data_8YF
#

_chem_comp.id                                   8YF
_chem_comp.name                                 
;(2R)-2-[(2S,3R)-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-(2-methanimidamidoethylsulfanyl)-2,3-dihydro-1H-pyrrole
-5-carboxylic acid
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C12 H19 N3 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "Imipenem, hydrolyzed form"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2017-11-08
_chem_comp.pdbx_modified_date                   2020-06-17
_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                       317.361
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    8YF
_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       5YPI
_chem_comp.pdbx_subcomponent_list               ?
_chem_comp.pdbx_processing_site                 PDBJ
#   #
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
8YF  C62  C1   C  0  1  N  N  N  -40.041  -13.842   4.325  -4.337  -1.656   2.025  C62  8YF   1  
8YF  C61  C2   C  0  1  N  N  R  -41.119  -14.925   4.232  -4.266  -1.015   0.637  C61  8YF   2  
8YF  O62  O1   O  0  1  N  N  N  -42.379  -14.375   4.624  -4.312   0.407   0.767  O62  8YF   3  
8YF  C6   C3   C  0  1  N  N  S  -41.225  -15.443   2.796  -2.959  -1.423  -0.046  C6   8YF   4  
8YF  C7   C4   C  0  1  N  N  N  -42.254  -16.576   2.735  -2.889  -0.791  -1.413  C7   8YF   5  
8YF  O71  O2   O  0  1  N  N  N  -41.857  -17.679   2.300  -3.791  -0.087  -1.800  O71  8YF   6  
8YF  O72  O3   O  0  1  N  N  N  -43.426  -16.304   3.093  -1.823  -1.010  -2.200  O72  8YF   7  
8YF  C5   C5   C  0  1  N  N  R  -41.736  -14.337   1.876  -1.773  -0.948   0.796  C5   8YF   8  
8YF  C1   C6   C  0  1  N  N  N  -40.714  -13.815   1.089  -0.446  -1.312   0.107  C1   8YF   9  
8YF  N4   N1   N  0  1  N  N  N  -42.627  -14.977   0.893  -1.760   0.518   0.883  N4   8YF  10  
8YF  C3   C7   C  0  1  N  N  N  -41.884  -15.157  -0.188  -0.571   1.004   0.316  C3   8YF  11  
8YF  C31  C8   C  0  1  N  N  N  -42.289  -15.919  -1.206  -0.244   2.378   0.237  C31  8YF  12  
8YF  O31  O4   O  0  1  N  N  N  -41.473  -16.431  -2.008   0.847   2.721  -0.181  O31  8YF  13  
8YF  O32  O5   O  0  1  N  N  N  -43.508  -16.172  -1.325  -1.141   3.309   0.626  O32  8YF  14  
8YF  C2   C9   C  0  1  N  N  N  -40.754  -14.460  -0.079   0.227   0.018  -0.147  C2   8YF  15  
8YF  S21  S1   S  0  1  N  N  N  -39.518  -14.339  -1.303   1.793   0.244  -0.921  S21  8YF  16  
8YF  C22  C10  C  0  1  N  N  N  -40.388  -13.240  -2.478   2.866  -0.545   0.305  C22  8YF  17  
8YF  C23  C11  C  0  1  N  N  N  -40.197  -13.675  -3.932   4.329  -0.359  -0.102  C23  8YF  18  
8YF  N24  N2   N  0  1  N  N  N  -38.838  -14.211  -4.084   5.197  -0.998   0.890  N24  8YF  19  
8YF  C25  C12  C  0  1  N  N  N  -38.321  -14.526  -5.279   6.558  -0.961   0.735  C25  8YF  20  
8YF  N26  N3   N  0  1  N  N  N  -37.083  -15.011  -5.358   7.076  -0.361  -0.286  N26  8YF  21  
8YF  H1   H1   H  0  1  N  N  N  -39.975  -13.478   5.361  -4.301  -2.741   1.926  H1   8YF  22  
8YF  H2   H2   H  0  1  N  N  N  -39.071  -14.263   4.021  -3.492  -1.319   2.625  H2   8YF  23  
8YF  H3   H3   H  0  1  N  N  N  -40.302  -13.006   3.659  -5.268  -1.366   2.512  H3   8YF  24  
8YF  H4   H4   H  0  1  N  N  N  -40.844  -15.760   4.893  -5.110  -1.353   0.037  H4   8YF  25  
8YF  H5   H5   H  0  1  N  N  N  -42.320  -14.051   5.515  -5.115   0.737   1.193  H5   8YF  26  
8YF  H6   H6   H  0  1  N  N  N  -40.245  -15.803   2.450  -2.923  -2.507  -0.145  H6   8YF  27  
8YF  H7   H7   H  0  1  N  N  N  -43.977  -17.070   2.984  -1.824  -0.584  -3.067  H7   8YF  28  
8YF  H8   H8   H  0  1  N  N  N  -42.264  -13.565   2.454  -1.816  -1.387   1.793  H8   8YF  29  
8YF  H9   H9   H  0  1  N  N  N  -39.741  -13.976   1.577   0.168  -1.928   0.764  H9   8YF  30  
8YF  H10  H10  H  0  1  N  N  N  -40.871  -12.738   0.931  -0.635  -1.831  -0.833  H10  8YF  31  
8YF  H11  H11  H  0  1  N  N  N  -43.406  -14.384   0.688  -2.462   1.064   1.270  H11  8YF  32  
8YF  H12  H12  H  0  1  N  N  N  -43.640  -16.758  -2.061  -0.827   4.220   0.536  H12  8YF  33  
8YF  H13  H13  H  0  1  N  N  N  -39.999  -12.218  -2.361   2.699  -0.090   1.281  H13  8YF  34  
8YF  H14  H14  H  0  1  N  N  N  -41.463  -13.252  -2.244   2.636  -1.610   0.357  H14  8YF  35  
8YF  H15  H15  H  0  1  N  N  N  -40.331  -12.810  -4.599   4.496  -0.815  -1.078  H15  8YF  36  
8YF  H16  H16  H  0  1  N  N  N  -40.933  -14.452  -4.186   4.559   0.705  -0.154  H16  8YF  37  
8YF  H17  H17  H  0  1  N  N  N  -38.906  -14.387  -6.176   7.198  -1.432   1.467  H17  8YF  38  
8YF  H18  H18  H  0  1  N  N  N  -36.816  -15.205  -6.302   8.039  -0.334  -0.396  H18  8YF  39  
8YF  H20  H20  H  0  1  N  N  N  -38.279  -14.346  -3.266   4.808  -1.448   1.657  H20  8YF  40  
#   #
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
8YF  N26  C25  DOUB  N  N   1  
8YF  C25  N24  SING  N  N   2  
8YF  N24  C23  SING  N  N   3  
8YF  C23  C22  SING  N  N   4  
8YF  C22  S21  SING  N  N   5  
8YF  O31  C31  DOUB  N  N   6  
8YF  O32  C31  SING  N  N   7  
8YF  S21  C2   SING  N  N   8  
8YF  C31  C3   SING  N  N   9  
8YF  C3   C2   DOUB  N  N  10  
8YF  C3   N4   SING  N  N  11  
8YF  C2   C1   SING  N  N  12  
8YF  N4   C5   SING  N  N  13  
8YF  C1   C5   SING  N  N  14  
8YF  C5   C6   SING  N  N  15  
8YF  O71  C7   DOUB  N  N  16  
8YF  C7   C6   SING  N  N  17  
8YF  C7   O72  SING  N  N  18  
8YF  C6   C61  SING  N  N  19  
8YF  C61  C62  SING  N  N  20  
8YF  C61  O62  SING  N  N  21  
8YF  C62  H1   SING  N  N  22  
8YF  C62  H2   SING  N  N  23  
8YF  C62  H3   SING  N  N  24  
8YF  C61  H4   SING  N  N  25  
8YF  O62  H5   SING  N  N  26  
8YF  C6   H6   SING  N  N  27  
8YF  O72  H7   SING  N  N  28  
8YF  C5   H8   SING  N  N  29  
8YF  C1   H9   SING  N  N  30  
8YF  C1   H10  SING  N  N  31  
8YF  N4   H11  SING  N  N  32  
8YF  O32  H12  SING  N  N  33  
8YF  C22  H13  SING  N  N  34  
8YF  C22  H14  SING  N  N  35  
8YF  C23  H15  SING  N  N  36  
8YF  C23  H16  SING  N  N  37  
8YF  C25  H17  SING  N  N  38  
8YF  N26  H18  SING  N  N  39  
8YF  N24  H20  SING  N  N  40  
#   #
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
8YF  InChI             InChI                 1.03   "InChI=1S/C12H19N3O5S/c1-6(16)9(11(17)18)7-4-8(10(15-7)12(19)20)21-3-2-14-5-13/h5-7,9,15-16H,2-4H2,1H3,(H2,13,14)(H,17,18)(H,19,20)/t6-,7-,9-/m1/s1"  
8YF  InChIKey          InChI                 1.03   KSLAOLVLEKIZMQ-ZXFLCMHBSA-N  
8YF  SMILES_CANONICAL  CACTVS                3.385  "C[C@@H](O)[C@H]([C@H]1CC(=C(N1)C(O)=O)SCCNC=N)C(O)=O"  
8YF  SMILES            CACTVS                3.385  "C[CH](O)[CH]([CH]1CC(=C(N1)C(O)=O)SCCNC=N)C(O)=O"  
8YF  SMILES_CANONICAL  "OpenEye OEToolkits"  2.0.6  "[H]/N=C/NCCSC1=C(N[C@H](C1)[C@@H]([C@@H](C)O)C(=O)O)C(=O)O"  
8YF  SMILES            "OpenEye OEToolkits"  2.0.6  "CC(C(C1CC(=C(N1)C(=O)O)SCCNC=N)C(=O)O)O"  
#
_pdbx_chem_comp_identifier.comp_id          8YF
_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~{R})-2-[(2~{S},3~{R})-1,3-bis(oxidanyl)-1-oxidanylidene-butan-2-yl]-4-(2-methanimidamidoethylsulfanyl)-2,3-dihydro-1~{H}-pyrrole-5-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
8YF  "Create component"  2017-11-08  PDBJ  
8YF  "Initial release"   2018-02-21  RCSB  
8YF  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     8YF
_pdbx_chem_comp_synonyms.name        "Imipenem, hydrolyzed form"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
