data_8UX
#

_chem_comp.id                                   8UX
_chem_comp.name                                 "(2~{S})-4-[[(2~{R})-3-(1~{H}-imidazol-4-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]butanoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C13 H20 N4 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        staphylopine
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-09-28
_chem_comp.pdbx_modified_date                   2021-03-01
_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                       328.321
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8UX
_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       5YH8
_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
8UX  O    O1   O  0  1  N  N  N  -12.820  23.675  -15.848  -4.870  -2.007   1.880  O    8UX   1  
8UX  C    C1   C  0  1  N  N  N  -13.624  23.897  -16.757  -3.990  -1.612   0.947  C    8UX   2  
8UX  OXT  O2   O  0  1  N  N  N  -13.342  24.413  -17.891  -3.470  -2.427   0.222  OXT  8UX   3  
8UX  CA   C2   C  0  1  N  N  S  -15.063  23.478  -16.471  -3.652  -0.150   0.802  CA   8UX   4  
8UX  CB   C3   C  0  1  N  N  N  -15.166  22.107  -15.756  -4.921   0.637   0.471  CB   8UX   5  
8UX  N    N1   N  0  1  N  N  N  -15.829  23.492  -17.730  -2.673   0.021  -0.280  N    8UX   6  
8UX  CAV  C4   C  0  1  N  N  S  -16.302  22.231  -18.430  -1.887   1.247  -0.090  CAV  8UX   7  
8UX  CAR  C5   C  0  1  N  N  N  -15.168  21.515  -19.149  -2.636   2.419  -0.669  CAR  8UX   8  
8UX  OAF  O3   O  0  1  N  N  N  -15.326  20.304  -19.439  -2.105   3.651  -0.609  OAF  8UX   9  
8UX  OAC  O4   O  0  1  N  N  N  -14.240  22.247  -19.525  -3.714   2.251  -1.187  OAC  8UX  10  
8UX  CAK  C6   C  0  1  N  N  N  -17.404  22.420  -19.487  -0.539   1.103  -0.798  CAK  8UX  11  
8UX  CAJ  C7   C  0  1  N  N  N  -17.468  23.861  -19.992   0.274  -0.007  -0.128  CAJ  8UX  12  
8UX  NAN  N2   N  0  1  N  N  N  -16.336  24.209  -20.878   1.568  -0.145  -0.808  NAN  8UX  13  
8UX  CAW  C8   C  0  1  N  N  R  -16.182  25.627  -21.257   2.377  -1.204  -0.190  CAW  8UX  14  
8UX  CAS  C9   C  0  1  N  N  N  -15.845  26.595  -20.098   1.997  -2.537  -0.782  CAS  8UX  15  
8UX  OAG  O5   O  0  1  N  N  N  -15.296  26.139  -19.070   2.610  -3.656  -0.366  OAG  8UX  16  
8UX  OAD  O6   O  0  1  N  N  N  -16.084  27.809  -20.315   1.140  -2.598  -1.632  OAD  8UX  17  
8UX  CAL  C10  C  0  1  N  N  N  -15.211  25.722  -22.409   3.860  -0.933  -0.454  CAL  8UX  18  
8UX  CAT  C11  C  0  1  Y  N  N  -13.812  25.229  -22.021   4.270   0.339   0.243  CAT  8UX  19  
8UX  CAI  C12  C  0  1  Y  N  N  -12.839  25.143  -22.922   5.286   0.471   1.117  CAI  8UX  20  
8UX  NAM  N3   N  0  1  Y  N  N  -11.772  24.663  -22.310   5.307   1.783   1.504  NAM  8UX  21  
8UX  CAH  C13  C  0  1  Y  N  N  -12.058  24.476  -21.029   4.303   2.409   0.852  CAH  8UX  22  
8UX  NAP  N4   N  0  1  Y  N  N  -13.343  24.804  -20.836   3.690   1.540   0.096  NAP  8UX  23  
8UX  H1   H1   H  0  1  N  N  N  -11.951  23.948  -16.119  -5.055  -2.955   1.935  H1   8UX  24  
8UX  H2   H2   H  0  1  N  N  N  -15.499  24.230  -15.797  -3.229   0.219   1.736  H2   8UX  25  
8UX  H3   H3   H  0  1  N  N  N  -14.584  22.135  -14.823  -5.345   0.268  -0.463  H3   8UX  26  
8UX  H4   H4   H  0  1  N  N  N  -16.220  21.893  -15.524  -5.647   0.510   1.274  H4   8UX  27  
8UX  H5   H5   H  0  1  N  N  N  -14.768  21.320  -16.413  -4.676   1.694   0.367  H5   8UX  28  
8UX  H6   H6   H  0  1  N  N  N  -15.258  23.976  -18.393  -3.127   0.019  -1.181  H6   8UX  29  
8UX  H8   H8   H  0  1  N  N  N  -16.694  21.548  -17.662  -1.722   1.411   0.975  H8   8UX  30  
8UX  H9   H9   H  0  1  N  N  N  -14.617  20.018  -20.002  -2.623   4.371  -0.994  H9   8UX  31  
8UX  H10  H10  H  0  1  N  N  N  -18.374  22.156  -19.040  -0.703   0.851  -1.846  H10  8UX  32  
8UX  H11  H11  H  0  1  N  N  N  -17.199  21.754  -20.338   0.008   2.044  -0.733  H11  8UX  33  
8UX  H12  H12  H  0  1  N  N  N  -17.457  24.538  -19.125   0.439   0.245   0.920  H12  8UX  34  
8UX  H13  H13  H  0  1  N  N  N  -18.406  23.996  -20.551  -0.273  -0.947  -0.193  H13  8UX  35  
8UX  H14  H14  H  0  1  N  N  N  -16.442  23.683  -21.722   2.067   0.732  -0.817  H14  8UX  36  
8UX  H16  H16  H  0  1  N  N  N  -17.156  25.955  -21.648   2.196  -1.219   0.885  H16  8UX  37  
8UX  H17  H17  H  0  1  N  N  N  -15.088  26.853  -18.479   2.333  -4.487  -0.775  H17  8UX  38  
8UX  H18  H18  H  0  1  N  N  N  -15.142  26.772  -22.730   4.454  -1.764  -0.073  H18  8UX  39  
8UX  H19  H19  H  0  1  N  N  N  -15.586  25.108  -23.241   4.025  -0.830  -1.526  H19  8UX  40  
8UX  H20  H20  H  0  1  N  N  N  -12.908  25.416  -23.965   5.955  -0.310   1.449  H20  8UX  41  
8UX  H21  H21  H  0  1  N  N  N  -10.891  24.472  -22.743   5.928   2.189   2.129  H21  8UX  42  
8UX  H22  H22  H  0  1  N  N  N  -11.374  24.121  -20.272   4.052   3.455   0.940  H22  8UX  43  
#   #
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
8UX  CAI  NAM  SING  Y  N   1  
8UX  CAI  CAT  DOUB  Y  N   2  
8UX  CAL  CAT  SING  N  N   3  
8UX  CAL  CAW  SING  N  N   4  
8UX  NAM  CAH  SING  Y  N   5  
8UX  CAT  NAP  SING  Y  N   6  
8UX  CAW  NAN  SING  N  N   7  
8UX  CAW  CAS  SING  N  N   8  
8UX  CAH  NAP  DOUB  Y  N   9  
8UX  NAN  CAJ  SING  N  N  10  
8UX  OAD  CAS  DOUB  N  N  11  
8UX  CAS  OAG  SING  N  N  12  
8UX  CAJ  CAK  SING  N  N  13  
8UX  OAC  CAR  DOUB  N  N  14  
8UX  CAK  CAV  SING  N  N  15  
8UX  OAF  CAR  SING  N  N  16  
8UX  CAR  CAV  SING  N  N  17  
8UX  CAV  N    SING  N  N  18  
8UX  OXT  C    DOUB  N  N  19  
8UX  N    CA   SING  N  N  20  
8UX  C    CA   SING  N  N  21  
8UX  C    O    SING  N  N  22  
8UX  CA   CB   SING  N  N  23  
8UX  O    H1   SING  N  N  24  
8UX  CA   H2   SING  N  N  25  
8UX  CB   H3   SING  N  N  26  
8UX  CB   H4   SING  N  N  27  
8UX  CB   H5   SING  N  N  28  
8UX  N    H6   SING  N  N  29  
8UX  CAV  H8   SING  N  N  30  
8UX  OAF  H9   SING  N  N  31  
8UX  CAK  H10  SING  N  N  32  
8UX  CAK  H11  SING  N  N  33  
8UX  CAJ  H12  SING  N  N  34  
8UX  CAJ  H13  SING  N  N  35  
8UX  NAN  H14  SING  N  N  36  
8UX  CAW  H16  SING  N  N  37  
8UX  OAG  H17  SING  N  N  38  
8UX  CAL  H18  SING  N  N  39  
8UX  CAL  H19  SING  N  N  40  
8UX  CAI  H20  SING  N  N  41  
8UX  NAM  H21  SING  N  N  42  
8UX  CAH  H22  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
8UX  InChI             InChI                 1.03   "InChI=1S/C13H20N4O6/c1-7(11(18)19)17-9(12(20)21)2-3-15-10(13(22)23)4-8-5-14-6-16-8/h5-7,9-10,15,17H,2-4H2,1H3,(H,14,16)(H,18,19)(H,20,21)(H,22,23)/t7-,9-,10+/m0/s1"  
8UX  InChIKey          InChI                 1.03   WLNNYKMTYVPSDL-UJNFCWOMSA-N  
8UX  SMILES_CANONICAL  CACTVS                3.385  "C[C@H](N[C@@H](CCN[C@H](Cc1c[nH]cn1)C(O)=O)C(O)=O)C(O)=O"  
8UX  SMILES            CACTVS                3.385  "C[CH](N[CH](CCN[CH](Cc1c[nH]cn1)C(O)=O)C(O)=O)C(O)=O"  
8UX  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "C[C@@H](C(=O)O)N[C@@H](CCN[C@H](Cc1c[nH]cn1)C(=O)O)C(=O)O"  
8UX  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C(=O)O)NC(CCNC(Cc1c[nH]cn1)C(=O)O)C(=O)O"  
#
_pdbx_chem_comp_identifier.comp_id          8UX
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.6
_pdbx_chem_comp_identifier.identifier       "(2~{S})-4-[[(2~{R})-3-(1~{H}-imidazol-4-yl)-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]-2-[[(2~{S})-1-oxidanyl-1-oxidanylidene-propan-2-yl]amino]butanoic 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
8UX  "Create component"  2017-09-28  RCSB  
8UX  "Initial release"   2018-03-28  RCSB  
8UX  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     8UX
_pdbx_chem_comp_synonyms.name        staphylopine
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
