data_X1E
#

_chem_comp.id                                   X1E
_chem_comp.name                                 "(2S,5R,6R)-6-AMINO-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID"
_chem_comp.type                                 non-polymer
_chem_comp.pdbx_type                            HETAIN
_chem_comp.formula                              "C8 H12 N2 O3 S"
_chem_comp.mon_nstd_parent_comp_id              ?
_chem_comp.pdbx_synonyms                        "6-AMINOPENICILLANIC ACID"
_chem_comp.pdbx_formal_charge                   0
_chem_comp.pdbx_initial_date                    2009-12-23
_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                       216.257
_chem_comp.one_letter_code                      ?
_chem_comp.three_letter_code                    X1E
_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       2X1E
_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
X1E  O13   O13   O  0  1  N  N  N  -43.029  25.470  -2.627   2.773   1.193  -0.992  O13   X1E   1  
X1E  C11   C11   C  0  1  N  N  N  -42.359  24.516  -3.088   1.815   1.094  -0.057  C11   X1E   2  
X1E  O12   O12   O  0  1  N  N  N  -42.881  23.639  -3.809   1.935   1.679   0.994  O12   X1E   3  
X1E  C3    C3    C  0  1  N  N  S  -40.881  24.415  -2.787   0.591   0.255  -0.316  C3    X1E   4  
X1E  C2    C2    C  0  1  N  N  N  -40.042  25.376  -3.634   0.931  -1.241  -0.072  C2    X1E   5  
X1E  C10   C10   C  0  1  N  N  N  -40.665  25.784  -4.969   1.797  -1.418   1.176  C10   X1E   6  
X1E  C9    C9    C  0  1  N  N  N  -38.684  24.752  -3.899   1.595  -1.868  -1.299  C9    X1E   7  
X1E  N4    N4    N  0  1  N  N  N  -40.498  24.909  -1.474  -0.488   0.675   0.584  N4    X1E   8  
X1E  C7    C7    C  0  1  N  N  N  -39.787  24.475  -0.463  -1.488   1.421   0.081  C7    X1E   9  
X1E  O8    O8    O  0  1  N  N  N  -39.350  23.399  -0.086  -1.550   2.561  -0.329  O8    X1E  10  
X1E  C6    C6    C  0  1  N  N  R  -39.644  25.869   0.059  -2.498   0.320   0.214  C6    X1E  11  
X1E  N14   N14   N  0  1  N  N  N  -38.295  26.382  -0.064  -2.846  -0.329  -1.057  N14   X1E  12  
X1E  C5    C5    C  0  1  N  N  R  -40.565  26.297  -1.102  -1.404  -0.391   0.993  C5    X1E  13  
X1E  S1    S1    S  0  1  N  N  N  -39.852  26.821  -2.626  -0.766  -1.911   0.189  S1    X1E  14  
X1E  H13   H13   H  0  1  N  N  N  -43.931  25.392  -2.915   3.539   1.743  -0.780  H13   X1E  15  
X1E  H3    H3    H  0  1  N  N  N  -40.708  23.340  -2.944   0.273   0.389  -1.350  H3    X1E  16  
X1E  H101  H101  H  0  0  N  N  N  -41.754  25.882  -4.851   1.263  -1.037   2.047  H101  X1E  17  
X1E  H102  H102  H  0  0  N  N  N  -40.243  26.747  -5.291   2.017  -2.476   1.319  H102  X1E  18  
X1E  H103  H103  H  0  0  N  N  N  -40.446  25.016  -5.725   2.730  -0.867   1.053  H103  X1E  19  
X1E  H91C  H91C  H  0  0  N  N  N  -38.554  24.601  -4.981   2.519  -1.336  -1.524  H91C  X1E  20  
X1E  H92C  H92C  H  0  0  N  N  N  -37.894  25.420  -3.525   1.820  -2.915  -1.095  H92C  X1E  21  
X1E  H93C  H93C  H  0  0  N  N  N  -38.619  23.782  -3.383   0.920  -1.801  -2.152  H93C  X1E  22  
X1E  H5    H5    H  0  1  N  N  N  -41.355  27.009  -0.823  -1.579  -0.480   2.065  H5    X1E  23  
X1E  H6    H6    H  0  1  N  N  N  -39.854  26.134   1.106  -3.370   0.587   0.811  H6    X1E  24  
X1E  H141  H141  H  0  0  N  N  N  -38.070  26.500  -1.031  -3.507   0.227  -1.579  H141  X1E  25  
X1E  H142  H142  H  0  0  N  N  N  -38.230  27.264   0.403  -2.020  -0.517  -1.605  H142  X1E  26  
#   #
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
X1E  O13  C11   SING  N  N   1  
X1E  C11  O12   DOUB  N  N   2  
X1E  C11  C3    SING  N  N   3  
X1E  C3   C2    SING  N  N   4  
X1E  C3   N4    SING  N  N   5  
X1E  C2   C10   SING  N  N   6  
X1E  C2   C9    SING  N  N   7  
X1E  C2   S1    SING  N  N   8  
X1E  N4   C7    SING  N  N   9  
X1E  N4   C5    SING  N  N  10  
X1E  C7   O8    DOUB  N  N  11  
X1E  C7   C6    SING  N  N  12  
X1E  C6   N14   SING  N  N  13  
X1E  C6   C5    SING  N  N  14  
X1E  C5   S1    SING  N  N  15  
X1E  O13  H13   SING  N  N  16  
X1E  C3   H3    SING  N  N  17  
X1E  C10  H101  SING  N  N  18  
X1E  C10  H102  SING  N  N  19  
X1E  C10  H103  SING  N  N  20  
X1E  C9   H91C  SING  N  N  21  
X1E  C9   H92C  SING  N  N  22  
X1E  C9   H93C  SING  N  N  23  
X1E  C5   H5    SING  N  N  24  
X1E  C6   H6    SING  N  N  25  
X1E  N14  H141  SING  N  N  26  
X1E  N14  H142  SING  N  N  27  
#   #
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
X1E  SMILES            ACDLabs               10.04  "O=C(O)C1N2C(=O)C(N)C2SC1(C)C"  
X1E  SMILES_CANONICAL  CACTVS                3.352  "CC1(C)S[C@@H]2[C@H](N)C(=O)N2[C@H]1C(O)=O"  
X1E  SMILES            CACTVS                3.352  "CC1(C)S[CH]2[CH](N)C(=O)N2[CH]1C(O)=O"  
X1E  SMILES_CANONICAL  "OpenEye OEToolkits"  1.6.1  "CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)N)C(=O)O)C"  
X1E  SMILES            "OpenEye OEToolkits"  1.6.1  "CC1(C(N2C(S1)C(C2=O)N)C(=O)O)C"  
X1E  InChI             InChI                 1.03   "InChI=1S/C8H12N2O3S/c1-8(2)4(7(12)13)10-5(11)3(9)6(10)14-8/h3-4,6H,9H2,1-2H3,(H,12,13)/t3-,4+,6-/m1/s1"  
X1E  InChIKey          InChI                 1.03   NGHVIOIJCVXTGV-ALEPSDHESA-N  
#   #
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
X1E  "SYSTEMATIC NAME"  ACDLabs               10.04  "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid"  
X1E  "SYSTEMATIC NAME"  "OpenEye OEToolkits"  1.6.1  "(2S,5R,6R)-6-amino-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-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
X1E  "Create component"   2009-12-23  EBI   
X1E  "Modify descriptor"  2011-06-04  RCSB  
X1E  "Modify synonyms"    2021-03-01  PDBE  
#
_pdbx_chem_comp_synonyms.ordinal     1
_pdbx_chem_comp_synonyms.comp_id     X1E
_pdbx_chem_comp_synonyms.name        "6-AMINOPENICILLANIC ACID"
_pdbx_chem_comp_synonyms.provenance  ?
_pdbx_chem_comp_synonyms.type        ?
##
