data_6XQ # _chem_comp.id 6XQ _chem_comp.name "(3~{S})-3-cyclopropyl-3-[2-[1-[2-[2,2-dimethylpropyl-(6-methylpyridin-2-yl)carbamoyl]-5-methoxy-phenyl]piperidin-4-yl]-1-benzofuran-6-yl]propanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H45 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-07-18 _chem_comp.pdbx_modified_date 2018-04-27 _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 623.781 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6XQ _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 5KW2 _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 6XQ O1 O1 O 0 1 N N N 22.950 30.662 20.394 6.521 1.163 2.243 O1 6XQ 1 6XQ C7 C1 C 0 1 Y N N 20.187 31.865 24.014 6.508 -0.138 -0.315 C7 6XQ 2 6XQ O2 O2 O 0 1 N N N 23.974 30.872 22.356 8.275 0.504 3.414 O2 6XQ 3 6XQ C6 C2 C 0 1 N N N 22.961 30.723 21.702 7.678 0.815 2.253 C6 6XQ 4 6XQ C1 C3 C 0 1 N N N 21.521 33.640 20.865 9.434 2.108 -1.582 C1 6XQ 5 6XQ N1 N1 N 0 1 N N N 19.189 31.337 32.579 -1.785 -1.889 -0.104 N1 6XQ 6 6XQ C5 C4 C 0 1 N N N 21.592 30.610 22.318 8.450 0.729 0.961 C5 6XQ 7 6XQ C4 C5 C 0 1 N N S 21.129 31.981 22.831 7.506 0.987 -0.215 C4 6XQ 8 6XQ C3 C6 C 0 1 N N N 20.558 32.809 21.657 8.316 1.066 -1.511 C3 6XQ 9 6XQ C2 C7 C 0 1 N N N 20.555 34.301 21.792 8.143 2.316 -2.376 C2 6XQ 10 6XQ O3 O3 O 0 1 N N N 16.173 32.589 33.818 -2.447 0.488 1.000 O3 6XQ 11 6XQ C24 C8 C 0 1 N N N 17.285 33.065 33.936 -3.489 0.335 0.390 C24 6XQ 12 6XQ N2 N2 N 0 1 N N N 17.578 34.318 33.479 -4.148 1.404 -0.097 N2 6XQ 13 6XQ C31 C9 C 0 1 N N N 16.904 35.476 34.083 -5.573 1.300 -0.423 C31 6XQ 14 6XQ C32 C10 C 0 1 N N N 16.012 36.312 33.141 -6.403 1.835 0.746 C32 6XQ 15 6XQ C35 C11 C 0 1 N N N 14.905 36.964 33.962 -5.982 3.273 1.055 C35 6XQ 16 6XQ C34 C12 C 0 1 N N N 16.856 37.400 32.484 -7.886 1.807 0.372 C34 6XQ 17 6XQ C33 C13 C 0 1 N N N 15.374 35.451 32.051 -6.171 0.959 1.979 C33 6XQ 18 6XQ C25 C14 C 0 1 Y N N 18.789 34.523 32.779 -3.475 2.608 -0.292 C25 6XQ 19 6XQ N3 N3 N 0 1 Y N N 18.619 34.590 31.450 -4.162 3.709 -0.554 N3 6XQ 20 6XQ C29 C15 C 0 1 Y N N 19.711 34.792 30.687 -3.565 4.870 -0.740 C29 6XQ 21 6XQ C30 C16 C 0 1 N N N 19.491 34.860 29.205 -4.393 6.094 -1.036 C30 6XQ 22 6XQ C28 C17 C 0 1 Y N N 20.986 34.924 31.245 -2.190 4.979 -0.665 C28 6XQ 23 6XQ C27 C18 C 0 1 Y N N 21.133 34.853 32.619 -1.432 3.848 -0.392 C27 6XQ 24 6XQ C26 C19 C 0 1 Y N N 20.022 34.655 33.419 -2.088 2.645 -0.202 C26 6XQ 25 6XQ C23 C20 C 0 1 Y N N 18.363 32.289 34.641 -4.028 -1.019 0.185 C23 6XQ 26 6XQ C22 C21 C 0 1 Y N N 18.441 32.423 36.024 -5.409 -1.239 0.223 C22 6XQ 27 6XQ C21 C22 C 0 1 Y N N 19.406 31.751 36.749 -5.908 -2.495 0.032 C21 6XQ 28 6XQ C20 C23 C 0 1 Y N N 20.311 30.934 36.097 -5.050 -3.566 -0.203 C20 6XQ 29 6XQ O4 O4 O 0 1 N N N 21.184 30.354 36.979 -5.559 -4.810 -0.392 O4 6XQ 30 6XQ C36 C24 C 0 1 N N N 22.184 29.481 36.469 -6.981 -4.944 -0.336 C36 6XQ 31 6XQ C19 C25 C 0 1 Y N N 20.265 30.774 34.718 -3.679 -3.368 -0.245 C19 6XQ 32 6XQ C18 C26 C 0 1 Y N N 19.285 31.448 33.988 -3.158 -2.096 -0.058 C18 6XQ 33 6XQ C17 C27 C 0 1 N N N 18.069 30.581 32.018 -1.239 -2.272 -1.412 C17 6XQ 34 6XQ C16 C28 C 0 1 N N N 17.844 30.950 30.553 0.243 -1.897 -1.477 C16 6XQ 35 6XQ C37 C29 C 0 1 N N N 20.425 31.038 31.859 -1.109 -2.605 0.985 C37 6XQ 36 6XQ C38 C30 C 0 1 N N N 20.307 31.417 30.389 0.378 -2.240 0.991 C38 6XQ 37 6XQ C15 C31 C 0 1 N N N 19.119 30.697 29.739 0.997 -2.618 -0.357 C15 6XQ 38 6XQ C14 C32 C 0 1 Y N N 18.949 31.050 28.314 2.447 -2.206 -0.378 C14 6XQ 39 6XQ O5 O5 O 0 1 Y N N 20.135 31.012 27.597 2.890 -0.946 -0.230 O5 6XQ 40 6XQ C9 C33 C 0 1 Y N N 19.812 31.383 26.311 4.236 -0.899 -0.296 C9 6XQ 41 6XQ C8 C34 C 0 1 Y N N 20.693 31.477 25.255 5.161 0.133 -0.205 C8 6XQ 42 6XQ C13 C35 C 0 1 Y N N 17.923 31.430 27.539 3.479 -3.043 -0.548 C13 6XQ 43 6XQ C10 C36 C 0 1 Y N N 18.456 31.651 26.218 4.690 -2.213 -0.499 C10 6XQ 44 6XQ C11 C37 C 0 1 Y N N 17.964 32.040 24.973 6.054 -2.473 -0.621 C11 6XQ 45 6XQ C12 C38 C 0 1 Y N N 18.821 32.144 23.889 6.955 -1.435 -0.521 C12 6XQ 46 6XQ H1 H1 H 0 1 N N N 24.722 30.933 21.773 7.739 0.574 4.216 H1 6XQ 47 6XQ H2 H2 H 0 1 N N N 22.593 33.622 21.110 9.593 2.737 -0.706 H2 6XQ 48 6XQ H3 H3 H 0 1 N N N 21.395 33.740 19.777 10.332 1.845 -2.141 H3 6XQ 49 6XQ H4 H4 H 0 1 N N N 20.882 30.246 21.561 9.243 1.477 0.962 H4 6XQ 50 6XQ H5 H5 H 0 1 N N N 21.629 29.901 23.158 8.888 -0.264 0.865 H5 6XQ 51 6XQ H6 H6 H 0 1 N N N 22.027 32.509 23.184 6.978 1.928 -0.058 H6 6XQ 52 6XQ H7 H7 H 0 1 N N N 19.720 32.355 21.107 8.479 0.118 -2.023 H7 6XQ 53 6XQ H8 H8 H 0 1 N N N 20.916 34.770 22.719 7.452 3.081 -2.023 H8 6XQ 54 6XQ H9 H9 H 0 1 N N N 19.718 34.888 21.386 8.192 2.189 -3.458 H9 6XQ 55 6XQ H10 H10 H 0 1 N N N 17.680 36.142 34.489 -5.785 1.886 -1.317 H10 6XQ 56 6XQ H11 H11 H 0 1 N N N 16.272 35.106 34.904 -5.829 0.256 -0.603 H11 6XQ 57 6XQ H12 H12 H 0 1 N N N 15.351 37.587 34.751 -6.147 3.897 0.176 H12 6XQ 58 6XQ H13 H13 H 0 1 N N N 14.284 37.592 33.306 -6.574 3.654 1.887 H13 6XQ 59 6XQ H14 H14 H 0 1 N N N 14.281 36.183 34.421 -4.925 3.293 1.321 H14 6XQ 60 6XQ H15 H15 H 0 1 N N N 17.319 38.025 33.262 -8.052 2.431 -0.507 H15 6XQ 61 6XQ H16 H16 H 0 1 N N N 17.642 36.934 31.871 -8.186 0.783 0.151 H16 6XQ 62 6XQ H17 H17 H 0 1 N N N 16.215 38.025 31.845 -8.478 2.188 1.204 H17 6XQ 63 6XQ H18 H18 H 0 1 N N N 14.763 34.663 32.516 -6.765 1.339 2.810 H18 6XQ 64 6XQ H19 H19 H 0 1 N N N 14.736 36.081 31.413 -6.469 -0.066 1.758 H19 6XQ 65 6XQ H20 H20 H 0 1 N N N 16.163 34.990 31.439 -5.115 0.981 2.247 H20 6XQ 66 6XQ H21 H21 H 0 1 N N N 18.421 34.726 28.986 -4.522 6.193 -2.114 H21 6XQ 67 6XQ H22 H22 H 0 1 N N N 19.822 35.840 28.830 -5.368 5.996 -0.560 H22 6XQ 68 6XQ H23 H23 H 0 1 N N N 20.068 34.064 28.712 -3.886 6.978 -0.648 H23 6XQ 69 6XQ H24 H24 H 0 1 N N N 21.846 35.080 30.611 -1.709 5.934 -0.819 H24 6XQ 70 6XQ H25 H25 H 0 1 N N N 22.112 34.952 33.065 -0.356 3.907 -0.329 H25 6XQ 71 6XQ H26 H26 H 0 1 N N N 20.105 34.605 34.495 -1.530 1.746 0.016 H26 6XQ 72 6XQ H27 H27 H 0 1 N N N 17.737 33.061 36.538 -6.081 -0.413 0.405 H27 6XQ 73 6XQ H28 H28 H 0 1 N N N 19.453 31.864 37.822 -6.975 -2.658 0.063 H28 6XQ 74 6XQ H29 H29 H 0 1 N N N 22.798 29.102 37.299 -7.435 -4.322 -1.107 H29 6XQ 75 6XQ H30 H30 H 0 1 N N N 21.705 28.637 35.952 -7.254 -5.986 -0.503 H30 6XQ 76 6XQ H31 H31 H 0 1 N N N 22.823 30.029 35.761 -7.337 -4.628 0.644 H31 6XQ 77 6XQ H32 H32 H 0 1 N N N 20.978 30.136 34.217 -3.017 -4.202 -0.428 H32 6XQ 78 6XQ H33 H33 H 0 1 N N N 17.158 30.808 32.591 -1.347 -3.348 -1.550 H33 6XQ 79 6XQ H34 H34 H 0 1 N N N 18.288 29.505 32.089 -1.781 -1.749 -2.199 H34 6XQ 80 6XQ H35 H35 H 0 1 N N N 17.575 32.014 30.484 0.652 -2.195 -2.442 H35 6XQ 81 6XQ H36 H36 H 0 1 N N N 17.026 30.338 30.146 0.351 -0.819 -1.354 H36 6XQ 82 6XQ H37 H37 H 0 1 N N N 20.635 29.961 31.937 -1.556 -2.324 1.938 H37 6XQ 83 6XQ H38 H38 H 0 1 N N N 21.251 31.606 32.312 -1.217 -3.680 0.836 H38 6XQ 84 6XQ H39 H39 H 0 1 N N N 21.232 31.132 29.867 0.488 -1.168 1.154 H39 6XQ 85 6XQ H40 H40 H 0 1 N N N 20.160 32.504 30.307 0.883 -2.783 1.790 H40 6XQ 86 6XQ H41 H41 H 0 1 N N N 19.327 29.618 29.794 0.922 -3.696 -0.502 H41 6XQ 87 6XQ H42 H42 H 0 1 N N N 21.742 31.257 25.384 4.825 1.147 -0.048 H42 6XQ 88 6XQ H43 H43 H 0 1 N N N 16.894 31.548 27.846 3.431 -4.112 -0.691 H43 6XQ 89 6XQ H44 H44 H 0 1 N N N 16.914 32.261 24.853 6.403 -3.482 -0.777 H44 6XQ 90 6XQ H45 H45 H 0 1 N N N 18.428 32.446 22.930 8.013 -1.633 -0.605 H45 6XQ 91 # 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 6XQ O1 C6 DOUB N N 1 6XQ C1 C3 SING N N 2 6XQ C1 C2 SING N N 3 6XQ C3 C2 SING N N 4 6XQ C3 C4 SING N N 5 6XQ C6 C5 SING N N 6 6XQ C6 O2 SING N N 7 6XQ C5 C4 SING N N 8 6XQ C4 C7 SING N N 9 6XQ C12 C7 DOUB Y N 10 6XQ C12 C11 SING Y N 11 6XQ C7 C8 SING Y N 12 6XQ C11 C10 DOUB Y N 13 6XQ C8 C9 DOUB Y N 14 6XQ C10 C9 SING Y N 15 6XQ C10 C13 SING Y N 16 6XQ C9 O5 SING Y N 17 6XQ C13 C14 DOUB Y N 18 6XQ O5 C14 SING Y N 19 6XQ C14 C15 SING N N 20 6XQ C30 C29 SING N N 21 6XQ C15 C38 SING N N 22 6XQ C15 C16 SING N N 23 6XQ C38 C37 SING N N 24 6XQ C16 C17 SING N N 25 6XQ C29 C28 DOUB Y N 26 6XQ C29 N3 SING Y N 27 6XQ C28 C27 SING Y N 28 6XQ N3 C25 DOUB Y N 29 6XQ C37 N1 SING N N 30 6XQ C17 N1 SING N N 31 6XQ C33 C32 SING N N 32 6XQ C34 C32 SING N N 33 6XQ N1 C18 SING N N 34 6XQ C27 C26 DOUB Y N 35 6XQ C25 C26 SING Y N 36 6XQ C25 N2 SING N N 37 6XQ C32 C35 SING N N 38 6XQ C32 C31 SING N N 39 6XQ N2 C24 SING N N 40 6XQ N2 C31 SING N N 41 6XQ O3 C24 DOUB N N 42 6XQ C24 C23 SING N N 43 6XQ C18 C23 DOUB Y N 44 6XQ C18 C19 SING Y N 45 6XQ C23 C22 SING Y N 46 6XQ C19 C20 DOUB Y N 47 6XQ C22 C21 DOUB Y N 48 6XQ C20 C21 SING Y N 49 6XQ C20 O4 SING N N 50 6XQ C36 O4 SING N N 51 6XQ O2 H1 SING N N 52 6XQ C1 H2 SING N N 53 6XQ C1 H3 SING N N 54 6XQ C5 H4 SING N N 55 6XQ C5 H5 SING N N 56 6XQ C4 H6 SING N N 57 6XQ C3 H7 SING N N 58 6XQ C2 H8 SING N N 59 6XQ C2 H9 SING N N 60 6XQ C31 H10 SING N N 61 6XQ C31 H11 SING N N 62 6XQ C35 H12 SING N N 63 6XQ C35 H13 SING N N 64 6XQ C35 H14 SING N N 65 6XQ C34 H15 SING N N 66 6XQ C34 H16 SING N N 67 6XQ C34 H17 SING N N 68 6XQ C33 H18 SING N N 69 6XQ C33 H19 SING N N 70 6XQ C33 H20 SING N N 71 6XQ C30 H21 SING N N 72 6XQ C30 H22 SING N N 73 6XQ C30 H23 SING N N 74 6XQ C28 H24 SING N N 75 6XQ C27 H25 SING N N 76 6XQ C26 H26 SING N N 77 6XQ C22 H27 SING N N 78 6XQ C21 H28 SING N N 79 6XQ C36 H29 SING N N 80 6XQ C36 H30 SING N N 81 6XQ C36 H31 SING N N 82 6XQ C19 H32 SING N N 83 6XQ C17 H33 SING N N 84 6XQ C17 H34 SING N N 85 6XQ C16 H35 SING N N 86 6XQ C16 H36 SING N N 87 6XQ C37 H37 SING N N 88 6XQ C37 H38 SING N N 89 6XQ C38 H39 SING N N 90 6XQ C38 H40 SING N N 91 6XQ C15 H41 SING N N 92 6XQ C8 H42 SING N N 93 6XQ C13 H43 SING N N 94 6XQ C11 H44 SING N N 95 6XQ C12 H45 SING N N 96 # 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 6XQ InChI InChI 1.03 "InChI=1S/C38H45N3O5/c1-24-7-6-8-35(39-24)41(23-38(2,3)4)37(44)30-14-13-29(45-5)21-32(30)40-17-15-26(16-18-40)33-20-28-12-11-27(19-34(28)46-33)31(22-36(42)43)25-9-10-25/h6-8,11-14,19-21,25-26,31H,9-10,15-18,22-23H2,1-5H3,(H,42,43)/t31-/m0/s1" 6XQ InChIKey InChI 1.03 RJZJYKXHTPUHAO-HKBQPEDESA-N 6XQ SMILES_CANONICAL CACTVS 3.385 "COc1ccc(C(=O)N(CC(C)(C)C)c2cccc(C)n2)c(c1)N3CCC(CC3)c4oc5cc(ccc5c4)[C@@H](CC(O)=O)C6CC6" 6XQ SMILES CACTVS 3.385 "COc1ccc(C(=O)N(CC(C)(C)C)c2cccc(C)n2)c(c1)N3CCC(CC3)c4oc5cc(ccc5c4)[CH](CC(O)=O)C6CC6" 6XQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1cccc(n1)N(CC(C)(C)C)C(=O)c2ccc(cc2N3CCC(CC3)c4cc5ccc(cc5o4)[C@@H](CC(=O)O)C6CC6)OC" 6XQ SMILES "OpenEye OEToolkits" 2.0.5 "Cc1cccc(n1)N(CC(C)(C)C)C(=O)c2ccc(cc2N3CCC(CC3)c4cc5ccc(cc5o4)C(CC(=O)O)C6CC6)OC" # 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 6XQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(3~{S})-3-cyclopropyl-3-[2-[1-[2-[2,2-dimethylpropyl-(6-methylpyridin-2-yl)carbamoyl]-5-methoxy-phenyl]piperidin-4-yl]-1-benzofuran-6-yl]propanoic 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 6XQ "Create component" 2016-07-18 RCSB 6XQ "Initial release" 2018-05-02 RCSB #