data_4KR
#

_chem_comp.id                                   4KR
_chem_comp.name                                 "7-aminocephalosporanic acid"
_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C10 H12 N2 O5 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-05-29
_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                       272.278
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    4KR
_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       4KOR
_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
4KR  C     C     C  0  1  N  N  N  18.139   9.159   9.804   5.273  -1.392  -0.191  C     4KR   1  
4KR  C1    C1    C  0  1  N  N  N  17.385   8.542   8.683   4.211  -0.324  -0.134  C1    4KR   2  
4KR  S1    S1    S  0  1  N  N  N  15.846   2.653   9.499  -1.139  -2.320   0.015  S1    4KR   3  
4KR  C2    C2    C  0  1  N  N  N  16.533   4.270   9.092   0.504  -1.655   0.423  C2    4KR   4  
4KR  O2    O2    O  0  1  N  N  N  17.199   9.073   7.640   4.508   0.833  -0.315  O2    4KR   5  
4KR  C3    C3    C  0  1  N  N  N  15.532   5.357   8.701   0.571  -0.175   0.231  C3    4KR   6  
4KR  O3    O3    O  0  1  N  N  N  16.909   7.243   8.988   2.935  -0.658   0.115  O3    4KR   7  
4KR  C4    C4    C  0  1  N  N  N  14.229   5.295   8.985  -0.431   0.691   0.207  C4    4KR   8  
4KR  O4    O4    O  0  1  N  N  N  13.233   7.420   8.739   1.107   2.551  -0.179  O4    4KR   9  
4KR  N5    N5    N  0  1  N  N  N  13.765   4.264   9.806  -1.759   0.246   0.328  N5    4KR  10  
4KR  O5    O5    O  0  1  N  N  N  12.330   5.716   7.652  -1.057   2.937   0.136  O5    4KR  11  
4KR  C6    C6    C  0  1  N  N  R  14.627   3.364  10.585  -2.215  -1.082   0.814  C6    4KR  12  
4KR  C7    C7    C  0  1  N  N  R  13.332   2.567  10.910  -3.515  -0.788   0.095  C7    4KR  13  
4KR  C8    C8    C  0  1  N  N  N  12.597   3.667  10.112  -2.997   0.623   0.048  C8    4KR  14  
4KR  O9    O9    O  0  1  N  N  N  11.453   3.924   9.849  -3.517   1.698  -0.165  O9    4KR  15  
4KR  C10   C10   C  0  1  N  N  N  13.193   6.226   8.431  -0.152   2.130   0.054  C10   4KR  16  
4KR  C13   C13   C  0  1  N  N  N  16.120   6.517   7.970   1.949   0.405   0.042  C13   4KR  17  
4KR  N14   N14   N  0  1  N  N  N  13.192   1.231  10.362  -3.629  -1.431  -1.221  N14   4KR  18  
4KR  H     H     H  0  1  N  N  N  18.483  10.161   9.508   4.836  -2.353   0.082  H     4KR  19  
4KR  HA    HA    H  0  1  N  N  N  17.485   9.242  10.684   5.677  -1.450  -1.201  HA    4KR  20  
4KR  HB    HB    H  0  1  N  N  N  19.008   8.531  10.051   6.073  -1.146   0.507  HB    4KR  21  
4KR  H2    H2    H  0  1  N  N  N  17.089   4.628   9.971   0.733  -1.889   1.462  H2    4KR  22  
4KR  H2A   H2A   H  0  1  N  N  N  17.227   4.136   8.249   1.247  -2.128  -0.219  H2A   4KR  23  
4KR  HO4   HO4   H  0  1  N  N  N  12.526   7.883   8.305   1.253   3.507  -0.199  HO4   4KR  24  
4KR  H6    H6    H  0  1  N  N  N  15.106   3.815  11.466  -2.284  -1.185   1.897  H6    4KR  25  
4KR  H7    H7    H  0  1  N  N  N  13.090   2.618  11.982  -4.403  -0.915   0.713  H7    4KR  26  
4KR  H13   H13   H  0  1  N  N  N  16.768   6.171   7.151   2.009   0.890  -0.932  H13   4KR  27  
4KR  H13A  H13A  H  0  0  N  N  N  15.327   7.161   7.563   2.145   1.138   0.825  H13A  4KR  28  
4KR  HN14  HN14  H  0  0  N  N  N  12.317   0.842  10.651  -4.510  -1.206  -1.658  HN14  4KR  29  
4KR  HN1A  HN1A  H  0  0  N  N  N  13.223   1.275   9.363  -2.854  -1.178  -1.816  HN1A  4KR  30  
#   #
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
4KR  C1   C     SING  N  N   1  
4KR  C    H     SING  N  N   2  
4KR  C    HA    SING  N  N   3  
4KR  C    HB    SING  N  N   4  
4KR  O2   C1    DOUB  N  N   5  
4KR  C1   O3    SING  N  N   6  
4KR  C2   S1    SING  N  N   7  
4KR  S1   C6    SING  N  N   8  
4KR  C3   C2    SING  N  N   9  
4KR  C2   H2    SING  N  N  10  
4KR  C2   H2A   SING  N  N  11  
4KR  C13  C3    SING  N  N  12  
4KR  C3   C4    DOUB  N  N  13  
4KR  C13  O3    SING  N  N  14  
4KR  C10  C4    SING  N  N  15  
4KR  C4   N5    SING  N  N  16  
4KR  C10  O4    SING  N  N  17  
4KR  O4   HO4   SING  N  N  18  
4KR  N5   C8    SING  N  N  19  
4KR  N5   C6    SING  N  N  20  
4KR  O5   C10   DOUB  N  N  21  
4KR  C6   C7    SING  N  N  22  
4KR  C6   H6    SING  N  N  23  
4KR  C8   C7    SING  N  N  24  
4KR  N14  C7    SING  N  N  25  
4KR  C7   H7    SING  N  N  26  
4KR  O9   C8    DOUB  N  N  27  
4KR  C13  H13   SING  N  N  28  
4KR  C13  H13A  SING  N  N  29  
4KR  N14  HN14  SING  N  N  30  
4KR  N14  HN1A  SING  N  N  31  
#   #
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
4KR  SMILES            ACDLabs               12.01  "O=C(O)C=1N2C(=O)C(N)C2SCC=1COC(=O)C"  
4KR  InChI             InChI                 1.03   "InChI=1S/C10H12N2O5S/c1-4(13)17-2-5-3-18-9-6(11)8(14)12(9)7(5)10(15)16/h6,9H,2-3,11H2,1H3,(H,15,16)/t6-,9-/m1/s1"  
4KR  InChIKey          InChI                 1.03   HSHGZXNAXBPPDL-HZGVNTEJSA-N  
4KR  SMILES_CANONICAL  CACTVS                3.370  "CC(=O)OCC1=C(N2[C@H](SC1)[C@H](N)C2=O)C(O)=O"  
4KR  SMILES            CACTVS                3.370  "CC(=O)OCC1=C(N2[CH](SC1)[CH](N)C2=O)C(O)=O"  
4KR  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "CC(=O)OCC1=C(N2[C@@H]([C@@H](C2=O)N)SC1)C(=O)O"  
4KR  SMILES            "OpenEye OEToolkits"  1.7.6  "CC(=O)OCC1=C(N2C(C(C2=O)N)SC1)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
4KR  "SYSTEMATIC NAME"  ACDLabs               12.01  "(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"  
4KR  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(6R,7R)-3-(acetyloxymethyl)-7-azanyl-8-oxidanylidene-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-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
4KR  "Create component"  2013-05-29  RCSB  
4KR  "Initial release"   2013-06-05  RCSB  
4KR  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     4KR
_pdbx_chem_comp_synonyms.name        "(6R,7R)-3-[(acetyloxy)methyl]-7-amino-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
