data_3YG # _chem_comp.id 3YG _chem_comp.name "(S)-2-({5-[3-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)-propyl]-thiophene-3-carbonyl}-amino)-pentanedioic 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 2014-12-10 _chem_comp.pdbx_modified_date 2015-12-11 _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 3YG _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 4ZZ2 _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 3YG N1 N1 N 0 1 N N N 49.818 11.011 26.643 7.441 -0.258 1.348 N1 3YG 1 3YG C2 C1 C 0 1 N N N 50.870 11.169 25.856 8.205 0.809 1.279 C2 3YG 2 3YG N3 N2 N 0 1 N N N 51.504 12.352 25.739 8.033 1.763 0.321 N3 3YG 3 3YG C4 C2 C 0 1 N N N 51.097 13.449 26.403 7.052 1.633 -0.601 C4 3YG 4 3YG C6 C3 C 0 1 Y N N 48.193 13.362 28.680 4.717 -1.167 -0.769 C6 3YG 5 3YG C8 C4 C 0 1 Y N N 49.958 13.329 27.262 6.224 0.490 -0.538 C8 3YG 6 3YG N5 N3 N 0 1 Y N N 48.307 12.117 28.198 5.524 -1.449 0.306 N5 3YG 7 3YG C7 C5 C 0 1 Y N N 49.207 14.182 28.126 5.093 -0.003 -1.323 C7 3YG 8 3YG C9 C6 C 0 1 Y N N 49.332 12.056 27.351 6.448 -0.459 0.469 C9 3YG 9 3YG O10 O1 O 0 1 N N N 51.699 14.517 26.272 6.886 2.479 -1.463 O10 3YG 10 3YG N11 N4 N 0 1 N N N 51.353 10.070 25.137 9.207 0.968 2.202 N11 3YG 11 3YG C12 C7 C 0 1 Y N N 49.281 11.371 32.968 -0.971 -1.024 -1.089 C12 3YG 12 3YG C13 C8 C 0 1 Y N N 50.099 10.874 34.016 -2.148 -0.745 -0.300 C13 3YG 13 3YG C14 C9 C 0 1 Y N N 51.113 11.687 34.421 -2.201 -1.468 0.851 C14 3YG 14 3YG S15 S1 S 0 1 Y N N 50.984 13.076 33.441 -0.839 -2.485 0.991 S15 3YG 15 3YG C16 C10 C 0 1 Y N N 49.634 12.609 32.518 -0.177 -1.934 -0.538 C16 3YG 16 3YG C17 C11 C 0 1 N N N 49.883 9.587 34.624 -3.183 0.222 -0.699 C17 3YG 17 3YG O18 O2 O 0 1 N N N 50.756 9.076 35.360 -3.072 0.835 -1.743 O18 3YG 18 3YG N19 N5 N 0 1 N N N 48.657 8.876 34.383 -4.254 0.427 0.093 N19 3YG 19 3YG C20 C12 C 0 1 N N S 48.434 7.589 34.981 -5.285 1.389 -0.305 C20 3YG 20 3YG C21 C13 C 0 1 N N N 47.198 7.606 35.803 -6.614 1.016 0.356 C21 3YG 21 3YG C22 C14 C 0 1 N N N 47.196 8.744 36.814 -7.090 -0.334 -0.184 C22 3YG 22 3YG C23 C15 C 0 1 N N N 45.893 8.775 37.651 -8.399 -0.701 0.467 C23 3YG 23 3YG O24 O3 O 0 1 N N N 45.381 7.677 38.073 -9.009 -1.852 0.144 O24 3YG 24 3YG O25 O4 O 0 1 N N N 45.311 9.916 37.923 -8.899 0.040 1.280 O25 3YG 25 3YG C26 C16 C 0 1 N N N 48.272 6.532 33.883 -4.877 2.772 0.134 C26 3YG 26 3YG O27 O5 O 0 1 N N N 48.564 5.292 34.148 -5.674 3.821 -0.125 O27 3YG 27 3YG O28 O6 O 0 1 N N N 47.848 6.872 32.719 -3.832 2.937 0.718 O28 3YG 28 3YG C29 C17 C 0 1 N N N 47.119 13.774 29.720 3.583 -2.033 -1.253 C29 3YG 29 3YG C30 C18 C 0 1 N N N 47.541 13.097 31.085 2.269 -1.540 -0.645 C30 3YG 30 3YG C31 C19 C 0 1 N N N 49.006 13.415 31.418 1.117 -2.419 -1.137 C31 3YG 31 3YG H1 H1 H 0 1 N N N 52.302 12.417 25.140 8.615 2.539 0.301 H1 3YG 32 3YG H2 H2 H 0 1 N N N 47.712 11.350 28.438 5.447 -2.236 0.867 H2 3YG 33 3YG H3 H3 H 0 1 N N N 49.376 15.231 28.317 4.647 0.477 -2.181 H3 3YG 34 3YG H4 H4 H 0 1 N N N 50.904 9.181 25.222 9.343 0.299 2.891 H4 3YG 35 3YG H5 H5 H 0 1 N N N 52.147 10.174 24.538 9.780 1.750 2.166 H5 3YG 36 3YG H6 H6 H 0 1 N N N 48.449 10.815 32.561 -0.761 -0.544 -2.034 H6 3YG 37 3YG H7 H7 H 0 1 N N N 51.841 11.494 35.195 -2.997 -1.406 1.578 H7 3YG 38 3YG H8 H8 H 0 1 N N N 47.955 9.280 33.796 -4.343 -0.062 0.926 H8 3YG 39 3YG H9 H9 H 0 1 N N N 49.290 7.313 35.614 -5.401 1.371 -1.388 H9 3YG 40 3YG H10 H10 H 0 1 N N N 46.331 7.723 35.136 -6.476 0.947 1.436 H10 3YG 41 3YG H11 H11 H 0 1 N N N 47.119 6.651 36.344 -7.358 1.780 0.133 H11 3YG 42 3YG H12 H12 H 0 1 N N N 48.052 8.617 37.494 -7.228 -0.265 -1.263 H12 3YG 43 3YG H13 H13 H 0 1 N N N 47.295 9.698 36.275 -6.346 -1.098 0.040 H13 3YG 44 3YG H14 H14 H 0 1 N N N 44.588 7.864 38.562 -9.846 -2.045 0.588 H14 3YG 45 3YG H15 H15 H 0 1 N N N 48.411 4.758 33.377 -5.370 4.688 0.176 H15 3YG 46 3YG H16 H16 H 0 1 N N N 47.094 14.868 29.829 3.523 -1.979 -2.340 H16 3YG 47 3YG H17 H17 H 0 1 N N N 46.128 13.414 29.407 3.759 -3.065 -0.951 H17 3YG 48 3YG H18 H18 H 0 1 N N N 46.897 13.477 31.891 2.329 -1.595 0.442 H18 3YG 49 3YG H19 H19 H 0 1 N N N 47.418 12.007 31.001 2.093 -0.508 -0.948 H19 3YG 50 3YG H20 H20 H 0 1 N N N 49.599 13.254 30.505 1.293 -3.451 -0.834 H20 3YG 51 3YG H21 H21 H 0 1 N N N 49.060 14.475 31.708 1.058 -2.365 -2.224 H21 3YG 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 3YG N11 C2 SING N N 1 3YG N3 C2 SING N N 2 3YG N3 C4 SING N N 3 3YG C2 N1 DOUB N N 4 3YG O10 C4 DOUB N N 5 3YG C4 C8 SING N N 6 3YG N1 C9 SING N N 7 3YG C8 C9 DOUB Y N 8 3YG C8 C7 SING Y N 9 3YG C9 N5 SING Y N 10 3YG C7 C6 DOUB Y N 11 3YG N5 C6 SING Y N 12 3YG C6 C29 SING N N 13 3YG C29 C30 SING N N 14 3YG C30 C31 SING N N 15 3YG C31 C16 SING N N 16 3YG C16 C12 DOUB Y N 17 3YG C16 S15 SING Y N 18 3YG O28 C26 DOUB N N 19 3YG C12 C13 SING Y N 20 3YG S15 C14 SING Y N 21 3YG C26 O27 SING N N 22 3YG C26 C20 SING N N 23 3YG C13 C14 DOUB Y N 24 3YG C13 C17 SING N N 25 3YG N19 C17 SING N N 26 3YG N19 C20 SING N N 27 3YG C17 O18 DOUB N N 28 3YG C20 C21 SING N N 29 3YG C21 C22 SING N N 30 3YG C22 C23 SING N N 31 3YG C23 O25 DOUB N N 32 3YG C23 O24 SING N N 33 3YG N3 H1 SING N N 34 3YG N5 H2 SING N N 35 3YG C7 H3 SING N N 36 3YG N11 H4 SING N N 37 3YG N11 H5 SING N N 38 3YG C12 H6 SING N N 39 3YG C14 H7 SING N N 40 3YG N19 H8 SING N N 41 3YG C20 H9 SING N N 42 3YG C21 H10 SING N N 43 3YG C21 H11 SING N N 44 3YG C22 H12 SING N N 45 3YG C22 H13 SING N N 46 3YG O24 H14 SING N N 47 3YG O27 H15 SING N N 48 3YG C29 H16 SING N N 49 3YG C29 H17 SING N N 50 3YG C30 H18 SING N N 51 3YG C30 H19 SING N N 52 3YG C31 H20 SING N N 53 3YG C31 H21 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 3YG SMILES ACDLabs 12.01 "N=1c3c(C(NC=1N)=O)cc(CCCc2cc(cs2)C(=O)NC(CCC(=O)O)C(O)=O)n3" 3YG InChI InChI 1.03 "InChI=1S/C19H21N5O6S/c20-19-23-15-12(17(28)24-19)7-10(21-15)2-1-3-11-6-9(8-31-11)16(27)22-13(18(29)30)4-5-14(25)26/h6-8,13H,1-5H2,(H,22,27)(H,25,26)(H,29,30)(H4,20,21,23,24,28)/t13-/m0/s1" 3YG InChIKey InChI 1.03 RMEHPWHLFJJYTB-ZDUSSCGKSA-N 3YG SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2[nH]c(CCCc3scc(c3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3YG SMILES CACTVS 3.385 "NC1=Nc2[nH]c(CCCc3scc(c3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3YG SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1c(csc1CCCc2cc3c([nH]2)N=C(NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" 3YG SMILES "OpenEye OEToolkits" 1.9.2 "c1c(csc1CCCc2cc3c([nH]2)N=C(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 3YG "SYSTEMATIC NAME" ACDLabs 12.01 "N-({5-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-3-yl}carbonyl)-L-glutamic acid" 3YG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[5-[3-(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)propyl]thiophen-3-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 3YG "Create component" 2014-12-10 RCSB 3YG "Modify name" 2015-06-09 RCSB 3YG "Initial release" 2015-12-16 RCSB #