data_MP9 # _chem_comp.id MP9 _chem_comp.name "2-AMINO-3-[3-HYDROXY-5-(2-BENZYL-2H-5-TETRAZOLYL)-4-ISOXAZOLYL]-PROPIONIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-[5-(2-BENZYL-2H-TETRAZOL-5-YL)-3-HYDROXYISOXAZOL-4-YL]-L-ALANINE; 2-BN-TET-AMPA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-04-13 _chem_comp.pdbx_modified_date 2020-06-17 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 330.299 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MP9 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details "OpenEye OEToolkits" _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 MP9 C1 C1 C 0 1 N N N 6.243 24.495 21.191 11.406 -2.954 7.728 C1 MP9 1 MP9 C2 C2 C 0 1 N N N 6.711 24.757 22.450 10.548 -3.426 6.821 C2 MP9 2 MP9 O3 O3 O 0 1 N N N 5.963 24.125 23.392 9.234 -2.965 6.925 O3 MP9 3 MP9 N4 N4 N 0 1 N N N 4.918 23.428 22.730 9.262 -2.052 8.008 N4 MP9 4 MP9 C5 C5 C 0 1 N N N 5.146 23.615 21.441 10.488 -2.077 8.413 C5 MP9 5 MP9 C6 C6 C 0 1 N N N 7.836 25.556 22.901 10.883 -4.379 5.753 C6 MP9 6 MP9 N7 N7 N 0 1 N N N 8.130 25.859 24.186 9.851 -4.729 4.911 N7 MP9 7 MP9 N8 N8 N 0 1 N N N 9.223 26.597 24.130 10.341 -5.541 4.080 N8 MP9 8 MP9 N9 N9 N 0 1 N N N 9.550 26.716 22.853 11.637 -5.711 4.433 N9 MP9 9 MP9 N10 N10 N 0 1 N N N 8.722 26.088 22.052 12.002 -4.952 5.478 N10 MP9 10 MP9 C11 C11 C 0 1 N N N 10.724 27.472 22.369 11.764 -6.411 3.195 C11 MP9 11 MP9 C12 C12 C 0 1 Y N N 12.820 29.679 25.503 15.871 -6.360 3.730 C12 MP9 12 MP9 C13 C13 C 0 1 Y N N 11.871 30.341 24.669 15.289 -5.551 2.828 C13 MP9 13 MP9 C14 C14 C 0 1 Y N N 11.188 29.620 23.648 13.910 -5.776 2.431 C14 MP9 14 MP9 C15 C15 C 0 1 Y N N 11.447 28.236 23.455 13.196 -6.788 2.969 C15 MP9 15 MP9 C16 C16 C 0 1 Y N N 12.395 27.572 24.290 13.842 -7.668 3.943 C16 MP9 16 MP9 C17 C17 C 0 1 Y N N 13.083 28.293 25.312 15.121 -7.460 4.306 C17 MP9 17 MP9 O23 O23 O 0 1 N N N 4.441 23.042 20.457 10.924 -1.320 9.429 O23 MP9 18 MP9 C24 C24 C 0 1 N N N 6.741 24.969 19.858 12.624 -3.615 8.273 C24 MP9 19 MP9 C25 C25 C 0 1 N N N 7.601 23.945 19.099 12.381 -4.590 9.439 C25 MP9 20 MP9 C26 C26 C 0 1 N N N 7.241 23.881 17.574 11.447 -5.717 9.048 C26 MP9 21 MP9 O27 O27 O 0 1 N N N 8.198 24.033 16.772 11.775 -6.794 8.571 O27 MP9 22 MP9 O28 O28 O 0 1 N N N 6.033 23.697 17.311 10.159 -5.378 9.316 O28 MP9 23 MP9 N29 N29 N 0 1 N N N 9.081 24.276 19.225 13.619 -5.183 9.940 N29 MP9 24 MP9 HO23 HO23 H 0 0 N N N 3.546 22.906 20.746 11.867 -1.427 9.636 HO23 MP9 25 MP9 H111 1H11 H 0 0 N N N 11.432 26.756 21.927 11.384 -5.752 2.408 H111 MP9 26 MP9 H112 2H11 H 0 0 N N N 10.355 28.212 21.644 11.119 -7.295 3.233 H112 MP9 27 MP9 H12 H12 H 0 1 N N N 13.337 30.227 26.277 16.911 -6.522 3.469 H12 MP9 28 MP9 H13 H13 H 0 1 N N N 11.670 31.392 24.812 16.006 -5.265 2.067 H13 MP9 29 MP9 H14 H14 H 0 1 N N N 10.471 30.127 23.019 13.483 -5.104 1.695 H14 MP9 30 MP9 H16 H16 H 0 1 N N N 12.593 26.520 24.148 13.275 -8.490 4.366 H16 MP9 31 MP9 H17 H17 H 0 1 N N N 13.802 27.788 25.940 15.615 -8.102 5.025 H17 MP9 32 MP9 H241 1H24 H 0 0 N N N 5.865 25.202 19.234 13.140 -4.153 7.469 H241 MP9 33 MP9 H242 2H24 H 0 0 N N N 7.384 25.840 20.052 13.340 -2.845 8.589 H242 MP9 34 MP9 H25 H25 H 0 1 N N N 7.388 22.968 19.558 11.920 -4.046 10.273 H25 MP9 35 MP9 HO28 HO28 H 0 0 N N N 5.912 23.684 16.369 9.535 -6.097 9.080 HO28 MP9 36 MP9 H291 1H29 H 0 0 N N N 9.486 24.349 18.313 13.606 -6.146 10.196 H291 MP9 37 MP9 H292 2H29 H 0 0 N N N 9.188 25.145 19.707 14.361 -4.570 10.197 H292 MP9 38 # # 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 MP9 C1 C24 SING N N 1 MP9 C1 C5 SING N N 2 MP9 C1 C2 DOUB N N 3 MP9 C2 C6 SING N N 4 MP9 C2 O3 SING N N 5 MP9 O3 N4 SING N N 6 MP9 N4 C5 DOUB N N 7 MP9 C5 O23 SING N N 8 MP9 C6 N10 DOUB N N 9 MP9 C6 N7 SING N N 10 MP9 N7 N8 DOUB N N 11 MP9 N8 N9 SING N N 12 MP9 N9 N10 SING N N 13 MP9 N9 C11 SING N N 14 MP9 C11 C15 SING N N 15 MP9 C11 H111 SING N N 16 MP9 C11 H112 SING N N 17 MP9 C12 C13 DOUB Y N 18 MP9 C12 C17 SING Y N 19 MP9 C12 H12 SING N N 20 MP9 C13 C14 SING Y N 21 MP9 C13 H13 SING N N 22 MP9 C14 C15 DOUB Y N 23 MP9 C14 H14 SING N N 24 MP9 C15 C16 SING Y N 25 MP9 C16 C17 DOUB Y N 26 MP9 C16 H16 SING N N 27 MP9 C17 H17 SING N N 28 MP9 O23 HO23 SING N N 29 MP9 C24 C25 SING N N 30 MP9 C24 H241 SING N N 31 MP9 C24 H242 SING N N 32 MP9 C25 C26 SING N N 33 MP9 C25 N29 SING N N 34 MP9 C25 H25 SING N N 35 MP9 C26 O27 DOUB N N 36 MP9 C26 O28 SING N N 37 MP9 O28 HO28 SING N N 38 MP9 N29 H291 SING N N 39 MP9 N29 H292 SING N N 40 # # 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 MP9 SMILES ACDLabs 10.04 "O=C(O)C(N)Cc1c(onc1O)c2nn(nn2)Cc3ccccc3" MP9 SMILES_CANONICAL CACTVS 3.341 "N[C@@H](Cc1c(O)noc1c2nnn(Cc3ccccc3)n2)C(O)=O" MP9 SMILES CACTVS 3.341 "N[CH](Cc1c(O)noc1c2nnn(Cc3ccccc3)n2)C(O)=O" MP9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cn2nc(nn2)c3c(c(no3)O)C[C@@H](C(=O)O)N" MP9 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)Cn2nc(nn2)c3c(c(no3)O)CC(C(=O)O)N" MP9 InChI InChI 1.03 "InChI=1S/C14H14N6O4/c15-10(14(22)23)6-9-11(24-18-13(9)21)12-16-19-20(17-12)7-8-4-2-1-3-5-8/h1-5,10H,6-7,15H2,(H,18,21)(H,22,23)/t10-/m0/s1" MP9 InChIKey InChI 1.03 ZNMNDDBPIVAUGG-JTQLQIEISA-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 MP9 "SYSTEMATIC NAME" ACDLabs 10.04 "3-[5-(2-benzyl-2H-tetrazol-5-yl)-3-hydroxyisoxazol-4-yl]-L-alanine" MP9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S)-2-amino-3-[3-hydroxy-5-[2-(phenylmethyl)-1,2,3,4-tetrazol-5-yl]-1,2-oxazol-4-yl]propanoic 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 MP9 "Create component" 2007-04-13 RCSB MP9 "Modify descriptor" 2011-06-04 RCSB MP9 "Modify synonyms" 2020-06-05 PDBE # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 MP9 "3-[5-(2-BENZYL-2H-TETRAZOL-5-YL)-3-HYDROXYISOXAZOL-4-YL]-L-ALANINE" ? ? 2 MP9 2-BN-TET-AMPA ? ? ##