data_JOE
#

_chem_comp.id                                   JOE
_chem_comp.name                                 "2-[[(3~{S})-2,5-bis(oxidanylidene)pyrrolidin-3-yl]carbamoyl]-6-nitro-benzoic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H9 N3 O7"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        ?
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2019-03-13
_chem_comp.pdbx_modified_date                   2019-08-02
_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                       307.216
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    JOE
_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       6R0S
_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
JOE  C4   C1   C   0  1  N  N  N  22.513  13.912  26.055   3.479   0.807  -0.691  C4   JOE   1  
JOE  C5   C2   C   0  1  N  N  N  24.674  15.530  27.998   0.523   0.111   0.348  C5   JOE   2  
JOE  C6   C3   C   0  1  Y  N  N  24.671  16.145  29.372  -0.704  -0.686   0.128  C6   JOE   3  
JOE  C11  C4   C   0  1  Y  N  N  23.452  16.313  30.022  -0.624  -2.069  -0.014  C11  JOE   4  
JOE  C7   C5   C   0  1  Y  N  N  25.875  16.550  29.982  -1.959  -0.052   0.068  C7   JOE   5  
JOE  C8   C6   C   0  1  Y  N  N  25.778  17.114  31.281  -3.105  -0.814  -0.139  C8   JOE   6  
JOE  C9   C7   C   0  1  Y  N  N  24.560  17.247  31.934  -3.007  -2.185  -0.284  C9   JOE   7  
JOE  C10  C8   C   0  1  Y  N  N  23.402  16.853  31.293  -1.773  -2.809  -0.219  C10  JOE   8  
JOE  C12  C9   C   0  1  N  N  N  27.201  16.399  29.258  -2.059   1.415   0.224  C12  JOE   9  
JOE  N1   N1   N   0  1  N  N  N  22.052  12.765  25.510   4.706   0.309  -0.889  N1   JOE  10  
JOE  N2   N2   N   0  1  N  N  N  24.090  14.314  27.860   1.723  -0.501   0.406  N2   JOE  11  
JOE  C3   C10  C   0  1  N  N  S  23.912  13.660  26.584   2.938   0.288   0.623  C3   JOE  12  
JOE  N3   N3   N   1  1  N  N  N  26.978  17.546  32.028  -4.430  -0.157  -0.204  N3   JOE  13  
JOE  C1   C11  C   0  1  N  N  N  22.888  11.698  25.669   5.142  -0.497   0.086  C1   JOE  14  
JOE  C2   C12  C   0  1  N  N  N  24.026  12.120  26.559   4.077  -0.605   1.156  C2   JOE  15  
JOE  O1   O1   O   0  1  N  N  N  22.707  10.640  25.107   6.219  -1.053   0.109  O1   JOE  16  
JOE  O2   O2   O   0  1  N  N  N  21.921  14.964  26.017   2.896   1.558  -1.443  O2   JOE  17  
JOE  O3   O3   O   0  1  N  N  N  25.315  16.069  27.099   0.449   1.317   0.478  O3   JOE  18  
JOE  O4   O4   O   0  1  N  N  N  27.777  17.454  28.863  -1.990   2.135  -0.751  O4   JOE  19  
JOE  O5   O5   O   0  1  N  N  N  27.602  15.241  29.007  -2.226   1.952   1.448  O5   JOE  20  
JOE  O6   O6   O  -1  1  N  N  N  28.031  17.701  31.433  -4.517   1.051  -0.076  O6   JOE  21  
JOE  O7   O7   O   0  1  N  N  N  26.881  17.689  33.246  -5.433  -0.824  -0.385  O7   JOE  22  
JOE  H1   H1   H   0  1  N  N  N  22.537  16.019  29.529   0.335  -2.563   0.035  H1   JOE  23  
JOE  H2   H2   H   0  1  N  N  N  24.519  17.655  32.933  -3.898  -2.774  -0.444  H2   JOE  24  
JOE  H3   H3   H   0  1  N  N  N  22.450  16.968  31.789  -1.708  -3.882  -0.330  H3   JOE  25  
JOE  H4   H4   H   0  1  N  N  N  21.176  12.703  25.032   5.235   0.516  -1.675  H4   JOE  26  
JOE  H5   H5   H   0  1  N  N  N  23.766  13.846  28.683   1.782  -1.464   0.303  H5   JOE  27  
JOE  H6   H6   H   0  1  N  N  N  24.635  14.067  25.862   2.741   1.112   1.309  H6   JOE  28  
JOE  H7   H7   H   0  1  N  N  N  23.911  11.701  27.569   4.449  -0.225   2.108  H7   JOE  29  
JOE  H8   H8   H   0  1  N  N  N  24.992  11.804  26.138   3.740  -1.636   1.259  H8   JOE  30  
JOE  H9   H9   H   0  1  N  N  N  28.393  15.286  28.482  -2.286   2.916   1.500  H9   JOE  31  
#   #
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
JOE  O1   C1   DOUB  N  N   1  
JOE  N1   C1   SING  N  N   2  
JOE  N1   C4   SING  N  N   3  
JOE  C1   C2   SING  N  N   4  
JOE  O2   C4   DOUB  N  N   5  
JOE  C4   C3   SING  N  N   6  
JOE  C2   C3   SING  N  N   7  
JOE  C3   N2   SING  N  N   8  
JOE  O3   C5   DOUB  N  N   9  
JOE  N2   C5   SING  N  N  10  
JOE  C5   C6   SING  N  N  11  
JOE  O4   C12  DOUB  N  N  12  
JOE  O5   C12  SING  N  N  13  
JOE  C12  C7   SING  N  N  14  
JOE  C6   C7   DOUB  Y  N  15  
JOE  C6   C11  SING  Y  N  16  
JOE  C7   C8   SING  Y  N  17  
JOE  C11  C10  DOUB  Y  N  18  
JOE  C8   C9   DOUB  Y  N  19  
JOE  C8   N3   SING  N  N  20  
JOE  C10  C9   SING  Y  N  21  
JOE  O6   N3   SING  N  N  22  
JOE  N3   O7   DOUB  N  N  23  
JOE  C11  H1   SING  N  N  24  
JOE  C9   H2   SING  N  N  25  
JOE  C10  H3   SING  N  N  26  
JOE  N1   H4   SING  N  N  27  
JOE  N2   H5   SING  N  N  28  
JOE  C3   H6   SING  N  N  29  
JOE  C2   H7   SING  N  N  30  
JOE  C2   H8   SING  N  N  31  
JOE  O5   H9   SING  N  N  32  
#   #
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
JOE  InChI             InChI                 1.03   "InChI=1S/C12H9N3O7/c16-8-4-6(11(18)14-8)13-10(17)5-2-1-3-7(15(21)22)9(5)12(19)20/h1-3,6H,4H2,(H,13,17)(H,19,20)(H,14,16,18)/t6-/m0/s1"  
JOE  InChIKey          InChI                 1.03   DWGKCZUFQWKKEW-LURJTMIESA-N  
JOE  SMILES_CANONICAL  CACTVS                3.385  "OC(=O)c1c(cccc1[N+]([O-])=O)C(=O)N[C@H]2CC(=O)NC2=O"  
JOE  SMILES            CACTVS                3.385  "OC(=O)c1c(cccc1[N+]([O-])=O)C(=O)N[CH]2CC(=O)NC2=O"  
JOE  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc(c(c(c1)[N+](=O)[O-])C(=O)O)C(=O)N[C@H]2CC(=O)NC2=O"  
JOE  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc(c(c(c1)[N+](=O)[O-])C(=O)O)C(=O)NC2CC(=O)NC2=O"  
#
_pdbx_chem_comp_identifier.comp_id          JOE
_pdbx_chem_comp_identifier.type             "SYSTEMATIC NAME"
_pdbx_chem_comp_identifier.program          "OpenEye OEToolkits"
_pdbx_chem_comp_identifier.program_version  2.0.7
_pdbx_chem_comp_identifier.identifier       "2-[[(3~{S})-2,5-bis(oxidanylidene)pyrrolidin-3-yl]carbamoyl]-6-nitro-benzoic 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
JOE  "Create component"  2019-03-13  EBI   
JOE  "Initial release"   2019-08-07  RCSB  
##
