data_GPB # _chem_comp.id GPB _chem_comp.name "N-[4-[2-(2-AMINO-4-METHYL-7H-PYRROLO[2,3-D]PYRIMIDIN-5-YL)-ETHYL]-BENZOYL]GLUTAMIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H23 N5 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2000-05-18 _chem_comp.pdbx_modified_date 2011-06-04 _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 425.438 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GPB _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1E26 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 GPB N1 N1 N 0 1 Y N N 10.254 2.758 13.195 0.607 0.013 -7.712 N1 GPB 1 GPB C2 C2 C 0 1 Y N N 10.575 1.974 12.190 1.747 0.618 -7.424 C2 GPB 2 GPB NA2 NA2 N 0 1 N N N 9.790 1.116 11.699 2.656 0.850 -8.443 NA2 GPB 3 GPB N3 N3 N 0 1 Y N N 11.879 2.095 11.622 2.053 1.011 -6.193 N3 GPB 4 GPB C4 C4 C 0 1 Y N N 12.851 2.976 12.040 1.220 0.813 -5.186 C4 GPB 5 GPB C5 C5 C 0 1 N N N 13.964 2.993 11.464 1.576 1.263 -3.792 C5 GPB 6 GPB C4A C4A C 0 1 Y N N 12.470 3.878 13.195 0.007 0.175 -5.439 C4A GPB 7 GPB C6 C6 C 0 1 Y N N 12.952 5.030 14.140 -1.149 -0.210 -4.629 C6 GPB 8 GPB C7 C7 C 0 1 Y N N 11.889 5.245 14.920 -2.026 -0.796 -5.458 C7 GPB 9 GPB N8 N8 N 0 1 Y N N 10.838 4.532 14.738 -1.523 -0.812 -6.735 N8 GPB 10 GPB C8A C8A C 0 1 Y N N 11.201 3.715 13.701 -0.288 -0.225 -6.759 C8A GPB 11 GPB C9 C9 C 0 1 N N N 14.258 5.807 14.254 -1.320 0.005 -3.147 C9 GPB 12 GPB C10 C10 C 0 1 N N N 15.305 6.162 13.183 -0.765 -1.201 -2.389 C10 GPB 13 GPB C11 C11 C 0 1 Y N N 15.016 8.299 9.352 -1.249 -0.591 1.815 C11 GPB 14 GPB C12 C12 C 0 1 Y N N 16.220 7.767 9.805 -2.254 -1.219 1.077 C12 GPB 15 GPB C13 C13 C 0 1 Y N N 16.302 7.109 11.015 -2.091 -1.413 -0.278 C13 GPB 16 GPB C14 C14 C 0 1 Y N N 15.128 6.939 11.871 -0.935 -0.986 -0.907 C14 GPB 17 GPB C15 C15 C 0 1 Y N N 13.904 7.449 11.492 0.066 -0.367 -0.181 C15 GPB 18 GPB C16 C16 C 0 1 Y N N 13.845 8.137 10.219 -0.085 -0.162 1.174 C16 GPB 19 GPB C C C 0 1 N N N 14.962 8.958 8.108 -1.417 -0.379 3.268 C GPB 20 GPB O O O 0 1 N N N 15.879 9.589 7.621 -2.431 -0.753 3.824 O GPB 21 GPB N N N 0 1 N N N 13.865 8.936 7.498 -0.444 0.227 3.978 N GPB 22 GPB CA CA C 0 1 N N S 13.516 9.625 6.257 -0.610 0.436 5.418 CA GPB 23 GPB CB CB C 0 1 N N N 13.706 8.537 5.167 0.759 0.415 6.098 CB GPB 24 GPB CG CG C 0 1 N N N 14.818 8.897 4.093 1.429 -0.937 5.853 CG GPB 25 GPB CD CD C 0 1 N N N 14.759 7.670 3.177 2.779 -0.958 6.523 CD GPB 26 GPB OE1 OE1 O 0 1 N N N 15.983 7.129 3.291 3.166 0.010 7.133 OE1 GPB 27 GPB OE2 OE2 O 0 1 N N N 13.644 7.369 2.459 3.552 -2.052 6.441 OE2 GPB 28 GPB CT CT C 0 1 N N N 12.020 10.013 6.275 -1.270 1.770 5.659 CT GPB 29 GPB O1 O1 O 0 1 N N N 11.211 9.499 7.075 -1.077 2.780 4.796 O1 GPB 30 GPB O2 O2 O 0 1 N N N 11.641 10.880 5.458 -1.973 1.929 6.628 O2 GPB 31 GPB HA22 2HA2 H 0 0 N N N 10.039 0.507 10.919 2.450 0.570 -9.349 HA22 GPB 32 GPB HA21 1HA2 H 0 0 N N N 8.932 1.603 11.440 3.498 1.292 -8.252 HA21 GPB 33 GPB H53 3H5 H 0 1 N N N 14.751 3.706 11.802 1.225 2.284 -3.639 H53 GPB 34 GPB H52 2H5 H 0 1 N N N 14.388 1.962 11.482 1.103 0.603 -3.065 H52 GPB 35 GPB H51 1H5 H 0 1 N N N 13.795 3.143 10.372 2.658 1.228 -3.665 H51 GPB 36 GPB H7 H7 H 0 1 N N N 11.879 6.010 15.713 -2.985 -1.196 -5.164 H7 GPB 37 GPB H8 H8 H 0 1 N N N 9.966 4.596 15.264 -1.977 -1.184 -7.507 H8 GPB 38 GPB H91 1H9 H 0 1 N N N 13.972 6.783 14.711 -0.780 0.903 -2.846 H91 GPB 39 GPB H92 2H9 H 0 1 N N N 14.832 5.287 15.056 -2.378 0.124 -2.917 H92 GPB 40 GPB H101 1H10 H 0 0 N N N 16.118 6.691 13.731 -1.305 -2.099 -2.690 H101 GPB 41 GPB H102 2H10 H 0 0 N N N 15.767 5.190 12.889 0.293 -1.320 -2.619 H102 GPB 42 GPB H12 H12 H 0 1 N N N 17.130 7.869 9.190 -3.157 -1.552 1.567 H12 GPB 43 GPB H13 H13 H 0 1 N N N 17.296 6.722 11.295 -2.868 -1.898 -0.850 H13 GPB 44 GPB H15 H15 H 0 1 N N N 13.035 7.316 12.158 0.966 -0.036 -0.678 H15 GPB 45 GPB H16 H16 H 0 1 N N N 12.874 8.552 9.898 0.695 0.323 1.739 H16 GPB 46 GPB H H H 0 1 N N N 13.234 8.336 8.030 0.364 0.525 3.534 H GPB 47 GPB HA1 1HA H 0 1 N N N 14.122 10.546 6.098 -1.233 -0.356 5.831 HA1 GPB 48 GPB HB2 2HB H 0 1 N N N 13.915 7.545 5.632 1.382 1.209 5.684 HB2 GPB 49 GPB HB1 1HB H 0 1 N N N 12.736 8.307 4.667 0.636 0.571 7.169 HB1 GPB 50 GPB HG2 2HG H 0 1 N N N 14.688 9.879 3.582 0.807 -1.731 6.266 HG2 GPB 51 GPB HG1 1HG H 0 1 N N N 15.824 9.133 4.509 1.553 -1.093 4.781 HG1 GPB 52 GPB HE2O OHE2 H 0 0 N N N 13.607 6.608 1.891 4.418 -2.065 6.871 HE2O GPB 53 GPB H1O OH1 H 0 1 N N N 10.291 9.737 7.086 -1.500 3.635 4.951 H1O GPB 54 # 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 GPB N1 C2 DOUB Y N 1 GPB N1 C8A SING Y N 2 GPB C2 NA2 SING N N 3 GPB C2 N3 SING Y N 4 GPB NA2 HA22 SING N N 5 GPB NA2 HA21 SING N N 6 GPB N3 C4 DOUB Y N 7 GPB C4 C5 SING N N 8 GPB C4 C4A SING Y N 9 GPB C5 H53 SING N N 10 GPB C5 H52 SING N N 11 GPB C5 H51 SING N N 12 GPB C4A C6 SING Y N 13 GPB C4A C8A DOUB Y N 14 GPB C6 C7 DOUB Y N 15 GPB C6 C9 SING N N 16 GPB C7 N8 SING Y N 17 GPB C7 H7 SING N N 18 GPB N8 C8A SING Y N 19 GPB N8 H8 SING N N 20 GPB C9 C10 SING N N 21 GPB C9 H91 SING N N 22 GPB C9 H92 SING N N 23 GPB C10 C14 SING N N 24 GPB C10 H101 SING N N 25 GPB C10 H102 SING N N 26 GPB C11 C12 DOUB Y N 27 GPB C11 C16 SING Y N 28 GPB C11 C SING N N 29 GPB C12 C13 SING Y N 30 GPB C12 H12 SING N N 31 GPB C13 C14 DOUB Y N 32 GPB C13 H13 SING N N 33 GPB C14 C15 SING Y N 34 GPB C15 C16 DOUB Y N 35 GPB C15 H15 SING N N 36 GPB C16 H16 SING N N 37 GPB C O DOUB N N 38 GPB C N SING N N 39 GPB N CA SING N N 40 GPB N H SING N N 41 GPB CA CB SING N N 42 GPB CA CT SING N N 43 GPB CA HA1 SING N N 44 GPB CB CG SING N N 45 GPB CB HB2 SING N N 46 GPB CB HB1 SING N N 47 GPB CG CD SING N N 48 GPB CG HG2 SING N N 49 GPB CG HG1 SING N N 50 GPB CD OE1 DOUB N N 51 GPB CD OE2 SING N N 52 GPB OE2 HE2O SING N N 53 GPB CT O1 SING N N 54 GPB CT O2 DOUB N N 55 GPB O1 H1O SING N N 56 # 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 GPB SMILES ACDLabs 10.04 "O=C(O)C(NC(=O)c1ccc(cc1)CCc3c2c(nc(nc2nc3)N)C)CCC(=O)O" GPB SMILES_CANONICAL CACTVS 3.341 "Cc1nc(N)nc2[nH]cc(CCc3ccc(cc3)C(=O)N[C@@H](CCC(O)=O)C(O)=O)c12" GPB SMILES CACTVS 3.341 "Cc1nc(N)nc2[nH]cc(CCc3ccc(cc3)C(=O)N[CH](CCC(O)=O)C(O)=O)c12" GPB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c2c(c[nH]c2nc(n1)N)CCc3ccc(cc3)C(=O)N[C@@H](CCC(=O)O)C(=O)O" GPB SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c2c(c[nH]c2nc(n1)N)CCc3ccc(cc3)C(=O)NC(CCC(=O)O)C(=O)O" GPB InChI InChI 1.03 "InChI=1S/C21H23N5O5/c1-11-17-14(10-23-18(17)26-21(22)24-11)7-4-12-2-5-13(6-3-12)19(29)25-15(20(30)31)8-9-16(27)28/h2-3,5-6,10,15H,4,7-9H2,1H3,(H,25,29)(H,27,28)(H,30,31)(H3,22,23,24,26)/t15-/m0/s1" GPB InChIKey InChI 1.03 FICRNCFTTZHHPO-HNNXBMFYSA-N # 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 GPB "SYSTEMATIC NAME" ACDLabs 10.04 "N-({4-[2-(2-amino-4-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]phenyl}carbonyl)-L-glutamic acid" GPB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-[[4-[2-(2-amino-4-methyl-7H-pyrrolo[4,5-e]pyrimidin-5-yl)ethyl]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 GPB "Create component" 2000-05-18 EBI GPB "Modify descriptor" 2011-06-04 RCSB #