data_A1D5A
# 
_chem_comp.id                                    A1D5A 
_chem_comp.name                                  Cloprostenol 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H29 Cl O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2023-12-28 
_chem_comp.pdbx_modified_date                    2024-11-11 
_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                        424.915 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     A1D5A 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        8XJK 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBC 
_chem_comp.pdbx_pcm                              ? 
# 
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.pdbx_n_terminal_atom_flag 
_chem_comp_atom.pdbx_backbone_atom_flag 
_chem_comp_atom.pdbx_c_terminal_atom_flag 
_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 
A1D5A C10  C1  C  0 1 N N R N N N 97.275  121.978 122.586 2.935  2.346  0.516  C10  A1D5A 1  
A1D5A C13  C2  C  0 1 N N N N N N 95.299  120.732 122.380 2.776  4.590  -0.506 C13  A1D5A 2  
A1D5A C15  C3  C  0 1 N N R N N N 97.022  121.454 120.995 1.598  2.492  -0.241 C15  A1D5A 3  
A1D5A C17  C4  C  0 1 N N N N N N 98.491  120.910 119.051 -0.224 0.874  -0.082 C17  A1D5A 4  
A1D5A C21  C5  C  0 1 Y N N N N N 101.193 123.768 117.562 -4.897 -0.425 -0.039 C21  A1D5A 5  
A1D5A C22  C6  C  0 1 Y N N N N N 100.642 125.037 117.430 -5.113 0.292  -1.207 C22  A1D5A 6  
A1D5A C24  C7  C  0 1 Y N N N N N 102.851 125.988 117.342 -7.403 -0.409 -1.213 C24  A1D5A 7  
A1D5A C26  C8  C  0 1 Y N N N N N 102.575 123.609 117.582 -5.939 -1.134 0.540  C26  A1D5A 8  
A1D5A C02  C9  C  0 1 N N N N N N 95.988  128.174 125.090 5.493  -4.782 -0.605 C02  A1D5A 9  
A1D5A C04  C10 C  0 1 N N N N N N 97.226  127.986 124.197 4.583  -3.694 -0.098 C04  A1D5A 10 
A1D5A C05  C11 C  0 1 N N N N N N 98.211  126.934 124.754 5.417  -2.473 0.296  C05  A1D5A 11 
A1D5A C06  C12 C  0 1 N N N N N N 97.807  125.493 124.365 4.493  -1.368 0.812  C06  A1D5A 12 
A1D5A C07  C13 C  0 1 N N N N N N 99.055  124.574 124.419 5.315  -0.166 1.200  C07  A1D5A 13 
A1D5A C08  C14 C  0 1 N N N N N N 99.017  123.558 123.533 5.017  1.015  0.718  C08  A1D5A 14 
A1D5A C09  C15 C  0 1 N N N N N N 97.774  123.453 122.607 3.756  1.204  -0.086 C09  A1D5A 15 
A1D5A C11  C16 C  0 1 N N S N N N 96.107  121.876 123.188 3.683  3.680  0.348  C11  A1D5A 16 
A1D5A C14  C17 C  0 1 N N R N N N 96.173  120.428 121.093 1.352  4.021  -0.286 C14  A1D5A 17 
A1D5A C16  C18 C  0 1 N N N N N N 98.352  120.981 120.382 0.489  1.801  0.510  C16  A1D5A 18 
A1D5A C18  C19 C  0 1 N N R N N N 99.822  120.437 118.446 -1.333 0.184  0.668  C18  A1D5A 19 
A1D5A C19  C20 C  0 1 N N N N N N 100.838 121.589 118.483 -2.639 0.316  -0.117 C19  A1D5A 20 
A1D5A C23  C21 C  0 1 Y N N N N N 101.471 126.147 117.320 -6.365 0.298  -1.791 C23  A1D5A 21 
A1D5A C25  C22 C  0 1 Y N N N N N 103.403 124.721 117.472 -7.192 -1.120 -0.045 C25  A1D5A 22 
A1D5A O01  O1  O  0 1 N N N N N N 94.916  128.626 124.601 6.687  -4.601 -0.647 O01  A1D5A 23 
A1D5A O03  O2  O  0 1 N N N N N N 96.051  127.879 126.313 4.977  -5.953 -1.010 O03  A1D5A 24 
A1D5A O12  O3  O  0 1 N N N N N N 95.378  123.135 123.127 4.927  3.462  -0.322 O12  A1D5A 25 
A1D5A O20  O4  O  0 1 N N N N N N 100.336 122.638 117.671 -3.665 -0.437 0.534  O20  A1D5A 26 
A1D5A O28  O5  O  0 1 N N N N N N 99.613  120.046 117.125 -1.487 0.788  1.954  O28  A1D5A 27 
A1D5A O29  O6  O  0 1 N N N N N N 95.317  120.365 119.913 0.495  4.363  -1.377 O29  A1D5A 28 
A1D5A CL27 CL1 CL 0 0 N N N N N N 105.179 124.528 117.498 -8.498 -2.006 0.679  CL27 A1D5A 29 
A1D5A H1   H1  H  0 1 N N N N N N 98.044  121.330 123.032 2.747  2.154  1.573  H1   A1D5A 30 
A1D5A H2   H2  H  0 1 N N N N N N 94.302  121.096 122.091 2.833  5.621  -0.157 H2   A1D5A 31 
A1D5A H3   H3  H  0 1 N N N N N N 95.194  119.827 122.996 3.055  4.528  -1.558 H3   A1D5A 32 
A1D5A H4   H4  H  0 1 N N N N N N 96.619  122.298 120.416 1.686  2.090  -1.250 H4   A1D5A 33 
A1D5A H5   H5  H  0 1 N N N N N N 97.670  121.184 118.405 -0.016 0.606  -1.107 H5   A1D5A 34 
A1D5A H6   H6  H  0 1 N N N N N N 99.569  125.161 117.413 -4.303 0.845  -1.659 H6   A1D5A 35 
A1D5A H7   H7  H  0 1 N N N N N N 103.495 126.851 117.258 -8.380 -0.406 -1.674 H7   A1D5A 36 
A1D5A H8   H8  H  0 1 N N N N N N 103.004 122.623 117.683 -5.773 -1.696 1.447  H8   A1D5A 37 
A1D5A H9   H9  H  0 1 N N N N N N 97.750  128.950 124.115 3.878  -3.414 -0.881 H9   A1D5A 38 
A1D5A H10  H10 H  0 1 N N N N N N 96.894  127.663 123.199 4.034  -4.055 0.772  H10  A1D5A 39 
A1D5A H11  H11 H  0 1 N N N N N N 99.214  127.141 124.354 6.122  -2.753 1.080  H11  A1D5A 40 
A1D5A H12  H12 H  0 1 N N N N N N 98.231  127.013 125.851 5.966  -2.112 -0.573 H12  A1D5A 41 
A1D5A H13  H13 H  0 1 N N N N N N 97.394  125.491 123.346 3.789  -1.089 0.028  H13  A1D5A 42 
A1D5A H14  H14 H  0 1 N N N N N N 97.048  125.122 125.069 3.945  -1.729 1.681  H14  A1D5A 43 
A1D5A H15  H15 H  0 1 N N N N N N 99.877  124.733 125.102 6.151  -0.278 1.875  H15  A1D5A 44 
A1D5A H17  H17 H  0 1 N N N N N N 99.823  122.842 123.469 5.674  1.853  0.896  H17  A1D5A 45 
A1D5A H19  H19 H  0 1 N N N N N N 98.047  123.764 121.588 3.171  0.285  -0.065 H19  A1D5A 46 
A1D5A H20  H20 H  0 1 N N N N N N 96.975  124.106 122.988 4.015  1.447  -1.116 H20  A1D5A 47 
A1D5A H21  H21 H  0 1 N N N N N N 96.205  121.548 124.233 3.858  4.136  1.322  H21  A1D5A 48 
A1D5A H22  H22 H  0 1 N N N N N N 96.692  119.469 121.239 0.937  4.373  0.658  H22  A1D5A 49 
A1D5A H23  H23 H  0 1 N N N N N N 99.175  120.706 121.025 0.282  2.070  1.535  H23  A1D5A 50 
A1D5A H24  H24 H  0 1 N N N N N N 100.209 119.601 119.047 -1.087 -0.872 0.790  H24  A1D5A 51 
A1D5A H25  H25 H  0 1 N N N N N N 101.807 121.245 118.093 -2.931 1.365  -0.162 H25  A1D5A 52 
A1D5A H26  H26 H  0 1 N N N N N N 100.964 121.944 119.517 -2.496 -0.065 -1.128 H26  A1D5A 53 
A1D5A H27  H27 H  0 1 N N N N N N 101.043 127.133 117.217 -6.532 0.852  -2.703 H27  A1D5A 54 
A1D5A H28  H28 H  0 1 N N N N N N 95.213  128.054 126.725 5.601  -6.621 -1.327 H28  A1D5A 55 
A1D5A H29  H29 H  0 1 N N N N N N 95.858  123.803 123.603 5.446  4.266  -0.458 H29  A1D5A 56 
A1D5A H30  H30 H  0 1 N N N N N N 98.985  119.334 117.101 -1.707 1.729  1.923  H30  A1D5A 57 
A1D5A H31  H31 H  0 1 N N N N N N 94.718  119.632 119.994 0.310  5.310  -1.449 H31  A1D5A 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 
A1D5A O28 C18  SING N N 1  
A1D5A C23 C24  DOUB Y N 2  
A1D5A C23 C22  SING Y N 3  
A1D5A C24 C25  SING Y N 4  
A1D5A C22 C21  DOUB Y N 5  
A1D5A C25 CL27 SING N N 6  
A1D5A C25 C26  DOUB Y N 7  
A1D5A C21 C26  SING Y N 8  
A1D5A C21 O20  SING N N 9  
A1D5A O20 C19  SING N N 10 
A1D5A C18 C19  SING N N 11 
A1D5A C18 C17  SING N N 12 
A1D5A C17 C16  DOUB N E 13 
A1D5A O29 C14  SING N N 14 
A1D5A C16 C15  SING N N 15 
A1D5A C15 C14  SING N N 16 
A1D5A C15 C10  SING N N 17 
A1D5A C14 C13  SING N N 18 
A1D5A C13 C11  SING N N 19 
A1D5A C10 C09  SING N N 20 
A1D5A C10 C11  SING N N 21 
A1D5A C09 C08  SING N N 22 
A1D5A O12 C11  SING N N 23 
A1D5A C08 C07  DOUB N Z 24 
A1D5A C04 C05  SING N N 25 
A1D5A C04 C02  SING N N 26 
A1D5A C06 C07  SING N N 27 
A1D5A C06 C05  SING N N 28 
A1D5A O01 C02  DOUB N N 29 
A1D5A C02 O03  SING N N 30 
A1D5A C10 H1   SING N N 31 
A1D5A C13 H2   SING N N 32 
A1D5A C13 H3   SING N N 33 
A1D5A C15 H4   SING N N 34 
A1D5A C17 H5   SING N N 35 
A1D5A C22 H6   SING N N 36 
A1D5A C24 H7   SING N N 37 
A1D5A C26 H8   SING N N 38 
A1D5A C04 H9   SING N N 39 
A1D5A C04 H10  SING N N 40 
A1D5A C05 H11  SING N N 41 
A1D5A C05 H12  SING N N 42 
A1D5A C06 H13  SING N N 43 
A1D5A C06 H14  SING N N 44 
A1D5A C07 H15  SING N N 45 
A1D5A C08 H17  SING N N 46 
A1D5A C09 H19  SING N N 47 
A1D5A C09 H20  SING N N 48 
A1D5A C11 H21  SING N N 49 
A1D5A C14 H22  SING N N 50 
A1D5A C16 H23  SING N N 51 
A1D5A C18 H24  SING N N 52 
A1D5A C19 H25  SING N N 53 
A1D5A C19 H26  SING N N 54 
A1D5A C23 H27  SING N N 55 
A1D5A O03 H28  SING N N 56 
A1D5A O12 H29  SING N N 57 
A1D5A O28 H30  SING N N 58 
A1D5A O29 H31  SING N N 59 
# 
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 
A1D5A InChI            InChI                1.06  "InChI=1S/C22H29ClO6/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28)/b3-1-,11-10+/t16-,18-,19-,20+,21-/m1/s1" 
A1D5A InChIKey         InChI                1.06  VJGGHXVGBSZVMZ-QIZQQNKQSA-N                                                                                                                                                                                 
A1D5A SMILES_CANONICAL CACTVS               3.385 "O[C@@H](COc1cccc(Cl)c1)\C=C\[C@H]2[C@H](O)C[C@H](O)[C@@H]2C\C=C/CCCC(O)=O"                                                                                                                                 
A1D5A SMILES           CACTVS               3.385 "O[CH](COc1cccc(Cl)c1)C=C[CH]2[CH](O)C[CH](O)[CH]2CC=CCCCC(O)=O"                                                                                                                                            
A1D5A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)OC[C@@H](/C=C/[C@H]2[C@@H](C[C@@H]([C@@H]2C/C=C\CCCC(=O)O)O)O)O"                                                                                                                             
A1D5A SMILES           "OpenEye OEToolkits" 2.0.7 "c1cc(cc(c1)Cl)OCC(C=CC2C(CC(C2CC=CCCCC(=O)O)O)O)O"                                                                                                                                                         
# 
_pdbx_chem_comp_identifier.comp_id           A1D5A 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   2.0.7 
_pdbx_chem_comp_identifier.identifier        "(~{Z})-7-[(1~{R},2~{R},3~{R},5~{S})-2-[(~{E},3~{R})-4-(3-chloranylphenoxy)-3-oxidanyl-but-1-enyl]-3,5-bis(oxidanyl)cyclopentyl]hept-5-enoic 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 
A1D5A "Create component" 2023-12-28 PDBC 
A1D5A "Initial release"  2024-02-28 RCSB 
A1D5A "Modify name"      2024-11-11 PDBC 
# 
