data_3Y9 # _chem_comp.id 3Y9 _chem_comp.name "N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 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 2014-12-10 _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 455.464 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3Y9 _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 4X73 _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 3Y9 C13 C1 C 0 1 Y N N 62.615 11.654 -20.005 2.372 1.663 1.530 C13 3Y9 1 3Y9 C15 C2 C 0 1 Y N N 62.420 10.346 -20.448 1.041 1.336 1.692 C15 3Y9 2 3Y9 C17 C3 C 0 1 N N N 64.173 13.478 -19.088 4.629 1.183 0.592 C17 3Y9 3 3Y9 C20 C4 C 0 1 N N S 66.031 15.192 -19.085 6.843 0.725 -0.318 C20 3Y9 4 3Y9 C21 C5 C 0 1 N N N 67.487 15.091 -18.693 7.645 -0.546 -0.603 C21 3Y9 5 3Y9 N1 N1 N 0 1 N N N 63.205 10.775 -27.366 -8.477 -1.495 -1.120 N1 3Y9 6 3Y9 C6 C6 C 0 1 Y N N 64.688 8.366 -25.159 -5.497 0.394 -0.595 C6 3Y9 7 3Y9 C7 C7 C 0 1 Y N N 63.693 7.714 -25.849 -6.363 1.062 0.184 C7 3Y9 8 3Y9 C8 C8 C 0 1 Y N N 63.002 8.497 -26.757 -7.650 0.381 0.061 C8 3Y9 9 3Y9 C9 C9 C 0 1 Y N N 63.631 9.742 -26.614 -7.447 -0.689 -0.822 C9 3Y9 10 3Y9 C14 C10 C 0 1 Y N N 64.930 11.145 -19.560 2.685 -0.322 0.193 C14 3Y9 11 3Y9 C16 C11 C 0 1 Y N N 64.736 9.849 -19.997 1.351 -0.636 0.359 C16 3Y9 12 3Y9 C2 C12 C 0 1 N N N 62.195 10.638 -28.228 -9.667 -1.298 -0.601 C2 3Y9 13 3Y9 N3 N2 N 0 1 N N N 61.584 9.454 -28.381 -9.922 -0.274 0.262 N3 3Y9 14 3Y9 C4 C13 C 0 1 N N N 61.961 8.388 -27.654 -8.935 0.582 0.612 C4 3Y9 15 3Y9 N5 N3 N 0 1 Y N N 64.599 9.597 -25.688 -6.138 -0.657 -1.202 N5 3Y9 16 3Y9 O10 O1 O 0 1 N N N 61.377 7.321 -27.815 -9.149 1.502 1.383 O10 3Y9 17 3Y9 N11 N4 N 0 1 N N N 61.766 11.746 -29.008 -10.688 -2.151 -0.940 N11 3Y9 18 3Y9 C12 C14 C 0 1 Y N N 63.872 12.042 -19.547 3.204 0.835 0.775 C12 3Y9 19 3Y9 O18 O2 O 0 1 N N N 63.332 14.199 -18.585 5.079 2.191 1.100 O18 3Y9 20 3Y9 N19 N5 N 0 1 N N N 65.504 13.909 -19.359 5.430 0.381 -0.137 N19 3Y9 21 3Y9 C22 C15 C 0 1 N N N 67.664 14.566 -17.286 7.605 -1.460 0.623 C22 3Y9 22 3Y9 C23 C16 C 0 1 N N N 69.110 14.783 -16.891 8.395 -2.712 0.342 C23 3Y9 23 3Y9 O24 O3 O 0 1 N N N 69.461 14.727 -15.682 8.500 -3.665 1.282 O24 3Y9 24 3Y9 O25 O4 O 0 1 N N N 69.969 15.019 -17.782 8.935 -2.858 -0.729 O25 3Y9 25 3Y9 C26 C17 C 0 1 N N N 65.970 15.960 -20.389 6.983 1.679 -1.477 C26 3Y9 26 3Y9 O27 O5 O 0 1 N N N 65.432 15.432 -21.402 6.004 2.034 -2.089 O27 3Y9 27 3Y9 O28 O6 O 0 1 N N N 66.468 17.116 -20.476 8.196 2.133 -1.829 O28 3Y9 28 3Y9 C29 C18 C 0 1 N N N 65.627 7.843 -24.092 -4.042 0.745 -0.777 C29 3Y9 29 3Y9 C30 C19 C 0 1 N N N 65.137 8.310 -22.721 -3.221 0.113 0.348 C30 3Y9 30 3Y9 C31 C20 C 0 1 N N N 63.767 7.734 -22.368 -1.744 0.470 0.164 C31 3Y9 31 3Y9 C32 C21 C 0 1 N N N 63.323 8.035 -20.936 -0.923 -0.162 1.289 C32 3Y9 32 3Y9 C33 C22 C 0 1 Y N N 63.485 9.452 -20.439 0.532 0.190 1.108 C33 3Y9 33 3Y9 H1 H1 H 0 1 N N N 61.798 12.360 -20.017 2.767 2.560 1.982 H1 3Y9 34 3Y9 H2 H2 H 0 1 N N N 61.448 10.029 -20.796 0.396 1.975 2.276 H2 3Y9 35 3Y9 H3 H3 H 0 1 N N N 65.458 15.714 -18.305 7.220 1.198 0.589 H3 3Y9 36 3Y9 H4 H4 H 0 1 N N N 67.996 14.411 -19.392 7.212 -1.065 -1.458 H4 3Y9 37 3Y9 H5 H5 H 0 1 N N N 67.942 16.091 -18.758 8.679 -0.281 -0.825 H5 3Y9 38 3Y9 H6 H6 H 0 1 N N N 63.468 6.669 -25.694 -6.149 1.933 0.785 H6 3Y9 39 3Y9 H7 H7 H 0 1 N N N 65.908 11.461 -19.228 3.323 -0.967 -0.393 H7 3Y9 40 3Y9 H8 H8 H 0 1 N N N 65.557 9.148 -19.994 0.948 -1.531 -0.091 H8 3Y9 41 3Y9 H9 H9 H 0 1 N N N 60.840 9.363 -29.043 -10.814 -0.158 0.626 H9 3Y9 42 3Y9 H10 H10 H 0 1 N N N 65.203 10.346 -25.416 -5.720 -1.285 -1.812 H10 3Y9 43 3Y9 H11 H11 H 0 1 N N N 62.221 12.631 -28.912 -10.524 -2.884 -1.553 H11 3Y9 44 3Y9 H12 H12 H 0 1 N N N 61.009 11.640 -29.653 -11.574 -2.020 -0.566 H12 3Y9 45 3Y9 H13 H13 H 0 1 N N N 66.121 13.244 -19.781 5.072 -0.424 -0.543 H13 3Y9 46 3Y9 H14 H14 H 0 1 N N N 67.002 15.111 -16.597 8.039 -0.941 1.478 H14 3Y9 47 3Y9 H15 H15 H 0 1 N N N 67.424 13.493 -17.254 6.571 -1.725 0.845 H15 3Y9 48 3Y9 H16 H16 H 0 1 N N N 70.396 14.883 -15.616 9.017 -4.450 1.056 H16 3Y9 49 3Y9 H17 H17 H 0 1 N N N 66.356 17.444 -21.360 8.236 2.743 -2.579 H17 3Y9 50 3Y9 H18 H18 H 0 1 N N N 65.643 6.744 -24.122 -3.694 0.366 -1.738 H18 3Y9 51 3Y9 H19 H19 H 0 1 N N N 66.641 8.230 -24.272 -3.924 1.828 -0.749 H19 3Y9 52 3Y9 H20 H20 H 0 1 N N N 65.862 7.990 -21.958 -3.569 0.492 1.309 H20 3Y9 53 3Y9 H21 H21 H 0 1 N N N 65.069 9.408 -22.725 -3.339 -0.970 0.320 H21 3Y9 54 3Y9 H22 H22 H 0 1 N N N 63.023 8.159 -23.058 -1.396 0.091 -0.797 H22 3Y9 55 3Y9 H23 H23 H 0 1 N N N 63.806 6.642 -22.497 -1.626 1.553 0.192 H23 3Y9 56 3Y9 H24 H24 H 0 1 N N N 62.256 7.780 -20.861 -1.271 0.217 2.250 H24 3Y9 57 3Y9 H25 H25 H 0 1 N N N 63.904 7.383 -20.267 -1.041 -1.245 1.261 H25 3Y9 58 # 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 3Y9 N11 C2 SING N N 1 3Y9 N3 C2 SING N N 2 3Y9 N3 C4 SING N N 3 3Y9 C2 N1 DOUB N N 4 3Y9 O10 C4 DOUB N N 5 3Y9 C4 C8 SING N N 6 3Y9 N1 C9 SING N N 7 3Y9 C8 C9 DOUB Y N 8 3Y9 C8 C7 SING Y N 9 3Y9 C9 N5 SING Y N 10 3Y9 C7 C6 DOUB Y N 11 3Y9 N5 C6 SING Y N 12 3Y9 C6 C29 SING N N 13 3Y9 C29 C30 SING N N 14 3Y9 C30 C31 SING N N 15 3Y9 C31 C32 SING N N 16 3Y9 O27 C26 DOUB N N 17 3Y9 C32 C33 SING N N 18 3Y9 O28 C26 SING N N 19 3Y9 C15 C33 DOUB Y N 20 3Y9 C15 C13 SING Y N 21 3Y9 C33 C16 SING Y N 22 3Y9 C26 C20 SING N N 23 3Y9 C13 C12 DOUB Y N 24 3Y9 C16 C14 DOUB Y N 25 3Y9 C14 C12 SING Y N 26 3Y9 C12 C17 SING N N 27 3Y9 N19 C17 SING N N 28 3Y9 N19 C20 SING N N 29 3Y9 C17 O18 DOUB N N 30 3Y9 C20 C21 SING N N 31 3Y9 C21 C22 SING N N 32 3Y9 O25 C23 DOUB N N 33 3Y9 C22 C23 SING N N 34 3Y9 C23 O24 SING N N 35 3Y9 C13 H1 SING N N 36 3Y9 C15 H2 SING N N 37 3Y9 C20 H3 SING N N 38 3Y9 C21 H4 SING N N 39 3Y9 C21 H5 SING N N 40 3Y9 C7 H6 SING N N 41 3Y9 C14 H7 SING N N 42 3Y9 C16 H8 SING N N 43 3Y9 N3 H9 SING N N 44 3Y9 N5 H10 SING N N 45 3Y9 N11 H11 SING N N 46 3Y9 N11 H12 SING N N 47 3Y9 N19 H13 SING N N 48 3Y9 C22 H14 SING N N 49 3Y9 C22 H15 SING N N 50 3Y9 O24 H16 SING N N 51 3Y9 O28 H17 SING N N 52 3Y9 C29 H18 SING N N 53 3Y9 C29 H19 SING N N 54 3Y9 C30 H20 SING N N 55 3Y9 C30 H21 SING N N 56 3Y9 C31 H22 SING N N 57 3Y9 C31 H23 SING N N 58 3Y9 C32 H24 SING N N 59 3Y9 C32 H25 SING N N 60 # 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 3Y9 SMILES ACDLabs 12.01 "O=C(O)C(NC(=O)c1ccc(cc1)CCCCc3cc2c(N=C(N)NC2=O)n3)CCC(=O)O" 3Y9 InChI InChI 1.03 "InChI=1S/C22H25N5O6/c23-22-26-18-15(20(31)27-22)11-14(24-18)4-2-1-3-12-5-7-13(8-6-12)19(30)25-16(21(32)33)9-10-17(28)29/h5-8,11,16H,1-4,9-10H2,(H,25,30)(H,28,29)(H,32,33)(H4,23,24,26,27,31)/t16-/m0/s1" 3Y9 InChIKey InChI 1.03 CEPQCJFDTGQKDN-INIZCTEOSA-N 3Y9 SMILES_CANONICAL CACTVS 3.385 "NC1=Nc2[nH]c(CCCCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3Y9 SMILES CACTVS 3.385 "NC1=Nc2[nH]c(CCCCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)cc2C(=O)N1" 3Y9 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCCCc2cc3c([nH]2)N=C(NC3=O)N)C(=O)N[C@@H](CCC(=O)O)C(=O)O" 3Y9 SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CCCCc2cc3c([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 3Y9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{4-[4-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-6-yl)butyl]benzoyl}-L-glutamic acid" 3Y9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-2-[[4-[4-(2-azanyl-4-oxidanylidene-3,7-dihydropyrrolo[2,3-d]pyrimidin-6-yl)butyl]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 3Y9 "Create component" 2014-12-10 RCSB 3Y9 "Initial release" 2016-04-20 RCSB #