data_0R3 # _chem_comp.id 0R3 _chem_comp.name "{(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-[(2S,3S)-2-hydroxypentan-3-yl]-3-methyl-2-oxopiperidin-3-yl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H29 Cl2 N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-04-23 _chem_comp.pdbx_modified_date 2012-05-18 _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 478.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0R3 _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 4ERF _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 0R3 C17 C17 C 0 1 Y N N -16.200 2.578 -15.127 -2.315 2.174 0.351 C17 0R3 1 0R3 C16 C16 C 0 1 Y N N -17.131 3.598 -15.079 -3.637 2.570 0.247 C16 0R3 2 0R3 CL2 CL2 CL 0 0 N N N -16.658 5.013 -14.276 -4.440 3.279 1.613 CL2 0R3 3 0R3 C15 C15 C 0 1 Y N N -18.354 3.498 -15.715 -4.318 2.401 -0.945 C15 0R3 4 0R3 C14 C14 C 0 1 Y N N -18.669 2.329 -16.445 -3.677 1.837 -2.032 C14 0R3 5 0R3 C13 C13 C 0 1 Y N N -17.727 1.286 -16.512 -2.357 1.441 -1.928 C13 0R3 6 0R3 C6 C6 C 0 1 Y N N -16.478 1.405 -15.854 -1.674 1.615 -0.739 C6 0R3 7 0R3 C2 C2 C 0 1 N N R -15.397 0.334 -15.973 -0.235 1.184 -0.626 C2 0R3 8 0R3 C3 C3 C 0 1 N N N -15.880 -1.036 -15.596 0.640 2.395 -0.279 C3 0R3 9 0R3 C4 C4 C 0 1 N N R -14.753 -2.062 -15.465 2.108 1.968 -0.351 C4 0R3 10 0R3 C23 C23 C 0 1 N N N -13.935 -1.946 -14.161 2.502 1.748 -1.813 C23 0R3 11 0R3 C25 C25 C 0 1 N N N -14.789 -2.183 -12.914 3.947 1.327 -1.885 C25 0R3 12 0R3 O3 O3 O 0 1 N N N -15.526 -1.363 -12.431 4.596 1.215 -0.872 O3 0R3 13 0R3 O2 O2 O 0 1 N N N -14.635 -3.451 -12.385 4.515 1.077 -3.076 O2 0R3 14 0R3 C24 C24 C 0 1 N N N -15.394 -3.436 -15.569 2.986 3.066 0.252 C24 0R3 15 0R3 C5 C5 C 0 1 N N N -13.738 -1.948 -16.620 2.307 0.693 0.417 C5 0R3 16 0R3 O1 O1 O 0 1 N N N -12.871 -2.814 -16.678 3.436 0.387 0.738 O1 0R3 17 0R3 N1 N1 N 0 1 N N N -13.824 -0.913 -17.536 1.310 -0.121 0.765 N1 0R3 18 0R3 C18 C18 C 0 1 N N S -13.089 -1.035 -18.789 1.649 -1.359 1.471 C18 0R3 19 0R3 C19 C19 C 0 1 N N N -11.578 -1.209 -18.488 2.769 -2.083 0.721 C19 0R3 20 0R3 C22 C22 C 0 1 N N N -10.699 -0.052 -19.012 2.539 -1.957 -0.786 C22 0R3 21 0R3 C20 C20 C 0 1 N N S -13.699 -2.123 -19.695 2.116 -1.026 2.889 C20 0R3 22 0R3 O4 O4 O 0 1 N N N -15.109 -2.228 -19.542 1.079 -0.328 3.581 O4 0R3 23 0R3 C21 C21 C 0 1 N N N -13.513 -1.757 -21.156 2.444 -2.321 3.635 C21 0R3 24 0R3 C1 C1 C 0 1 N N S -14.626 0.329 -17.308 -0.096 0.144 0.487 C1 0R3 25 0R3 C7 C7 C 0 1 Y N N -13.915 1.646 -17.545 -0.770 -1.135 0.061 C7 0R3 26 0R3 C8 C8 C 0 1 Y N N -12.798 2.051 -16.761 -1.717 -1.722 0.879 C8 0R3 27 0R3 C9 C9 C 0 1 Y N N -12.212 3.299 -17.007 -2.335 -2.895 0.489 C9 0R3 28 0R3 C10 C10 C 0 1 Y N N -12.723 4.144 -18.013 -2.006 -3.482 -0.720 C10 0R3 29 0R3 CL1 CL1 CL 0 0 N N N -12.014 5.691 -18.235 -2.782 -4.955 -1.211 CL1 0R3 30 0R3 C11 C11 C 0 1 Y N N -13.814 3.772 -18.800 -1.057 -2.893 -1.538 C11 0R3 31 0R3 C12 C12 C 0 1 Y N N -14.412 2.510 -18.564 -0.444 -1.717 -1.149 C12 0R3 32 0R3 H1 H1 H 0 1 N N N -15.259 2.681 -14.607 -1.783 2.306 1.281 H1 0R3 33 0R3 H2 H2 H 0 1 N N N -19.065 4.309 -15.655 -5.350 2.710 -1.026 H2 0R3 34 0R3 H3 H3 H 0 1 N N N -19.622 2.238 -16.945 -4.209 1.704 -2.963 H3 0R3 35 0R3 H4 H4 H 0 1 N N N -17.957 0.389 -17.068 -1.857 0.999 -2.778 H4 0R3 36 0R3 H5 H5 H 0 1 N N N -14.647 0.598 -15.213 0.094 0.755 -1.573 H5 0R3 37 0R3 H6 H6 H 0 1 N N N -16.404 -0.968 -14.631 0.455 3.197 -0.993 H6 0R3 38 0R3 H7 H7 H 0 1 N N N -16.580 -1.384 -16.370 0.406 2.739 0.729 H7 0R3 39 0R3 H8 H8 H 0 1 N N N -13.127 -2.692 -14.183 1.875 0.968 -2.245 H8 0R3 40 0R3 H9 H9 H 0 1 N N N -13.500 -0.937 -14.105 2.365 2.674 -2.370 H9 0R3 41 0R3 H10 H10 H 0 1 N N N -15.187 -3.544 -11.617 5.444 0.811 -3.072 H10 0R3 42 0R3 H11 H11 H 0 1 N N N -16.129 -3.561 -14.760 2.704 3.226 1.293 H11 0R3 43 0R3 H12 H12 H 0 1 N N N -15.900 -3.532 -16.541 4.032 2.763 0.202 H12 0R3 44 0R3 H13 H13 H 0 1 N N N -14.618 -4.210 -15.482 2.848 3.990 -0.308 H13 0R3 45 0R3 H14 H14 H 0 1 N N N -13.192 -0.082 -19.329 0.770 -2.002 1.519 H14 0R3 46 0R3 H15 H15 H 0 1 N N N -11.237 -2.143 -18.957 3.728 -1.636 0.981 H15 0R3 47 0R3 H16 H16 H 0 1 N N N -11.447 -1.277 -17.398 2.772 -3.137 1.002 H16 0R3 48 0R3 H17 H17 H 0 1 N N N -9.646 -0.248 -18.761 3.372 -2.414 -1.320 H17 0R3 49 0R3 H18 H18 H 0 1 N N N -10.807 0.025 -20.104 1.612 -2.465 -1.056 H18 0R3 50 0R3 H19 H19 H 0 1 N N N -11.018 0.891 -18.545 2.468 -0.904 -1.056 H19 0R3 51 0R3 H20 H20 H 0 1 N N N -13.207 -3.085 -19.490 3.006 -0.400 2.841 H20 0R3 52 0R3 H21 H21 H 0 1 N N N -15.314 -2.457 -18.643 0.828 0.511 3.170 H21 0R3 53 0R3 H22 H22 H 0 1 N N N -12.440 -1.652 -21.375 1.553 -2.948 3.684 H22 0R3 54 0R3 H23 H23 H 0 1 N N N -13.940 -2.548 -21.789 3.235 -2.854 3.108 H23 0R3 55 0R3 H24 H24 H 0 1 N N N -14.024 -0.805 -21.363 2.776 -2.084 4.646 H24 0R3 56 0R3 H25 H25 H 0 1 N N N -15.413 0.298 -18.076 -0.577 0.518 1.391 H25 0R3 57 0R3 H26 H26 H 0 1 N N N -12.408 1.405 -15.988 -1.974 -1.264 1.823 H26 0R3 58 0R3 H27 H27 H 0 1 N N N -11.362 3.617 -16.421 -3.075 -3.354 1.128 H27 0R3 59 0R3 H28 H28 H 0 1 N N N -14.192 4.429 -19.569 -0.803 -3.348 -2.484 H28 0R3 60 0R3 H29 H29 H 0 1 N N N -15.255 2.199 -19.163 0.296 -1.258 -1.788 H29 0R3 61 # 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 0R3 C21 C20 SING N N 1 0R3 C20 O4 SING N N 2 0R3 C20 C18 SING N N 3 0R3 C22 C19 SING N N 4 0R3 C11 C12 DOUB Y N 5 0R3 C11 C10 SING Y N 6 0R3 C18 C19 SING N N 7 0R3 C18 N1 SING N N 8 0R3 C12 C7 SING Y N 9 0R3 CL1 C10 SING N N 10 0R3 C10 C9 DOUB Y N 11 0R3 C7 C1 SING N N 12 0R3 C7 C8 DOUB Y N 13 0R3 N1 C1 SING N N 14 0R3 N1 C5 SING N N 15 0R3 C1 C2 SING N N 16 0R3 C9 C8 SING Y N 17 0R3 O1 C5 DOUB N N 18 0R3 C5 C4 SING N N 19 0R3 C13 C14 DOUB Y N 20 0R3 C13 C6 SING Y N 21 0R3 C14 C15 SING Y N 22 0R3 C2 C6 SING N N 23 0R3 C2 C3 SING N N 24 0R3 C6 C17 DOUB Y N 25 0R3 C15 C16 DOUB Y N 26 0R3 C3 C4 SING N N 27 0R3 C24 C4 SING N N 28 0R3 C4 C23 SING N N 29 0R3 C17 C16 SING Y N 30 0R3 C16 CL2 SING N N 31 0R3 C23 C25 SING N N 32 0R3 C25 O3 DOUB N N 33 0R3 C25 O2 SING N N 34 0R3 C17 H1 SING N N 35 0R3 C15 H2 SING N N 36 0R3 C14 H3 SING N N 37 0R3 C13 H4 SING N N 38 0R3 C2 H5 SING N N 39 0R3 C3 H6 SING N N 40 0R3 C3 H7 SING N N 41 0R3 C23 H8 SING N N 42 0R3 C23 H9 SING N N 43 0R3 O2 H10 SING N N 44 0R3 C24 H11 SING N N 45 0R3 C24 H12 SING N N 46 0R3 C24 H13 SING N N 47 0R3 C18 H14 SING N N 48 0R3 C19 H15 SING N N 49 0R3 C19 H16 SING N N 50 0R3 C22 H17 SING N N 51 0R3 C22 H18 SING N N 52 0R3 C22 H19 SING N N 53 0R3 C20 H20 SING N N 54 0R3 O4 H21 SING N N 55 0R3 C21 H22 SING N N 56 0R3 C21 H23 SING N N 57 0R3 C21 H24 SING N N 58 0R3 C1 H25 SING N N 59 0R3 C8 H26 SING N N 60 0R3 C9 H27 SING N N 61 0R3 C11 H28 SING N N 62 0R3 C12 H29 SING N N 63 # 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 0R3 SMILES ACDLabs 12.01 "O=C(O)CC3(C(=O)N(C(C(O)C)CC)C(c1ccc(Cl)cc1)C(c2cccc(Cl)c2)C3)C" 0R3 InChI InChI 1.03 "InChI=1S/C25H29Cl2NO4/c1-4-21(15(2)29)28-23(16-8-10-18(26)11-9-16)20(17-6-5-7-19(27)12-17)13-25(3,24(28)32)14-22(30)31/h5-12,15,20-21,23,29H,4,13-14H2,1-3H3,(H,30,31)/t15-,20+,21-,23+,25+/m0/s1" 0R3 InChIKey InChI 1.03 YUALYRLIFVPOHL-VPLUBSIMSA-N 0R3 SMILES_CANONICAL CACTVS 3.370 "CC[C@@H]([C@H](C)O)N1[C@@H]([C@H](C[C@](C)(CC(O)=O)C1=O)c2cccc(Cl)c2)c3ccc(Cl)cc3" 0R3 SMILES CACTVS 3.370 "CC[CH]([CH](C)O)N1[CH]([CH](C[C](C)(CC(O)=O)C1=O)c2cccc(Cl)c2)c3ccc(Cl)cc3" 0R3 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H]([C@H](C)O)N1[C@@H]([C@H](C[C@](C1=O)(C)CC(=O)O)c2cccc(c2)Cl)c3ccc(cc3)Cl" 0R3 SMILES "OpenEye OEToolkits" 1.7.6 "CCC(C(C)O)N1C(C(CC(C1=O)(C)CC(=O)O)c2cccc(c2)Cl)c3ccc(cc3)Cl" # 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 0R3 "SYSTEMATIC NAME" ACDLabs 12.01 "{(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-1-[(2S,3S)-2-hydroxypentan-3-yl]-3-methyl-2-oxopiperidin-3-yl}acetic acid" 0R3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(3R,5R,6S)-5-(3-chlorophenyl)-6-(4-chlorophenyl)-3-methyl-2-oxidanylidene-1-[(2S,3S)-2-oxidanylpentan-3-yl]piperidin-3-yl]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 0R3 "Create component" 2012-04-23 RCSB #