data_4KO
#

_chem_comp.id                                   4KO
_chem_comp.name                                 
;(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia
-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
;

_chem_comp.type                                 NON-POLYMER
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C15 H17 N7 O5 S3"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        Cefmetazole
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2013-05-13
_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                       471.534
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    4KO
_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       4KOS
_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
4KO  C1    C1    C  0  1  N  N  N   -9.325   8.932  10.488   7.005   0.660   0.884  C1    4KO   1  
4KO  N1    N1    N  0  1  Y  N  N  -10.018   9.125   9.224   6.286  -0.498   0.347  N1    4KO   2  
4KO  O1    O1    O  0  1  N  N  N  -17.277   4.103   9.485  -1.970   2.482  -2.177  O1    4KO   3  
4KO  S1    S1    S  0  1  N  N  N  -10.921   6.643   8.988   3.714   0.523   0.684  S1    4KO   4  
4KO  C2    C2    C  0  1  Y  N  N  -10.690   8.239   8.563   4.946  -0.649   0.224  C2    4KO   5  
4KO  N2    N2    N  0  1  Y  N  N  -11.156   8.889   7.486   4.738  -1.836  -0.304  N2    4KO   6  
4KO  O2    O2    O  0  1  N  N  N  -14.348  -0.227  10.054  -2.082  -0.144  -0.323  O2    4KO   7  
4KO  S2    S2    S  0  1  N  N  N  -14.338  -0.976   6.874  -3.351  -2.626  -0.096  S2    4KO   8  
4KO  C3    C3    C  0  1  N  N  N  -12.207   6.176   7.779   2.222  -0.391   0.222  C3    4KO   9  
4KO  N3    N3    N  0  1  Y  N  N  -10.673  10.143   7.541   5.853  -2.435  -0.520  N3    4KO  10  
4KO  O3    O3    O  0  1  N  N  N  -15.908   1.931  11.494  -3.218   3.724   0.365  O3    4KO  11  
4KO  S3    S3    S  0  1  N  N  N  -12.866   2.345   9.040  -1.156   0.947   2.160  S3    4KO  12  
4KO  C4    C4    C  0  1  N  N  N  -12.940   5.103   8.489   1.006   0.442   0.534  C4    4KO  13  
4KO  N4    N4    N  0  1  Y  N  N   -9.986  10.332   8.631   6.840  -1.688  -0.158  N4    4KO  14  
4KO  O4    O4    O  0  1  N  N  N  -15.031   7.373   8.420   0.694  -0.121  -2.629  O4    4KO  15  
4KO  C5    C5    C  0  1  N  N  N  -14.269   5.166   8.676   0.436   1.046  -0.497  C5    4KO  16  
4KO  N5    N5    N  0  1  N  N  N  -14.909   4.121   9.370  -0.731   1.809  -0.318  N5    4KO  17  
4KO  O5    O5    O  0  1  N  N  N  -16.081   5.825   7.316   1.820   1.752  -2.236  O5    4KO  18  
4KO  C6    C6    C  0  1  N  N  R  -14.183   3.017  10.051  -1.276   2.321   0.965  C6    4KO  19  
4KO  N6    N6    N  0  1  N  N  N  -15.845   1.232   9.196  -3.523   1.331   0.498  N6    4KO  20  
4KO  C7    C7    C  0  1  N  N  S  -15.555   2.283  10.151  -2.601   2.440   0.242  C7    4KO  21  
4KO  N7    N7    N  0  1  N  N  N  -17.100  -0.937   4.472  -3.771  -6.230  -0.387  N7    4KO  22  
4KO  C8    C8    C  0  1  N  N  N  -16.151   3.642   9.669  -1.769   2.273  -1.000  C8    4KO  23  
4KO  C9    C9    C  0  1  N  N  N  -15.241   0.039   9.240  -3.166   0.071   0.177  C9    4KO  24  
4KO  C10   C10   C  0  1  N  N  N  -15.615  -0.926   8.146  -4.114  -1.070   0.440  C10   4KO  25  
4KO  C11   C11   C  0  1  N  N  N  -15.042  -2.073   5.555  -4.622  -3.860   0.295  C11   4KO  26  
4KO  C12   C12   C  0  1  N  N  N  -16.202  -1.470   4.937  -4.142  -5.198  -0.090  C12   4KO  27  
4KO  C13   C13   C  0  1  N  N  N  -17.320   1.601  11.690  -4.519   3.801  -0.221  C13   4KO  28  
4KO  C14   C14   C  0  1  N  N  N  -12.052   3.940   8.887   0.591   0.483   1.969  C14   4KO  29  
4KO  C15   C15   C  0  1  N  N  N  -15.190   6.209   8.115   1.029   0.919  -1.840  C15   4KO  30  
4KO  H1    H1    H  0  1  N  N  N   -8.843   9.874  10.790   7.144   0.535   1.958  H1    4KO  31  
4KO  H1A   H1A   H  0  1  N  N  N  -10.047   8.626  11.259   7.978   0.740   0.399  H1A   4KO  32  
4KO  H1B   H1B   H  0  1  N  N  N   -8.560   8.150  10.371   6.429   1.565   0.694  H1B   4KO  33  
4KO  H3    H3    H  0  1  N  N  N  -12.867   7.026   7.553   2.247  -0.611  -0.846  H3    4KO  34  
4KO  H3A   H3A   H  0  1  N  N  N  -11.759   5.802   6.847   2.178  -1.324   0.784  H3A   4KO  35  
4KO  HO4   HO4   H  0  1  N  N  N  -15.671   7.910   7.967   1.109  -0.162  -3.502  HO4   4KO  36  
4KO  H6    H6    H  0  1  N  N  N  -13.782   3.295  11.037  -0.841   3.256   1.317  H6    4KO  37  
4KO  HN6   HN6   H  0  1  N  N  N  -16.520   1.405   8.479  -4.390   1.503   0.898  HN6   4KO  38  
4KO  H10   H10   H  0  1  N  N  N  -16.564  -0.606   7.692  -5.039  -0.910  -0.114  H10   4KO  39  
4KO  H10A  H10A  H  0  0  N  N  N  -15.735  -1.931   8.577  -4.334  -1.122   1.506  H10A  4KO  40  
4KO  H11   H11   H  0  1  N  N  N  -14.275  -2.247   4.786  -4.829  -3.842   1.365  H11   4KO  41  
4KO  H11A  H11A  H  0  0  N  N  N  -15.334  -3.033   6.005  -5.534  -3.629  -0.256  H11A  4KO  42  
4KO  H13   H13   H  0  1  N  N  N  -17.494   1.345  12.746  -4.919   4.806  -0.086  H13   4KO  43  
4KO  H13A  H13A  H  0  0  N  N  N  -17.940   2.467  11.415  -4.452   3.578  -1.286  H13A  4KO  44  
4KO  H13B  H13B  H  0  0  N  N  N  -17.587   0.743  11.056  -5.179   3.080   0.261  H13B  4KO  45  
4KO  H14   H14   H  0  1  N  N  N  -11.597   4.181   9.859   1.211   1.209   2.496  H14   4KO  46  
4KO  H14A  H14A  H  0  0  N  N  N  -11.263   3.844   8.127   0.747  -0.501   2.411  H14A  4KO  47  
#   #
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
4KO  N1   C1    SING  N  N   1  
4KO  C1   H1    SING  N  N   2  
4KO  C1   H1A   SING  N  N   3  
4KO  C1   H1B   SING  N  N   4  
4KO  C2   N1    SING  Y  N   5  
4KO  N4   N1    SING  Y  N   6  
4KO  O1   C8    DOUB  N  N   7  
4KO  C3   S1    SING  N  N   8  
4KO  C2   S1    SING  N  N   9  
4KO  N2   C2    DOUB  Y  N  10  
4KO  N2   N3    SING  Y  N  11  
4KO  C9   O2    DOUB  N  N  12  
4KO  C11  S2    SING  N  N  13  
4KO  S2   C10   SING  N  N  14  
4KO  C3   C4    SING  N  N  15  
4KO  C3   H3    SING  N  N  16  
4KO  C3   H3A   SING  N  N  17  
4KO  N3   N4    DOUB  Y  N  18  
4KO  C7   O3    SING  N  N  19  
4KO  O3   C13   SING  N  N  20  
4KO  C14  S3    SING  N  N  21  
4KO  S3   C6    SING  N  N  22  
4KO  C4   C5    DOUB  N  N  23  
4KO  C4   C14   SING  N  N  24  
4KO  C15  O4    SING  N  N  25  
4KO  O4   HO4   SING  N  N  26  
4KO  C15  C5    SING  N  N  27  
4KO  C5   N5    SING  N  N  28  
4KO  N5   C8    SING  N  N  29  
4KO  N5   C6    SING  N  N  30  
4KO  O5   C15   DOUB  N  N  31  
4KO  C6   C7    SING  N  N  32  
4KO  C6   H6    SING  N  N  33  
4KO  N6   C9    SING  N  N  34  
4KO  N6   C7    SING  N  N  35  
4KO  N6   HN6   SING  N  N  36  
4KO  C8   C7    SING  N  N  37  
4KO  N7   C12   TRIP  N  N  38  
4KO  C10  C9    SING  N  N  39  
4KO  C10  H10   SING  N  N  40  
4KO  C10  H10A  SING  N  N  41  
4KO  C12  C11   SING  N  N  42  
4KO  C11  H11   SING  N  N  43  
4KO  C11  H11A  SING  N  N  44  
4KO  C13  H13   SING  N  N  45  
4KO  C13  H13A  SING  N  N  46  
4KO  C13  H13B  SING  N  N  47  
4KO  C14  H14   SING  N  N  48  
4KO  C14  H14A  SING  N  N  49  
#   #
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
4KO  SMILES            ACDLabs               12.01  "N#CCSCC(=O)NC3(OC)C(=O)N2C(=C(CSc1nnnn1C)CSC23)C(=O)O"  
4KO  InChI             InChI                 1.03   "InChI=1S/C15H17N7O5S3/c1-21-14(18-19-20-21)30-6-8-5-29-13-15(27-2,17-9(23)7-28-4-3-16)12(26)22(13)10(8)11(24)25/h13H,4-7H2,1-2H3,(H,17,23)(H,24,25)/t13-,15+/m1/s1"  
4KO  InChIKey          InChI                 1.03   SNBUBQHDYVFSQF-HIFRSBDPSA-N  
4KO  SMILES_CANONICAL  CACTVS                3.370  "CO[C@]1(NC(=O)CSCC#N)[C@H]2SCC(=C(N2C1=O)C(O)=O)CSc3nnnn3C"  
4KO  SMILES            CACTVS                3.370  "CO[C]1(NC(=O)CSCC#N)[CH]2SCC(=C(N2C1=O)C(O)=O)CSc3nnnn3C"  
4KO  SMILES_CANONICAL  "OpenEye OEToolkits"  1.7.6  "Cn1c(nnn1)SCC2=C(N3[C@@H]([C@@](C3=O)(NC(=O)CSCC#N)OC)SC2)C(=O)O"  
4KO  SMILES            "OpenEye OEToolkits"  1.7.6  "Cn1c(nnn1)SCC2=C(N3C(C(C3=O)(NC(=O)CSCC#N)OC)SC2)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
4KO  "SYSTEMATIC NAME"  ACDLabs               12.01  "(6R,7S)-7-({[(cyanomethyl)sulfanyl]acetyl}amino)-7-methoxy-3-{[(1-methyl-1H-tetrazol-5-yl)sulfanyl]methyl}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"  
4KO  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.7.6  "(6R,7S)-7-[2-(cyanomethylsulfanyl)ethanoylamino]-7-methoxy-3-[(1-methyl-1,2,3,4-tetrazol-5-yl)sulfanylmethyl]-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
4KO  "Create component"  2013-05-13  RCSB  
4KO  "Initial release"   2013-06-05  RCSB  
4KO  "Modify synonyms"   2020-06-05  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     4KO
_pdbx_chem_comp_synonyms.name        Cefmetazole
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
