data_JOH
#

_chem_comp.id                                   JOH
_chem_comp.name                                 "2-[(3~{S})-2,5-bis(oxidanylidene)pyrrolidin-3-yl]-4-nitro-isoindole-1,3-dione"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H7 N3 O6"
_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                       289.200
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    JOH
_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
JOH  O3   O1   O   0  1  N  N  N  24.786  -11.932   2.445  -1.514   1.832  -0.090  O3   JOH   1  
JOH  C5   C1   C   0  1  N  N  N  25.321  -13.097   2.510  -0.586   1.052  -0.023  C5   JOH   2  
JOH  N2   N1   N   0  1  N  N  N  25.330  -13.984   1.493  -0.689  -0.284   0.091  N2   JOH   3  
JOH  C1   C2   C   0  1  N  N  S  24.723  -13.759   0.140  -1.958  -1.015   0.152  C1   JOH   4  
JOH  C4   C3   C   0  1  N  N  N  25.466  -14.222  -1.132  -2.813  -0.520   1.336  C4   JOH   5  
JOH  C3   C4   C   0  1  N  N  N  24.297  -14.626  -2.020  -4.060   0.021   0.671  C3   JOH   6  
JOH  O1   O2   O   0  1  N  N  N  24.274  -14.715  -3.250  -5.005   0.515   1.247  O1   JOH   7  
JOH  N1   N2   N   0  1  N  N  N  23.242  -14.848  -1.260  -3.953  -0.130  -0.655  N1   JOH   8  
JOH  C2   C5   C   0  1  N  N  N  23.416  -14.456  -0.013  -2.810  -0.705  -1.060  C2   JOH   9  
JOH  O2   O3   O   0  1  N  N  N  22.617  -14.603   0.881  -2.509  -0.936  -2.211  O2   JOH  10  
JOH  C6   C6   C   0  1  Y  N  N  25.987  -13.560   3.750   0.848   1.412  -0.060  C6   JOH  11  
JOH  C7   C7   C   0  1  Y  N  N  26.433  -14.831   3.430   1.553   0.196   0.047  C7   JOH  12  
JOH  C8   C8   C   0  1  N  N  N  25.982  -15.040   2.032   0.525  -0.862   0.140  C8   JOH  13  
JOH  O4   O4   O   0  1  N  N  N  26.239  -16.155   1.438   0.740  -2.053   0.243  O4   JOH  14  
JOH  C9   C9   C   0  1  Y  N  N  26.216  -12.979   4.996   1.544   2.605  -0.169  C9   JOH  15  
JOH  C10  C10  C   0  1  Y  N  N  26.914  -13.729   5.951   2.930   2.594  -0.172  C10  JOH  16  
JOH  C11  C11  C   0  1  Y  N  N  27.368  -15.021   5.634   3.621   1.402  -0.068  C11  JOH  17  
JOH  C12  C12  C   0  1  Y  N  N  27.116  -15.587   4.369   2.939   0.201   0.042  C12  JOH  18  
JOH  N3   N3   N   1  1  N  N  N  27.593  -16.854   3.990   3.687  -1.072   0.154  N3   JOH  19  
JOH  O5   O5   O   0  1  N  N  N  28.935  -17.128   4.260   4.905  -1.064   0.150  O5   JOH  20  
JOH  O6   O6   O  -1  1  N  N  N  26.832  -17.793   3.294   3.084  -2.126   0.251  O6   JOH  21  
JOH  H1   H1   H   0  1  N  N  N  24.541  -12.679   0.033  -1.778  -2.087   0.230  H1   JOH  22  
JOH  H2   H2   H   0  1  N  N  N  26.129  -15.075  -0.925  -3.061  -1.346   2.002  H2   JOH  23  
JOH  H3   H3   H   0  1  N  N  N  26.049  -13.404  -1.579  -2.294   0.269   1.881  H3   JOH  24  
JOH  H4   H4   H   0  1  N  N  N  22.399  -15.269  -1.594  -4.646   0.151  -1.273  H4   JOH  25  
JOH  H5   H5   H   0  1  N  N  N  25.866  -11.982   5.218   1.008   3.539  -0.251  H5   JOH  26  
JOH  H6   H6   H   0  1  N  N  N  27.103  -13.315   6.930   3.473   3.524  -0.257  H6   JOH  27  
JOH  H7   H7   H   0  1  N  N  N  27.918  -15.588   6.371   4.701   1.406  -0.073  H7   JOH  28  
#   #
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
JOH  O1   C3   DOUB  N  N   1  
JOH  C3   N1   SING  N  N   2  
JOH  C3   C4   SING  N  N   3  
JOH  N1   C2   SING  N  N   4  
JOH  C4   C1   SING  N  N   5  
JOH  C2   C1   SING  N  N   6  
JOH  C2   O2   DOUB  N  N   7  
JOH  C1   N2   SING  N  N   8  
JOH  O4   C8   DOUB  N  N   9  
JOH  N2   C8   SING  N  N  10  
JOH  N2   C5   SING  N  N  11  
JOH  C8   C7   SING  N  N  12  
JOH  O3   C5   DOUB  N  N  13  
JOH  C5   C6   SING  N  N  14  
JOH  O6   N3   SING  N  N  15  
JOH  C7   C6   DOUB  Y  N  16  
JOH  C7   C12  SING  Y  N  17  
JOH  C6   C9   SING  Y  N  18  
JOH  N3   O5   DOUB  N  N  19  
JOH  N3   C12  SING  N  N  20  
JOH  C12  C11  DOUB  Y  N  21  
JOH  C9   C10  DOUB  Y  N  22  
JOH  C11  C10  SING  Y  N  23  
JOH  C1   H1   SING  N  N  24  
JOH  C4   H2   SING  N  N  25  
JOH  C4   H3   SING  N  N  26  
JOH  N1   H4   SING  N  N  27  
JOH  C9   H5   SING  N  N  28  
JOH  C10  H6   SING  N  N  29  
JOH  C11  H7   SING  N  N  30  
#   #
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
JOH  InChI             InChI                 1.03   "InChI=1S/C12H7N3O6/c16-8-4-7(10(17)13-8)14-11(18)5-2-1-3-6(15(20)21)9(5)12(14)19/h1-3,7H,4H2,(H,13,16,17)/t7-/m0/s1"  
JOH  InChIKey          InChI                 1.03   NSOHSQDNWATGPD-ZETCQYMHSA-N  
JOH  SMILES_CANONICAL  CACTVS                3.385  "[O-][N+](=O)c1cccc2C(=O)N([C@H]3CC(=O)NC3=O)C(=O)c12"  
JOH  SMILES            CACTVS                3.385  "[O-][N+](=O)c1cccc2C(=O)N([CH]3CC(=O)NC3=O)C(=O)c12"  
JOH  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(c1)[N+](=O)[O-])C(=O)N(C2=O)[C@H]3CC(=O)NC3=O"  
JOH  SMILES            "OpenEye OEToolkits"  2.0.7  "c1cc2c(c(c1)[N+](=O)[O-])C(=O)N(C2=O)C3CC(=O)NC3=O"  
#
_pdbx_chem_comp_identifier.comp_id          JOH
_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]-4-nitro-isoindole-1,3-dione"
#   #
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
JOH  "Create component"  2019-03-13  EBI   
JOH  "Initial release"   2019-08-07  RCSB  
##
