data_J01
# 
_chem_comp.id                                    J01 
_chem_comp.name                                  "(2R,3Z,5R)-3-(2-HYDROXYETHYLIDENE)-7-OXO-4-OXA-1-AZABICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H9 N O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "CLAVULANIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-11-29 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        199.161 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     J01 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
J01 O2   O2   O 0 1 N N N 29.638 -21.642 20.654 4.193  3.714  -1.975 O2   J01 1  
J01 C5   C5   C 0 1 N N N 30.127 -20.625 21.115 3.433  3.701  -1.034 C5   J01 2  
J01 C4   C4   C 0 1 N N N 31.429 -19.951 20.841 2.173  4.483  -0.620 C4   J01 3  
J01 C3   C3   C 0 1 N N R 30.836 -18.898 21.783 2.020  3.421  0.483  C3   J01 4  
J01 N1   N1   N 0 1 N N N 29.628 -19.709 22.057 3.297  2.860  0.034  N1   J01 5  
J01 O1   O1   O 0 1 N N N 30.466 -17.710 21.079 0.993  2.407  0.357  O1   J01 6  
J01 C1   C1   C 0 1 N N N 29.023 -17.745 20.981 1.714  1.230  0.080  C1   J01 7  
J01 C2   C2   C 0 1 N N R 28.441 -18.963 21.605 3.206  1.427  -0.059 C2   J01 8  
J01 C8   C8   C 0 1 N N N 27.556 -18.590 22.751 3.916  0.850  1.122  C8   J01 9  
J01 O5   O5   O 0 1 N N N 26.376 -18.251 22.482 3.659  1.106  2.289  O5   J01 10 
J01 O4   O4   O 0 1 N N N 28.042 -18.629 23.910 4.893  -0.001 0.724  O4   J01 11 
J01 C6   C6   C 0 1 N N N 28.245 -16.814 20.410 1.079  0.066  -0.092 C6   J01 12 
J01 C7   C7   C 0 1 N N N 28.733 -15.566 19.734 -0.397 -0.107 0.050  C7   J01 13 
J01 O3   O3   O 0 1 N N N 30.100 -15.275 19.988 -0.923 -0.574 -1.184 O3   J01 14 
J01 H4C1 1H4C H 0 0 N N N 31.802 -19.722 19.815 2.374  5.498  -0.270 H4C1 J01 15 
J01 H4C2 2H4C H 0 0 N N N 32.421 -20.435 21.002 1.387  4.490  -1.380 H4C2 J01 16 
J01 H3   H3   H 0 1 N N N 31.465 -18.528 22.626 2.073  3.815  1.504  H3   J01 17 
J01 H2   H2   H 0 1 N N N 27.800 -19.558 20.913 3.604  1.057  -1.007 H2   J01 18 
J01 H6   H6   H 0 1 N N N 27.178 -17.081 20.498 1.664  -0.815 -0.343 H6   J01 19 
J01 H4   H4   H 0 1 N N N 27.480 -18.392 24.638 5.373  -0.389 1.486  H4   J01 20 
J01 H7C1 1H7C H 0 0 N N N 28.089 -14.696 20.003 -0.900 0.829  0.312  H7C1 J01 21 
J01 H7C2 2H7C H 0 0 N N N 28.538 -15.611 18.637 -0.610 -0.851 0.824  H7C2 J01 22 
J01 HA   HA   H 0 1 N N N 30.409 -14.485 19.560 -0.183 -0.968 -1.674 HA   J01 23 
# 
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 
J01 O2 C5   DOUB N N 1  
J01 C5 C4   SING N N 2  
J01 C5 N1   SING N N 3  
J01 C4 C3   SING N N 4  
J01 C4 H4C1 SING N N 5  
J01 C4 H4C2 SING N N 6  
J01 C3 N1   SING N N 7  
J01 C3 O1   SING N N 8  
J01 C3 H3   SING N N 9  
J01 N1 C2   SING N N 10 
J01 O1 C1   SING N N 11 
J01 C1 C2   SING N N 12 
J01 C1 C6   DOUB N Z 13 
J01 C2 C8   SING N N 14 
J01 C2 H2   SING N N 15 
J01 C8 O5   DOUB N N 16 
J01 C8 O4   SING N N 17 
J01 O4 H4   SING N N 18 
J01 C6 C7   SING N N 19 
J01 C6 H6   SING N N 20 
J01 C7 O3   SING N N 21 
J01 C7 H7C1 SING N N 22 
J01 C7 H7C2 SING N N 23 
J01 O3 HA   SING N N 24 
# 
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 
J01 SMILES           ACDLabs              10.04 O=C2N1C(C(/OC1C2)=C/CO)C(=O)O                                                                              
J01 InChI            InChI                1.02b InChI=1/C8H9NO5/c10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4/h1,6-7,10H,2-3H2,(H,12,13)/b4-1-/t6-,7-/m1/s1/f/h12H 
J01 InChIKey         InChI                1.02b HZZVJAQRINQKSD-UFPVBIFCDT                                                                                  
J01 SMILES_CANONICAL CACTVS               3.341 OC\C=C1/O[C@@H]2CC(=O)N2[C@H]1C(O)=O                                                                       
J01 SMILES           CACTVS               3.341 OCC=C1O[CH]2CC(=O)N2[CH]1C(O)=O                                                                            
J01 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)O                                                                  
J01 SMILES           "OpenEye OEToolkits" 1.5.0 C1C2N(C1=O)C(C(=CCO)O2)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 
J01 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" 
J01 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylic acid" 
# 
