data_5XN # _chem_comp.id 5XN _chem_comp.name "(1S)-1-carboxy-2-(5-{2-[(3-chlorophenyl)methyl]-2H-tetrazol-5-yl}-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)ethan-1-aminium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H14 Cl N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-12-22 _chem_comp.pdbx_modified_date 2016-02-26 _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 365.752 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5XN _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 5FHO _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 5XN C1 C1 C 0 1 N N N 93.297 16.961 29.128 -2.901 -0.959 0.603 C1 5XN 1 5XN C2 C2 C 0 1 N N N 93.599 16.669 30.405 -1.778 -1.469 0.012 C2 5XN 2 5XN O3 O1 O 0 1 N N N 92.667 17.175 31.280 -1.926 -2.801 -0.032 O3 5XN 3 5XN N4 N1 N 0 1 N N N 91.716 17.840 30.464 -2.977 -3.157 0.448 N4 5XN 4 5XN C5 C3 C 0 1 N N N 92.080 17.719 29.161 -3.689 -2.099 0.886 C5 5XN 5 5XN C6 C4 C 0 1 Y N N 94.745 15.899 30.927 -0.618 -0.696 -0.485 C6 5XN 6 5XN N7 N2 N 0 1 Y N N 94.843 15.631 32.258 -0.465 0.637 -0.443 N7 5XN 7 5XN N8 N3 N 0 1 Y N N 95.932 14.946 32.379 0.678 0.908 -0.975 N8 5XN 8 5XN N9 N4 N 0 1 Y N N 96.452 14.826 31.133 1.239 -0.191 -1.344 N9 5XN 9 5XN N10 N5 N 0 1 Y N N 95.719 15.423 30.163 0.470 -1.183 -1.050 N10 5XN 10 5XN C11 C5 C 0 1 N N N 97.694 14.109 30.902 2.549 -0.297 -1.990 C11 5XN 11 5XN C12 C6 C 0 1 Y N N 100.170 14.298 34.468 5.579 -0.720 0.993 C12 5XN 12 5XN C13 C7 C 0 1 Y N N 99.427 13.138 34.190 5.208 0.540 0.557 C13 5XN 13 5XN C14 C8 C 0 1 Y N N 98.623 13.077 33.034 4.227 0.676 -0.408 C14 5XN 14 5XN C15 C9 C 0 1 Y N N 98.568 14.175 32.149 3.618 -0.446 -0.938 C15 5XN 15 5XN C16 C10 C 0 1 Y N N 99.313 15.340 32.436 3.988 -1.704 -0.502 C16 5XN 16 5XN C17 C11 C 0 1 Y N N 100.114 15.400 33.592 4.972 -1.841 0.460 C17 5XN 17 5XN O23 O2 O 0 1 N N N 91.477 18.181 28.172 -4.787 -2.120 1.419 O23 5XN 18 5XN C24 C12 C 0 1 N N N 94.028 16.610 27.836 -3.223 0.485 0.891 C24 5XN 19 5XN C25 C13 C 0 1 N N S 93.537 15.304 27.157 -4.072 1.055 -0.247 C25 5XN 20 5XN C26 C14 C 0 1 N N N 93.553 15.410 25.617 -4.497 2.459 0.098 C26 5XN 21 5XN O27 O3 O 0 1 N N N 94.101 14.495 24.968 -3.905 3.402 -0.372 O27 5XN 22 5XN O28 O4 O 0 1 N N N 93.028 16.395 25.059 -5.532 2.663 0.928 O28 5XN 23 5XN N29 N6 N 1 1 N N N 94.329 14.122 27.534 -3.283 1.073 -1.486 N29 5XN 24 5XN CL1 CL1 CL 0 0 N N N 99.506 11.796 35.273 5.974 1.949 1.222 CL1 5XN 25 5XN H1 H1 H 0 1 N N N 90.905 18.322 30.796 -3.269 -4.079 0.511 H1 5XN 26 5XN H111 H2 H 0 0 N N N 97.471 13.058 30.668 2.561 -1.168 -2.645 H111 5XN 27 5XN H112 H3 H 0 0 N N N 98.228 14.567 30.057 2.739 0.601 -2.576 H112 5XN 28 5XN H12 H4 H 0 1 N N N 100.785 14.345 35.355 6.345 -0.827 1.747 H12 5XN 29 5XN H14 H5 H 0 1 N N N 98.047 12.187 32.825 3.938 1.660 -0.749 H14 5XN 30 5XN H16 H6 H 0 1 N N N 99.268 16.187 31.767 3.511 -2.581 -0.915 H16 5XN 31 5XN H17 H7 H 0 1 N N N 100.686 16.291 33.807 5.261 -2.825 0.800 H17 5XN 32 5XN H241 H8 H 0 0 N N N 95.098 16.497 28.066 -3.777 0.554 1.827 H241 5XN 33 5XN H242 H9 H 0 0 N N N 93.891 17.439 27.127 -2.297 1.054 0.974 H242 5XN 34 5XN H25 H10 H 0 1 N N N 92.495 15.140 27.469 -4.956 0.433 -0.388 H25 5XN 35 5XN H2 H11 H 0 1 N N N 93.122 16.314 24.117 -5.767 3.581 1.120 H2 5XN 36 5XN H293 H12 H 0 0 N N N 94.336 14.028 28.530 -2.465 1.649 -1.355 H293 5XN 37 5XN H291 H13 H 0 0 N N N 93.923 13.305 27.125 -2.999 0.133 -1.717 H291 5XN 38 5XN H292 H14 H 0 0 N N N 95.266 14.230 27.203 -3.843 1.449 -2.236 H292 5XN 39 # 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 5XN O27 C26 DOUB N N 1 5XN O28 C26 SING N N 2 5XN C26 C25 SING N N 3 5XN C25 N29 SING N N 4 5XN C25 C24 SING N N 5 5XN C24 C1 SING N N 6 5XN O23 C5 DOUB N N 7 5XN C1 C5 SING N N 8 5XN C1 C2 DOUB N N 9 5XN C5 N4 SING N N 10 5XN N10 C6 DOUB Y N 11 5XN N10 N9 SING Y N 12 5XN C2 C6 SING N N 13 5XN C2 O3 SING N N 14 5XN N4 O3 SING N N 15 5XN C11 N9 SING N N 16 5XN C11 C15 SING N N 17 5XN C6 N7 SING Y N 18 5XN N9 N8 SING Y N 19 5XN C15 C16 DOUB Y N 20 5XN C15 C14 SING Y N 21 5XN N7 N8 DOUB Y N 22 5XN C16 C17 SING Y N 23 5XN C14 C13 DOUB Y N 24 5XN C17 C12 DOUB Y N 25 5XN C13 C12 SING Y N 26 5XN C13 CL1 SING N N 27 5XN N4 H1 SING N N 28 5XN C11 H111 SING N N 29 5XN C11 H112 SING N N 30 5XN C12 H12 SING N N 31 5XN C14 H14 SING N N 32 5XN C16 H16 SING N N 33 5XN C17 H17 SING N N 34 5XN C24 H241 SING N N 35 5XN C24 H242 SING N N 36 5XN C25 H25 SING N N 37 5XN O28 H2 SING N N 38 5XN N29 H293 SING N N 39 5XN N29 H291 SING N N 40 5XN N29 H292 SING N N 41 # 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 5XN SMILES ACDLabs 12.01 "C=1(C(NOC=1c2nnn(n2)Cc3cc(ccc3)Cl)=O)CC([NH3+])C(=O)O" 5XN InChI InChI 1.03 "InChI=1S/C14H13ClN6O4/c15-8-3-1-2-7(4-8)6-21-18-12(17-20-21)11-9(13(22)19-25-11)5-10(16)14(23)24/h1-4,10H,5-6,16H2,(H,19,22)(H,23,24)/p+1/t10-/m0/s1" 5XN InChIKey InChI 1.03 DZGCRPQMBJOQHX-JTQLQIEISA-O 5XN SMILES_CANONICAL CACTVS 3.385 "[NH3+][C@@H](CC1=C(ONC1=O)c2nnn(Cc3cccc(Cl)c3)n2)C(O)=O" 5XN SMILES CACTVS 3.385 "[NH3+][CH](CC1=C(ONC1=O)c2nnn(Cc3cccc(Cl)c3)n2)C(O)=O" 5XN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)Cl)Cn2nc(nn2)C3=C(C(=O)NO3)C[C@@H](C(=O)O)[NH3+]" 5XN SMILES "OpenEye OEToolkits" 2.0.4 "c1cc(cc(c1)Cl)Cn2nc(nn2)C3=C(C(=O)NO3)CC(C(=O)O)[NH3+]" # 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 5XN "SYSTEMATIC NAME" ACDLabs 12.01 "(1S)-1-carboxy-2-(5-{2-[(3-chlorophenyl)methyl]-2H-tetrazol-5-yl}-3-oxo-2,3-dihydro-1,2-oxazol-4-yl)ethan-1-aminium" 5XN "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "[(2~{S})-3-[5-[2-[(3-chlorophenyl)methyl]-1,2,3,4-tetrazol-5-yl]-3-oxidanylidene-1,2-oxazol-4-yl]-1-oxidanyl-1-oxidanylidene-propan-2-yl]azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5XN "Create component" 2015-12-22 EBI 5XN "Create component" 2016-01-14 EBI 5XN "Other modification" 2016-02-23 EBI 5XN "Initial release" 2016-03-02 RCSB #