_comp.pdbx_modified_date 2016-04-15 _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 461.492 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G71 _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 4ZYV _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 G71 N1 N1 N 0 1 N N N 15.260 48.260 60.604 8.643 0.675 -0.274 N1 G71 1 G71 C2 C1 C 0 1 N N N 15.682 49.163 59.713 9.588 -0.295 -0.180 C2 G71 2 G71 N3 N2 N 0 1 N N N 14.991 50.297 59.517 9.327 -1.502 0.275 N3 G71 3 G71 C4 C2 C 0 1 N N N 13.861 50.577 60.198 8.092 -1.842 0.677 C4 G71 4 G71 N5 N3 N 0 1 Y N N 13.548 47.715 62.235 6.213 1.173 0.142 N5 G71 5 G71 C6 C3 C 0 1 Y N N 12.445 48.325 62.689 5.171 0.426 0.628 C6 G71 6 G71 C7 C4 C 0 1 Y N N 12.308 49.546 62.015 5.609 -0.810 0.927 C7 G71 7 G71 C8 C5 C 0 1 Y N N 13.394 49.643 61.133 7.031 -0.836 0.599 C8 G71 8 G71 C9 C6 C 0 1 Y N N 14.141 48.469 61.315 7.347 0.429 0.112 C9 G71 9 G71 O10 O1 O 0 1 N N N 13.208 51.768 59.948 7.859 -2.964 1.097 O10 G71 10 G71 N11 N4 N 0 1 N N N 16.874 48.920 58.967 10.866 -0.006 -0.576 N11 G71 11 G71 S12 S1 S 0 1 Y N N 14.489 47.155 67.828 -2.001 0.233 -0.588 S12 G71 12 G71 C13 C7 C 0 1 Y N N 16.108 47.320 68.228 -3.150 1.541 -0.831 C13 G71 13 G71 C14 C8 C 0 1 Y N N 16.402 48.686 68.052 -2.516 2.585 -1.444 C14 G71 14 G71 C15 C9 C 0 1 Y N N 15.306 49.499 67.614 -1.188 2.341 -1.698 C15 G71 15 G71 C16 C10 C 0 1 Y N N 14.129 48.754 67.437 -0.747 1.139 -1.309 C16 G71 16 G71 C17 C11 C 0 1 N N N 17.037 46.224 68.645 -4.563 1.515 -0.440 C17 G71 17 G71 O18 O2 O 0 1 N N N 18.204 46.486 68.889 -5.272 2.480 -0.657 O18 G71 18 G71 N19 N5 N 0 1 N N N 16.567 44.868 68.707 -5.076 0.423 0.160 N19 G71 19 G71 C20 C12 C 0 1 N N S 17.426 43.777 69.061 -6.488 0.397 0.551 C20 G71 20 G71 C21 C13 C 0 1 N N N 16.595 42.592 69.440 -6.973 -1.053 0.613 C21 G71 21 G71 C22 C14 C 0 1 N N N 17.004 42.049 70.769 -6.930 -1.665 -0.788 C22 G71 22 G71 C23 C15 C 0 1 N N N 15.831 41.451 71.481 -7.408 -3.093 -0.727 C23 G71 23 G71 O24 O3 O 0 1 N N N 15.669 40.203 71.516 -7.749 -3.572 0.329 O24 G71 24 G71 O25 O4 O 0 1 N N N 14.998 42.197 72.061 -7.456 -3.833 -1.846 O25 G71 25 G71 C26 C16 C 0 1 N N N 18.274 43.433 67.869 -6.646 1.038 1.906 C26 G71 26 G71 O27 O5 O 0 1 N N N 19.204 42.587 67.971 -7.861 1.127 2.469 O27 G71 27 G71 O28 O6 O 0 1 N N N 18.071 43.982 66.747 -5.678 1.472 2.485 O28 G71 28 G71 C29 C17 C 0 1 N N N 11.536 47.787 63.743 3.756 0.914 0.802 C29 G71 29 G71 C30 C18 C 0 1 N N N 12.207 47.786 65.088 2.930 0.535 -0.429 C30 G71 30 G71 C31 C19 C 0 1 N N N 12.689 49.148 65.487 1.494 1.030 -0.252 C31 G71 31 G71 C32 C20 C 0 1 N N N 12.807 49.277 66.981 0.668 0.650 -1.483 C32 G71 32 G71 H2 H2 H 0 1 N N N 13.877 46.822 62.543 6.148 2.098 -0.144 H2 G71 33 G71 H3 H3 H 0 1 N N N 11.519 50.271 62.149 5.023 -1.623 1.328 H3 G71 34 G71 H4 H4 H 0 1 N N N 17.193 49.594 58.300 11.081 0.877 -0.915 H4 G71 35 G71 H5 H5 H 0 1 N N N 17.391 48.076 59.111 11.557 -0.684 -0.518 H5 G71 36 G71 H6 H6 H 0 1 N N N 17.386 49.093 68.235 -3.010 3.510 -1.702 H6 G71 37 G71 H7 H7 H 0 1 N N N 15.377 50.563 67.440 -0.547 3.066 -2.178 H7 G71 38 G71 H8 H8 H 0 1 N N N 15.608 44.679 68.496 -4.511 -0.346 0.333 H8 G71 39 G71 H9 H9 H 0 1 N N N 18.075 44.057 69.904 -7.078 0.947 -0.182 H9 G71 40 G71 H10 H10 H 0 1 N N N 15.538 42.895 69.486 -6.327 -1.624 1.280 H10 G71 41 G71 H11 H11 H 0 1 N N N 16.719 41.808 68.678 -7.996 -1.077 0.989 H11 G71 42 G71 H12 H12 H 0 1 N N N 17.770 41.274 70.622 -7.576 -1.094 -1.455 H12 G71 43 G71 H13 H13 H 0 1 N N N 17.420 42.864 71.380 -5.907 -1.640 -1.164 H13 G71 44 G71 H14 H14 H 0 1 N N N 14.324 41.664 72.467 -7.770 -4.744 -1.757 H14 G71 45 G71 H15 H15 H 0 1 N N N 19.636 42.488 67.131 -7.912 1.546 3.338 H15 G71 46 G71 H16 H16 H 0 1 N N N 10.633 48.413 63.793 3.319 0.454 1.689 H16 G71 47 G71 H17 H17 H 0 1 N N N 11.253 46.756 63.482 3.757 1.998 0.919 H17 G71 48 G71 H18 H18 H 0 1 N N N 11.488 47.431 65.841 3.367 0.994 -1.315 H18 G71 49 G71 H19 H19 H 0 1 N N N 13.068 47.103 65.053 2.929 -0.549 -0.545 H19 G71 50 G71 H20 H20 H 0 1 N N N 13.676 49.324 65.034 1.057 0.570 0.635 H20 G71 51 G71 H21 H21 H 0 1 N N N 11.977 49.901 65.119 1.495 2.114 -0.136 H21 G71 52 G71 H22 H22 H 0 1 N N N 12.718 50.336 67.263 0.667 -0.433 -1.599 H22 G71 53 G71 H23 H23 H 0 1 N N N 12.002 48.701 67.461 1.105 1.110 -2.369 H23 G71 54 G71 H24 H24 H 0 1 N N N 15.784 47.420 60.742 8.885 1.551 -0.613 H24 G71 55 # 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 G71 N11 C2 SING N N 1 G71 N3 C2 DOUB N N 2 G71 N3 C4 SING N N 3 G71 C2 N1 SING N N 4 G71 O10 C4 DOUB N N 5 G71 C4 C8 SING N N 6 G71 N1 C9 SING N N 7 G71 C8 C9 DOUB Y N 8 G71 C8 C7 SING Y N 9 G71 C9 N5 SING Y N 10 G71 C7 C6 DOUB Y N 11 G71 N5 C6 SING Y N 12 G71 C6 C29 SING N N 13 G71 C29 C30 SING N N 14 G71 C30 C31 SING N N 15 G71 C31 C32 SING N N 16 G71 O28 C26 DOUB N N 17 G71 C32 C16 SING N N 18 G71 C16 C15 DOUB Y N 19 G71 C16 S12 SING Y N 20 G71 C15 C14 SING Y N 21 G71 S12 C13 SING Y N 22 G71 C26 O27 SING N N 23 G71 C26 C20 SING N N 24 G71 C14 C13 DOUB Y N 25 G71 C13 C17 SING N N 26 G71 C17 N19 SING N N 27 G71 C17 O18 DOUB N N 28 G71 N19 C20 SING N N 29 G71 C20 C21 SING N N 30 G71 C21 C22 SING N N 31 G71 C22 C23 SING N N 32 G71 C23 O24 DOUB N N 33 G71 C23 O25 SING N N 34 G71 N5 H2 SING N N 35 G71 C7 H3 SING N N 36 G71 N11 H4 SING N N 37 G71 N11 H5 SING N N 38 G71 C14 H6 SING N N 39 G71 C15 H7 SING N N 40 G71 N19 H8 SING N N 41 G71 C20 H9 SING N N 42 G71 C21 H10 SING N N 43 G71 C21 H11 SING N N 44 G71 C22 H12 SING N N 45 G71 C22 H13 SING N N 46 G71 O25 H14 SING N N 47 G71 O27 H15 SING N N 48 G71 C29 H16 SING N N 49 G71 C29 H17 SING N N 50 G71 C30 H18 SING N N 51 G71 C30 H19 SING N N 52 G71 C31 H20 SING N N 53 G71 C31 H21 SING N N 54 G71 C32 H22 SING N N 55 G71 C32 H23 SING N N 56 G71 N1 H24 SING N N 57 # 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 G71 SMILES ACDLabs 12.01 "N2c3nc(CCCCc1sc(C(NC(CCC(=O)O)C(O)=O)=O)cc1)cc3C(N=C2N)=O" G71 InChI InChI 1.03 "InChI=1S/C20H23N5O6S/c21-20-24-16-12(17(28)25-20)9-10(22-16)3-1-2-4-11-5-7-14(32-11)18(29)23-13(19(30)31)6-8-15(26)27/h5,7,9,13H,1-4,6,8H2,(H,23,29)(H,26,27)(H,30,31)(H4,21,22,24,25,28)/t13-/m0/s1" G71 InChIKey InChI 1.03 ADFLVKAWSSGDBU-ZDUSSCGKSA-N G71 SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2cc(CCCCc3sc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)[nH]c2N1" G71 SMILES CACTVS 3.385 "NC1=NC(=O)c2cc(CCCCc3sc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)[nH]c2N1" G71 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(sc1CCCCc2cc3c([nH]2)NC(=NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" G71 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(sc1CCCCc2cc3c([nH]2)NC(=NC3=O)N)C(=O)NC(CCC(=O)O)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 G71 "SYSTEMATIC NAME" ACDLabs 12.01 "N-({5-[4-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl}carbonyl)-L-glutamic acid" G71 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[5-[4-(2-azanyl-4-oxidanylidene-1,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)butyl]thiophen-2-yl]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 G71 "Create component" 2014-06-04 RCSB G71 "Modify descriptor" 2014-09-05 RCSB G71 "Modify name" 2015-06-04 RCSB G71 "Initial release" 2016-04-20 RCSB #