data_5OP
# 
_chem_comp.id                                    5OP 
_chem_comp.name                                  "(5E,13E)-11-HYDROXY-9,15-DIOXOPROSTA-5,13-DIEN-1-OIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H30 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         15-OXO-PGE2 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-11-11 
_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                        350.449 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     5OP 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   Y 
_chem_comp.pdbx_ideal_coordinates_details        ? 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1V3V 
_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 
5OP C1   C1   C 0 1 N N N ?       ?      ?      -1.064 8.264  0.031  C1   5OP 1  
5OP C2   C2   C 0 1 N N N ?       ?      ?      -0.319 7.018  -0.421 C2   5OP 2  
5OP C3   C3   C 0 1 N N N -21.010 65.631 -2.920 -1.128 5.750  -0.146 C3   5OP 3  
5OP C4   C4   C 0 1 N N N -19.675 65.414 -3.584 -0.358 4.498  -0.574 C4   5OP 4  
5OP C5   C5   C 0 1 N N N -18.553 65.030 -2.942 -1.126 3.210  -0.284 C5   5OP 5  
5OP C6   C6   C 0 1 N N N -17.278 64.841 -3.677 -0.354 1.972  -0.695 C6   5OP 6  
5OP C7   C7   C 0 1 N N N -16.034 64.413 -2.893 -1.049 0.666  -0.523 C7   5OP 7  
5OP C8   C8   C 0 1 N N N -16.224 63.066 -2.188 -0.447 -0.481 -0.864 C8   5OP 8  
5OP C9   C9   C 0 1 N N N -14.969 62.662 -1.403 -1.092 -1.821 -0.722 C9   5OP 9  
5OP C10  C10  C 0 1 N N N ?       ?      ?      -0.330 -2.782 0.205  C10  5OP 10 
5OP O1   O1   O 0 1 N N N ?       ?      ?      1.066  -2.813 -0.081 O1   5OP 11 
5OP C11  C11  C 0 1 N N N ?       ?      ?      -0.943 -4.151 -0.086 C11  5OP 12 
5OP C12  C12  C 0 1 N N N ?       ?      ?      -1.333 -4.024 -1.541 C12  5OP 13 
5OP O2   O2   O 0 1 N N N ?       ?      ?      -1.703 -4.970 -2.225 O2   5OP 14 
5OP C13  C13  C 0 1 N N N -15.121 61.321 -0.683 -1.213 -2.598 -2.047 C13  5OP 15 
5OP C14  C14  C 0 1 N N N -13.858 60.936 0.092  -2.412 -2.183 -2.883 C14  5OP 16 
5OP C15  C15  C 0 1 N N N ?       ?      ?      -2.378 -0.805 -3.487 C15  5OP 17 
5OP C16  C16  C 0 1 N N N ?       ?      ?      -1.290 -0.092 -3.817 C16  5OP 18 
5OP C17  C17  C 0 1 N N N ?       ?      ?      -1.346 1.277  -4.428 C17  5OP 19 
5OP C18  C18  C 0 1 N N N ?       ?      ?      -0.683 1.363  -5.810 C18  5OP 20 
5OP C19  C19  C 0 1 N N N ?       ?      ?      -0.719 2.763  -6.431 C19  5OP 21 
5OP C20  C20  C 0 1 N N N ?       ?      ?      -2.118 3.290  -6.666 C20  5OP 22 
5OP O3   O3   O 0 1 N N N ?       ?      ?      -2.158 4.647  -6.619 O3   5OP 23 
5OP O4   O4   O 0 1 N N N -17.240 65.031 -4.850 0.784  2.051  -1.154 O4   5OP 24 
5OP O5   O5   O 0 1 N N N ?       ?      ?      -3.102 2.604  -6.909 O5   5OP 25 
5OP H11  1H1  H 0 1 N N N ?       ?      ?      -0.469 9.158  -0.177 H11  5OP 26 
5OP H12  2H1  H 0 1 N N N ?       ?      ?      -1.265 8.232  1.107  H12  5OP 27 
5OP H13A 3H1  H 0 0 N N N ?       ?      ?      -2.020 8.361  -0.494 H13A 5OP 28 
5OP H21  1H2  H 0 1 N N N ?       ?      ?      0.644  6.966  0.101  H21  5OP 29 
5OP H22  2H2  H 0 1 N N N ?       ?      ?      -0.103 7.098  -1.493 H22  5OP 30 
5OP H31  1H3  H 0 1 N N N -21.929 66.011 -3.390 -2.081 5.799  -0.686 H31  5OP 31 
5OP H32  2H3  H 0 1 N N N -21.344 66.336 -2.144 -1.364 5.697  0.923  H32  5OP 32 
5OP H41  1H4  H 0 1 N N N -19.857 64.622 -4.325 -0.163 4.549  -1.652 H41  5OP 33 
5OP H42  2H4  H 0 1 N N N -19.412 66.442 -3.874 0.617  4.478  -0.072 H42  5OP 34 
5OP H51  1H5  H 0 1 N N N -18.354 65.811 -2.194 -1.374 3.130  0.780  H51  5OP 35 
5OP H52  2H5  H 0 1 N N N -18.797 64.013 -2.601 -2.082 3.216  -0.822 H52  5OP 36 
5OP H7   H7   H 0 1 N N N -15.126 64.995 -2.843 -2.056 0.679  -0.118 H7   5OP 37 
5OP H8   H8   H 0 1 N N N -17.127 62.476 -2.237 0.561  -0.477 -1.270 H8   5OP 38 
5OP H9   H9   H 0 1 N N N -14.533 63.672 -1.391 -2.097 -1.667 -0.305 H9   5OP 39 
5OP H10  H10  H 0 1 N N N ?       ?      ?      -0.443 -2.511 1.260  H10  5OP 40 
5OP HO1  HO1  H 0 1 N N N ?       ?      ?      1.446  -3.510 0.477  HO1  5OP 41 
5OP H111 1H11 H 0 0 N N N ?       ?      ?      -1.853 -4.312 0.498  H111 5OP 42 
5OP H112 2H11 H 0 0 N N N ?       ?      ?      -0.231 -4.969 0.046  H112 5OP 43 
5OP H13  H13  H 0 1 N N N -16.175 61.634 -0.725 -0.293 -2.527 -2.638 H13  5OP 44 
5OP H141 1H14 H 0 0 N N N -13.012 61.470 -0.366 -3.316 -2.258 -2.266 H141 5OP 45 
5OP H142 2H14 H 0 0 N N N -14.047 61.207 1.141  -2.532 -2.904 -3.702 H142 5OP 46 
5OP H15  H15  H 0 1 N N N ?       ?      ?      -3.356 -0.365 -3.674 H15  5OP 47 
5OP H16  H16  H 0 1 N N N ?       ?      ?      -0.297 -0.497 -3.642 H16  5OP 48 
5OP H171 1H17 H 0 0 N N N ?       ?      ?      -0.828 1.968  -3.751 H171 5OP 49 
5OP H172 2H17 H 0 0 N N N ?       ?      ?      -2.381 1.635  -4.498 H172 5OP 50 
5OP H181 1H18 H 0 0 N N N ?       ?      ?      0.369  1.080  -5.683 H181 5OP 51 
5OP H182 2H18 H 0 0 N N N ?       ?      ?      -1.125 0.622  -6.487 H182 5OP 52 
5OP H191 1H19 H 0 0 N N N ?       ?      ?      -0.231 2.731  -7.412 H191 5OP 53 
5OP H192 2H19 H 0 0 N N N ?       ?      ?      -0.164 3.462  -5.795 H192 5OP 54 
5OP HO3  HO3  H 0 1 N N N ?       ?      ?      -3.037 5.046  -6.794 HO3  5OP 55 
# 
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 
5OP C1  C2   SING N N 1  
5OP C1  H11  SING N N 2  
5OP C1  H12  SING N N 3  
5OP C1  H13A SING N N 4  
5OP C2  C3   SING N N 5  
5OP C2  H21  SING N N 6  
5OP C2  H22  SING N N 7  
5OP C3  C4   SING N N 8  
5OP C3  H31  SING N N 9  
5OP C3  H32  SING N N 10 
5OP C4  C5   SING N N 11 
5OP C4  H41  SING N N 12 
5OP C4  H42  SING N N 13 
5OP C5  C6   SING N N 14 
5OP C5  H51  SING N N 15 
5OP C5  H52  SING N N 16 
5OP C6  C7   SING N N 17 
5OP C6  O4   DOUB N N 18 
5OP C7  C8   DOUB N E 19 
5OP C7  H7   SING N N 20 
5OP C8  C9   SING N N 21 
5OP C8  H8   SING N N 22 
5OP C9  C10  SING N N 23 
5OP C9  C13  SING N N 24 
5OP C9  H9   SING N N 25 
5OP C10 O1   SING N N 26 
5OP C10 C11  SING N N 27 
5OP C10 H10  SING N N 28 
5OP O1  HO1  SING N N 29 
5OP C11 C12  SING N N 30 
5OP C11 H111 SING N N 31 
5OP C11 H112 SING N N 32 
5OP C12 O2   DOUB N N 33 
5OP C12 C13  SING N N 34 
5OP C13 C14  SING N N 35 
5OP C13 H13  SING N N 36 
5OP C14 C15  SING N N 37 
5OP C14 H141 SING N N 38 
5OP C14 H142 SING N N 39 
5OP C15 C16  DOUB N N 40 
5OP C15 H15  SING N N 41 
5OP C16 C17  SING N N 42 
5OP C16 H16  SING N N 43 
5OP C17 C18  SING N N 44 
5OP C17 H171 SING N N 45 
5OP C17 H172 SING N N 46 
5OP C18 C19  SING N N 47 
5OP C18 H181 SING N N 48 
5OP C18 H182 SING N N 49 
5OP C19 C20  SING N N 50 
5OP C19 H191 SING N N 51 
5OP C19 H192 SING N N 52 
5OP C20 O3   SING N N 53 
5OP C20 O5   DOUB N N 54 
5OP O3  HO3  SING N N 55 
# 
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 
5OP SMILES           ACDLabs              10.04 O=C(O)CCC/C=C/CC1C(=O)CC(O)C1\C=C\C(=O)CCCCC                                                                                                                       
5OP InChI            InChI                1.02b InChI=1/C20H30O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,16-17,19,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4?,13-12+/f/h24H 
5OP InChIKey         InChI                1.02b YRTJDWROBKPZNV-NOVWVLMGDG                                                                                                                                          
5OP SMILES_CANONICAL CACTVS               3.341 CCCCCC(=O)\C=C\[C@@H]1C(O)CC(=O)[C@H]1CC=CCCCC(O)=O                                                                                                                
5OP SMILES           CACTVS               3.341 CCCCCC(=O)C=C[CH]1C(O)CC(=O)[CH]1CC=CCCCC(O)=O                                                                                                                     
5OP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCC(=O)\C=C\[C@@H]1[C@@H](CC(=O)[C@H]1CC=CCCCC(=O)O)O                                                                                                           
5OP SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(=O)C=CC1C(CC(=O)C1CC=CCCCC(=O)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 
5OP "SYSTEMATIC NAME" ACDLabs              10.04 "(8beta,13E)-11-hydroxy-9,15-dioxoprosta-5,13-dien-1-oic acid"                       
5OP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "7-[(1S,2S,3R)-3-hydroxy-5-oxo-2-[(E)-3-oxooct-1-enyl]cyclopentyl]hept-5-enoic acid" 
# 
