data_5XO
# 
_chem_comp.id                                    5XO 
_chem_comp.name                                  "(S)-2-Amino-3-(5-(2-(3-methylbenzyl)-2H-tetrazol-5-yl)-3-hydroxyisoxazol-4-yl)propanoic acid" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C15 H16 N6 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_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                        344.325 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5XO 
_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        5FHN 
_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 
5XO C1   C1  C 0 1 N N N -16.139 -11.264 8.577  -2.391 -1.197 0.338  C1   5XO 1  
5XO C2   C2  C 0 1 N N N -16.535 -10.701 9.727  -1.171 -1.359 -0.258 C2   5XO 2  
5XO O3   O1  O 0 1 N N N -16.306 -11.501 10.799 -1.063 -2.654 -0.591 O3   5XO 3  
5XO N4   N1  N 0 1 N N N -15.710 -12.730 10.199 -2.045 -3.286 -0.278 N4   5XO 4  
5XO C5   C3  C 0 1 N N N -15.609 -12.550 8.862  -2.959 -2.492 0.316  C5   5XO 5  
5XO C6   C4  C 0 1 Y N N -17.080 -9.370  9.900  -0.160 -0.303 -0.491 C6   5XO 6  
5XO N7   N2  N 0 1 Y N N -17.264 -8.894  11.164 -0.263 0.993  -0.160 N7   5XO 7  
5XO N8   N3  N 0 1 Y N N -17.701 -7.694  10.995 0.828  1.571  -0.535 N8   5XO 8  
5XO N9   N4  N 0 1 Y N N -17.767 -7.514  9.656  1.599  0.697  -1.080 N9   5XO 9  
5XO N10  N5  N 0 1 Y N N -17.379 -8.562  8.884  1.021  -0.455 -1.061 N10  5XO 10 
5XO C11  C5  C 0 1 N N N -18.223 -6.288  9.058  2.929  0.967  -1.632 C11  5XO 11 
5XO C12  C6  C 0 1 Y N N -21.369 -4.371  11.285 5.870  0.442  1.421  C12  5XO 12 
5XO C13  C7  C 0 1 Y N N -20.053 -3.896  11.374 5.503  -0.626 0.624  C13  5XO 13 
5XO C14  C8  C 0 1 Y N N -19.030 -4.548  10.648 4.552  -0.456 -0.364 C14  5XO 14 
5XO C15  C9  C 0 1 Y N N -19.348 -5.632  9.834  3.967  0.782  -0.555 C15  5XO 15 
5XO C16  C10 C 0 1 Y N N -20.668 -6.128  9.746  4.334  1.850  0.242  C16  5XO 16 
5XO C17  C11 C 0 1 Y N N -21.688 -5.489  10.492 5.282  1.679  1.234  C17  5XO 17 
5XO O23  O2  O 0 1 N N N -15.160 -13.281 7.953  -4.053 -2.823 0.746  O23  5XO 18 
5XO C24  C12 C 0 1 N N N -16.166 -10.753 7.136  -2.990 0.068  0.896  C24  5XO 19 
5XO C25  C13 C 0 1 N N S -14.873 -10.046 6.666  -3.889 0.716  -0.160 C25  5XO 20 
5XO C26  C14 C 0 1 N N N -14.460 -10.417 5.231  -4.583 1.912  0.437  C26  5XO 21 
5XO O27  O3  O 0 1 N N N -14.065 -9.503  4.478  -4.163 3.024  0.221  O27  5XO 22 
5XO O28  O4  O 0 1 N N N -14.535 -11.625 4.920  -5.668 1.743  1.209  O28  5XO 23 
5XO N29  N6  N 0 1 N N N -14.890 -8.558  6.775  -3.072 1.143  -1.303 N29  5XO 24 
5XO C18  C15 C 0 1 N N N -19.716 -2.695  12.246 6.140  -1.976 0.833  C18  5XO 25 
5XO H4   H1  H 0 1 N N N -15.432 -13.549 10.701 -2.160 -4.236 -0.432 H4   5XO 26 
5XO H111 H2  H 0 0 N N N -17.377 -5.587  9.008  3.130  0.278  -2.452 H111 5XO 27 
5XO H112 H3  H 0 0 N N N -18.580 -6.506  8.041  2.968  1.992  -2.001 H112 5XO 28 
5XO H12  H4  H 0 1 N N N -22.152 -3.870  11.835 6.614  0.310  2.193  H12  5XO 29 
5XO H14  H5  H 0 1 N N N -18.008 -4.207  10.724 4.265  -1.291 -0.987 H14  5XO 30 
5XO H16  H6  H 0 1 N N N -20.895 -6.979  9.121  3.877  2.817  0.093  H16  5XO 31 
5XO H17  H7  H 0 1 N N N -22.703 -5.857  10.453 5.569  2.513  1.857  H17  5XO 32 
5XO H241 H8  H 0 0 N N N -16.998 -10.039 7.043  -3.581 -0.169 1.780  H241 5XO 33 
5XO H242 H9  H 0 0 N N N -16.345 -11.612 6.473  -2.192 0.760  1.166  H242 5XO 34 
5XO H25  H10 H 0 1 N N N -14.068 -10.406 7.324  -4.633 -0.007 -0.495 H25  5XO 35 
5XO H5   H11 H 0 1 N N N -14.245 -11.740 4.023  -6.080 2.540  1.570  H5   5XO 36 
5XO H292 H12 H 0 0 N N N -15.157 -8.294  7.702  -3.650 1.516  -2.042 H292 5XO 37 
5XO H291 H13 H 0 0 N N N -13.978 -8.199  6.576  -2.373 1.814  -1.018 H291 5XO 38 
5XO H1   H15 H 0 1 N N N -19.806 -1.773  11.652 5.555  -2.547 1.553  H1   5XO 39 
5XO H3   H16 H 0 1 N N N -20.412 -2.653  13.096 6.173  -2.512 -0.116 H3   5XO 40 
5XO H2   H17 H 0 1 N N N -18.686 -2.791  12.620 7.154  -1.844 1.211  H2   5XO 41 
# 
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 
5XO O27 C26  DOUB N N 1  
5XO O28 C26  SING N N 2  
5XO C26 C25  SING N N 3  
5XO C25 N29  SING N N 4  
5XO C25 C24  SING N N 5  
5XO C24 C1   SING N N 6  
5XO O23 C5   DOUB N N 7  
5XO C1  C5   SING N N 8  
5XO C1  C2   DOUB N N 9  
5XO C5  N4   SING N N 10 
5XO N10 N9   SING Y N 11 
5XO N10 C6   DOUB Y N 12 
5XO C11 N9   SING N N 13 
5XO C11 C15  SING N N 14 
5XO N9  N8   SING Y N 15 
5XO C2  C6   SING N N 16 
5XO C2  O3   SING N N 17 
5XO C16 C15  DOUB Y N 18 
5XO C16 C17  SING Y N 19 
5XO C15 C14  SING Y N 20 
5XO C6  N7   SING Y N 21 
5XO N4  O3   SING N N 22 
5XO C17 C12  DOUB Y N 23 
5XO C14 C13  DOUB Y N 24 
5XO N8  N7   DOUB Y N 25 
5XO C12 C13  SING Y N 26 
5XO C13 C18  SING N N 27 
5XO N4  H4   SING N N 28 
5XO C11 H111 SING N N 29 
5XO C11 H112 SING N N 30 
5XO C12 H12  SING N N 31 
5XO C14 H14  SING N N 32 
5XO C16 H16  SING N N 33 
5XO C17 H17  SING N N 34 
5XO C24 H241 SING N N 35 
5XO C24 H242 SING N N 36 
5XO C25 H25  SING N N 37 
5XO O28 H5   SING N N 38 
5XO N29 H292 SING N N 39 
5XO N29 H291 SING N N 40 
5XO C18 H1   SING N N 41 
5XO C18 H3   SING N N 42 
5XO C18 H2   SING N N 43 
# 
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 
5XO SMILES           ACDLabs              12.01 "C=1(C(NOC=1c2nnn(n2)Cc3cc(ccc3)C)=O)CC(N)C(=O)O"                                                                                                    
5XO InChI            InChI                1.03  "InChI=1S/C15H16N6O4/c1-8-3-2-4-9(5-8)7-21-18-13(17-20-21)12-10(14(22)19-25-12)6-11(16)15(23)24/h2-5,11H,6-7,16H2,1H3,(H,19,22)(H,23,24)/t11-/m0/s1" 
5XO InChIKey         InChI                1.03  VGTSUUCRWSMODJ-NSHDSACASA-N                                                                                                                          
5XO SMILES_CANONICAL CACTVS               3.385 "Cc1cccc(Cn2nnc(n2)C3=C(C[C@H](N)C(O)=O)C(=O)NO3)c1"                                                                                                 
5XO SMILES           CACTVS               3.385 "Cc1cccc(Cn2nnc(n2)C3=C(C[CH](N)C(O)=O)C(=O)NO3)c1"                                                                                                  
5XO SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "Cc1cccc(c1)Cn2nc(nn2)C3=C(C(=O)NO3)C[C@@H](C(=O)O)N"                                                                                                
5XO SMILES           "OpenEye OEToolkits" 2.0.4 "Cc1cccc(c1)Cn2nc(nn2)C3=C(C(=O)NO3)CC(C(=O)O)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 
5XO "SYSTEMATIC NAME" ACDLabs              12.01 "3-{5-[2-(3-methylbenzyl)-2H-tetrazol-5-yl]-3-oxo-2,3-dihydro-1,2-oxazol-4-yl}-L-alanine"                                 
5XO "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "(2~{S})-2-azanyl-3-[5-[2-[(3-methylphenyl)methyl]-1,2,3,4-tetrazol-5-yl]-3-oxidanylidene-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 
5XO "Create component" 2015-12-22 EBI  
5XO "Modify name"      2016-02-03 EBI  
5XO "Initial release"  2016-03-02 RCSB 
# 
