data_IKM
#

_chem_comp.id                                   IKM
_chem_comp.name                                 "(4aS,5aR,6R,8aS,8bS)-5a-(carboxymethyl)-8-oxo-2,4a,5a,6,7,8,8a,8b-octahydro-1H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6-carboxylic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H14 N2 O6"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        IKM-159
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-01-23
_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                       282.249
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    IKM
_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       4ISU
_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
IKM  C1   C1   C  0  1  N  N  N   -5.760  28.384  -1.655   3.751  -1.003  -1.067  C1   IKM   1  
IKM  C2   C2   C  0  1  N  N  N   -4.356  28.307   0.420   3.021  -0.946   1.278  C2   IKM   2  
IKM  C3   C3   C  0  1  N  N  N   -4.623  27.870  -0.824   3.831  -1.412   0.377  C3   IKM   3  
IKM  C4   C4   C  0  1  N  N  S   -6.142  30.109   0.119   2.059   0.608  -0.435  C4   IKM   4  
IKM  C5   C5   C  0  1  N  N  S   -5.178  29.377   1.076   1.930   0.035   0.991  C5   IKM   5  
IKM  O1   O1   O  0  1  N  N  N   -6.017  28.778   2.073   0.646  -0.596   1.046  O1   IKM   6  
IKM  N2   N2   N  0  1  N  N  N   -6.409  32.016   2.787  -0.736   2.181   0.823  N2   IKM   7  
IKM  C6   C6   C  0  1  N  N  R   -6.493  30.711   3.437  -1.316   0.807   0.743  C6   IKM   8  
IKM  C7   C7   C  0  1  N  N  R   -7.054  29.751   2.346  -0.221  -0.034   0.058  C7   IKM   9  
IKM  C8   C8   C  0  1  N  N  S   -7.210  30.623   1.075   0.594   1.030  -0.730  C8   IKM  10  
IKM  C9   C9   C  0  1  N  N  N   -6.795  32.019   1.476   0.314   2.325  -0.001  C9   IKM  11  
IKM  O2   O2   O  0  1  N  N  N   -6.804  33.014   0.747   0.948   3.349  -0.141  O2   IKM  12  
IKM  C10  C10  C  0  1  N  N  N   -8.282  28.948   2.775  -0.811  -1.106  -0.862  C10  IKM  13  
IKM  C11  C11  C  0  1  N  N  N   -7.344  30.775   4.736  -2.576   0.822  -0.083  C11  IKM  14  
IKM  O3   O3   O  0  1  N  N  N   -7.193  29.833   5.566  -3.454  -0.189   0.012  O3   IKM  15  
IKM  C12  C12  C  0  1  N  N  N   -8.894  28.006   1.758  -1.724  -2.003  -0.066  C12  IKM  16  
IKM  O4   O4   O  0  1  N  N  N   -9.924  27.378   2.115  -2.357  -3.021  -0.670  O4   IKM  17  
IKM  O5   O5   O  0  1  N  N  N   -8.324  27.937   0.639  -1.887  -1.806   1.115  O5   IKM  18  
IKM  O6   O6   O  0  1  N  N  N   -8.120  31.759   4.829  -2.797   1.745  -0.832  O6   IKM  19  
IKM  N1   N1   N  0  1  N  N  N   -6.738  29.150  -0.859   2.414  -0.476  -1.361  N1   IKM  20  
IKM  H1   H1   H  0  1  N  N  N   -6.274  27.529  -2.118   4.497  -0.233  -1.267  H1   IKM  21  
IKM  H2   H2   H  0  1  N  N  N   -5.355  29.038  -2.441   3.947  -1.869  -1.700  H2   IKM  22  
IKM  H3   H3   H  0  1  N  N  N   -3.527  27.876   0.961   3.143  -1.288   2.296  H3   IKM  23  
IKM  H4   H4   H  0  1  N  N  N   -3.984  27.108  -1.246   4.590  -2.119   0.676  H4   IKM  24  
IKM  H5   H5   H  0  1  N  N  N   -5.632  30.940  -0.390   2.752   1.448  -0.483  H5   IKM  25  
IKM  H6   H6   H  0  1  N  N  N   -4.508  30.118   1.538   1.966   0.846   1.717  H6   IKM  26  
IKM  H7   H7   H  0  1  N  N  N   -6.095  32.839   3.261  -1.075   2.885   1.398  H7   IKM  27  
IKM  H8   H8   H  0  1  N  N  N   -5.482  30.371   3.705  -1.528   0.430   1.743  H8   IKM  28  
IKM  H9   H9   H  0  1  N  N  N   -8.224  30.577   0.652   0.363   1.075  -1.794  H9   IKM  29  
IKM  H10  H10  H  0  1  N  N  N   -9.061  29.668   3.067  -1.377  -0.627  -1.661  H10  IKM  30  
IKM  H11  H11  H  0  1  N  N  N   -7.993  28.346   3.649  -0.004  -1.699  -1.293  H11  IKM  31  
IKM  H12  H12  H  0  1  N  N  N   -7.770  29.969   6.308  -4.247  -0.135  -0.538  H12  IKM  32  
IKM  H13  H13  H  0  1  N  N  N  -10.223  26.827   1.401  -2.932  -3.569  -0.119  H13  IKM  33  
IKM  H14  H14  H  0  1  N  N  N   -7.314  29.669  -1.491   2.350  -0.168  -2.320  H14  IKM  34  
#   #
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
IKM  C1   N1   SING  N  N   1  
IKM  C1   C3   SING  N  N   2  
IKM  N1   C4   SING  N  N   3  
IKM  C3   C2   DOUB  N  N   4  
IKM  C4   C8   SING  N  N   5  
IKM  C4   C5   SING  N  N   6  
IKM  C2   C5   SING  N  N   7  
IKM  O5   C12  DOUB  N  N   8  
IKM  O2   C9   DOUB  N  N   9  
IKM  C8   C9   SING  N  N  10  
IKM  C8   C7   SING  N  N  11  
IKM  C5   O1   SING  N  N  12  
IKM  C9   N2   SING  N  N  13  
IKM  C12  O4   SING  N  N  14  
IKM  C12  C10  SING  N  N  15  
IKM  O1   C7   SING  N  N  16  
IKM  C7   C10  SING  N  N  17  
IKM  C7   C6   SING  N  N  18  
IKM  N2   C6   SING  N  N  19  
IKM  C6   C11  SING  N  N  20  
IKM  C11  O6   DOUB  N  N  21  
IKM  C11  O3   SING  N  N  22  
IKM  C1   H1   SING  N  N  23  
IKM  C1   H2   SING  N  N  24  
IKM  C2   H3   SING  N  N  25  
IKM  C3   H4   SING  N  N  26  
IKM  C4   H5   SING  N  N  27  
IKM  C5   H6   SING  N  N  28  
IKM  N2   H7   SING  N  N  29  
IKM  C6   H8   SING  N  N  30  
IKM  C8   H9   SING  N  N  31  
IKM  C10  H10  SING  N  N  32  
IKM  C10  H11  SING  N  N  33  
IKM  O3   H12  SING  N  N  34  
IKM  O4   H13  SING  N  N  35  
IKM  N1   H14  SING  N  N  36  
#   #
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
IKM  SMILES            ACDLabs               12.01  "O=C(O)C3NC(=O)C2C3(OC1C=CCNC12)CC(=O)O"  
IKM  InChI             InChI                 1.03   "InChI=1S/C12H14N2O6/c15-6(16)4-12-7(10(17)14-9(12)11(18)19)8-5(20-12)2-1-3-13-8/h1-2,5,7-9,13H,3-4H2,(H,14,17)(H,15,16)(H,18,19)/t5-,7+,8+,9-,12+/m0/s1"  
IKM  InChIKey          InChI                 1.03   RVLCVCHOUKAPIG-WCPLEAOBSA-N  
IKM  SMILES_CANONICAL  CACTVS                3.370  "OC(=O)C[C@@]12O[C@H]3C=CCN[C@H]3[C@@H]1C(=O)N[C@H]2C(O)=O"  
IKM  SMILES            CACTVS                3.370  "OC(=O)C[C]12O[CH]3C=CCN[CH]3[CH]1C(=O)N[CH]2C(O)=O"  
IKM  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "C1C=C[C@H]2[C@@H](N1)[C@@H]3C(=O)N[C@H]([C@@]3(O2)CC(=O)O)C(=O)O"  
IKM  SMILES            "OpenEye OEToolkits"  1.7.6  "C1C=CC2C(N1)C3C(=O)NC(C3(O2)CC(=O)O)C(=O)O"  
#   #
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
IKM  "SYSTEMATIC NAME"  ACDLabs               12.01  "(4aS,5aR,6R,8aS,8bS)-5a-(carboxymethyl)-8-oxo-2,4a,5a,6,7,8,8a,8b-octahydro-1H-pyrrolo[3',4':4,5]furo[3,2-b]pyridine-6-carboxylic acid"  
IKM  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(4aS,5aR,6R,8aS,8bS)-5a-(2-hydroxy-2-oxoethyl)-8-oxidanylidene-2,4a,6,7,8a,8b-hexahydro-1H-pyrrolo[3,4]furo[1,3-b]pyridine-6-carboxylic 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
IKM  "Create component"  2013-01-23  RCSB  
IKM  "Initial release"   2013-03-20  RCSB  
IKM  "Modify synonyms"   2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     IKM
_pdbx_chem_comp_synonyms.name        IKM-159
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
