data_G94 # _chem_comp.id G94 _chem_comp.name "N-({5-[3-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-2-yl}carbonyl)-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H21 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 447.465 _chem_comp.one_letter_code ? _chem_comp.three_letter_code G94 _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 4ZYW _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 G94 N1 N1 N 0 1 N N N 11.860 76.127 127.381 -6.615 1.764 -1.273 N1 G94 1 G94 C2 C1 C 0 1 N N N 12.889 76.254 126.556 -7.674 2.118 -0.500 C2 G94 2 G94 N3 N2 N 0 1 N N N 13.545 77.422 126.411 -8.070 1.409 0.535 N3 G94 3 G94 C4 C2 C 0 1 N N N 13.196 78.515 127.110 -7.436 0.278 0.887 C4 G94 4 G94 N5 N3 N 0 1 Y N N 10.442 77.268 129.002 -4.828 0.020 -1.570 N5 G94 5 G94 C6 C3 C 0 1 Y N N 10.393 78.503 129.502 -4.506 -1.122 -0.883 C6 G94 6 G94 C7 C4 C 0 1 Y N N 11.415 79.296 128.915 -5.363 -1.283 0.141 C7 G94 7 G94 C8 C5 C 0 1 Y N N 12.095 78.421 128.011 -6.287 -0.154 0.090 C8 G94 8 G94 C9 C6 C 0 1 Y N N 11.434 77.167 128.125 -5.899 0.624 -0.997 C9 G94 9 G94 O10 O1 O 0 1 N N N 13.937 79.734 126.931 -7.809 -0.373 1.850 O10 G94 10 G94 N11 N4 N 0 1 N N N 13.315 75.155 125.795 -8.359 3.262 -0.811 N11 G94 11 G94 S12 S1 S 0 1 Y N N 10.611 76.383 134.305 1.418 -1.147 -0.401 S12 G94 12 G94 C13 C7 C 0 1 Y N N 11.739 75.924 135.513 2.318 -1.390 1.090 C13 G94 13 G94 C14 C8 C 0 1 Y N N 12.930 76.632 135.186 1.659 -2.302 1.866 C14 G94 14 G94 C15 C9 C 0 1 Y N N 12.846 77.476 134.022 0.503 -2.771 1.290 C15 G94 15 G94 C16 C10 C 0 1 Y N N 11.574 77.445 133.399 0.222 -2.263 0.084 C16 G94 16 G94 C17 C11 C 0 1 N N N 11.710 74.986 136.769 3.574 -0.722 1.444 C17 G94 17 G94 O18 O2 O 0 1 N N N 12.779 74.906 137.409 4.114 -0.966 2.507 O18 G94 18 G94 N19 N5 N 0 1 N N N 10.639 74.198 137.349 4.130 0.162 0.593 N19 G94 19 G94 C20 C12 C 0 1 N N S 9.283 74.015 136.922 5.385 0.830 0.946 C20 G94 20 G94 C21 C13 C 0 1 N N N 9.108 72.562 136.663 6.112 1.258 -0.330 C21 G94 21 G94 C22 C14 C 0 1 N N N 8.840 72.232 135.203 6.524 0.016 -1.123 C22 G94 22 G94 C23 C15 C 0 1 N N N 10.093 72.104 134.297 7.240 0.438 -2.380 C23 G94 23 G94 O24 O3 O 0 1 N N N 10.006 71.484 133.170 7.405 1.611 -2.617 O24 G94 24 G94 O25 O4 O 0 1 N N N 11.234 72.627 134.672 7.696 -0.491 -3.236 O25 G94 25 G94 C26 C16 C 0 1 N N N 8.326 74.399 138.066 5.088 2.045 1.787 C26 G94 26 G94 O27 O5 O 0 1 N N N 8.025 75.649 138.306 3.945 2.325 2.062 O27 G94 27 G94 O28 O6 O 0 1 N N N 7.820 73.470 138.794 6.093 2.817 2.230 O28 G94 28 G94 C29 C17 C 0 1 N N N 9.362 78.981 130.563 -3.371 -2.053 -1.223 C29 G94 29 G94 C30 C18 C 0 1 N N N 9.732 78.494 132.008 -2.141 -1.683 -0.391 C30 G94 30 G94 C31 C19 C 0 1 N N N 11.230 78.235 132.161 -0.988 -2.627 -0.736 C31 G94 31 G94 H2 H2 H 0 1 N N N 9.821 76.525 129.251 -4.355 0.351 -2.350 H2 G94 32 G94 H3 H3 H 0 1 N N N 11.632 80.336 129.110 -5.365 -2.088 0.861 H3 G94 33 G94 H4 H4 H 0 1 N N N 14.086 75.251 125.166 -8.085 3.801 -1.569 H4 G94 34 G94 H5 H5 H 0 1 N N N 12.847 74.275 125.882 -9.119 3.534 -0.272 H5 G94 35 G94 H6 H6 H 0 1 N N N 13.834 76.542 135.770 2.012 -2.622 2.835 H6 G94 36 G94 H7 H7 H 0 1 N N N 13.670 78.073 133.660 -0.133 -3.497 1.775 H7 G94 37 G94 H8 H8 H 0 1 N N N 10.887 73.702 138.181 3.699 0.357 -0.254 H8 G94 38 G94 H9 H9 H 0 1 N N N 9.055 74.605 136.022 6.016 0.143 1.511 H9 G94 39 G94 H10 H10 H 0 1 N N N 8.259 72.202 137.263 5.449 1.873 -0.937 H10 G94 40 G94 H11 H11 H 0 1 N N N 10.025 72.040 136.975 7.001 1.832 -0.067 H11 G94 41 G94 H12 H12 H 0 1 N N N 8.204 73.028 134.789 7.188 -0.600 -0.516 H12 G94 42 G94 H13 H13 H 0 1 N N N 8.299 71.275 135.167 5.636 -0.558 -1.386 H13 G94 43 G94 H14 H14 H 0 1 N N N 11.892 72.463 134.007 8.149 -0.172 -4.029 H14 G94 44 G94 H15 H15 H 0 1 N N N 7.256 73.856 139.454 5.853 3.586 2.765 H15 G94 45 G94 H16 H16 H 0 1 N N N 9.331 80.081 130.557 -3.663 -3.079 -1.002 H16 G94 46 G94 H17 H17 H 0 1 N N N 8.371 78.584 130.298 -3.132 -1.962 -2.283 H17 G94 47 G94 H18 H18 H 0 1 N N N 9.430 79.266 132.731 -1.848 -0.656 -0.611 H18 G94 48 G94 H19 H19 H 0 1 N N N 9.187 77.562 132.218 -2.380 -1.773 0.669 H19 G94 49 G94 H20 H20 H 0 1 N N N 11.579 77.675 131.281 -0.750 -2.537 -1.796 H20 G94 50 G94 H21 H21 H 0 1 N N N 11.749 79.204 132.209 -1.281 -3.654 -0.515 H21 G94 51 G94 H22 H22 H 0 1 N N N 11.392 75.246 127.453 -6.365 2.318 -2.028 H22 G94 52 # 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 G94 N11 C2 SING N N 1 G94 N3 C2 DOUB N N 2 G94 N3 C4 SING N N 3 G94 C2 N1 SING N N 4 G94 O10 C4 DOUB N N 5 G94 C4 C8 SING N N 6 G94 N1 C9 SING N N 7 G94 C8 C9 DOUB Y N 8 G94 C8 C7 SING Y N 9 G94 C9 N5 SING Y N 10 G94 C7 C6 DOUB Y N 11 G94 N5 C6 SING Y N 12 G94 C6 C29 SING N N 13 G94 C29 C30 SING N N 14 G94 C30 C31 SING N N 15 G94 C31 C16 SING N N 16 G94 O24 C23 DOUB N N 17 G94 C16 C15 DOUB Y N 18 G94 C16 S12 SING Y N 19 G94 C15 C14 SING Y N 20 G94 C23 O25 SING N N 21 G94 C23 C22 SING N N 22 G94 S12 C13 SING Y N 23 G94 C14 C13 DOUB Y N 24 G94 C22 C21 SING N N 25 G94 C13 C17 SING N N 26 G94 C21 C20 SING N N 27 G94 C17 N19 SING N N 28 G94 C17 O18 DOUB N N 29 G94 C20 N19 SING N N 30 G94 C20 C26 SING N N 31 G94 C26 O27 DOUB N N 32 G94 C26 O28 SING N N 33 G94 N5 H2 SING N N 34 G94 C7 H3 SING N N 35 G94 N11 H4 SING N N 36 G94 N11 H5 SING N N 37 G94 C14 H6 SING N N 38 G94 C15 H7 SING N N 39 G94 N19 H8 SING N N 40 G94 C20 H9 SING N N 41 G94 C21 H10 SING N N 42 G94 C21 H11 SING N N 43 G94 C22 H12 SING N N 44 G94 C22 H13 SING N N 45 G94 O25 H14 SING N N 46 G94 O28 H15 SING N N 47 G94 C29 H16 SING N N 48 G94 C29 H17 SING N N 49 G94 C30 H18 SING N N 50 G94 C30 H19 SING N N 51 G94 C31 H20 SING N N 52 G94 C31 H21 SING N N 53 G94 N1 H22 SING N N 54 # 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 G94 SMILES ACDLabs 12.01 "N2c3nc(CCCc1sc(C(NC(C(=O)O)CCC(O)=O)=O)cc1)cc3C(N=C2N)=O" G94 InChI InChI 1.03 "InChI=1S/C19H21N5O6S/c20-19-23-15-11(16(27)24-19)8-9(21-15)2-1-3-10-4-6-13(31-10)17(28)22-12(18(29)30)5-7-14(25)26/h4,6,8,12H,1-3,5,7H2,(H,22,28)(H,25,26)(H,29,30)(H4,20,21,23,24,27)/t12-/m0/s1" G94 InChIKey InChI 1.03 WMBYSCVMFMNUQV-LBPRGKRZSA-N G94 SMILES_CANONICAL CACTVS 3.385 "NC1=NC(=O)c2cc(CCCc3sc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)[nH]c2N1" G94 SMILES CACTVS 3.385 "NC1=NC(=O)c2cc(CCCc3sc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)[nH]c2N1" G94 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(sc1CCCc2cc3c([nH]2)NC(=NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" G94 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(sc1CCCc2cc3c([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 G94 "SYSTEMATIC NAME" ACDLabs 12.01 "N-({5-[3-(2-amino-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-2-yl}carbonyl)-L-glutamic acid" G94 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[5-[3-(2-azanyl-4-oxidanylidene-1,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)propyl]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 G94 "Create component" 2014-06-04 RCSB G94 "Modify descriptor" 2014-09-05 RCSB G94 "Modify formula" 2015-06-04 RCSB G94 "Initial release" 2016-04-20 RCSB #