data_TX5
# 
_chem_comp.id                                    TX5 
_chem_comp.name                                  (1R,3R)-5-((Z)-2-((1R,7AS)-HEXAHYDRO-1-((S)-6-HYDROXY-6-METHYLHEPT-4-YN-2-YL)-7A-METHYL-1H-INDEN-4(7AH)-YLIDENE)ETHYLIDENE)CYCLOHEXANE-1,3-DIOL 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H40 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "19-NOR-14-EPI-23-YNE-1,25 DIHYDROXYVITAMIN D3, TX522" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-07-12 
_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                        412.605 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     TX5 
_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 
TX5 O2   O2   O 0 1 N N N 17.086 17.908 34.695 -3.874 -4.128 -1.284 O2   TX5 1  
TX5 C1   C1   C 0 1 N N S 14.202 17.755 35.713 -5.369 -1.155 0.461  C1   TX5 2  
TX5 C2   C2   C 0 1 N N N 14.900 16.701 34.763 -5.112 -2.633 0.152  C2   TX5 3  
TX5 C3   C3   C 0 1 N N R 16.035 17.389 33.847 -4.005 -2.759 -0.895 C3   TX5 4  
TX5 C4   C4   C 0 1 N N N 15.367 18.565 33.004 -2.678 -2.268 -0.308 C4   TX5 5  
TX5 C5   C5   C 0 1 N N N 14.876 19.650 33.967 -2.859 -0.834 0.148  C5   TX5 6  
TX5 C6   C6   C 0 1 N N N 14.620 20.995 33.666 -1.958 0.124  -0.154 C6   TX5 7  
TX5 C7   C7   C 0 1 N N N 13.902 22.152 34.347 -2.168 1.498  0.305  C7   TX5 8  
TX5 C8   C8   C 0 1 N N N 13.804 23.357 33.852 -1.227 2.420  0.102  C8   TX5 9  
TX5 C9   C9   C 0 1 N N N 14.369 23.919 32.500 -1.514 3.873  0.408  C9   TX5 10 
TX5 C10  C10  C 0 1 N N N 13.692 18.909 34.772 -4.067 -0.536 0.944  C10  TX5 11 
TX5 C11  C11  C 0 1 N N N 13.339 24.741 31.636 -0.362 4.396  1.276  C11  TX5 12 
TX5 C12  C12  C 0 1 N N N 12.514 25.755 32.490 0.947  4.201  0.516  C12  TX5 13 
TX5 C13  C13  C 0 1 N N R 11.862 25.149 33.794 1.269  2.705  0.329  C13  TX5 14 
TX5 C14  C14  C 0 1 N N R 13.058 24.268 34.678 0.113  2.016  -0.428 C14  TX5 15 
TX5 C15  C15  C 0 1 N N N 13.045 24.690 36.147 0.309  2.487  -1.882 C15  TX5 16 
TX5 C16  C16  C 0 1 N N N 11.641 25.283 36.365 1.843  2.476  -2.067 C16  TX5 17 
TX5 C17  C17  C 0 1 N N R 11.308 26.051 35.053 2.457  2.595  -0.660 C17  TX5 18 
TX5 C18  C18  C 0 1 N N N 10.820 24.012 33.434 1.586  2.029  1.664  C18  TX5 19 
TX5 C19  C19  C 0 1 N N N 12.384 19.180 34.695 -4.023 0.240  2.027  C19  TX5 20 
TX5 C20  C20  C 0 1 N N R 9.727  26.443 34.873 3.290  1.352  -0.344 C20  TX5 21 
TX5 C21  C21  C 0 1 N N N 9.601  27.862 35.499 4.511  1.309  -1.265 C21  TX5 22 
TX5 C22  C22  C 0 1 N N N 8.643  25.555 35.653 2.440  0.099  -0.565 C22  TX5 23 
TX5 O1   O1   O 0 1 N N N 13.165 17.035 36.474 -5.815 -0.486 -0.720 O1   TX5 24 
TX5 C23  C23  C 0 1 N N N 7.278  25.485 35.101 3.211  -1.092 -0.172 C23  TX5 25 
TX5 C24  C24  C 0 1 N N N 6.184  25.573 34.733 3.825  -2.042 0.142  C24  TX5 26 
TX5 C25  C25  C 0 1 N N N 4.805  25.785 34.319 4.595  -3.233 0.536  C25  TX5 27 
TX5 C27  C27  C 0 1 N N N 3.905  24.594 34.727 3.746  -4.486 0.314  C27  TX5 28 
TX5 C26  C26  C 0 1 N N N 4.753  25.989 32.800 5.866  -3.322 -0.313 C26  TX5 29 
TX5 O3   O3   O 0 1 N N N 4.372  26.951 34.990 4.950  -3.136 1.916  O3   TX5 30 
TX5 HO2  HO2  H 0 1 N N N 17.755 18.313 34.155 -3.171 -4.164 -1.947 HO2  TX5 31 
TX5 H1   H1   H 0 1 N N N 14.860 18.228 36.479 -6.126 -1.068 1.240  H1   TX5 32 
TX5 H21  1H2  H 0 1 N N N 14.152 16.154 34.143 -6.026 -3.087 -0.232 H21  TX5 33 
TX5 H22  2H2  H 0 1 N N N 15.309 15.840 35.341 -4.809 -3.147 1.064  H22  TX5 34 
TX5 H3   H3   H 0 1 N N N 16.478 16.641 33.149 -4.260 -2.157 -1.767 H3   TX5 35 
TX5 H41  1H4  H 0 1 N N N 14.559 18.198 32.329 -1.899 -2.315 -1.070 H41  TX5 36 
TX5 H42  2H4  H 0 1 N N N 16.051 18.969 32.222 -2.399 -2.891 0.542  H42  TX5 37 
TX5 H6   H6   H 0 1 N N N 15.083 21.183 32.683 -1.081 -0.124 -0.734 H6   TX5 38 
TX5 H7   H7   H 0 1 N N N 13.388 22.112 35.322 -3.086 1.766  0.807  H7   TX5 39 
TX5 H91  1H9  H 0 1 N N N 14.807 23.092 31.893 -1.568 4.443  -0.520 H91  TX5 40 
TX5 H92  2H9  H 0 1 N N N 15.284 24.527 32.689 -2.455 3.958  0.951  H92  TX5 41 
TX5 H111 1H11 H 0 0 N N N 12.667 24.062 31.060 -0.511 5.456  1.482  H111 TX5 42 
TX5 H112 2H11 H 0 0 N N N 13.848 25.253 30.786 -0.328 3.840  2.213  H112 TX5 43 
TX5 H121 1H12 H 0 0 N N N 11.735 26.245 31.861 0.867  4.675  -0.462 H121 TX5 44 
TX5 H122 2H12 H 0 0 N N N 13.140 26.641 32.748 1.758  4.670  1.074  H122 TX5 45 
TX5 H14  H14  H 0 1 N N N 13.814 23.634 35.197 0.224  0.933  -0.369 H14  TX5 46 
TX5 H151 1H15 H 0 0 N N N 13.878 25.375 36.431 -0.086 3.494  -2.016 H151 TX5 47 
TX5 H152 2H15 H 0 0 N N N 13.309 23.873 36.858 -0.165 1.793  -2.577 H152 TX5 48 
TX5 H161 1H16 H 0 0 N N N 11.556 25.908 37.285 2.151  3.323  -2.682 H161 TX5 49 
TX5 H162 2H16 H 0 0 N N N 10.873 24.526 36.649 2.157  1.542  -2.534 H162 TX5 50 
TX5 H17  H17  H 0 1 N N N 11.819 27.041 35.093 3.079  3.488  -0.598 H17  TX5 51 
TX5 H181 1H18 H 0 0 N N N 11.280 23.220 32.798 0.714  2.086  2.317  H181 TX5 52 
TX5 H182 2H18 H 0 0 N N N 10.360 23.584 34.355 1.841  0.983  1.491  H182 TX5 53 
TX5 H183 3H18 H 0 0 N N N 10.046 24.376 32.719 2.428  2.535  2.137  H183 TX5 54 
TX5 H191 1H19 H 0 0 N N N 12.027 19.989 34.036 -4.926 0.442  2.584  H191 TX5 55 
TX5 H192 2H19 H 0 0 N N N 11.574 18.673 35.246 -3.084 0.666  2.348  H192 TX5 56 
TX5 H20  H20  H 0 1 N N N 9.501  26.314 33.789 3.619  1.389  0.694  H20  TX5 57 
TX5 H211 1H21 H 0 0 N N N 10.307 28.612 35.071 4.185  1.167  -2.295 H211 TX5 58 
TX5 H212 2H21 H 0 0 N N N 8.525  28.129 35.377 5.061  2.246  -1.184 H212 TX5 59 
TX5 H213 3H21 H 0 0 N N N 9.969  27.930 36.549 5.158  0.482  -0.972 H213 TX5 60 
TX5 H221 1H22 H 0 0 N N N 8.591  25.892 36.715 1.535  0.162  0.039  H221 TX5 61 
TX5 H222 2H22 H 0 0 N N N 9.040  24.521 35.778 2.169  0.024  -1.619 H222 TX5 62 
TX5 HO1  HO1  H 0 1 N N N 12.746 17.668 37.045 -5.963 0.439  -0.479 HO1  TX5 63 
TX5 H271 1H27 H 0 0 N N N 3.976  24.383 35.820 3.475  -4.560 -0.739 H271 TX5 64 
TX5 H272 2H27 H 0 0 N N N 2.849  24.756 34.410 4.316  -5.368 0.606  H272 TX5 65 
TX5 H273 3H27 H 0 0 N N N 4.305  23.628 34.339 2.841  -4.423 0.919  H273 TX5 66 
TX5 H261 1H26 H 0 0 N N N 5.235  25.151 32.245 6.471  -2.430 -0.155 H261 TX5 67 
TX5 H262 2H26 H 0 0 N N N 3.697  26.151 32.483 6.436  -4.204 -0.021 H262 TX5 68 
TX5 H263 3H26 H 0 0 N N N 5.426  26.811 32.462 5.595  -3.396 -1.366 H263 TX5 69 
TX5 HO3  HO3  H 0 1 N N N 3.472  27.089 34.720 5.484  -2.335 2.012  HO3  TX5 70 
# 
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 
TX5 O2  C3   SING N N 1  
TX5 O2  HO2  SING N N 2  
TX5 C1  C2   SING N N 3  
TX5 C1  C10  SING N N 4  
TX5 C1  O1   SING N N 5  
TX5 C1  H1   SING N N 6  
TX5 C2  C3   SING N N 7  
TX5 C2  H21  SING N N 8  
TX5 C2  H22  SING N N 9  
TX5 C3  C4   SING N N 10 
TX5 C3  H3   SING N N 11 
TX5 C4  C5   SING N N 12 
TX5 C4  H41  SING N N 13 
TX5 C4  H42  SING N N 14 
TX5 C5  C6   DOUB N Z 15 
TX5 C5  C10  SING N N 16 
TX5 C6  C7   SING N N 17 
TX5 C6  H6   SING N N 18 
TX5 C7  C8   DOUB N E 19 
TX5 C7  H7   SING N N 20 
TX5 C8  C9   SING N N 21 
TX5 C8  C14  SING N N 22 
TX5 C9  C11  SING N N 23 
TX5 C9  H91  SING N N 24 
TX5 C9  H92  SING N N 25 
TX5 C10 C19  DOUB N N 26 
TX5 C11 C12  SING N N 27 
TX5 C11 H111 SING N N 28 
TX5 C11 H112 SING N N 29 
TX5 C12 C13  SING N N 30 
TX5 C12 H121 SING N N 31 
TX5 C12 H122 SING N N 32 
TX5 C13 C14  SING N N 33 
TX5 C13 C17  SING N N 34 
TX5 C13 C18  SING N N 35 
TX5 C14 C15  SING N N 36 
TX5 C14 H14  SING N N 37 
TX5 C15 C16  SING N N 38 
TX5 C15 H151 SING N N 39 
TX5 C15 H152 SING N N 40 
TX5 C16 C17  SING N N 41 
TX5 C16 H161 SING N N 42 
TX5 C16 H162 SING N N 43 
TX5 C17 C20  SING N N 44 
TX5 C17 H17  SING N N 45 
TX5 C18 H181 SING N N 46 
TX5 C18 H182 SING N N 47 
TX5 C18 H183 SING N N 48 
TX5 C19 H191 SING N N 49 
TX5 C19 H192 SING N N 50 
TX5 C20 C21  SING N N 51 
TX5 C20 C22  SING N N 52 
TX5 C20 H20  SING N N 53 
TX5 C21 H211 SING N N 54 
TX5 C21 H212 SING N N 55 
TX5 C21 H213 SING N N 56 
TX5 C22 C23  SING N N 57 
TX5 C22 H221 SING N N 58 
TX5 C22 H222 SING N N 59 
TX5 O1  HO1  SING N N 60 
TX5 C23 C24  TRIP N N 61 
TX5 C24 C25  SING N N 62 
TX5 C25 C27  SING N N 63 
TX5 C25 C26  SING N N 64 
TX5 C25 O3   SING N N 65 
TX5 C27 H271 SING N N 66 
TX5 C27 H272 SING N N 67 
TX5 C27 H273 SING N N 68 
TX5 C26 H261 SING N N 69 
TX5 C26 H262 SING N N 70 
TX5 C26 H263 SING N N 71 
TX5 O3  HO3  SING N N 72 
# 
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 
TX5 SMILES           ACDLabs              10.04 OC3C(=C)/C(=C\C=C1/CCCC2(C)C(C(C)CC#CC(O)(C)C)CCC12)CC(O)C3                                                                                                                                                  
TX5 InChI            InChI                1.02b InChI=1/C27H40O3/c1-18(8-6-14-26(3,4)30)23-12-13-24-20(9-7-15-27(23,24)5)10-11-21-16-22(28)17-25(29)19(21)2/h10-11,18,22-25,28-30H,2,7-9,12-13,15-17H2,1,3-5H3/b20-10+,21-11-/t18-,22-,23-,24?,25+,27-/m1/s1 
TX5 InChIKey         InChI                1.02b BUDPDEVHCQIFNU-QWVHEKJEBT                                                                                                                                                                                    
TX5 SMILES_CANONICAL CACTVS               3.341 C[C@H](CC#CC(C)(C)O)[C@H]1CC[C@@H]2C(/CCC[C@]12C)=C/C=C3/C[C@@H](O)C[C@H](O)C3=C                                                                                                                             
TX5 SMILES           CACTVS               3.341 C[CH](CC#CC(C)(C)O)[CH]1CC[CH]2C(CCC[C]12C)=CC=C3C[CH](O)C[CH](O)C3=C                                                                                                                                        
TX5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@H](CC#CC(C)(C)O)[C@H]1CCC\2[C@@]1(CCC/C2=C\C=C/3\C[C@H](C[C@@H](C3=C)O)O)C                                                                                                                               
TX5 SMILES           "OpenEye OEToolkits" 1.5.0 CC(CC#CC(C)(C)O)C1CCC2C1(CCCC2=CC=C3CC(CC(C3=C)O)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 
TX5 "SYSTEMATIC NAME" ACDLabs              10.04 (1S,3R,5Z,7E,14beta,17alpha)-9,10-secocholesta-5,7,10-trien-23-yne-1,3,25-triol                                                                                              
TX5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3S,5Z)-5-[(2E)-2-[(1R,7aR)-1-[(2R)-6-hydroxy-6-methyl-hept-4-yn-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidene-cyclohexane-1,3-diol 
# 
