data_1PN
# 
_chem_comp.id                                    1PN 
_chem_comp.name                                  (5S,6S)-6-[(R)ACETOXYETH-2-YL]-PENEM-3-CARBOXYLATEPROPANE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C13 H17 N O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-12-02 
_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                        299.343 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     1PN 
_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        1B12 
_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 
1PN S1   S1   S 0 1 N N N 88.908 46.090 37.693 1.064  1.272  -1.207 S1   1PN 1  
1PN C2   C2   C 0 1 N N N 88.829 47.075 39.193 1.255  0.702  0.472  C2   1PN 2  
1PN C3   C3   C 0 1 N N N 88.003 48.134 39.091 -0.001 0.733  0.970  C3   1PN 3  
1PN C5   C5   C 0 1 N N S 87.639 47.148 36.851 -0.741 1.579  -1.180 C5   1PN 4  
1PN C7   C7   C 0 1 N N N 85.519 46.642 38.050 -1.934 0.120  -0.280 C7   1PN 5  
1PN O8   O8   O 0 1 N N N 85.861 45.873 38.962 -2.683 -0.667 0.258  O8   1PN 6  
1PN C6   C6   C 0 1 N N S 86.220 46.583 36.693 -1.574 0.412  -1.721 C6   1PN 7  
1PN N4   N4   N 0 1 N N N 87.374 48.253 37.805 -1.085 1.105  0.184  N4   1PN 8  
1PN C9   C9   C 0 1 N N N 87.741 49.110 40.182 -0.218 0.373  2.321  C9   1PN 9  
1PN O10  O10  O 0 1 N N N 87.011 50.068 40.157 -1.343 0.395  2.784  O10  1PN 10 
1PN O11  O11  O 0 1 N N N 88.484 48.734 41.209 0.823  0.004  3.097  O11  1PN 11 
1PN C12  C12  C 0 1 N N N 89.516 49.677 41.716 0.290  -0.295 4.389  C12  1PN 12 
1PN C13  C13  C 0 1 N N N 90.424 49.150 42.769 1.424  -0.722 5.322  C13  1PN 13 
1PN C14  C14  C 0 1 N N N 91.483 48.587 42.637 0.853  -1.043 6.705  C14  1PN 14 
1PN C15  C15  C 0 1 N N R 86.324 45.190 36.256 -0.738 -0.685 -2.382 C15  1PN 15 
1PN C16  C16  C 0 1 N N N 85.003 44.695 35.768 -1.661 -1.796 -2.886 C16  1PN 16 
1PN O17  O17  O 0 1 N N N 87.422 45.065 35.281 -0.001 -0.124 -3.501 O17  1PN 17 
1PN C18  C18  C 0 1 N N N 87.841 43.840 34.817 1.185  -0.644 -3.851 C18  1PN 18 
1PN O19  O19  O 0 1 N N N 88.647 43.698 33.908 1.641  -1.578 -3.235 O19  1PN 19 
1PN C20  C20  C 0 1 N N N 87.259 42.673 35.552 1.950  -0.062 -5.012 C20  1PN 20 
1PN H2   H2   H 0 1 N N N 89.294 47.028 40.191 2.163  0.403  0.975  H2   1PN 21 
1PN H5   H5   H 0 1 N N N 88.064 47.345 35.839 -1.055 2.582  -1.468 H5   1PN 22 
1PN H6   H6   H 0 1 N N N 85.640 47.172 35.944 -2.422 0.725  -2.330 H6   1PN 23 
1PN H121 1H12 H 0 0 N N N 90.116 50.073 40.864 -0.434 -1.104 4.304  H121 1PN 24 
1PN H122 2H12 H 0 0 N N N 89.028 50.614 42.072 -0.199 0.590  4.794  H122 1PN 25 
1PN H131 1H13 H 0 0 N N N 90.626 50.011 43.447 2.149  0.086  5.407  H131 1PN 26 
1PN H132 2H13 H 0 0 N N N 89.797 48.466 43.388 1.914  -1.608 4.917  H132 1PN 27 
1PN H141 1H14 H 0 0 N N N 92.163 48.191 43.426 1.662  -1.347 7.370  H141 1PN 28 
1PN H142 2H14 H 0 0 N N N 91.280 47.725 41.958 0.364  -0.157 7.110  H142 1PN 29 
1PN H143 3H14 H 0 0 N N N 92.109 49.270 42.017 0.128  -1.852 6.620  H143 1PN 30 
1PN H15  H15  H 0 1 N N N 86.585 44.525 37.112 -0.037 -1.096 -1.656 H15  1PN 31 
1PN H161 1H16 H 0 0 N N N 85.082 43.633 35.435 -2.362 -1.385 -3.612 H161 1PN 32 
1PN H162 2H16 H 0 0 N N N 84.201 44.831 36.531 -1.066 -2.578 -3.357 H162 1PN 33 
1PN H163 3H16 H 0 0 N N N 84.584 45.350 34.968 -2.214 -2.217 -2.046 H163 1PN 34 
1PN H201 1H20 H 0 0 N N N 87.598 41.679 35.175 2.882  -0.611 -5.145 H201 1PN 35 
1PN H202 2H20 H 0 0 N N N 87.455 42.763 36.645 1.350  -0.142 -5.919 H202 1PN 36 
1PN H203 3H20 H 0 0 N N N 86.145 42.729 35.553 2.170  0.986  -4.813 H203 1PN 37 
# 
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 
1PN S1  C2   SING N N 1  
1PN S1  C5   SING N N 2  
1PN C2  C3   DOUB N N 3  
1PN C2  H2   SING N N 4  
1PN C3  N4   SING N N 5  
1PN C3  C9   SING N N 6  
1PN C5  C6   SING N N 7  
1PN C5  N4   SING N N 8  
1PN C5  H5   SING N N 9  
1PN C7  O8   DOUB N N 10 
1PN C7  C6   SING N N 11 
1PN C7  N4   SING N N 12 
1PN C6  C15  SING N N 13 
1PN C6  H6   SING N N 14 
1PN C9  O10  DOUB N N 15 
1PN C9  O11  SING N N 16 
1PN O11 C12  SING N N 17 
1PN C12 C13  SING N N 18 
1PN C12 H121 SING N N 19 
1PN C12 H122 SING N N 20 
1PN C13 C14  SING N N 21 
1PN C13 H131 SING N N 22 
1PN C13 H132 SING N N 23 
1PN C14 H141 SING N N 24 
1PN C14 H142 SING N N 25 
1PN C14 H143 SING N N 26 
1PN C15 C16  SING N N 27 
1PN C15 O17  SING N N 28 
1PN C15 H15  SING N N 29 
1PN C16 H161 SING N N 30 
1PN C16 H162 SING N N 31 
1PN C16 H163 SING N N 32 
1PN O17 C18  SING N N 33 
1PN C18 O19  DOUB N N 34 
1PN C18 C20  SING N N 35 
1PN C20 H201 SING N N 36 
1PN C20 H202 SING N N 37 
1PN C20 H203 SING N N 38 
# 
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 
1PN SMILES           ACDLabs              10.04 O=C2N1C(=CSC1C2C(OC(=O)C)C)C(=O)OCCC                                                                                  
1PN InChI            InChI                1.02b InChI=1/C13H17NO5S/c1-4-5-18-13(17)9-6-20-12-10(11(16)14(9)12)7(2)19-8(3)15/h6-7,10,12H,4-5H2,1-3H3/t7-,10+,12+/m1/s1 
1PN InChIKey         InChI                1.02b NEPDBQXSCUYOPA-VHRDEZTHBJ                                                                                             
1PN SMILES_CANONICAL CACTVS               3.341 CCCOC(=O)C1=CS[C@H]2[C@@H]([C@@H](C)OC(C)=O)C(=O)N12                                                                  
1PN SMILES           CACTVS               3.341 CCCOC(=O)C1=CS[CH]2[CH]([CH](C)OC(C)=O)C(=O)N12                                                                       
1PN SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCOC(=O)C1=CS[C@@H]2N1C(=O)[C@@H]2[C@@H](C)OC(=O)C                                                                   
1PN SMILES           "OpenEye OEToolkits" 1.5.0 CCCOC(=O)C1=CSC2N1C(=O)C2C(C)OC(=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 
1PN "SYSTEMATIC NAME" ACDLabs              10.04 "propyl (5S,6S)-6-[(1R)-1-(acetyloxy)ethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate" 
1PN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "propyl (5S,6S)-6-[(1R)-1-acetyloxyethyl]-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate"   
# 
