data_PCN
# 
_chem_comp.id                                    PCN 
_chem_comp.name                                  "2-{1-[2-(2-AMINO-THIAZOL-4-YL)-2-METHOXYIMINO-ACETYLAMINO]-2-OXO-ETHYL}-5,5-DIMETHYL-THIAZOLIDINE-4-CARBOXYLIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N5 O5 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-05-07 
_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                        401.461 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     PCN 
_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        1LLB 
_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 
PCN O1   O1   O 0 1 N N N 78.478 3.149 29.034 0.171  -2.233 -2.181 O1   PCN 1  
PCN C1   C1   C 0 1 N N N 77.650 4.072 29.442 -0.600 -2.402 -1.267 C1   PCN 2  
PCN C2   C2   C 0 1 N N R 78.119 5.379 30.023 -0.395 -1.673 0.035  C2   PCN 3  
PCN C3   C3   C 0 1 N N R 77.956 6.471 28.981 -1.616 -0.799 0.329  C3   PCN 4  
PCN S4   S4   S 0 1 N N N 78.828 8.066 29.449 -1.987 0.337  -1.081 S4   PCN 5  
PCN C5   C5   C 0 1 N N N 79.785 8.137 27.844 -3.813 0.423  -0.835 C5   PCN 6  
PCN C51  C51  C 0 1 N N N 81.121 8.853 28.126 -4.554 0.252  -2.162 C51  PCN 7  
PCN C52  C52  C 0 1 N N N 78.950 8.868 26.824 -4.212 1.733  -0.153 C52  PCN 8  
PCN C6   C6   C 0 1 N N S 79.922 6.646 27.563 -4.063 -0.784 0.097  C6   PCN 9  
PCN C61  C61  C 0 1 N N N 80.470 6.316 26.149 -4.564 -0.269 1.422  C61  PCN 10 
PCN O62  O62  O 0 1 N N N 81.660 5.897 26.073 -3.834 -0.265 2.384  O62  PCN 11 
PCN O63  O63  O 0 1 N N N 79.664 6.496 25.205 -5.822 0.186  1.532  O63  PCN 12 
PCN N7   N7   N 0 1 N N N 78.565 6.083 27.697 -2.873 -1.605 0.335  N7   PCN 13 
PCN N8   N8   N 0 1 N N N 79.497 5.204 30.491 0.798  -0.828 -0.060 N8   PCN 14 
PCN C9   C9   C 0 1 N N N 79.989 5.929 31.620 2.015  -1.350 0.189  C9   PCN 15 
PCN O91  O91  O 0 1 N N N 79.192 6.627 32.303 2.135  -2.542 0.395  O91  PCN 16 
PCN C10  C10  C 0 1 N N N 81.407 5.742 31.866 3.208  -0.471 0.213  C10  PCN 17 
PCN N11  N11  N 0 1 N N N 82.468 5.825 30.953 4.398  -0.991 0.321  N11  PCN 18 
PCN O12  O12  O 0 1 N N N 82.100 6.210 29.558 4.546  -2.381 0.548  O12  PCN 19 
PCN C13  C13  C 0 1 N N N 83.286 6.586 28.837 5.949  -2.641 0.619  C13  PCN 20 
PCN C14  C14  C 0 1 Y N N 81.896 5.435 33.190 3.048  0.995  0.113  C14  PCN 21 
PCN C15  C15  C 0 1 Y N N 81.295 5.918 34.404 4.141  1.802  -0.064 C15  PCN 22 
PCN S16  S16  S 0 1 Y N N 82.055 5.366 35.763 3.363  3.411  -0.112 S16  PCN 23 
PCN C17  C17  C 0 1 Y N N 83.172 4.542 34.839 1.679  2.855  0.105  C17  PCN 24 
PCN N18  N18  N 0 1 Y N N 82.889 4.724 33.503 1.838  1.548  0.188  N18  PCN 25 
PCN N19  N19  N 0 1 N N N 84.239 3.766 35.314 0.513  3.600  0.165  N19  PCN 26 
PCN HC1  HC1  H 0 1 N N N 76.601 3.761 29.302 -1.436 -3.075 -1.384 HC1  PCN 27 
PCN HC2  HC2  H 0 1 N N N 77.510 5.693 30.903 -0.264 -2.397 0.840  HC2  PCN 28 
PCN HC3  HC3  H 0 1 N N N 76.853 6.620 28.909 -1.492 -0.248 1.261  HC3  PCN 29 
PCN H511 1H51 H 0 0 N N N 81.699 8.381 28.955 -5.625 0.172  -1.973 H511 PCN 30 
PCN H512 2H51 H 0 0 N N N 81.692 8.895 27.169 -4.362 1.115  -2.800 H512 PCN 31 
PCN H513 3H51 H 0 0 N N N 80.985 9.856 28.594 -4.205 -0.652 -2.660 H513 PCN 32 
PCN H521 1H52 H 0 0 N N N 78.628 9.876 27.176 -3.623 1.865  0.755  H521 PCN 33 
PCN H522 2H52 H 0 0 N N N 79.521 8.910 25.867 -4.026 2.567  -0.830 H522 PCN 34 
PCN H523 3H52 H 0 0 N N N 77.937 8.420 26.699 -5.271 1.702  0.103  H523 PCN 35 
PCN HC6  HC6  H 0 1 N N N 80.660 6.214 28.278 -4.836 -1.412 -0.346 HC6  PCN 36 
PCN H63O OH63 H 0 0 N N N 80.000 6.294 24.340 -6.144 0.517  2.382  H63O PCN 37 
PCN HN7  HN7  H 0 1 N N N 77.972 6.339 26.907 -2.967 -1.989 1.263  HN7  PCN 38 
PCN HN8  HN8  H 0 1 N N N 80.131 4.560 30.018 0.712  0.107  -0.303 HN8  PCN 39 
PCN H131 1H13 H 0 0 N N N 84.066 5.789 28.863 6.384  -2.067 1.438  H131 PCN 40 
PCN H132 2H13 H 0 0 N N N 83.011 6.874 27.795 6.114  -3.704 0.793  H132 PCN 41 
PCN H133 3H13 H 0 0 N N N 83.860 7.387 29.358 6.421  -2.349 -0.319 H133 PCN 42 
PCN H15  H15  H 0 1 N N N 80.420 6.583 34.311 5.184  1.538  -0.150 H15  PCN 43 
PCN H191 1H19 H 0 0 N N N 83.831 3.079 35.948 0.549  4.566  0.084  H191 PCN 44 
PCN H192 2H19 H 0 0 N N N 84.922 3.262 34.749 -0.341 3.156  0.288  H192 PCN 45 
# 
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 
PCN O1  C1   DOUB N N 1  
PCN C1  C2   SING N N 2  
PCN C1  HC1  SING N N 3  
PCN C2  C3   SING N N 4  
PCN C2  N8   SING N N 5  
PCN C2  HC2  SING N N 6  
PCN C3  S4   SING N N 7  
PCN C3  N7   SING N N 8  
PCN C3  HC3  SING N N 9  
PCN S4  C5   SING N N 10 
PCN C5  C51  SING N N 11 
PCN C5  C52  SING N N 12 
PCN C5  C6   SING N N 13 
PCN C51 H511 SING N N 14 
PCN C51 H512 SING N N 15 
PCN C51 H513 SING N N 16 
PCN C52 H521 SING N N 17 
PCN C52 H522 SING N N 18 
PCN C52 H523 SING N N 19 
PCN C6  C61  SING N N 20 
PCN C6  N7   SING N N 21 
PCN C6  HC6  SING N N 22 
PCN C61 O62  DOUB N N 23 
PCN C61 O63  SING N N 24 
PCN O63 H63O SING N N 25 
PCN N7  HN7  SING N N 26 
PCN N8  C9   SING N N 27 
PCN N8  HN8  SING N N 28 
PCN C9  O91  DOUB N N 29 
PCN C9  C10  SING N N 30 
PCN C10 N11  DOUB N Z 31 
PCN C10 C14  SING N N 32 
PCN N11 O12  SING N N 33 
PCN O12 C13  SING N N 34 
PCN C13 H131 SING N N 35 
PCN C13 H132 SING N N 36 
PCN C13 H133 SING N N 37 
PCN C14 C15  DOUB Y N 38 
PCN C14 N18  SING Y N 39 
PCN C15 S16  SING Y N 40 
PCN C15 H15  SING N N 41 
PCN S16 C17  SING Y N 42 
PCN C17 N18  DOUB Y N 43 
PCN C17 N19  SING N N 44 
PCN N19 H191 SING N N 45 
PCN N19 H192 SING N N 46 
# 
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 
PCN SMILES           ACDLabs              10.04 O=C(NC(C=O)C1SC(C(N1)C(=O)O)(C)C)/C(=N\OC)c2nc(sc2)N                                                                                                                                    
PCN InChI            InChI                1.02b InChI=1/C14H19N5O5S2/c1-14(2)9(12(22)23)18-11(26-14)6(4-20)16-10(21)8(19-24-3)7-5-25-13(15)17-7/h4-6,9,11,18H,1-3H3,(H2,15,17)(H,16,21)(H,22,23)/b19-8-/t6-,9+,11-/m1/s1/f/h16,22H,15H2 
PCN InChIKey         InChI                1.02b YVNKGXXVZIQNIV-WKRQXAIYDS                                                                                                                                                               
PCN SMILES_CANONICAL CACTVS               3.341 CO\N=C(/C(=O)N[C@H](C=O)[C@@H]1N[C@@H](C(O)=O)C(C)(C)S1)c2csc(N)n2                                                                                                                      
PCN SMILES           CACTVS               3.341 CON=C(C(=O)N[CH](C=O)[CH]1N[CH](C(O)=O)C(C)(C)S1)c2csc(N)n2                                                                                                                             
PCN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC1([C@@H](N[C@H](S1)[C@@H](C=O)NC(=O)/C(=N\OC)/c2csc(n2)N)C(=O)O)C                                                                                                                     
PCN SMILES           "OpenEye OEToolkits" 1.5.0 CC1(C(NC(S1)C(C=O)NC(=O)C(=NOC)c2csc(n2)N)C(=O)O)C                                                                                                                                      
# 
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 
PCN "SYSTEMATIC NAME" ACDLabs              10.04 "(2R,4S)-2-[(1R)-1-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetyl]amino}-2-oxoethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid"   
PCN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R,4S)-2-[(1R)-1-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyimino-ethanoyl]amino]-2-oxo-ethyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxylic acid" 
# 
