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 
# 
