data_2U5 # _chem_comp.id 2U5 _chem_comp.name "6-{[(3R,5R,6S)-1-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl]methyl}pyridine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H38 Cl2 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-05 _chem_comp.pdbx_modified_date 2014-03-28 _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 657.647 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2U5 _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 4OGN _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 2U5 C12 C12 C 0 1 Y N N 12.566 -24.166 -2.624 3.716 2.001 -1.373 C12 2U5 1 2U5 C11 C11 C 0 1 Y N N 13.522 -23.490 -1.893 5.029 2.019 -1.808 C11 2U5 2 2U5 CL1 CL1 CL 0 0 N N N 15.188 -23.373 -2.506 6.058 3.359 -1.408 CL1 2U5 3 2U5 C10 C10 C 0 1 Y N N 13.250 -22.880 -0.692 5.523 0.969 -2.561 C10 2U5 4 2U5 C9 C9 C 0 1 Y N N 11.917 -22.957 -0.169 4.704 -0.098 -2.879 C9 2U5 5 2U5 C8 C8 C 0 1 Y N N 10.924 -23.640 -0.926 3.392 -0.116 -2.445 C8 2U5 6 2U5 C7 C7 C 0 1 Y N N 11.210 -24.237 -2.152 2.898 0.934 -1.692 C7 2U5 7 2U5 C2 C2 C 0 1 N N R 10.109 -24.974 -2.986 1.467 0.913 -1.218 C2 2U5 8 2U5 C3 C3 C 0 1 N N N 9.149 -25.887 -2.126 0.526 0.853 -2.427 C3 2U5 9 2U5 C4 C4 C 0 1 N N R 8.201 -26.694 -3.060 -0.912 1.017 -1.929 C4 2U5 10 2U5 C16 C16 C 0 1 N N N 8.764 -27.911 -3.787 -1.130 2.461 -1.474 C16 2U5 11 2U5 C26 C26 C 0 1 Y N N 9.159 -29.141 -2.988 -2.502 2.595 -0.865 C26 2U5 12 2U5 C27 C27 C 0 1 Y N N 8.348 -30.283 -2.971 -2.628 3.039 0.439 C27 2U5 13 2U5 C28 C28 C 0 1 Y N N 8.720 -31.427 -2.251 -3.889 3.161 0.995 C28 2U5 14 2U5 C29 C29 C 0 1 Y N N 9.977 -31.377 -1.620 -4.997 2.824 0.207 C29 2U5 15 2U5 C31 C31 C 0 1 N N N 10.507 -32.627 -0.845 -6.366 2.935 0.750 C31 2U5 16 2U5 O3 O3 O 0 1 N N N 11.720 -32.640 -0.468 -7.424 2.609 -0.018 O3 2U5 17 2U5 O2 O2 O 0 1 N N N 9.749 -33.633 -0.812 -6.538 3.321 1.889 O2 2U5 18 2U5 C30 C30 C 0 1 Y N N 10.778 -30.226 -1.716 -4.785 2.383 -1.100 C30 2U5 19 2U5 N2 N2 N 0 1 Y N N 10.371 -29.146 -2.429 -3.565 2.290 -1.586 N2 2U5 20 2U5 C34 C34 C 0 1 N N N 7.006 -27.228 -2.155 -1.884 0.690 -3.064 C34 2U5 21 2U5 C5 C5 C 0 1 N N N 7.464 -25.791 -4.052 -1.163 0.089 -0.775 C5 2U5 22 2U5 O1 O1 O 0 1 N N N 6.450 -26.244 -4.638 -2.312 -0.151 -0.470 O1 2U5 23 2U5 N1 N1 N 0 1 N N N 7.944 -24.501 -4.302 -0.189 -0.485 -0.068 N1 2U5 24 2U5 C13 C13 C 0 1 N N S 7.146 -23.529 -5.151 -0.571 -1.331 1.066 C13 2U5 25 2U5 C14 C14 C 0 1 N N N 6.942 -24.082 -6.516 -1.362 -0.501 2.078 C14 2U5 26 2U5 C32 C32 C 0 1 N N N 7.911 -23.539 -7.579 -1.755 -1.177 3.393 C32 2U5 27 2U5 C33 C33 C 0 1 N N N 6.461 -22.975 -7.506 -2.819 -0.893 2.330 C33 2U5 28 2U5 C15 C15 C 0 1 N N N 5.733 -23.252 -4.508 -1.438 -2.490 0.568 C15 2U5 29 2U5 S1 S1 S 0 1 N N N 5.880 -22.453 -2.925 -0.454 -3.558 -0.518 S1 2U5 30 2U5 O4 O4 O 0 1 N N N 6.254 -23.566 -2.002 -0.106 -2.822 -1.683 O4 2U5 31 2U5 O5 O5 O 0 1 N N N 6.809 -21.309 -3.084 0.574 -4.164 0.253 O5 2U5 32 2U5 C22 C22 C 0 1 N N N 4.243 -21.826 -2.386 -1.658 -4.834 -0.979 C22 2U5 33 2U5 C24 C24 C 0 1 N N N 3.822 -20.634 -3.220 -2.151 -5.549 0.280 C24 2U5 34 2U5 C25 C25 C 0 1 N N N 4.368 -21.310 -0.973 -2.844 -4.182 -1.693 C25 2U5 35 2U5 C23 C23 C 0 1 N N N 3.236 -23.009 -2.435 -0.995 -5.847 -1.915 C23 2U5 36 2U5 C1 C1 C 0 1 N N S 9.161 -23.912 -3.658 1.232 -0.324 -0.351 C1 2U5 37 2U5 C6 C6 C 0 1 Y N N 10.044 -22.979 -4.606 1.985 -0.175 0.946 C6 2U5 38 2U5 C17 C17 C 0 1 Y N N 10.854 -23.560 -5.605 1.447 0.577 1.974 C17 2U5 39 2U5 C18 C18 C 0 1 Y N N 11.665 -22.664 -6.385 2.135 0.710 3.165 C18 2U5 40 2U5 C19 C19 C 0 1 Y N N 11.692 -21.311 -6.095 3.361 0.090 3.329 C19 2U5 41 2U5 CL2 CL2 CL 0 0 N N N 12.759 -20.284 -7.079 4.225 0.256 4.826 CL2 2U5 42 2U5 C20 C20 C 0 1 Y N N 10.885 -20.728 -5.137 3.898 -0.662 2.299 C20 2U5 43 2U5 C21 C21 C 0 1 Y N N 10.056 -21.595 -4.355 3.210 -0.794 1.108 C21 2U5 44 2U5 H1 H1 H 0 1 N N N 12.838 -24.643 -3.554 3.331 2.819 -0.782 H1 2U5 45 2U5 H2 H2 H 0 1 N N N 14.024 -22.354 -0.153 6.548 0.983 -2.901 H2 2U5 46 2U5 H3 H3 H 0 1 N N N 11.671 -22.505 0.781 5.089 -0.918 -3.467 H3 2U5 47 2U5 H4 H4 H 0 1 N N N 9.918 -23.697 -0.538 2.752 -0.950 -2.693 H4 2U5 48 2U5 H5 H5 H 0 1 N N N 10.587 -25.583 -3.767 1.261 1.813 -0.639 H5 2U5 49 2U5 H6 H6 H 0 1 N N N 8.548 -25.254 -1.456 0.768 1.657 -3.121 H6 2U5 50 2U5 H7 H7 H 0 1 N N N 9.751 -26.586 -1.527 0.633 -0.109 -2.928 H7 2U5 51 2U5 H8 H8 H 0 1 N N N 8.002 -28.232 -4.513 -0.377 2.727 -0.733 H8 2U5 52 2U5 H9 H9 H 0 1 N N N 9.663 -27.575 -4.324 -1.047 3.129 -2.332 H9 2U5 53 2U5 H10 H10 H 0 1 N N N 7.419 -30.282 -3.522 -1.750 3.289 1.017 H10 2U5 54 2U5 H11 H11 H 0 1 N N N 8.080 -32.295 -2.185 -4.016 3.505 2.011 H11 2U5 55 2U5 H12 H12 H 0 1 N N N 11.949 -33.511 -0.167 -8.300 2.697 0.381 H12 2U5 56 2U5 H13 H13 H 0 1 N N N 11.734 -30.201 -1.214 -5.629 2.120 -1.720 H13 2U5 57 2U5 H14 H14 H 0 1 N N N 7.403 -27.903 -1.383 -1.656 -0.298 -3.465 H14 2U5 58 2U5 H15 H15 H 0 1 N N N 6.502 -26.377 -1.673 -2.905 0.700 -2.683 H15 2U5 59 2U5 H16 H16 H 0 1 N N N 6.286 -27.773 -2.783 -1.783 1.434 -3.855 H16 2U5 60 2U5 H17 H17 H 0 1 N N N 7.691 -22.576 -5.217 0.326 -1.727 1.542 H17 2U5 61 2U5 H18 H18 H 0 1 N N N 6.540 -25.099 -6.638 -1.114 0.560 2.113 H18 2U5 62 2U5 H19 H19 H 0 1 N N N 8.210 -24.176 -8.425 -1.451 -2.214 3.537 H19 2U5 63 2U5 H20 H20 H 0 1 N N N 8.760 -22.909 -7.276 -1.766 -0.561 4.293 H20 2U5 64 2U5 H21 H21 H 0 1 N N N 6.284 -21.951 -7.146 -3.530 -0.091 2.530 H21 2U5 65 2U5 H22 H22 H 0 1 N N N 5.734 -23.217 -8.295 -3.214 -1.744 1.774 H22 2U5 66 2U5 H23 H23 H 0 1 N N N 5.154 -22.604 -5.183 -1.796 -3.068 1.420 H23 2U5 67 2U5 H24 H24 H 0 1 N N N 5.206 -24.209 -4.378 -2.290 -2.094 0.014 H24 2U5 68 2U5 H25 H25 H 0 1 N N N 2.839 -20.276 -2.879 -2.624 -4.828 0.946 H25 2U5 69 2U5 H26 H26 H 0 1 N N N 4.564 -19.829 -3.110 -2.874 -6.316 0.003 H26 2U5 70 2U5 H27 H27 H 0 1 N N N 3.757 -20.931 -4.277 -1.306 -6.014 0.788 H27 2U5 71 2U5 H28 H28 H 0 1 N N N 4.674 -22.131 -0.308 -2.493 -3.673 -2.590 H28 2U5 72 2U5 H29 H29 H 0 1 N N N 5.123 -20.511 -0.940 -3.568 -4.949 -1.970 H29 2U5 73 2U5 H30 H30 H 0 1 N N N 3.398 -20.911 -0.641 -3.317 -3.461 -1.027 H30 2U5 74 2U5 H31 H31 H 0 1 N N N 3.607 -23.834 -1.809 -0.150 -6.312 -1.406 H31 2U5 75 2U5 H32 H32 H 0 1 N N N 2.258 -22.674 -2.058 -1.718 -6.614 -2.192 H32 2U5 76 2U5 H33 H33 H 0 1 N N N 3.129 -23.357 -3.473 -0.643 -5.338 -2.812 H33 2U5 77 2U5 H34 H34 H 0 1 N N N 8.808 -23.262 -2.844 1.596 -1.207 -0.877 H34 2U5 78 2U5 H35 H35 H 0 1 N N N 10.864 -24.626 -5.776 0.490 1.061 1.846 H35 2U5 79 2U5 H36 H36 H 0 1 N N N 12.257 -23.050 -7.202 1.715 1.297 3.969 H36 2U5 80 2U5 H37 H37 H 0 1 N N N 10.880 -19.659 -4.984 4.856 -1.145 2.426 H37 2U5 81 2U5 H38 H38 H 0 1 N N N 9.438 -21.185 -3.570 3.627 -1.385 0.306 H38 2U5 82 # 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 2U5 C32 C33 SING N N 1 2U5 C32 C14 SING N N 2 2U5 C33 C14 SING N N 3 2U5 CL2 C19 SING N N 4 2U5 C14 C13 SING N N 5 2U5 C18 C19 DOUB Y N 6 2U5 C18 C17 SING Y N 7 2U5 C19 C20 SING Y N 8 2U5 C17 C6 DOUB Y N 9 2U5 C13 C15 SING N N 10 2U5 C13 N1 SING N N 11 2U5 C20 C21 DOUB Y N 12 2U5 O1 C5 DOUB N N 13 2U5 C6 C21 SING Y N 14 2U5 C6 C1 SING N N 15 2U5 C15 S1 SING N N 16 2U5 N1 C5 SING N N 17 2U5 N1 C1 SING N N 18 2U5 C5 C4 SING N N 19 2U5 C16 C4 SING N N 20 2U5 C16 C26 SING N N 21 2U5 C1 C2 SING N N 22 2U5 C24 C22 SING N N 23 2U5 O5 S1 DOUB N N 24 2U5 C4 C34 SING N N 25 2U5 C4 C3 SING N N 26 2U5 C26 C27 DOUB Y N 27 2U5 C26 N2 SING Y N 28 2U5 C2 C7 SING N N 29 2U5 C2 C3 SING N N 30 2U5 C27 C28 SING Y N 31 2U5 S1 C22 SING N N 32 2U5 S1 O4 DOUB N N 33 2U5 C12 C7 DOUB Y N 34 2U5 C12 C11 SING Y N 35 2U5 CL1 C11 SING N N 36 2U5 C23 C22 SING N N 37 2U5 N2 C30 DOUB Y N 38 2U5 C22 C25 SING N N 39 2U5 C28 C29 DOUB Y N 40 2U5 C7 C8 SING Y N 41 2U5 C11 C10 DOUB Y N 42 2U5 C30 C29 SING Y N 43 2U5 C29 C31 SING N N 44 2U5 C8 C9 DOUB Y N 45 2U5 C31 O2 DOUB N N 46 2U5 C31 O3 SING N N 47 2U5 C10 C9 SING Y N 48 2U5 C12 H1 SING N N 49 2U5 C10 H2 SING N N 50 2U5 C9 H3 SING N N 51 2U5 C8 H4 SING N N 52 2U5 C2 H5 SING N N 53 2U5 C3 H6 SING N N 54 2U5 C3 H7 SING N N 55 2U5 C16 H8 SING N N 56 2U5 C16 H9 SING N N 57 2U5 C27 H10 SING N N 58 2U5 C28 H11 SING N N 59 2U5 O3 H12 SING N N 60 2U5 C30 H13 SING N N 61 2U5 C34 H14 SING N N 62 2U5 C34 H15 SING N N 63 2U5 C34 H16 SING N N 64 2U5 C13 H17 SING N N 65 2U5 C14 H18 SING N N 66 2U5 C32 H19 SING N N 67 2U5 C32 H20 SING N N 68 2U5 C33 H21 SING N N 69 2U5 C33 H22 SING N N 70 2U5 C15 H23 SING N N 71 2U5 C15 H24 SING N N 72 2U5 C24 H25 SING N N 73 2U5 C24 H26 SING N N 74 2U5 C24 H27 SING N N 75 2U5 C25 H28 SING N N 76 2U5 C25 H29 SING N N 77 2U5 C25 H30 SING N N 78 2U5 C23 H31 SING N N 79 2U5 C23 H32 SING N N 80 2U5 C23 H33 SING N N 81 2U5 C1 H34 SING N N 82 2U5 C17 H35 SING N N 83 2U5 C18 H36 SING N N 84 2U5 C20 H37 SING N N 85 2U5 C21 H38 SING N N 86 # 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 2U5 SMILES ACDLabs 12.01 "O=C(O)c1ccc(nc1)CC5(C(=O)N(C(CS(=O)(=O)C(C)(C)C)C2CC2)C(c3ccc(Cl)cc3)C(c4cccc(Cl)c4)C5)C" 2U5 InChI InChI 1.03 "InChI=1S/C34H38Cl2N2O5S/c1-33(2,3)44(42,43)20-29(21-8-9-21)38-30(22-10-13-25(35)14-11-22)28(23-6-5-7-26(36)16-23)18-34(4,32(38)41)17-27-15-12-24(19-37-27)31(39)40/h5-7,10-16,19,21,28-30H,8-9,17-18,20H2,1-4H3,(H,39,40)/t28-,29-,30-,34+/m1/s1" 2U5 InChIKey InChI 1.03 PNBIDSMJDDJULQ-JCUDBWTNSA-N 2U5 SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[C@H](C1CC1)N2[C@@H]([C@H](C[C@](C)(Cc3ccc(cn3)C(O)=O)C2=O)c4cccc(Cl)c4)c5ccc(Cl)cc5" 2U5 SMILES CACTVS 3.385 "CC(C)(C)[S](=O)(=O)C[CH](C1CC1)N2[CH]([CH](C[C](C)(Cc3ccc(cn3)C(O)=O)C2=O)c4cccc(Cl)c4)c5ccc(Cl)cc5" 2U5 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C[C@@]1(C[C@@H]([C@H](N(C1=O)[C@H](CS(=O)(=O)C(C)(C)C)C2CC2)c3ccc(cc3)Cl)c4cccc(c4)Cl)Cc5ccc(cn5)C(=O)O" 2U5 SMILES "OpenEye OEToolkits" 1.7.6 "CC1(CC(C(N(C1=O)C(CS(=O)(=O)C(C)(C)C)C2CC2)c3ccc(cc3)Cl)c4cccc(c4)Cl)Cc5ccc(cn5)C(=O)O" # 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 2U5 "SYSTEMATIC NAME" ACDLabs 12.01 "6-{[(3R,5R,6S)-1-[(1S)-2-(tert-butylsulfonyl)-1-cyclopropylethyl]-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxopiperidin-3-yl]methyl}pyridine-3-carboxylic acid" 2U5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6-[[(3R,5R,6S)-1-[(1S)-2-tert-butylsulfonyl-1-cyclopropyl-ethyl]-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxidanylidene-piperidin-3-yl]methyl]pyridine-3-carboxylic 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 2U5 "Create component" 2014-02-05 RCSB 2U5 "Initial release" 2014-04-02 RCSB #