data_SX5 # _chem_comp.id SX5 _chem_comp.name "4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 Br N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-03-13 _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 411.290 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SX5 _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 3CJ4 _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 SX5 O3 O3 O 0 1 N N N 17.677 -2.101 87.933 -6.538 0.629 -0.604 O3 SX5 1 SX5 C18 C18 C 0 1 N N N 18.106 -3.148 88.384 -6.262 1.394 0.290 C18 SX5 2 SX5 O4 O4 O 0 1 N N N 19.431 -3.307 88.600 -7.240 1.967 1.008 O4 SX5 3 SX5 C17 C17 C 0 1 N N N 17.296 -4.360 88.749 -4.819 1.698 0.602 C17 SX5 4 SX5 C16 C16 C 0 1 N N N 18.042 -5.659 88.452 -3.915 0.916 -0.352 C16 SX5 5 SX5 C15 C15 C 0 1 N N N 18.435 -5.825 86.995 -2.472 1.220 -0.040 C15 SX5 6 SX5 O2 O2 O 0 1 N N N 18.036 -5.094 86.090 -2.195 1.988 0.858 O2 SX5 7 SX5 N2 N2 N 0 1 N N N 19.299 -6.890 86.831 -1.490 0.640 -0.757 N2 SX5 8 SX5 C14 C14 C 0 1 Y N N 19.836 -7.330 85.598 -0.164 1.014 -0.553 C14 SX5 9 SX5 C13 C13 C 0 1 Y N N 20.372 -6.436 84.657 0.136 2.268 -0.039 C13 SX5 10 SX5 C12 C12 C 0 1 Y N N 20.869 -6.911 83.439 1.451 2.636 0.164 C12 SX5 11 SX5 C11 C11 C 0 1 Y N N 20.821 -8.282 83.152 2.480 1.761 -0.144 C11 SX5 12 SX5 BR1 BR1 BR 0 0 N N N 21.481 -8.958 81.510 4.276 2.282 0.139 BR1 SX5 13 SX5 C10 C10 C 0 1 Y N N 20.287 -9.182 84.065 2.201 0.510 -0.655 C10 SX5 14 SX5 C9 C9 C 0 1 Y N N 19.780 -8.718 85.285 0.875 0.122 -0.860 C9 SX5 15 SX5 C8 C8 C 0 1 N N N 19.232 -9.733 86.228 0.569 -1.214 -1.406 C8 SX5 16 SX5 O1 O1 O 0 1 N N N 20.046 -10.528 86.706 0.022 -1.317 -2.487 O1 SX5 17 SX5 N1 N1 N 0 1 N N N 17.874 -9.765 86.569 0.896 -2.319 -0.707 N1 SX5 18 SX5 C6 C6 C 0 1 N N N 16.802 -9.124 85.771 1.643 -2.213 0.553 C6 SX5 19 SX5 C4 C4 C 0 1 N N R 15.624 -10.013 85.364 0.872 -2.958 1.647 C4 SX5 20 SX5 C5 C5 C 0 1 N N N 14.438 -9.145 84.975 1.700 -2.975 2.934 C5 SX5 21 SX5 C3 C3 C 0 1 N N N 15.184 -10.974 86.466 0.608 -4.395 1.191 C3 SX5 22 SX5 C7 C7 C 0 1 N N N 17.464 -10.859 87.476 0.506 -3.651 -1.188 C7 SX5 23 SX5 C2 C2 C 0 1 N N S 16.371 -11.789 86.947 -0.248 -4.380 -0.077 C2 SX5 24 SX5 C1 C1 C 0 1 N N N 15.908 -12.779 88.008 -0.539 -5.817 -0.514 C1 SX5 25 SX5 HO4 HO4 H 0 1 N N N 19.890 -2.514 88.350 -8.149 1.738 0.773 HO4 SX5 26 SX5 H17 H17 H 0 1 N N N 17.072 -4.322 89.825 -4.639 2.766 0.480 H17 SX5 27 SX5 H17A H17A H 0 0 N N N 16.377 -4.350 88.145 -4.601 1.408 1.630 H17A SX5 28 SX5 H16 H16 H 0 1 N N N 18.962 -5.668 89.055 -4.095 -0.152 -0.230 H16 SX5 29 SX5 H16A H16A H 0 0 N N N 17.358 -6.485 88.696 -4.133 1.206 -1.380 H16A SX5 30 SX5 HN2 HN2 H 0 1 N N N 19.568 -7.392 87.653 -1.707 -0.038 -1.417 HN2 SX5 31 SX5 H13 H13 H 0 1 N N N 20.401 -5.379 84.874 -0.660 2.956 0.203 H13 SX5 32 SX5 H12 H12 H 0 1 N N N 21.289 -6.222 82.721 1.679 3.613 0.563 H12 SX5 33 SX5 H10 H10 H 0 1 N N N 20.263 -10.237 83.835 3.006 -0.169 -0.893 H10 SX5 34 SX5 H6 H6 H 0 1 N N N 16.394 -8.302 86.377 2.630 -2.661 0.431 H6 SX5 35 SX5 H6A H6A H 0 1 N N N 17.280 -8.820 84.828 1.750 -1.164 0.828 H6A SX5 36 SX5 H4 H4 H 0 1 N N N 15.971 -10.619 84.514 -0.076 -2.454 1.831 H4 SX5 37 SX5 H5 H5 H 0 1 N N N 13.828 -8.935 85.866 1.891 -1.951 3.257 H5 SX5 38 SX5 H5A H5A H 0 1 N N N 14.801 -8.198 84.548 1.151 -3.505 3.712 H5A SX5 39 SX5 H5B H5B H 0 1 N N N 13.826 -9.673 84.229 2.648 -3.480 2.750 H5B SX5 40 SX5 H3 H3 H 0 1 N N N 14.773 -10.398 87.308 1.556 -4.891 0.984 H3 SX5 41 SX5 H3A H3A H 0 1 N N N 14.416 -11.654 86.068 0.081 -4.934 1.979 H3A SX5 42 SX5 H7 H7 H 0 1 N N N 18.354 -11.475 87.672 -0.140 -3.550 -2.061 H7 SX5 43 SX5 H7A H7A H 0 1 N N N 17.041 -10.371 88.366 1.397 -4.218 -1.457 H7A SX5 44 SX5 H2 H2 H 0 1 N N N 16.799 -12.360 86.110 -1.186 -3.863 0.123 H2 SX5 45 SX5 H1 H1 H 0 1 N N N 15.796 -13.776 87.556 -1.076 -6.336 0.280 H1 SX5 46 SX5 H1A H1A H 0 1 N N N 16.652 -12.824 88.817 -1.148 -5.806 -1.417 H1A SX5 47 SX5 H1B H1B H 0 1 N N N 14.941 -12.452 88.417 0.400 -6.333 -0.715 H1B SX5 48 # 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 SX5 O3 C18 DOUB N N 1 SX5 C18 O4 SING N N 2 SX5 C18 C17 SING N N 3 SX5 O4 HO4 SING N N 4 SX5 C16 C17 SING N N 5 SX5 C17 H17 SING N N 6 SX5 C17 H17A SING N N 7 SX5 C15 C16 SING N N 8 SX5 C16 H16 SING N N 9 SX5 C16 H16A SING N N 10 SX5 O2 C15 DOUB N N 11 SX5 N2 C15 SING N N 12 SX5 C14 N2 SING N N 13 SX5 N2 HN2 SING N N 14 SX5 C13 C14 DOUB Y N 15 SX5 C9 C14 SING Y N 16 SX5 C12 C13 SING Y N 17 SX5 C13 H13 SING N N 18 SX5 C11 C12 DOUB Y N 19 SX5 C12 H12 SING N N 20 SX5 BR1 C11 SING N N 21 SX5 C11 C10 SING Y N 22 SX5 C10 C9 DOUB Y N 23 SX5 C10 H10 SING N N 24 SX5 C9 C8 SING N N 25 SX5 C8 N1 SING N N 26 SX5 C8 O1 DOUB N N 27 SX5 C6 N1 SING N N 28 SX5 N1 C7 SING N N 29 SX5 C4 C6 SING N N 30 SX5 C6 H6 SING N N 31 SX5 C6 H6A SING N N 32 SX5 C5 C4 SING N N 33 SX5 C4 C3 SING N N 34 SX5 C4 H4 SING N N 35 SX5 C5 H5 SING N N 36 SX5 C5 H5A SING N N 37 SX5 C5 H5B SING N N 38 SX5 C3 C2 SING N N 39 SX5 C3 H3 SING N N 40 SX5 C3 H3A SING N N 41 SX5 C2 C7 SING N N 42 SX5 C7 H7 SING N N 43 SX5 C7 H7A SING N N 44 SX5 C2 C1 SING N N 45 SX5 C2 H2 SING N N 46 SX5 C1 H1 SING N N 47 SX5 C1 H1A SING N N 48 SX5 C1 H1B SING N N 49 # 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 SX5 SMILES ACDLabs 10.04 "O=C(c1cc(Br)ccc1NC(=O)CCC(=O)O)N2CC(CC(C)C2)C" SX5 SMILES_CANONICAL CACTVS 3.341 "C[C@@H]1C[C@H](C)CN(C1)C(=O)c2cc(Br)ccc2NC(=O)CCC(O)=O" SX5 SMILES CACTVS 3.341 "C[CH]1C[CH](C)CN(C1)C(=O)c2cc(Br)ccc2NC(=O)CCC(O)=O" SX5 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C[C@@H]1C[C@@H](CN(C1)C(=O)c2cc(ccc2NC(=O)CCC(=O)O)Br)C" SX5 SMILES "OpenEye OEToolkits" 1.5.0 "CC1CC(CN(C1)C(=O)c2cc(ccc2NC(=O)CCC(=O)O)Br)C" SX5 InChI InChI 1.03 "InChI=1S/C18H23BrN2O4/c1-11-7-12(2)10-21(9-11)18(25)14-8-13(19)3-4-15(14)20-16(22)5-6-17(23)24/h3-4,8,11-12H,5-7,9-10H2,1-2H3,(H,20,22)(H,23,24)/t11-,12+" SX5 InChIKey InChI 1.03 JSVSGWHGYIDZFX-TXEJJXNPSA-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 SX5 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[(4-bromo-2-{[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl}phenyl)amino]-4-oxobutanoic acid" SX5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[4-bromo-2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]carbonyl-phenyl]amino]-4-oxo-butanoic 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 SX5 "Create component" 2008-03-13 RCSB SX5 "Modify aromatic_flag" 2011-06-04 RCSB SX5 "Modify descriptor" 2011-06-04 RCSB #