data_LOR
# 
_chem_comp.id                                    LOR 
_chem_comp.name                                  LORACABEF 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H16 Cl N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "7-(2-AMINO-2-PHENYL-ACETYLAMINO)-3-CHLORO-8-OXO-1-AZA-BICYCLO[4.2.0]OCT-2-ENE-2-CARBOXYLIC ACID" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        349.769 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LOR 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1FCN 
_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 
LOR C1   C1   C  0 1 N N N 77.984 4.291 29.258 1.716  -0.476 -1.224 C1   LOR 1  
LOR O1   O1   O  0 1 N N N 78.693 3.580 28.537 2.828  -0.050 -1.454 O1   LOR 2  
LOR C2   C2   C  0 1 N N S 78.605 5.433 30.028 1.020  -1.030 0.007  C2   LOR 3  
LOR C3   C3   C  0 1 N N R 79.130 6.454 29.014 -0.126 -1.424 -0.917 C3   LOR 4  
LOR N8   N8   N  0 1 N N N 80.121 5.831 28.101 0.593  -0.607 -1.946 N8   LOR 5  
LOR C7   C7   C  0 1 N N N 81.293 6.481 27.561 0.001  -0.132 -3.141 C7   LOR 6  
LOR C8   C8   C  0 1 N N N 82.224 5.727 26.728 0.803  0.322  -4.288 C8   LOR 7  
LOR O81  O81  O  0 1 N N N 81.674 4.996 25.861 2.016  0.310  -4.224 O81  LOR 8  
LOR O82  O82  O  0 1 N N N 83.755 5.857 26.945 0.191  0.751  -5.410 O82  LOR 9  
LOR C6   C6   C  0 1 N N N 81.468 7.984 27.921 -1.343 -0.141 -3.155 C6   LOR 10 
LOR CL   CL   CL 0 0 N N N 82.778 8.906 27.380 -2.142 0.444  -4.580 CL   LOR 11 
LOR C5   C5   C  0 1 N N N 80.259 8.679 28.894 -2.196 -0.621 -2.025 C5   LOR 12 
LOR C4   C4   C  0 1 N N N 79.611 7.656 29.781 -1.467 -0.713 -0.683 C4   LOR 13 
LOR N2   N2   N  0 1 N N N 79.708 4.874 30.882 0.658  -0.004 0.989  N2   LOR 14 
LOR C21  C21  C  0 1 N N N 79.922 5.280 32.161 1.294  0.045  2.176  C21  LOR 15 
LOR O21  O21  O  0 1 N N N 79.004 5.810 32.847 2.166  -0.757 2.432  O21  LOR 16 
LOR C22  C22  C  0 1 N N R 81.333 5.114 32.778 0.921  1.100  3.186  C22  LOR 17 
LOR N22  N22  N  0 1 N N N 81.338 5.546 34.097 2.098  1.437  3.999  N22  LOR 18 
LOR C23  C23  C  0 1 Y N N 82.341 5.886 31.972 -0.172 0.576  4.080  C23  LOR 19 
LOR C24  C24  C  0 1 Y N N 83.113 5.217 30.937 -1.390 1.228  4.136  C24  LOR 20 
LOR C25  C25  C  0 1 Y N N 84.039 5.941 30.178 -2.394 0.747  4.955  C25  LOR 21 
LOR C26  C26  C  0 1 Y N N 84.234 7.374 30.422 -2.180 -0.385 5.719  C26  LOR 22 
LOR C27  C27  C  0 1 Y N N 83.461 8.033 31.457 -0.963 -1.037 5.662  C27  LOR 23 
LOR C28  C28  C  0 1 Y N N 82.516 7.282 32.228 0.039  -0.559 4.839  C28  LOR 24 
LOR H2   H2   H  0 1 N N N 77.870 5.942 30.694 1.534  -1.881 0.454  H2   LOR 25 
LOR H3   H3   H  0 1 N N N 78.330 6.810 28.323 -0.211 -2.490 -1.127 H3   LOR 26 
LOR H82  H82  H  0 1 N N N 84.361 5.366 26.402 0.718  1.050  -6.164 H82  LOR 27 
LOR H51  1H5  H  0 1 N N N 80.654 9.538 29.483 -2.581 -1.609 -2.278 H51  LOR 28 
LOR H52  2H5  H  0 1 N N N 79.504 9.223 28.280 -3.041 0.058  -1.915 H52  LOR 29 
LOR H41  1H4  H  0 1 N N N 78.785 8.107 30.379 -2.068 -1.284 0.023  H41  LOR 30 
LOR H42  2H4  H  0 1 N N N 80.290 7.356 30.612 -1.290 0.288  -0.292 H42  LOR 31 
LOR HN2  HN2  H  0 1 N N N 80.365 4.160 30.567 -0.038 0.637  0.784  HN2  LOR 32 
LOR H22  H22  H  0 1 N N N 81.607 4.033 32.759 0.571  1.992  2.667  H22  LOR 33 
LOR H221 1H22 H  0 0 N N N 82.267 5.436 34.503 2.386  0.586  4.458  H221 LOR 34 
LOR H222 2H22 H  0 0 N N N 80.622 5.077 34.653 2.834  1.683  3.355  H222 LOR 35 
LOR H24  H24  H  0 1 N N N 82.994 4.141 30.723 -1.557 2.112  3.540  H24  LOR 36 
LOR H25  H25  H  0 1 N N N 84.603 5.393 29.404 -3.345 1.256  5.000  H25  LOR 37 
LOR H26  H26  H  0 1 N N N 84.960 7.954 29.828 -2.964 -0.760 6.360  H26  LOR 38 
LOR H27  H27  H  0 1 N N N 83.592 9.109 31.658 -0.795 -1.922 6.258  H27  LOR 39 
LOR H28  H28  H  0 1 N N N 81.924 7.777 33.016 0.990  -1.068 4.794  H28  LOR 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 
LOR C1  O1   DOUB N N 1  
LOR C1  C2   SING N N 2  
LOR C1  N8   SING N N 3  
LOR C2  C3   SING N N 4  
LOR C2  N2   SING N N 5  
LOR C2  H2   SING N N 6  
LOR C3  N8   SING N N 7  
LOR C3  C4   SING N N 8  
LOR C3  H3   SING N N 9  
LOR N8  C7   SING N N 10 
LOR C7  C8   SING N N 11 
LOR C7  C6   DOUB N N 12 
LOR C8  O81  DOUB N N 13 
LOR C8  O82  SING N N 14 
LOR O82 H82  SING N N 15 
LOR C6  CL   SING N N 16 
LOR C6  C5   SING N N 17 
LOR C5  C4   SING N N 18 
LOR C5  H51  SING N N 19 
LOR C5  H52  SING N N 20 
LOR C4  H41  SING N N 21 
LOR C4  H42  SING N N 22 
LOR N2  C21  SING N N 23 
LOR N2  HN2  SING N N 24 
LOR C21 O21  DOUB N N 25 
LOR C21 C22  SING N N 26 
LOR C22 N22  SING N N 27 
LOR C22 C23  SING N N 28 
LOR C22 H22  SING N N 29 
LOR N22 H221 SING N N 30 
LOR N22 H222 SING N N 31 
LOR C23 C24  DOUB Y N 32 
LOR C23 C28  SING Y N 33 
LOR C24 C25  SING Y N 34 
LOR C24 H24  SING N N 35 
LOR C25 C26  DOUB Y N 36 
LOR C25 H25  SING N N 37 
LOR C26 C27  SING Y N 38 
LOR C26 H26  SING N N 39 
LOR C27 C28  DOUB Y N 40 
LOR C27 H27  SING N N 41 
LOR C28 H28  SING N N 42 
# 
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 
LOR SMILES           ACDLabs              10.04 ClC3=C(C(=O)O)N2C(=O)C(NC(=O)C(c1ccccc1)N)C2CC3                                                                                                                  
LOR InChI            InChI                1.02b InChI=1/C16H16ClN3O4/c17-9-6-7-10-12(15(22)20(10)13(9)16(23)24)19-14(21)11(18)8-4-2-1-3-5-8/h1-5,10-12H,6-7,18H2,(H,19,21)(H,23,24)/t10-,11-,12+/m1/s1/f/h19,23H 
LOR InChIKey         InChI                1.02b JAPHQRWPEGVNBT-ZEWRBRHGDY                                                                                                                                        
LOR SMILES_CANONICAL CACTVS               3.341 N[C@@H](C(=O)N[C@H]1[C@H]2CCC(=C(N2C1=O)C(O)=O)Cl)c3ccccc3                                                                                                       
LOR SMILES           CACTVS               3.341 N[CH](C(=O)N[CH]1[CH]2CCC(=C(N2C1=O)C(O)=O)Cl)c3ccccc3                                                                                                           
LOR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)[C@H](C(=O)N[C@H]2[C@H]3CCC(=C(N3C2=O)C(=O)O)Cl)N                                                                                                      
LOR SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C(C(=O)NC2C3CCC(=C(N3C2=O)C(=O)O)Cl)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 
LOR "SYSTEMATIC NAME" ACDLabs              10.04 "(6R,7S)-7-{[(2R)-2-amino-2-phenylacetyl]amino}-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid"    
LOR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(6R,7S)-7-[[(2R)-2-amino-2-phenyl-ethanoyl]amino]-3-chloro-8-oxo-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid" 
# 
