data_E2P
# 
_chem_comp.id                                    E2P 
_chem_comp.name                                  "PROSTAGLANDIN B2" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H30 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-09-08 
_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                        334.450 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E2P 
_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        1CZ2 
_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 
E2P C1   C1   C 0 1 N N N -3.879 -2.255 1.428  8.501  3.356  1.368  C1   E2P 1  
E2P C2   C2   C 0 1 N N N -2.791 -2.681 0.403  7.429  3.059  0.317  C2   E2P 2  
E2P C3   C3   C 0 1 N N N -3.119 -2.347 -1.086 6.634  1.821  0.736  C3   E2P 3  
E2P C4   C4   C 0 1 N N N -2.730 -0.904 -1.508 5.562  1.524  -0.314 C4   E2P 4  
E2P C5   C5   C 0 1 N N N -3.702 0.196  -0.981 4.767  0.286  0.104  C5   E2P 5  
E2P C6   C6   C 0 1 N N R -2.971 1.357  -0.251 3.695  -0.011 -0.946 C6   E2P 6  
E2P O6   O6   O 0 1 N N N -2.533 0.960  1.061  4.322  -0.364 -2.181 O6   E2P 7  
E2P C7   C7   C 0 1 N N N -1.886 1.894  -1.158 2.833  -1.155 -0.475 C7   E2P 8  
E2P C8   C8   C 0 1 N N N -0.573 1.766  -0.933 1.521  -0.976 -0.304 C8   E2P 9  
E2P C9   C9   C 0 1 N N N 0.461  2.261  -1.859 0.685  -2.084 0.152  C9   E2P 10 
E2P C10  C10  C 0 1 N N N 0.167  3.204  -2.997 1.181  -3.478 0.458  C10  E2P 11 
E2P C11  C11  C 0 1 N N N 1.563  3.608  -3.546 -0.076 -4.252 0.897  C11  E2P 12 
E2P C12  C12  C 0 1 N N N 2.458  2.623  -2.861 -1.191 -3.235 0.796  C12  E2P 13 
E2P O12  O12  O 0 1 N N N 3.623  2.426  -3.159 -2.361 -3.437 1.051  O12  E2P 14 
E2P C13  C13  C 0 1 N N N 1.752  1.927  -1.790 -0.646 -2.020 0.359  C13  E2P 15 
E2P C14  C14  C 0 1 N N N 2.367  1.002  -0.778 -1.462 -0.773 0.141  C14  E2P 16 
E2P C15  C15  C 0 1 N N N 2.263  1.663  0.576  -2.064 -0.800 -1.240 C15  E2P 17 
E2P C16  C16  C 0 1 N N N 2.602  1.110  1.745  -3.351 -0.618 -1.398 C16  E2P 18 
E2P C17  C17  C 0 1 N N N 3.095  -0.303 1.893  -4.204 -0.213 -0.224 C17  E2P 19 
E2P C18  C18  C 0 1 N N N 2.226  -0.983 2.986  -4.995 1.048  -0.579 C18  E2P 20 
E2P C19  C19  C 0 1 N N N 2.479  -2.509 3.086  -5.861 1.460  0.614  C19  E2P 21 
E2P C20  C20  C 0 1 N N N 3.877  -2.834 3.541  -6.640 2.701  0.264  C20  E2P 22 
E2P O21  O21  O 0 1 N N N 3.979  -3.874 4.355  -6.516 3.205  -0.827 O21  E2P 23 
E2P O20  O20  O 0 1 N N N 4.872  -2.218 3.201  -7.473 3.247  1.164  O20  E2P 24 
E2P H13  H13  H 0 1 N N N -3.425 -2.154 2.425  9.068  4.238  1.069  H13  E2P 25 
E2P H11  H11  H 0 1 N N N -4.670 -3.019 1.461  8.026  3.538  2.331  H11  E2P 26 
E2P H12  H12  H 0 1 N N N -4.312 -1.291 1.123  9.175  2.503  1.451  H12  E2P 27 
E2P H21  H21  H 0 1 N N N -2.718 -3.777 0.466  6.756  3.912  0.234  H21  E2P 28 
E2P H22  H22  H 0 1 N N N -1.861 -2.155 0.666  7.905  2.877  -0.646 H22  E2P 29 
E2P H31  H31  H 0 1 N N N -4.209 -2.433 -1.202 7.308  0.968  0.819  H31  E2P 30 
E2P H32  H32  H 0 1 N N N -2.562 -3.050 -1.723 6.158  2.003  1.700  H32  E2P 31 
E2P H41  H41  H 0 1 N N N -2.772 -0.869 -2.607 4.889  2.377  -0.397 H41  E2P 32 
E2P H42  H42  H 0 1 N N N -1.728 -0.692 -1.107 6.038  1.342  -1.278 H42  E2P 33 
E2P H51  H51  H 0 1 N N N -4.375 -0.280 -0.253 5.440  -0.567 0.187  H51  E2P 34 
E2P H52  H52  H 0 1 N N N -4.245 0.616  -1.840 4.291  0.468  1.068  H52  E2P 35 
E2P H6   H6   H 0 1 N N N -3.660 2.192  -0.054 3.075  0.874  -1.093 H6   E2P 36 
E2P HO6  HO6  H 0 1 N N N -1.587 0.873  1.067  4.859  -1.149 -2.007 HO6  E2P 37 
E2P H7   H7   H 0 1 N N N -2.193 2.418  -2.051 3.277  -2.119 -0.276 H7   E2P 38 
E2P H8   H8   H 0 1 N N N -0.255 1.274  -0.026 1.077  -0.012 -0.504 H8   E2P 39 
E2P H101 H101 H 0 0 N N N -0.418 4.077  -2.671 1.617  -3.936 -0.430 H101 E2P 40 
E2P H102 H102 H 0 0 N N N -0.436 2.711  -3.774 1.910  -3.447 1.267  H102 E2P 41 
E2P H78  H78  H 0 1 N N N 1.829  4.657  -3.351 0.028  -4.604 1.923  H78  E2P 42 
E2P H79  H79  H 0 1 N N N 1.617  3.525  -4.641 -0.260 -5.088 0.222  H79  E2P 43 
E2P H141 H141 H 0 0 N N N 3.420  0.806  -1.029 -2.259 -0.726 0.883  H141 E2P 44 
E2P H142 H142 H 0 0 N N N 1.831  0.042  -0.771 -0.821 0.103  0.241  H142 E2P 45 
E2P H15  H15  H 0 1 N N N 1.881  2.673  0.602  -1.433 -0.970 -2.101 H15  E2P 46 
E2P H16  H16  H 0 1 N N N 2.517  1.714  2.636  -3.802 -0.758 -2.370 H16  E2P 47 
E2P H171 H171 H 0 0 N N N 4.157  -0.316 2.178  -4.896 -1.019 0.019  H171 E2P 48 
E2P H172 H172 H 0 0 N N N 2.996  -0.842 0.939  -3.566 -0.011 0.637  H172 E2P 49 
E2P H181 H181 H 0 0 N N N 1.170  -0.836 2.714  -4.304 1.855  -0.821 H181 E2P 50 
E2P H182 H182 H 0 0 N N N 2.468  -0.526 3.957  -5.634 0.846  -1.439 H182 E2P 51 
E2P H191 H191 H 0 0 N N N 2.345  -2.938 2.082  -6.553 0.653  0.856  H191 E2P 52 
E2P H192 H192 H 0 0 N N N 1.769  -2.933 3.812  -5.223 1.661  1.474  H192 E2P 53 
E2P HXT  HXT  H 0 1 N N N 5.639  -2.607 3.604  -7.973 4.044  0.940  HXT  E2P 54 
# 
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 
E2P C1  C2   SING N N 1  
E2P C1  H13  SING N N 2  
E2P C1  H11  SING N N 3  
E2P C1  H12  SING N N 4  
E2P C2  C3   SING N N 5  
E2P C2  H21  SING N N 6  
E2P C2  H22  SING N N 7  
E2P C3  C4   SING N N 8  
E2P C3  H31  SING N N 9  
E2P C3  H32  SING N N 10 
E2P C4  C5   SING N N 11 
E2P C4  H41  SING N N 12 
E2P C4  H42  SING N N 13 
E2P C5  C6   SING N N 14 
E2P C5  H51  SING N N 15 
E2P C5  H52  SING N N 16 
E2P C6  O6   SING N N 17 
E2P C6  C7   SING N N 18 
E2P C6  H6   SING N N 19 
E2P O6  HO6  SING N N 20 
E2P C7  C8   DOUB N E 21 
E2P C7  H7   SING N N 22 
E2P C8  C9   SING N N 23 
E2P C8  H8   SING N N 24 
E2P C9  C10  SING N N 25 
E2P C9  C13  DOUB N N 26 
E2P C10 C11  SING N N 27 
E2P C10 H101 SING N N 28 
E2P C10 H102 SING N N 29 
E2P C11 C12  SING N N 30 
E2P C11 H78  SING N N 31 
E2P C11 H79  SING N N 32 
E2P C12 O12  DOUB N N 33 
E2P C12 C13  SING N N 34 
E2P C13 C14  SING N N 35 
E2P C14 C15  SING N N 36 
E2P C14 H141 SING N N 37 
E2P C14 H142 SING N N 38 
E2P C15 C16  DOUB N Z 39 
E2P C15 H15  SING N N 40 
E2P C16 C17  SING N N 41 
E2P C16 H16  SING N N 42 
E2P C17 C18  SING N N 43 
E2P C17 H171 SING N N 44 
E2P C17 H172 SING N N 45 
E2P C18 C19  SING N N 46 
E2P C18 H181 SING N N 47 
E2P C18 H182 SING N N 48 
E2P C19 C20  SING N N 49 
E2P C19 H191 SING N N 50 
E2P C19 H192 SING N N 51 
E2P C20 O21  DOUB N N 52 
E2P C20 O20  SING N N 53 
E2P O20 HXT  SING N N 54 
# 
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 
E2P SMILES           ACDLabs              10.04 O=C1C(=C(/C=C/C(O)CCCCC)CC1)C\C=C/CCCC(=O)O                                                                                                                             
E2P InChI            InChI                1.02b InChI=1/C20H30O4/c1-2-3-6-9-17(21)14-12-16-13-15-19(22)18(16)10-7-4-5-8-11-20(23)24/h4,7,12,14,17,21H,2-3,5-6,8-11,13,15H2,1H3,(H,23,24)/b7-4-,14-12+/t17-/m1/s1/f/h23H 
E2P InChIKey         InChI                1.02b PRFXRIUZNKLRHM-GDQFNKGKDL                                                                                                                                               
E2P SMILES_CANONICAL CACTVS               3.341 CCCCC[C@@H](O)\C=C\C1=C(C\C=C/CCCC(O)=O)C(=O)CC1                                                                                                                        
E2P SMILES           CACTVS               3.341 CCCCC[CH](O)C=CC1=C(CC=CCCCC(O)=O)C(=O)CC1                                                                                                                              
E2P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCC[C@H](\C=C\C1=C(C(=O)CC1)C\C=C/CCCC(=O)O)O                                                                                                                         
E2P SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCC(C=CC1=C(C(=O)CC1)CC=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 
E2P "SYSTEMATIC NAME" ACDLabs              10.04 "(5Z,13E,15R)-15-hydroxy-9-oxoprosta-5,8(12),13-trien-1-oic acid"               
E2P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(Z)-7-[2-[(E,3R)-3-hydroxyoct-1-enyl]-5-oxo-1-cyclopentenyl]hept-5-enoic acid" 
# 
