data_CPK
# 
_chem_comp.id                                    CPK 
_chem_comp.name                                  "BIS-1,2-{[(Z)-2CARBOXY-2-METHYL-1,3-DIOXANE]-5-YLOXYCARBONYL}-PIPERAZINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H26 N2 O12" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-06-29 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        462.405 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CPK 
_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        ? 
_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 
CPK O30  O30  O 0 1 N N N -29.632 46.377 49.786 6.609  -3.191 -1.592 O30  CPK 1  
CPK C29  C29  C 0 1 N N N -28.871 46.479 50.813 5.955  -2.832 -0.476 C29  CPK 2  
CPK O31  O31  O 0 1 N N N -28.647 45.501 51.575 5.315  -3.651 0.140  O31  CPK 3  
CPK C26  C26  C 0 1 N N N -28.175 47.797 51.166 6.020  -1.406 0.009  C26  CPK 4  
CPK O27  O27  O 0 1 N N N -28.569 48.912 50.270 5.354  -1.305 1.266  O27  CPK 5  
CPK C28  C28  C 0 1 N N N -27.986 50.221 50.653 5.639  -0.006 1.790  C28  CPK 6  
CPK C32  C32  C 0 1 N N N -26.676 47.586 50.954 7.483  -0.994 0.176  C32  CPK 7  
CPK O25  O25  O 0 1 N N N -28.469 48.099 52.577 5.396  -0.556 -0.951 O25  CPK 8  
CPK C24  C24  C 0 1 N N N -27.904 49.346 53.013 5.683  0.791  -0.571 C24  CPK 9  
CPK C23  C23  C 0 1 N N N -28.351 50.539 52.111 5.101  1.053  0.822  C23  CPK 10 
CPK O22  O22  O 0 1 N N N -29.769 50.718 52.157 3.652  0.972  0.768  O22  CPK 11 
CPK C20  C20  C 0 1 N N N -30.338 50.864 53.479 2.925  2.077  0.518  C20  CPK 12 
CPK O21  O21  O 0 1 N N N -29.517 51.117 54.638 3.481  3.143  0.339  O21  CPK 13 
CPK N17  N17  N 0 1 N N N -31.769 51.150 53.572 1.580  2.002  0.468  N17  CPK 14 
CPK C16  C16  C 0 1 N N N -32.534 49.940 53.263 0.774  3.200  0.196  C16  CPK 15 
CPK C15  C15  C 0 1 N N N -33.943 50.212 53.796 -0.130 2.919  -1.011 C15  CPK 16 
CPK C18  C18  C 0 1 N N N -32.146 52.442 52.941 0.895  0.719  0.677  C18  CPK 17 
CPK C19  C19  C 0 1 N N N -33.575 52.718 53.460 -0.009 0.439  -0.525 C19  CPK 18 
CPK N14  N14  N 0 1 N N N -34.351 51.477 53.187 -0.816 1.637  -0.796 N14  CPK 19 
CPK C12  C12  C 0 1 N N N -35.850 51.659 53.195 -2.160 1.562  -0.847 C12  CPK 20 
CPK O13  O13  O 0 1 N N N -36.551 52.058 52.021 -2.817 2.559  -1.072 O13  CPK 21 
CPK O11  O11  O 0 1 N N N -36.657 51.076 54.217 -2.776 0.381  -0.648 O11  CPK 22 
CPK C3   C3   C 0 1 N N N -38.067 51.218 53.964 -4.225 0.300  -0.703 C3   CPK 23 
CPK C2   C2   C 0 1 N N N -38.706 49.857 54.343 -4.643 -1.091 -1.190 C2   CPK 24 
CPK O1   O1   O 0 1 N N N -38.718 49.622 55.818 -6.066 -1.205 -1.115 O1   CPK 25 
CPK C4   C4   C 0 1 N N N -38.706 52.327 54.792 -4.805 0.529  0.697  C4   CPK 26 
CPK O5   O5   O 0 1 N N N -38.723 51.970 56.235 -6.218 0.317  0.658  O5   CPK 27 
CPK C6   C6   C 0 1 N N N -39.340 50.704 56.590 -6.430 -1.034 0.254  C6   CPK 28 
CPK C10  C10  C 0 1 N N N -40.838 50.794 56.239 -5.579 -1.962 1.124  C10  CPK 29 
CPK C7   C7   C 0 1 N N N -39.192 50.452 58.128 -7.886 -1.382 0.430  C7   CPK 30 
CPK O8   O8   O 0 1 N N N -39.630 49.319 58.712 -8.563 -1.651 -0.533 O8   CPK 31 
CPK O9   O9   O 0 1 N N N -38.641 51.385 58.804 -8.429 -1.393 1.657  O9   CPK 32 
CPK H30  H30  H 0 1 N N N -29.800 47.114 49.211 6.568  -4.106 -1.903 H30  CPK 33 
CPK H281 1H28 H 0 0 N N N -26.885 50.259 50.476 5.157  0.109  2.761  H281 CPK 34 
CPK H282 2H28 H 0 0 N N N -28.288 51.036 49.955 6.716  0.114  1.900  H282 CPK 35 
CPK H321 1H32 H 0 0 N N N -26.169 48.545 51.211 7.965  -1.647 0.903  H321 CPK 36 
CPK H322 2H32 H 0 0 N N N -26.273 46.713 51.519 7.996  -1.077 -0.783 H322 CPK 37 
CPK H323 3H32 H 0 0 N N N -26.426 47.220 49.930 7.532  0.038  0.526  H323 CPK 38 
CPK H241 1H24 H 0 0 N N N -28.135 49.541 54.086 5.232  1.477  -1.289 H241 CPK 39 
CPK H242 2H24 H 0 0 N N N -26.792 49.284 53.080 6.762  0.942  -0.549 H242 CPK 40 
CPK H23  H23  H 0 1 N N N -27.842 51.459 52.480 5.401  2.045  1.163  H23  CPK 41 
CPK H161 1H16 H 0 0 N N N -32.507 49.652 52.186 0.160  3.433  1.066  H161 CPK 42 
CPK H162 2H16 H 0 0 N N N -32.075 49.003 53.657 1.431  4.041  -0.026 H162 CPK 43 
CPK H151 1H15 H 0 0 N N N -34.659 49.376 53.617 -0.867 3.716  -1.110 H151 CPK 44 
CPK H152 2H15 H 0 0 N N N -34.010 50.207 54.908 0.475  2.863  -1.916 H152 CPK 45 
CPK H181 1H18 H 0 0 N N N -31.423 53.270 53.130 1.631  -0.079 0.774  H181 CPK 46 
CPK H182 2H18 H 0 0 N N N -32.054 52.451 51.829 0.291  0.776  1.583  H182 CPK 47 
CPK H191 1H19 H 0 0 N N N -33.608 53.039 54.527 -0.666 -0.401 -0.302 H191 CPK 48 
CPK H192 2H19 H 0 0 N N N -34.036 53.637 53.029 0.605  0.207  -1.395 H192 CPK 49 
CPK H3   H3   H 0 1 N N N -38.231 51.493 52.896 -4.608 1.057  -1.387 H3   CPK 50 
CPK H21  1H2  H 0 1 N N N -39.730 49.761 53.913 -4.321 -1.228 -2.222 H21  CPK 51 
CPK H22  2H2  H 0 1 N N N -38.207 49.016 53.806 -4.183 -1.852 -0.559 H22  CPK 52 
CPK H41  1H4  H 0 1 N N N -38.209 53.309 54.616 -4.351 -0.171 1.399  H41  CPK 53 
CPK H42  2H4  H 0 1 N N N -39.725 52.583 54.419 -4.599 1.551  1.014  H42  CPK 54 
CPK H101 1H10 H 0 0 N N N -41.310 51.616 56.825 -4.525 -1.712 0.998  H101 CPK 55 
CPK H102 2H10 H 0 0 N N N -41.007 50.908 55.142 -5.859 -1.839 2.169  H102 CPK 56 
CPK H103 3H10 H 0 0 N N N -41.362 49.820 56.381 -5.745 -2.996 0.822  H103 CPK 57 
CPK HO9  HO9  H 0 1 N N N -38.551 51.232 59.737 -9.363 -1.616 1.771  HO9  CPK 58 
# 
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 
CPK O30 C29  SING N N 1  
CPK O30 H30  SING N N 2  
CPK C29 O31  DOUB N N 3  
CPK C29 C26  SING N N 4  
CPK C26 O27  SING N N 5  
CPK C26 C32  SING N N 6  
CPK C26 O25  SING N N 7  
CPK O27 C28  SING N N 8  
CPK C28 C23  SING N N 9  
CPK C28 H281 SING N N 10 
CPK C28 H282 SING N N 11 
CPK C32 H321 SING N N 12 
CPK C32 H322 SING N N 13 
CPK C32 H323 SING N N 14 
CPK O25 C24  SING N N 15 
CPK C24 C23  SING N N 16 
CPK C24 H241 SING N N 17 
CPK C24 H242 SING N N 18 
CPK C23 O22  SING N N 19 
CPK C23 H23  SING N N 20 
CPK O22 C20  SING N N 21 
CPK C20 O21  DOUB N N 22 
CPK C20 N17  SING N N 23 
CPK N17 C16  SING N N 24 
CPK N17 C18  SING N N 25 
CPK C16 C15  SING N N 26 
CPK C16 H161 SING N N 27 
CPK C16 H162 SING N N 28 
CPK C15 N14  SING N N 29 
CPK C15 H151 SING N N 30 
CPK C15 H152 SING N N 31 
CPK C18 C19  SING N N 32 
CPK C18 H181 SING N N 33 
CPK C18 H182 SING N N 34 
CPK C19 N14  SING N N 35 
CPK C19 H191 SING N N 36 
CPK C19 H192 SING N N 37 
CPK N14 C12  SING N N 38 
CPK C12 O13  DOUB N N 39 
CPK C12 O11  SING N N 40 
CPK O11 C3   SING N N 41 
CPK C3  C2   SING N N 42 
CPK C3  C4   SING N N 43 
CPK C3  H3   SING N N 44 
CPK C2  O1   SING N N 45 
CPK C2  H21  SING N N 46 
CPK C2  H22  SING N N 47 
CPK O1  C6   SING N N 48 
CPK C4  O5   SING N N 49 
CPK C4  H41  SING N N 50 
CPK C4  H42  SING N N 51 
CPK O5  C6   SING N N 52 
CPK C6  C10  SING N N 53 
CPK C6  C7   SING N N 54 
CPK C10 H101 SING N N 55 
CPK C10 H102 SING N N 56 
CPK C10 H103 SING N N 57 
CPK C7  O8   DOUB N N 58 
CPK C7  O9   SING N N 59 
CPK O9  HO9  SING N N 60 
# 
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 
CPK SMILES           ACDLabs              10.04 "O=C(OC1COC(OC1)(C(=O)O)C)N3CCN(C(=O)OC2COC(OC2)(C(=O)O)C)CC3"                                                                                                                   
CPK SMILES_CANONICAL CACTVS               3.341 "C[C@@]1(OC[C@H](CO1)OC(=O)N2CCN(CC2)C(=O)O[C@H]3CO[C@](C)(OC3)C(O)=O)C(O)=O"                                                                                                    
CPK SMILES           CACTVS               3.341 "C[C]1(OC[CH](CO1)OC(=O)N2CCN(CC2)C(=O)O[CH]3CO[C](C)(OC3)C(O)=O)C(O)=O"                                                                                                         
CPK SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC1(OCC(CO1)OC(=O)N2CCN(CC2)C(=O)OC3COC(OC3)(C)C(=O)O)C(=O)O"                                                                                                                   
CPK SMILES           "OpenEye OEToolkits" 1.5.0 "CC1(OCC(CO1)OC(=O)N2CCN(CC2)C(=O)OC3COC(OC3)(C)C(=O)O)C(=O)O"                                                                                                                   
CPK InChI            InChI                1.03  "InChI=1S/C18H26N2O12/c1-17(13(21)22)27-7-11(8-28-17)31-15(25)19-3-5-20(6-4-19)16(26)32-12-9-29-18(2,14(23)24)30-10-12/h11-12H,3-10H2,1-2H3,(H,21,22)(H,23,24)/t11-,12-,17+,18+" 
CPK InChIKey         InChI                1.03  GNQQJZKGGHOMBD-RDAHUFKRSA-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 
CPK "SYSTEMATIC NAME" ACDLabs              10.04 
;({cis)-5,5'-[piperazine-1,4-diylbis(carbonyloxy)]bis(2-methyl-1,3-dioxane-2-carboxylic acid)
;
CPK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[4-[(2-carboxy-2-methyl-1,3-dioxan-5-yl)oxycarbonyl]piperazin-1-yl]carbonyloxy-2-methyl-1,3-dioxane-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 
CPK "Create component"  2005-06-29 RCSB 
CPK "Modify descriptor" 2011-06-04 RCSB 
# 
