data_AKX # _chem_comp.id AKX _chem_comp.name "(1R,3R)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-oxidanyl-7-phenyl-6-(phenylmethyl)heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C39 H52 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "2-methylidene-26,27-diphenyl-19-nor-1,25-dihydroxy vitamin D3" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-11 _chem_comp.pdbx_modified_date 2021-03-13 _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 568.828 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AKX _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 5B5B _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 AKX O3 O1 O 0 1 N N N 160.630 -0.554 50.985 5.649 0.774 0.679 O3 AKX 1 AKX C25 C1 C 0 1 N N N 160.033 0.784 51.002 5.570 0.131 -0.595 C25 AKX 2 AKX C27 C2 C 0 1 N N N 158.639 0.638 50.380 6.857 0.392 -1.379 C27 AKX 3 AKX C34 C3 C 0 1 Y N N 158.580 0.119 48.974 8.016 -0.264 -0.673 C34 AKX 4 AKX C39 C4 C 0 1 Y N N 158.513 0.969 47.866 8.366 -1.565 -0.980 C39 AKX 5 AKX C38 C5 C 0 1 Y N N 158.450 0.423 46.573 9.429 -2.167 -0.333 C38 AKX 6 AKX C37 C6 C 0 1 Y N N 158.460 -0.965 46.421 10.142 -1.467 0.622 C37 AKX 7 AKX C36 C7 C 0 1 Y N N 158.534 -1.790 47.539 9.793 -0.165 0.929 C36 AKX 8 AKX C35 C8 C 0 1 Y N N 158.588 -1.248 48.797 8.733 0.438 0.278 C35 AKX 9 AKX C26 C9 C 0 1 N N N 159.844 1.265 52.462 5.390 -1.375 -0.395 C26 AKX 10 AKX C28 C10 C 0 1 Y N N 159.295 2.684 52.708 4.136 -1.630 0.402 C28 AKX 11 AKX C33 C11 C 0 1 Y N N 157.913 2.928 52.773 3.006 -2.120 -0.225 C33 AKX 12 AKX C32 C12 C 0 1 Y N N 157.423 4.203 53.020 1.857 -2.354 0.506 C32 AKX 13 AKX C31 C13 C 0 1 Y N N 158.303 5.257 53.241 1.837 -2.098 1.865 C31 AKX 14 AKX C30 C14 C 0 1 Y N N 159.676 5.020 53.195 2.968 -1.608 2.492 C30 AKX 15 AKX C29 C15 C 0 1 Y N N 160.156 3.754 52.921 4.119 -1.379 1.761 C29 AKX 16 AKX C24 C16 C 0 1 N N N 160.840 1.768 50.119 4.377 0.689 -1.374 C24 AKX 17 AKX C23 C17 C 0 1 N N N 162.308 1.912 50.516 3.182 0.848 -0.432 C23 AKX 18 AKX C22 C18 C 0 1 N N N 163.037 2.999 49.685 2.025 1.511 -1.183 C22 AKX 19 AKX C20 C19 C 0 1 N N R 164.041 2.363 48.794 0.830 1.670 -0.240 C20 AKX 20 AKX C21 C20 C 0 1 N N N 163.308 1.297 47.965 1.193 2.642 0.884 C21 AKX 21 AKX C17 C21 C 0 1 N N R 164.936 3.324 47.936 -0.366 2.217 -1.022 C17 AKX 22 AKX C13 C22 C 0 1 N N R 164.453 4.559 47.153 -1.577 2.350 -0.110 C13 AKX 23 AKX C18 C23 C 0 1 N N N 163.253 4.317 46.249 -1.552 1.227 0.928 C18 AKX 24 AKX C12 C24 C 0 1 N N N 164.210 5.843 47.957 -1.808 3.670 0.587 C12 AKX 25 AKX C11 C25 C 0 1 N N N 164.083 7.088 47.020 -3.019 3.496 1.520 C11 AKX 26 AKX C9 C26 C 0 1 N N N 165.338 7.265 46.149 -4.272 3.082 0.750 C9 AKX 27 AKX C16 C27 C 0 1 N N N 165.645 2.520 46.837 -0.796 1.212 -2.122 C16 AKX 28 AKX C15 C28 C 0 1 N N N 166.098 3.475 45.705 -2.291 0.881 -1.851 C15 AKX 29 AKX C14 C29 C 0 1 N N S 165.678 4.799 46.257 -2.774 2.110 -1.073 C14 AKX 30 AKX C8 C30 C 0 1 N N N 165.524 6.002 45.343 -3.970 1.921 -0.187 C8 AKX 31 AKX C7 C31 C 0 1 N N N 165.506 5.978 43.974 -4.712 0.820 -0.218 C7 AKX 32 AKX C6 C32 C 0 1 N N N 165.300 7.231 43.193 -5.873 0.690 0.675 C6 AKX 33 AKX C5 C33 C 0 1 N N N 165.113 7.280 41.859 -6.547 -0.454 0.728 C5 AKX 34 AKX C10 C34 C 0 1 N N N 165.061 6.019 41.028 -7.817 -0.563 1.541 C10 AKX 35 AKX C1 C35 C 0 1 N N R 165.572 6.153 39.597 -8.943 -1.058 0.626 C1 AKX 36 AKX O1 O2 O 0 1 N N N 165.156 5.052 38.815 -9.298 -0.029 -0.299 O1 AKX 37 AKX C4 C36 C 0 1 N N N 164.898 8.620 41.174 -6.060 -1.668 -0.030 C4 AKX 38 AKX C3 C37 C 0 1 N N R 165.546 8.651 39.773 -7.191 -2.162 -0.942 C3 AKX 39 AKX O2 O3 O 0 1 N N N 166.974 8.643 39.861 -6.852 -3.443 -1.476 O2 AKX 40 AKX C2 C38 C 0 1 N N N 165.122 7.432 38.992 -8.453 -2.275 -0.127 C2 AKX 41 AKX C40 C39 C 0 1 N N N 164.411 7.488 37.872 -9.117 -3.403 -0.075 C40 AKX 42 AKX H1 H1 H 0 1 N N N 160.118 -1.137 51.533 5.764 1.733 0.629 H1 AKX 43 AKX H2 H2 H 0 1 N N N 158.164 1.630 50.389 6.762 -0.023 -2.382 H2 AKX 44 AKX H3 H3 H 0 1 N N N 158.062 -0.051 51.014 7.032 1.465 -1.444 H3 AKX 45 AKX H4 H4 H 0 1 N N N 158.510 2.040 48.003 7.809 -2.112 -1.726 H4 AKX 46 AKX H5 H5 H 0 1 N N N 158.395 1.068 45.709 9.702 -3.184 -0.572 H5 AKX 47 AKX H6 H6 H 0 1 N N N 158.410 -1.399 45.433 10.972 -1.937 1.129 H6 AKX 48 AKX H7 H7 H 0 1 N N N 158.549 -2.863 47.415 10.349 0.382 1.676 H7 AKX 49 AKX H8 H8 H 0 1 N N N 158.637 -1.898 49.658 8.460 1.456 0.517 H8 AKX 50 AKX H9 H9 H 0 1 N N N 159.152 0.561 52.948 5.308 -1.863 -1.367 H9 AKX 51 AKX H10 H10 H 0 1 N N N 160.828 1.209 52.951 6.249 -1.776 0.141 H10 AKX 52 AKX H11 H11 H 0 1 N N N 157.221 2.111 52.629 3.021 -2.320 -1.286 H11 AKX 53 AKX H12 H12 H 0 1 N N N 156.357 4.377 53.041 0.973 -2.736 0.016 H12 AKX 54 AKX H13 H13 H 0 1 N N N 157.927 6.248 53.446 0.939 -2.280 2.436 H13 AKX 55 AKX H14 H14 H 0 1 N N N 160.368 5.830 53.374 2.953 -1.408 3.553 H14 AKX 56 AKX H15 H15 H 0 1 N N N 161.223 3.592 52.871 5.003 -1.000 2.252 H15 AKX 57 AKX H16 H16 H 0 1 N N N 160.366 2.759 50.186 4.639 1.659 -1.795 H16 AKX 58 AKX H17 H17 H 0 1 N N N 160.798 1.411 49.079 4.115 0.002 -2.179 H17 AKX 59 AKX H18 H18 H 0 1 N N N 162.813 0.948 50.359 2.868 -0.133 -0.074 H18 AKX 60 AKX H19 H19 H 0 1 N N N 162.362 2.185 51.580 3.468 1.470 0.417 H19 AKX 61 AKX H20 H20 H 0 1 N N N 163.544 3.699 50.365 2.339 2.491 -1.540 H20 AKX 62 AKX H21 H21 H 0 1 N N N 162.303 3.546 49.076 1.739 0.889 -2.031 H21 AKX 63 AKX H22 H22 H 0 1 N N N 164.736 1.814 49.447 0.572 0.701 0.187 H22 AKX 64 AKX H23 H23 H 0 1 N N N 162.704 0.664 48.632 0.342 2.756 1.555 H23 AKX 65 AKX H24 H24 H 0 1 N N N 162.651 1.790 47.233 2.045 2.252 1.441 H24 AKX 66 AKX H25 H25 H 0 1 N N N 164.044 0.674 47.436 1.451 3.611 0.457 H25 AKX 67 AKX H26 H26 H 0 1 N N N 165.726 3.681 48.612 -0.119 3.182 -1.465 H26 AKX 68 AKX H27 H27 H 0 1 N N N 162.359 4.142 46.865 -0.705 1.371 1.600 H27 AKX 69 AKX H28 H28 H 0 1 N N N 163.091 5.198 45.611 -2.478 1.243 1.503 H28 AKX 70 AKX H29 H29 H 0 1 N N N 163.442 3.436 45.617 -1.455 0.266 0.423 H29 AKX 71 AKX H30 H30 H 0 1 N N N 165.053 5.998 48.646 -0.928 3.940 1.170 H30 AKX 72 AKX H31 H31 H 0 1 N N N 163.280 5.733 48.534 -2.016 4.446 -0.150 H31 AKX 73 AKX H32 H32 H 0 1 N N N 163.946 7.988 47.637 -2.788 2.731 2.261 H32 AKX 74 AKX H33 H33 H 0 1 N N N 163.209 6.956 46.366 -3.212 4.439 2.030 H33 AKX 75 AKX H34 H34 H 0 1 N N N 166.217 7.433 46.789 -5.044 2.780 1.458 H34 AKX 76 AKX H35 H35 H 0 1 N N N 165.207 8.123 45.474 -4.631 3.930 0.167 H35 AKX 77 AKX H36 H36 H 0 1 N N N 164.953 1.770 46.428 -0.686 1.666 -3.107 H36 AKX 78 AKX H37 H37 H 0 1 N N N 166.524 2.014 47.263 -0.193 0.307 -2.059 H37 AKX 79 AKX H38 H38 H 0 1 N N N 165.584 3.251 44.759 -2.840 0.775 -2.787 H38 AKX 80 AKX H39 H39 H 0 1 N N N 167.186 3.429 45.550 -2.382 -0.021 -1.245 H39 AKX 81 AKX H40 H40 H 0 1 N N N 166.479 5.081 46.956 -2.912 2.960 -1.741 H40 AKX 82 AKX H41 H41 H 0 1 N N N 165.643 5.041 43.454 -4.462 0.019 -0.899 H41 AKX 83 AKX H42 H42 H 0 1 N N N 165.301 8.166 43.734 -6.179 1.525 1.289 H42 AKX 84 AKX H43 H43 H 0 1 N N N 164.014 5.685 40.984 -7.669 -1.271 2.356 H43 AKX 85 AKX H44 H44 H 0 1 N N N 165.668 5.254 41.534 -8.075 0.415 1.948 H44 AKX 86 AKX H45 H45 H 0 1 N N N 166.671 6.166 39.639 -9.812 -1.326 1.227 H45 AKX 87 AKX H46 H46 H 0 1 N N N 165.454 4.245 39.219 -10.006 -0.275 -0.910 H46 AKX 88 AKX H47 H47 H 0 1 N N N 165.345 9.413 41.792 -5.194 -1.400 -0.634 H47 AKX 89 AKX H48 H48 H 0 1 N N N 163.818 8.800 41.072 -5.786 -2.454 0.675 H48 AKX 90 AKX H49 H49 H 0 1 N N N 165.203 9.554 39.246 -7.339 -1.453 -1.757 H49 AKX 91 AKX H50 H50 H 0 1 N N N 167.266 9.403 40.350 -7.524 -3.815 -2.063 H50 AKX 92 AKX H51 H51 H 0 1 N N N 164.105 8.444 37.474 -10.023 -3.470 0.509 H51 AKX 93 AKX H52 H52 H 0 1 N N N 164.139 6.577 37.359 -8.758 -4.266 -0.617 H52 AKX 94 # # 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 AKX C40 C2 DOUB N N 1 AKX O1 C1 SING N N 2 AKX C2 C1 SING N N 3 AKX C2 C3 SING N N 4 AKX C1 C10 SING N N 5 AKX C3 O2 SING N N 6 AKX C3 C4 SING N N 7 AKX C10 C5 SING N N 8 AKX C4 C5 SING N N 9 AKX C5 C6 DOUB N N 10 AKX C6 C7 SING N N 11 AKX C7 C8 DOUB N E 12 AKX C8 C9 SING N N 13 AKX C8 C14 SING N N 14 AKX C15 C14 SING N N 15 AKX C15 C16 SING N N 16 AKX C9 C11 SING N N 17 AKX C18 C13 SING N N 18 AKX C14 C13 SING N N 19 AKX C37 C38 DOUB Y N 20 AKX C37 C36 SING Y N 21 AKX C38 C39 SING Y N 22 AKX C16 C17 SING N N 23 AKX C11 C12 SING N N 24 AKX C13 C17 SING N N 25 AKX C13 C12 SING N N 26 AKX C36 C35 DOUB Y N 27 AKX C39 C34 DOUB Y N 28 AKX C17 C20 SING N N 29 AKX C21 C20 SING N N 30 AKX C20 C22 SING N N 31 AKX C35 C34 SING Y N 32 AKX C34 C27 SING N N 33 AKX C22 C23 SING N N 34 AKX C24 C23 SING N N 35 AKX C24 C25 SING N N 36 AKX C27 C25 SING N N 37 AKX O3 C25 SING N N 38 AKX C25 C26 SING N N 39 AKX C26 C28 SING N N 40 AKX C28 C33 DOUB Y N 41 AKX C28 C29 SING Y N 42 AKX C33 C32 SING Y N 43 AKX C29 C30 DOUB Y N 44 AKX C32 C31 DOUB Y N 45 AKX C30 C31 SING Y N 46 AKX O3 H1 SING N N 47 AKX C27 H2 SING N N 48 AKX C27 H3 SING N N 49 AKX C39 H4 SING N N 50 AKX C38 H5 SING N N 51 AKX C37 H6 SING N N 52 AKX C36 H7 SING N N 53 AKX C35 H8 SING N N 54 AKX C26 H9 SING N N 55 AKX C26 H10 SING N N 56 AKX C33 H11 SING N N 57 AKX C32 H12 SING N N 58 AKX C31 H13 SING N N 59 AKX C30 H14 SING N N 60 AKX C29 H15 SING N N 61 AKX C24 H16 SING N N 62 AKX C24 H17 SING N N 63 AKX C23 H18 SING N N 64 AKX C23 H19 SING N N 65 AKX C22 H20 SING N N 66 AKX C22 H21 SING N N 67 AKX C20 H22 SING N N 68 AKX C21 H23 SING N N 69 AKX C21 H24 SING N N 70 AKX C21 H25 SING N N 71 AKX C17 H26 SING N N 72 AKX C18 H27 SING N N 73 AKX C18 H28 SING N N 74 AKX C18 H29 SING N N 75 AKX C12 H30 SING N N 76 AKX C12 H31 SING N N 77 AKX C11 H32 SING N N 78 AKX C11 H33 SING N N 79 AKX C9 H34 SING N N 80 AKX C9 H35 SING N N 81 AKX C16 H36 SING N N 82 AKX C16 H37 SING N N 83 AKX C15 H38 SING N N 84 AKX C15 H39 SING N N 85 AKX C14 H40 SING N N 86 AKX C7 H41 SING N N 87 AKX C6 H42 SING N N 88 AKX C10 H43 SING N N 89 AKX C10 H44 SING N N 90 AKX C1 H45 SING N N 91 AKX O1 H46 SING N N 92 AKX C4 H47 SING N N 93 AKX C4 H48 SING N N 94 AKX C3 H49 SING N N 95 AKX O2 H50 SING N N 96 AKX C40 H51 SING N N 97 AKX C40 H52 SING N N 98 # # 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 AKX InChI InChI 1.03 "InChI=1S/C39H52O3/c1-28(12-10-23-39(42,26-30-13-6-4-7-14-30)27-31-15-8-5-9-16-31)34-20-21-35-33(17-11-22-38(34,35)3)19-18-32-24-36(40)29(2)37(41)25-32/h4-9,13-16,18-19,28,34-37,40-42H,2,10-12,17,20-27H2,1,3H3/b33-19+/t28-,34-,35+,36-,37-,38-/m1/s1" AKX InChIKey InChI 1.03 RRDOSUMZWOEOPZ-BYWDIONYSA-N AKX SMILES_CANONICAL CACTVS 3.385 "C[C@H](CCCC(O)(Cc1ccccc1)Cc2ccccc2)[C@H]3CC[C@H]4C(/CCC[C@]34C)=C/C=C5\C[C@@H](O)C(=C)[C@H](O)C5" AKX SMILES CACTVS 3.385 "C[CH](CCCC(O)(Cc1ccccc1)Cc2ccccc2)[CH]3CC[CH]4C(CCC[C]34C)=CC=C5C[CH](O)C(=C)[CH](O)C5" AKX SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "C[C@H](CCCC(Cc1ccccc1)(Cc2ccccc2)O)[C@H]3CC[C@@H]\4[C@@]3(CCC/C4=C\C=C5C[C@H](C(=C)[C@@H](C5)O)O)C" AKX SMILES "OpenEye OEToolkits" 2.0.4 "CC(CCCC(Cc1ccccc1)(Cc2ccccc2)O)C3CCC4C3(CCCC4=CC=C5CC(C(=C)C(C5)O)O)C" # _pdbx_chem_comp_identifier.comp_id AKX _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.4 _pdbx_chem_comp_identifier.identifier "(1~{R},3~{R})-5-[(2~{E})-2-[(1~{R},3~{a}~{S},7~{a}~{R})-7~{a}-methyl-1-[(2~{R})-6-oxidanyl-7-phenyl-6-(phenylmethyl)heptan-2-yl]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-4-ylidene]ethylidene]-2-methylidene-cyclohexane-1,3-diol" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AKX "Create component" 2016-05-11 PDBJ AKX "Initial release" 2016-06-29 RCSB AKX "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id AKX _pdbx_chem_comp_synonyms.name "2-methylidene-26,27-diphenyl-19-nor-1,25-dihydroxy vitamin D3" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##