data_HRN # _chem_comp.id HRN _chem_comp.name "3-[[6-chloranyl-3-[3-[(1~{S})-1-(2,4-dichlorophenyl)ethyl]-5-phenyl-imidazol-4-yl]-1~{H}-indol-2-yl]carbonylamino]-4-[4-(2-oxidanylidene-1,3-oxazinan-3-yl)piperidin-1-yl]benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C42 H37 Cl3 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-12-18 _chem_comp.pdbx_modified_date 2019-05-10 _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 812.139 _chem_comp.one_letter_code ? _chem_comp.three_letter_code HRN _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 6Q9S _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # # 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 HRN C2 C1 C 0 1 Y N N 51.062 -18.825 -75.386 -5.502 -0.449 1.646 C2 HRN 1 HRN C3 C2 C 0 1 Y N N 50.605 -19.811 -74.500 -5.201 0.678 0.903 C3 HRN 2 HRN C42 C3 C 0 1 Y N N 53.491 -25.436 -78.096 3.450 5.035 0.642 C42 HRN 3 HRN C44 C4 C 0 1 Y N N 53.410 -24.087 -78.471 2.055 4.958 0.706 C44 HRN 4 HRN C45 C5 C 0 1 Y N N 53.546 -23.090 -77.495 1.427 3.709 0.742 C45 HRN 5 HRN C47 C6 C 0 1 N N N 53.150 -23.699 -79.911 1.249 6.191 0.735 C47 HRN 6 HRN C52 C7 C 0 1 N N N 55.472 -25.417 -74.091 5.262 1.424 1.773 C52 HRN 7 HRN C55 C8 C 0 1 N N N 55.686 -25.608 -72.573 5.981 0.073 1.791 C55 HRN 8 HRN C58 C9 C 0 1 N N N 54.588 -26.543 -72.016 6.760 -0.102 0.485 C58 HRN 9 HRN C60 C10 C 0 1 N N N 53.197 -25.893 -72.255 5.792 0.006 -0.696 C60 HRN 10 HRN C12 C11 C 0 1 N N S 50.981 -21.280 -74.746 -3.772 1.140 0.779 C12 HRN 11 HRN C15 C12 C 0 1 Y N N 50.756 -22.850 -72.866 -3.955 1.852 -1.624 C15 HRN 12 HRN C18 C13 C 0 1 Y N N 52.444 -22.223 -71.604 -2.350 0.726 -2.545 C18 HRN 13 HRN C19 C14 C 0 1 Y N N 52.413 -21.476 -72.721 -2.354 0.408 -1.194 C19 HRN 14 HRN C20 C15 C 0 1 Y N N 53.326 -20.380 -73.101 -1.447 -0.518 -0.502 C20 HRN 15 HRN C21 C16 C 0 1 Y N N 54.214 -20.241 -74.119 -0.233 -0.205 0.094 C21 HRN 16 HRN C24 C17 C 0 1 Y N N 54.301 -18.354 -73.001 -0.527 -2.425 0.411 C24 HRN 17 HRN C25 C18 C 0 1 Y N N 53.367 -19.103 -72.312 -1.650 -1.960 -0.297 C25 HRN 18 HRN C26 C19 C 0 1 Y N N 52.727 -18.638 -71.158 -2.666 -2.848 -0.654 C26 HRN 19 HRN C28 C20 C 0 1 Y N N 53.073 -17.354 -70.724 -2.567 -4.167 -0.314 C28 HRN 20 HRN C30 C21 C 0 1 Y N N 54.013 -16.576 -71.427 -1.461 -4.633 0.386 C30 HRN 21 HRN CL1 CL1 CL 0 0 N N N 52.006 -19.230 -76.806 -4.234 -1.329 2.441 CL1 HRN 22 HRN C4 C22 C 0 1 Y N N 49.853 -19.441 -73.373 -6.211 1.381 0.274 C4 HRN 23 HRN C6 C23 C 0 1 Y N N 49.534 -18.101 -73.155 -7.522 0.959 0.387 C6 HRN 24 HRN C8 C24 C 0 1 Y N N 49.979 -17.136 -74.062 -7.825 -0.168 1.131 C8 HRN 25 HRN C9 C25 C 0 1 Y N N 50.745 -17.489 -75.174 -6.814 -0.873 1.760 C9 HRN 26 HRN CL2 CL2 CL 0 0 N N N 49.589 -15.455 -73.811 -9.472 -0.698 1.273 CL11 HRN 27 HRN N14 N1 N 0 1 Y N N 51.382 -21.872 -73.458 -3.379 1.138 -0.633 N14 HRN 28 HRN N17 N2 N 0 1 Y N N 51.329 -23.106 -71.796 -3.347 1.605 -2.752 N17 HRN 29 HRN N22 N3 N 0 1 Y N N 54.740 -19.049 -74.063 0.310 -1.355 0.635 N22 HRN 30 HRN C31 C26 C 0 1 Y N N 54.652 -17.067 -72.584 -0.446 -3.774 0.748 C31 HRN 31 HRN CL3 CL3 CL 0 0 N N N 54.410 -14.962 -70.861 -1.357 -6.313 0.809 CL33 HRN 32 HRN C34 C27 C 0 1 N N N 54.461 -21.194 -75.227 0.373 1.125 0.141 C34 HRN 33 HRN O35 O1 O 0 1 N N N 55.118 -20.805 -76.182 -0.195 2.072 -0.372 O35 HRN 34 HRN N36 N4 N 0 1 N N N 53.858 -22.398 -75.191 1.562 1.303 0.752 N36 HRN 35 HRN C38 C28 C 0 1 Y N N 53.801 -23.418 -76.155 2.187 2.556 0.715 C38 HRN 36 HRN C39 C29 C 0 1 Y N N 53.844 -24.751 -75.782 3.581 2.640 0.652 C39 HRN 37 HRN C40 C30 C 0 1 Y N N 53.716 -25.769 -76.749 4.204 3.882 0.616 C40 HRN 38 HRN O48 O2 O 0 1 N N N 53.223 -22.529 -80.240 1.855 7.394 0.700 O48 HRN 39 HRN O49 O3 O 0 1 N N N 52.793 -24.641 -80.791 0.037 6.123 0.790 O49 HRN 40 HRN N51 N5 N 0 1 N N N 54.067 -25.056 -74.433 4.348 1.478 0.625 N51 HRN 41 HRN C63 C31 C 0 1 N N N 52.951 -25.785 -73.774 5.079 1.359 -0.643 C63 HRN 42 HRN N66 N6 N 0 1 N N N 54.871 -26.837 -70.606 7.403 -1.419 0.472 N66 HRN 43 HRN C67 C32 C 0 1 N N N 54.585 -25.871 -69.529 8.859 -1.483 0.372 C67 HRN 44 HRN C70 C33 C 0 1 N N N 55.184 -26.245 -68.158 9.355 -2.850 0.851 C70 HRN 45 HRN C73 C34 C 0 1 N N N 55.002 -27.762 -67.999 8.506 -3.936 0.176 C73 HRN 46 HRN O76 O4 O 0 1 N N N 55.693 -28.464 -69.055 7.125 -3.755 0.592 O76 HRN 47 HRN C77 C35 C 0 1 N N N 55.398 -28.068 -70.314 6.631 -2.507 0.557 C77 HRN 48 HRN O78 O5 O 0 1 N N N 55.626 -28.895 -71.192 5.426 -2.361 0.599 O78 HRN 49 HRN C79 C36 C 0 1 Y N N 53.366 -22.324 -70.408 -1.424 0.192 -3.569 C79 HRN 50 HRN C80 C37 C 0 1 Y N N 52.821 -22.762 -69.194 -1.876 -0.038 -4.869 C80 HRN 51 HRN C82 C38 C 0 1 Y N N 53.630 -22.903 -68.054 -1.008 -0.536 -5.819 C82 HRN 52 HRN C84 C39 C 0 1 Y N N 55.003 -22.624 -68.128 0.307 -0.807 -5.486 C84 HRN 53 HRN C86 C40 C 0 1 Y N N 55.559 -22.204 -69.346 0.761 -0.581 -4.199 C86 HRN 54 HRN C88 C41 C 0 1 Y N N 54.749 -22.059 -70.485 -0.096 -0.078 -3.240 C88 HRN 55 HRN C90 C42 C 0 1 N N N 49.890 -22.053 -75.514 -3.642 2.556 1.342 C90 HRN 56 HRN H1 H1 H 0 1 N N N 53.381 -26.214 -78.837 3.936 5.999 0.609 H1 HRN 57 HRN H2 H2 H 0 1 N N N 53.453 -22.052 -77.779 0.350 3.646 0.792 H2 HRN 58 HRN H3 H3 H 0 1 N N N 55.729 -26.356 -74.603 4.695 1.546 2.695 H3 HRN 59 HRN H4 H4 H 0 1 N N N 56.137 -24.614 -74.442 5.997 2.225 1.689 H4 HRN 60 HRN H5 H5 H 0 1 N N N 56.675 -26.056 -72.395 6.671 0.040 2.634 H5 HRN 61 HRN H6 H6 H 0 1 N N N 55.629 -24.632 -72.068 5.248 -0.728 1.888 H6 HRN 62 HRN H7 H7 H 0 1 N N N 54.622 -27.482 -72.588 7.520 0.675 0.407 H7 HRN 63 HRN H8 H8 H 0 1 N N N 53.176 -24.889 -71.805 6.347 -0.076 -1.631 H8 HRN 64 HRN H9 H9 H 0 1 N N N 52.415 -26.516 -71.798 5.056 -0.797 -0.639 H9 HRN 65 HRN H10 H10 H 0 1 N N N 51.871 -21.271 -75.393 -3.123 0.465 1.337 H10 HRN 66 HRN H11 H11 H 0 1 N N N 49.880 -23.356 -73.246 -4.793 2.522 -1.503 H11 HRN 67 HRN H12 H12 H 0 1 N N N 52.003 -19.240 -70.629 -3.529 -2.492 -1.198 H12 HRN 68 HRN H13 H13 H 0 1 N N N 52.611 -16.952 -69.834 -3.355 -4.853 -0.591 H13 HRN 69 HRN H14 H14 H 0 1 N N N 49.521 -20.195 -72.674 -5.976 2.262 -0.306 H14 HRN 70 HRN H15 H15 H 0 1 N N N 48.949 -17.812 -72.294 -8.311 1.509 -0.105 H15 HRN 71 HRN H16 H16 H 0 1 N N N 51.088 -16.731 -75.863 -7.049 -1.753 2.340 H16 HRN 72 HRN H17 H17 H 0 1 N N N 55.393 -18.694 -74.732 1.156 -1.402 1.106 H17 HRN 73 HRN H18 H18 H 0 1 N N N 55.378 -16.476 -73.123 0.410 -4.146 1.292 H18 HRN 74 HRN H19 H19 H 0 1 N N N 53.372 -22.598 -74.340 1.984 0.563 1.216 H19 HRN 75 HRN H20 H20 H 0 1 N N N 53.791 -26.805 -76.455 5.280 3.944 0.562 H20 HRN 76 HRN H21 H21 H 0 1 N N N 52.995 -22.443 -81.158 1.284 8.174 0.721 H21 HRN 77 HRN H22 H22 H 0 1 N N N 52.010 -25.243 -73.951 5.814 2.160 -0.715 H22 HRN 78 HRN H23 H23 H 0 1 N N N 52.877 -26.796 -74.201 4.378 1.433 -1.474 H23 HRN 79 HRN H24 H24 H 0 1 N N N 54.993 -24.894 -69.827 9.158 -1.332 -0.665 H24 HRN 80 HRN H25 H25 H 0 1 N N N 53.493 -25.794 -69.417 9.299 -0.701 0.992 H25 HRN 81 HRN H26 H26 H 0 1 N N N 56.253 -25.986 -68.127 10.402 -2.978 0.576 H26 HRN 82 HRN H27 H27 H 0 1 N N N 54.654 -25.713 -67.354 9.248 -2.921 1.934 H27 HRN 83 HRN H28 H28 H 0 1 N N N 53.930 -28.005 -68.043 8.580 -3.840 -0.908 H28 HRN 84 HRN H29 H29 H 0 1 N N N 55.410 -28.076 -67.027 8.858 -4.922 0.482 H29 HRN 85 HRN H30 H30 H 0 1 N N N 51.768 -22.994 -69.134 -2.902 0.172 -5.131 H30 HRN 86 HRN H31 H31 H 0 1 N N N 53.195 -23.226 -67.120 -1.357 -0.715 -6.826 H31 HRN 87 HRN H32 H32 H 0 1 N N N 55.628 -22.732 -67.254 0.982 -1.196 -6.233 H32 HRN 88 HRN H33 H33 H 0 1 N N N 56.616 -21.991 -69.408 1.788 -0.795 -3.944 H33 HRN 89 HRN H34 H34 H 0 1 N N N 55.186 -21.744 -71.421 0.261 0.102 -2.237 H34 HRN 90 HRN H35 H35 H 0 1 N N N 50.212 -23.094 -75.661 -4.291 3.230 0.784 H35 HRN 91 HRN H36 H36 H 0 1 N N N 48.954 -22.037 -74.936 -3.934 2.557 2.392 H36 HRN 92 HRN H37 H37 H 0 1 N N N 49.725 -21.579 -76.493 -2.608 2.889 1.253 H37 HRN 93 # # 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 HRN O49 C47 DOUB N N 1 HRN O48 C47 SING N N 2 HRN C47 C44 SING N N 3 HRN C44 C42 DOUB Y N 4 HRN C44 C45 SING Y N 5 HRN C42 C40 SING Y N 6 HRN C45 C38 DOUB Y N 7 HRN CL1 C2 SING N N 8 HRN C40 C39 DOUB Y N 9 HRN O35 C34 DOUB N N 10 HRN C38 C39 SING Y N 11 HRN C38 N36 SING N N 12 HRN C39 N51 SING N N 13 HRN C90 C12 SING N N 14 HRN C2 C9 DOUB Y N 15 HRN C2 C3 SING Y N 16 HRN C34 N36 SING N N 17 HRN C34 C21 SING N N 18 HRN C9 C8 SING Y N 19 HRN C12 C3 SING N N 20 HRN C12 N14 SING N N 21 HRN C3 C4 DOUB Y N 22 HRN N51 C52 SING N N 23 HRN N51 C63 SING N N 24 HRN C21 N22 SING Y N 25 HRN C21 C20 DOUB Y N 26 HRN C52 C55 SING N N 27 HRN N22 C24 SING Y N 28 HRN C8 CL2 SING N N 29 HRN C8 C6 DOUB Y N 30 HRN C63 C60 SING N N 31 HRN N14 C15 SING Y N 32 HRN N14 C19 SING Y N 33 HRN C4 C6 SING Y N 34 HRN C20 C19 SING N N 35 HRN C20 C25 SING Y N 36 HRN C24 C31 DOUB Y N 37 HRN C24 C25 SING Y N 38 HRN C15 N17 DOUB Y N 39 HRN C19 C18 DOUB Y N 40 HRN C31 C30 SING Y N 41 HRN C55 C58 SING N N 42 HRN C25 C26 DOUB Y N 43 HRN C60 C58 SING N N 44 HRN C58 N66 SING N N 45 HRN N17 C18 SING Y N 46 HRN C18 C79 SING N N 47 HRN C30 CL3 SING N N 48 HRN C30 C28 DOUB Y N 49 HRN O78 C77 DOUB N N 50 HRN C26 C28 SING Y N 51 HRN N66 C77 SING N N 52 HRN N66 C67 SING N N 53 HRN C88 C79 DOUB Y N 54 HRN C88 C86 SING Y N 55 HRN C79 C80 SING Y N 56 HRN C77 O76 SING N N 57 HRN C67 C70 SING N N 58 HRN C86 C84 DOUB Y N 59 HRN C80 C82 DOUB Y N 60 HRN O76 C73 SING N N 61 HRN C70 C73 SING N N 62 HRN C84 C82 SING Y N 63 HRN C42 H1 SING N N 64 HRN C45 H2 SING N N 65 HRN C52 H3 SING N N 66 HRN C52 H4 SING N N 67 HRN C55 H5 SING N N 68 HRN C55 H6 SING N N 69 HRN C58 H7 SING N N 70 HRN C60 H8 SING N N 71 HRN C60 H9 SING N N 72 HRN C12 H10 SING N N 73 HRN C15 H11 SING N N 74 HRN C26 H12 SING N N 75 HRN C28 H13 SING N N 76 HRN C4 H14 SING N N 77 HRN C6 H15 SING N N 78 HRN C9 H16 SING N N 79 HRN N22 H17 SING N N 80 HRN C31 H18 SING N N 81 HRN N36 H19 SING N N 82 HRN C40 H20 SING N N 83 HRN O48 H21 SING N N 84 HRN C63 H22 SING N N 85 HRN C63 H23 SING N N 86 HRN C67 H24 SING N N 87 HRN C67 H25 SING N N 88 HRN C70 H26 SING N N 89 HRN C70 H27 SING N N 90 HRN C73 H28 SING N N 91 HRN C73 H29 SING N N 92 HRN C80 H30 SING N N 93 HRN C82 H31 SING N N 94 HRN C84 H32 SING N N 95 HRN C86 H33 SING N N 96 HRN C88 H34 SING N N 97 HRN C90 H35 SING N N 98 HRN C90 H36 SING N N 99 HRN C90 H37 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 HRN InChI InChI 1.03 "InChI=1S/C42H37Cl3N6O5/c1-24(30-11-9-27(43)21-32(30)45)51-23-46-37(25-6-3-2-4-7-25)39(51)36-31-12-10-28(44)22-33(31)47-38(36)40(52)48-34-20-26(41(53)54)8-13-35(34)49-17-14-29(15-18-49)50-16-5-19-56-42(50)55/h2-4,6-13,20-24,29,47H,5,14-19H2,1H3,(H,48,52)(H,53,54)/t24-/m0/s1" HRN InChIKey InChI 1.03 GSVXCPWDMIREAJ-DEOSSOPVSA-N HRN SMILES_CANONICAL CACTVS 3.385 "C[C@H](n1cnc(c2ccccc2)c1c3c([nH]c4cc(Cl)ccc34)C(=O)Nc5cc(ccc5N6CCC(CC6)N7CCCOC7=O)C(O)=O)c8ccc(Cl)cc8Cl" HRN SMILES CACTVS 3.385 "C[CH](n1cnc(c2ccccc2)c1c3c([nH]c4cc(Cl)ccc34)C(=O)Nc5cc(ccc5N6CCC(CC6)N7CCCOC7=O)C(O)=O)c8ccc(Cl)cc8Cl" HRN SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](c1ccc(cc1Cl)Cl)n2cnc(c2c3c4ccc(cc4[nH]c3C(=O)Nc5cc(ccc5N6CCC(CC6)N7CCCOC7=O)C(=O)O)Cl)c8ccccc8" HRN SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1ccc(cc1Cl)Cl)n2cnc(c2c3c4ccc(cc4[nH]c3C(=O)Nc5cc(ccc5N6CCC(CC6)N7CCCOC7=O)C(=O)O)Cl)c8ccccc8" # _pdbx_chem_comp_identifier.comp_id HRN _pdbx_chem_comp_identifier.type "SYSTEMATIC NAME" _pdbx_chem_comp_identifier.program "OpenEye OEToolkits" _pdbx_chem_comp_identifier.program_version 2.0.6 _pdbx_chem_comp_identifier.identifier "3-[[6-chloranyl-3-[3-[(1~{S})-1-(2,4-dichlorophenyl)ethyl]-5-phenyl-imidazol-4-yl]-1~{H}-indol-2-yl]carbonylamino]-4-[4-(2-oxidanylidene-1,3-oxazinan-3-yl)piperidin-1-yl]benzoic 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 HRN "Create component" 2018-12-18 EBI HRN "Initial release" 2019-05-15 RCSB ##