data_AP1 # _chem_comp.id AP1 _chem_comp.name "{3-[3-(3,4-DIMETHOXY-PHENYL)-1-(1-{1-[2-(3,4,5-TRIMETHOXY-PHENYL)-BUTYRYL]-PIPERIDIN-2YL}-VINYLOXY)-PROPYL]-PHENOXY}-ACETIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H47 N O11" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2011-06-04 _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 693.780 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AP1 _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 1BL4 _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 AP1 C1 C1 C 0 1 N N N 12.948 13.427 20.197 2.742 0.190 -1.545 C1 AP1 1 AP1 C2 C2 C 0 1 N N S 14.444 13.695 19.985 4.035 -0.345 -0.984 C2 AP1 2 AP1 C3 C3 C 0 1 N N N 15.403 12.479 20.070 4.211 -1.803 -1.405 C3 AP1 3 AP1 C4 C4 C 0 1 N N N 15.430 11.938 21.524 5.453 -2.382 -0.724 C4 AP1 4 AP1 C5 C5 C 0 1 N N N 16.065 13.011 22.443 5.272 -2.335 0.794 C5 AP1 5 AP1 C6 C6 C 0 1 N N N 15.270 14.347 22.364 5.111 -0.879 1.240 C6 AP1 6 AP1 C8 C8 C 0 1 N N N 14.980 16.054 20.589 2.989 0.337 1.121 C8 AP1 7 AP1 C9 C9 C 0 1 N N S 15.403 17.110 21.595 3.036 0.513 2.617 C9 AP1 8 AP1 C10 C10 C 0 1 Y N N 14.200 17.514 22.483 1.643 0.757 3.137 C10 AP1 9 AP1 C11 C11 C 0 1 Y N N 13.051 18.078 21.899 1.088 -0.111 4.058 C11 AP1 10 AP1 C12 C12 C 0 1 Y N N 11.887 18.267 22.658 -0.192 0.108 4.539 C12 AP1 11 AP1 C13 C13 C 0 1 Y N N 11.914 17.963 24.037 -0.920 1.206 4.095 C13 AP1 12 AP1 C14 C14 C 0 1 Y N N 13.067 17.475 24.649 -0.359 2.079 3.170 C14 AP1 13 AP1 O15 O15 O 0 1 N N N 13.030 17.212 26.023 -1.066 3.155 2.732 O15 AP1 14 AP1 C16 C16 C 0 1 N N N 17.471 18.082 20.399 4.102 1.792 4.480 C16 AP1 15 AP1 O17 O17 O 0 1 N N N 10.706 18.753 22.075 -0.737 -0.747 5.444 O17 AP1 16 AP1 C18 C18 C 0 1 N N N 14.098 16.486 26.672 -0.231 3.847 1.802 C18 AP1 17 AP1 C19 C19 C 0 1 N N N 10.695 19.469 25.400 -2.046 2.246 5.728 C19 AP1 18 AP1 C20 C20 C 0 1 N N N 10.659 19.075 20.674 0.241 -1.757 5.698 C20 AP1 19 AP1 C21 C21 C 0 1 N N N 7.684 10.934 15.739 -4.592 -3.656 3.591 C21 AP1 20 AP1 C22 C22 C 0 1 Y N N 11.219 14.480 23.939 0.840 -1.603 -3.920 C22 AP1 21 AP1 C23 C23 C 0 1 Y N N 11.218 14.076 25.274 0.732 -1.967 -5.249 C23 AP1 22 AP1 C24 C24 C 0 1 Y N N 10.924 12.758 25.593 0.043 -1.160 -6.134 C24 AP1 23 AP1 C25 C25 C 0 1 Y N N 10.924 13.580 22.906 0.260 -0.430 -3.472 C25 AP1 24 AP1 C26 C26 C 0 1 N N R 10.944 13.972 21.428 0.380 -0.035 -2.023 C26 AP1 25 AP1 C27 C27 C 0 1 N N N 10.111 15.255 21.113 -0.795 -0.617 -1.237 C27 AP1 26 AP1 C28 C28 C 0 1 N N N 8.604 14.979 20.963 -0.673 -0.217 0.234 C28 AP1 27 AP1 C29 C29 C 0 1 Y N N 8.239 13.884 19.969 -1.833 -0.789 1.008 C29 AP1 28 AP1 C30 C30 C 0 1 Y N N 8.060 14.237 18.628 -2.996 -0.057 1.150 C30 AP1 29 AP1 C31 C31 C 0 1 Y N N 7.717 13.282 17.664 -4.065 -0.584 1.857 C31 AP1 30 AP1 C32 C32 C 0 1 Y N N 7.551 11.920 18.051 -3.959 -1.847 2.432 C32 AP1 31 AP1 C33 C33 C 0 1 Y N N 7.736 11.585 19.400 -2.788 -2.574 2.291 C33 AP1 32 AP1 C34 C34 C 0 1 Y N N 8.076 12.558 20.337 -1.728 -2.044 1.580 C34 AP1 33 AP1 C35 C35 C 0 1 Y N N 10.627 11.838 24.575 -0.539 0.016 -5.687 C35 AP1 34 AP1 O36 O36 O 0 1 N N N 10.339 10.499 24.828 -1.218 0.811 -6.556 O36 AP1 35 AP1 C37 C37 C 0 1 N N N 10.574 9.895 26.115 -1.154 0.175 -7.834 C37 AP1 36 AP1 C38 C38 C 0 1 N N N 9.507 10.422 27.030 -1.892 1.011 -8.848 C38 AP1 37 AP1 O39 O39 O 0 1 N N N 9.801 10.747 28.211 -2.418 2.046 -8.511 O39 AP1 38 AP1 O40 O40 O 0 1 N N N 8.355 10.532 26.552 -1.965 0.607 -10.126 O40 AP1 39 AP1 C41 C41 C 0 1 Y N N 10.629 12.262 23.245 -0.433 0.377 -4.352 C41 AP1 40 AP1 C42 C42 C 0 1 N N N 8.170 14.842 15.808 -5.012 1.367 1.303 C42 AP1 41 AP1 N7 N7 N 0 1 N N N 14.908 14.751 20.952 4.008 -0.271 0.482 N7 AP1 42 AP1 O43 O43 O 0 1 N N N 12.356 14.171 21.151 1.625 -0.551 -1.483 O43 AP1 43 AP1 O44 O44 O 0 1 N N N 12.380 12.578 19.531 2.712 1.287 -2.050 O44 AP1 44 AP1 O45 O45 O 0 1 N N N 14.707 16.411 19.463 2.035 0.743 0.492 O45 AP1 45 AP1 C46 C46 C 0 1 N N N 16.015 18.339 20.866 3.926 1.709 2.962 C46 AP1 46 AP1 C47 C47 C 0 1 Y N N 14.213 17.263 23.872 0.925 1.854 2.697 C47 AP1 47 AP1 O48 O48 O 0 1 N N N 10.785 18.150 24.818 -2.178 1.427 4.565 O48 AP1 48 AP1 O49 O49 O 0 1 N N N 7.539 13.656 16.320 -5.212 0.132 1.994 O49 AP1 49 AP1 O50 O50 O 0 1 N N N 7.197 10.929 17.100 -5.003 -2.367 3.132 O50 AP1 50 AP1 H2 H2 H 0 1 N N N 14.505 14.022 18.920 4.869 0.246 -1.359 H2 AP1 51 AP1 H31 1H3 H 0 1 N N N 15.142 11.685 19.330 4.330 -1.858 -2.487 H31 AP1 52 AP1 H32 2H3 H 0 1 N N N 16.423 12.721 19.692 3.332 -2.374 -1.106 H32 AP1 53 AP1 H41A 1H4 H 0 0 N N N 14.422 11.615 21.877 6.328 -1.795 -1.004 H41A AP1 54 AP1 H42 2H4 H 0 1 N N N 15.943 10.951 21.602 5.592 -3.415 -1.041 H42 AP1 55 AP1 H51 1H5 H 0 1 N N N 16.161 12.649 23.493 6.147 -2.769 1.278 H51 AP1 56 AP1 H52 2H5 H 0 1 N N N 17.146 13.160 22.216 4.383 -2.901 1.072 H52 AP1 57 AP1 H61 1H6 H 0 1 N N N 14.360 14.303 23.007 6.033 -0.332 1.045 H61 AP1 58 AP1 H62 2H6 H 0 1 N N N 15.823 15.166 22.879 4.883 -0.846 2.306 H62 AP1 59 AP1 H9 H9 H 0 1 N N N 16.191 16.685 22.259 3.443 -0.386 3.077 H9 AP1 60 AP1 H11 H11 H 0 1 N N N 13.062 18.374 20.836 1.654 -0.964 4.402 H11 AP1 61 AP1 H161 1H16 H 0 0 N N N 17.910 18.963 19.876 4.736 2.644 4.726 H161 AP1 62 AP1 H162 2H16 H 0 0 N N N 18.114 17.756 21.249 3.128 1.916 4.952 H162 AP1 63 AP1 H163 3H16 H 0 0 N N N 17.535 17.165 19.766 4.568 0.876 4.842 H163 AP1 64 AP1 H181 1H18 H 0 0 N N N 14.068 16.276 27.766 -0.759 4.722 1.422 H181 AP1 65 AP1 H182 2H18 H 0 0 N N N 14.231 15.516 26.137 0.683 4.164 2.301 H182 AP1 66 AP1 H183 3H18 H 0 0 N N N 15.057 17.006 26.445 0.016 3.185 0.973 H183 AP1 67 AP1 H191 1H19 H 0 0 N N N 9.786 19.619 26.028 -3.034 2.451 6.142 H191 AP1 68 AP1 H192 2H19 H 0 0 N N N 11.617 19.708 25.978 -1.441 1.728 6.471 H192 AP1 69 AP1 H193 3H19 H 0 0 N N N 10.761 20.253 24.610 -1.564 3.186 5.458 H193 AP1 70 AP1 H201 1H20 H 0 0 N N N 9.721 19.461 20.211 -0.152 -2.470 6.422 H201 AP1 71 AP1 H202 2H20 H 0 0 N N N 11.479 19.798 20.454 0.477 -2.275 4.768 H202 AP1 72 AP1 H203 3H20 H 0 0 N N N 10.988 18.178 20.099 1.144 -1.296 6.096 H203 AP1 73 AP1 H211 1H21 H 0 0 N N N 7.405 10.155 14.991 -5.401 -4.114 4.160 H211 AP1 74 AP1 H212 2H21 H 0 0 N N N 7.429 11.925 15.297 -4.349 -4.285 2.735 H212 AP1 75 AP1 H213 3H21 H 0 0 N N N 8.797 10.970 15.783 -3.713 -3.552 4.227 H213 AP1 76 AP1 H22 H22 H 0 1 N N N 11.457 15.529 23.696 1.380 -2.235 -3.230 H22 AP1 77 AP1 H23 H23 H 0 1 N N N 11.449 14.797 26.075 1.186 -2.883 -5.596 H23 AP1 78 AP1 H24 H24 H 0 1 N N N 10.926 12.443 26.650 -0.040 -1.445 -7.172 H24 AP1 79 AP1 H26 H26 H 0 1 N N N 10.470 13.190 20.789 0.371 1.050 -1.940 H26 AP1 80 AP1 H271 1H27 H 0 0 N N N 10.295 16.045 21.878 -1.730 -0.230 -1.642 H271 AP1 81 AP1 H272 2H27 H 0 0 N N N 10.510 15.775 20.211 -0.786 -1.704 -1.320 H272 AP1 82 AP1 H281 1H28 H 0 0 N N N 8.154 14.757 21.958 0.260 -0.604 0.639 H281 AP1 83 AP1 H282 2H28 H 0 0 N N N 8.065 15.921 20.709 -0.683 0.869 0.317 H282 AP1 84 AP1 H30 H30 H 0 1 N N N 8.191 15.289 18.324 -3.076 0.922 0.703 H30 AP1 85 AP1 H33 H33 H 0 1 N N N 7.612 10.539 19.729 -2.704 -3.554 2.736 H33 AP1 86 AP1 H34 H34 H 0 1 N N N 8.219 12.272 21.392 -0.815 -2.611 1.470 H34 AP1 87 AP1 H371 1H37 H 0 0 N N N 10.616 8.781 26.080 -0.113 0.072 -8.137 H371 AP1 88 AP1 H372 2H37 H 0 0 N N N 11.607 10.060 26.499 -1.615 -0.810 -7.772 H372 AP1 89 AP1 H40 H40 H 0 1 N N N 7.679 10.865 27.131 -2.438 1.144 -10.776 H40 AP1 90 AP1 H41 H41 H 0 1 N N N 10.392 11.540 22.445 -0.887 1.292 -4.002 H41 AP1 91 AP1 H421 1H42 H 0 0 N N N 8.028 15.138 14.742 -5.911 1.979 1.384 H421 AP1 92 AP1 H422 2H42 H 0 0 N N N 7.876 15.702 16.453 -4.169 1.898 1.744 H422 AP1 93 AP1 H423 3H42 H 0 0 N N N 9.264 14.772 16.010 -4.804 1.165 0.252 H423 AP1 94 AP1 H461 1H46 H 0 0 N N N 15.371 18.664 20.015 3.460 2.625 2.600 H461 AP1 95 AP1 H462 2H46 H 0 0 N N N 15.951 19.255 21.498 4.900 1.585 2.489 H462 AP1 96 AP1 H47 H47 H 0 1 N N N 15.132 16.895 24.357 1.362 2.531 1.979 H47 AP1 97 # 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 AP1 C1 C2 SING N N 1 AP1 C1 O43 SING N N 2 AP1 C1 O44 DOUB N N 3 AP1 C2 C3 SING N N 4 AP1 C2 N7 SING N N 5 AP1 C2 H2 SING N N 6 AP1 C3 C4 SING N N 7 AP1 C3 H31 SING N N 8 AP1 C3 H32 SING N N 9 AP1 C4 C5 SING N N 10 AP1 C4 H41A SING N N 11 AP1 C4 H42 SING N N 12 AP1 C5 C6 SING N N 13 AP1 C5 H51 SING N N 14 AP1 C5 H52 SING N N 15 AP1 C6 N7 SING N N 16 AP1 C6 H61 SING N N 17 AP1 C6 H62 SING N N 18 AP1 C8 C9 SING N N 19 AP1 C8 N7 SING N N 20 AP1 C8 O45 DOUB N N 21 AP1 C9 C10 SING N N 22 AP1 C9 C46 SING N N 23 AP1 C9 H9 SING N N 24 AP1 C10 C11 DOUB Y N 25 AP1 C10 C47 SING Y N 26 AP1 C11 C12 SING Y N 27 AP1 C11 H11 SING N N 28 AP1 C12 C13 DOUB Y N 29 AP1 C12 O17 SING N N 30 AP1 C13 C14 SING Y N 31 AP1 C13 O48 SING N N 32 AP1 C14 O15 SING N N 33 AP1 C14 C47 DOUB Y N 34 AP1 O15 C18 SING N N 35 AP1 C16 C46 SING N N 36 AP1 C16 H161 SING N N 37 AP1 C16 H162 SING N N 38 AP1 C16 H163 SING N N 39 AP1 O17 C20 SING N N 40 AP1 C18 H181 SING N N 41 AP1 C18 H182 SING N N 42 AP1 C18 H183 SING N N 43 AP1 C19 O48 SING N N 44 AP1 C19 H191 SING N N 45 AP1 C19 H192 SING N N 46 AP1 C19 H193 SING N N 47 AP1 C20 H201 SING N N 48 AP1 C20 H202 SING N N 49 AP1 C20 H203 SING N N 50 AP1 C21 O50 SING N N 51 AP1 C21 H211 SING N N 52 AP1 C21 H212 SING N N 53 AP1 C21 H213 SING N N 54 AP1 C22 C23 DOUB Y N 55 AP1 C22 C25 SING Y N 56 AP1 C22 H22 SING N N 57 AP1 C23 C24 SING Y N 58 AP1 C23 H23 SING N N 59 AP1 C24 C35 DOUB Y N 60 AP1 C24 H24 SING N N 61 AP1 C25 C26 SING N N 62 AP1 C25 C41 DOUB Y N 63 AP1 C26 C27 SING N N 64 AP1 C26 O43 SING N N 65 AP1 C26 H26 SING N N 66 AP1 C27 C28 SING N N 67 AP1 C27 H271 SING N N 68 AP1 C27 H272 SING N N 69 AP1 C28 C29 SING N N 70 AP1 C28 H281 SING N N 71 AP1 C28 H282 SING N N 72 AP1 C29 C30 DOUB Y N 73 AP1 C29 C34 SING Y N 74 AP1 C30 C31 SING Y N 75 AP1 C30 H30 SING N N 76 AP1 C31 C32 DOUB Y N 77 AP1 C31 O49 SING N N 78 AP1 C32 C33 SING Y N 79 AP1 C32 O50 SING N N 80 AP1 C33 C34 DOUB Y N 81 AP1 C33 H33 SING N N 82 AP1 C34 H34 SING N N 83 AP1 C35 O36 SING N N 84 AP1 C35 C41 SING Y N 85 AP1 O36 C37 SING N N 86 AP1 C37 C38 SING N N 87 AP1 C37 H371 SING N N 88 AP1 C37 H372 SING N N 89 AP1 C38 O39 DOUB N N 90 AP1 C38 O40 SING N N 91 AP1 O40 H40 SING N N 92 AP1 C41 H41 SING N N 93 AP1 C42 O49 SING N N 94 AP1 C42 H421 SING N N 95 AP1 C42 H422 SING N N 96 AP1 C42 H423 SING N N 97 AP1 C46 H461 SING N N 98 AP1 C46 H462 SING N N 99 AP1 C47 H47 SING N N 100 # 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 AP1 SMILES ACDLabs 10.04 "O=C(N3C(C(=O)OC(c1cccc(OCC(=O)O)c1)CCc2ccc(OC)c(OC)c2)CCCC3)C(c4cc(OC)c(OC)c(OC)c4)CC" AP1 SMILES_CANONICAL CACTVS 3.341 "CC[C@H](C(=O)N1CCCC[C@H]1C(=O)O[C@H](CCc2ccc(OC)c(OC)c2)c3cccc(OCC(O)=O)c3)c4cc(OC)c(OC)c(OC)c4" AP1 SMILES CACTVS 3.341 "CC[CH](C(=O)N1CCCC[CH]1C(=O)O[CH](CCc2ccc(OC)c(OC)c2)c3cccc(OCC(O)=O)c3)c4cc(OC)c(OC)c(OC)c4" AP1 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC[C@@H](c1cc(c(c(c1)OC)OC)OC)C(=O)N2CCCC[C@H]2C(=O)O[C@H](CCc3ccc(c(c3)OC)OC)c4cccc(c4)OCC(=O)O" AP1 SMILES "OpenEye OEToolkits" 1.5.0 "CCC(c1cc(c(c(c1)OC)OC)OC)C(=O)N2CCCCC2C(=O)OC(CCc3ccc(c(c3)OC)OC)c4cccc(c4)OCC(=O)O" AP1 InChI InChI 1.03 ;InChI=1S/C38H47NO11/c1-7-28(26-21-33(46-4)36(48-6)34(22-26)47-5)37(42)39-18-9-8-13-29(39)38(43)50-30(25-11-10-12-27(20-25)49-23-35(40)41)16-14-24-15-17-31(44-2)32(19-24)45-3/h10-12,15,17,19-22,28-30H,7-9,13-14,16,18,23H2,1-6H3,(H,40,41)/t28-,29-,30+/m0/s1 ; AP1 InChIKey InChI 1.03 XCCRAOPQCACRFC-OIFRRMEBSA-N # 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 AP1 "SYSTEMATIC NAME" ACDLabs 10.04 "(3-{(1R)-3-(3,4-dimethoxyphenyl)-1-[({(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidin-2-yl}carbonyl)oxy]propyl}phenoxy)acetic acid" AP1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[3-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidin-2-yl]carbonyloxy-propyl]phenoxy]ethanoic 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 AP1 "Create component" 1999-07-08 RCSB AP1 "Modify descriptor" 2011-06-04 RCSB #