data_LUP # _chem_comp.id LUP _chem_comp.name "5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H35 F3 N4 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-03-15 _chem_comp.pdbx_modified_date 2020-01-10 _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 520.609 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LUP _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 6O9O _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 LUP C10 C1 C 0 1 N N N 23.694 3.381 -15.861 -3.754 0.727 1.926 C10 LUP 1 LUP C13 C2 C 0 1 N N N 19.844 3.106 -15.661 -0.482 -0.811 0.602 C13 LUP 2 LUP C20 C3 C 0 1 N N N 18.428 -2.044 -16.258 4.110 -1.320 -0.610 C20 LUP 3 LUP C21 C4 C 0 1 N N N 19.160 -1.476 -17.460 3.531 -1.582 0.782 C21 LUP 4 LUP C22 C5 C 0 1 N N N 19.893 -0.206 -17.085 2.535 -2.744 0.706 C22 LUP 5 LUP C24 C6 C 0 1 N N N 17.198 -4.117 -15.863 6.364 -0.494 -0.193 C24 LUP 6 LUP C26 C7 C 0 1 Y N N 16.372 -5.158 -16.515 7.353 0.609 -0.117 C26 LUP 7 LUP C28 C8 C 0 1 Y N N 15.395 -7.018 -17.051 9.185 1.773 0.151 C28 LUP 8 LUP C02 C9 C 0 1 N N N 30.239 3.185 -14.071 -10.629 1.510 -0.536 C02 LUP 9 LUP C05 C10 C 0 1 N N N 28.964 3.448 -14.765 -9.155 1.441 -0.942 C05 LUP 10 LUP C06 C11 C 0 1 N N N 27.766 2.907 -14.024 -8.311 1.039 0.269 C06 LUP 11 LUP C07 C12 C 0 1 N N N 26.475 3.497 -14.547 -6.837 0.970 -0.137 C07 LUP 12 LUP C09 C13 C 0 1 N N N 24.030 3.180 -14.396 -4.603 0.508 0.672 C09 LUP 13 LUP C11 C14 C 0 1 N N N 22.224 3.729 -16.070 -2.271 0.647 1.558 C11 LUP 14 LUP C12 C15 C 0 1 N N N 21.298 2.682 -15.476 -1.965 -0.732 0.970 C12 LUP 15 LUP C18 C16 C 0 1 N N N 18.270 0.282 -15.325 1.981 -2.083 -1.671 C18 LUP 16 LUP C19 C17 C 0 1 N N N 17.512 -1.004 -15.623 2.983 -0.929 -1.568 C19 LUP 17 LUP C27 C18 C 0 1 Y N N 16.224 -6.499 -16.136 8.730 0.501 0.227 C27 LUP 18 LUP C31 C19 C 0 1 N N N 14.960 -8.453 -17.029 10.592 2.242 0.417 C31 LUP 19 LUP C34 C20 C 0 1 N N N 21.614 2.546 -13.994 -2.814 -0.951 -0.284 C34 LUP 20 LUP C35 C21 C 0 1 N N N 23.078 2.197 -13.744 -4.297 -0.871 0.084 C35 LUP 21 LUP F01 F1 F 0 1 N N N 30.217 3.508 -12.784 -10.788 2.459 0.480 F01 LUP 22 LUP F03 F2 F 0 1 N N N 30.611 1.926 -14.106 -11.401 1.878 -1.643 F03 LUP 23 LUP F04 F3 F 0 1 N N N 31.222 3.871 -14.619 -11.044 0.257 -0.073 F04 LUP 24 LUP N08 N1 N 0 1 N N N 25.365 2.563 -14.385 -6.027 0.584 1.026 N08 LUP 25 LUP N17 N2 N 0 1 N N N 18.911 0.745 -16.563 1.528 -2.438 -0.319 N17 LUP 26 LUP N23 N3 N 0 1 N N N 17.626 -3.172 -16.697 5.087 -0.231 -0.535 N23 LUP 27 LUP N30 N4 N 0 1 Y N N 15.688 -4.871 -17.622 7.137 1.878 -0.358 N30 LUP 28 LUP O15 O1 O 0 1 N N N 17.640 2.803 -17.025 -0.174 -3.410 1.124 O15 LUP 29 LUP O16 O2 O 0 1 N N N 19.781 2.381 -18.178 -0.716 -2.763 -1.202 O16 LUP 30 LUP O25 O3 O 0 1 N N N 17.464 -4.136 -14.656 6.705 -1.633 0.053 O25 LUP 31 LUP O29 O4 O 0 1 Y N N 15.045 -6.088 -17.971 8.144 2.533 -0.216 O29 LUP 32 LUP S14 S1 S 0 1 N N N 18.980 2.306 -16.994 -0.087 -2.491 0.043 S14 LUP 33 LUP C32 C22 C 0 1 N N N 13.538 -8.896 -17.212 10.836 3.752 0.467 C32 LUP 34 LUP C33 C23 C 0 1 N N N 14.186 -9.020 -15.884 11.334 2.936 -0.727 C33 LUP 35 LUP H1 H1 H 0 1 N N N 23.920 2.453 -16.407 -3.972 1.709 2.345 H1 LUP 36 LUP H2 H2 H 0 1 N N N 24.312 4.200 -16.258 -3.987 -0.042 2.662 H2 LUP 37 LUP H3 H3 H 0 1 N N N 19.828 4.190 -15.848 -0.267 -0.102 -0.198 H3 LUP 38 LUP H4 H4 H 0 1 N N N 19.305 2.887 -14.727 0.123 -0.568 1.476 H4 LUP 39 LUP H5 H5 H 0 1 N N N 19.165 -2.375 -15.512 4.600 -2.223 -0.975 H5 LUP 40 LUP H6 H6 H 0 1 N N N 18.432 -1.253 -18.254 4.337 -1.838 1.469 H6 LUP 41 LUP H7 H7 H 0 1 N N N 19.885 -2.218 -17.825 3.020 -0.687 1.137 H7 LUP 42 LUP H8 H8 H 0 1 N N N 20.648 -0.424 -16.315 3.062 -3.660 0.439 H8 LUP 43 LUP H9 H9 H 0 1 N N N 20.386 0.216 -17.973 2.047 -2.870 1.672 H9 LUP 44 LUP H10 H10 H 0 1 N N N 28.844 4.536 -14.878 -9.031 0.702 -1.733 H10 LUP 45 LUP H11 H11 H 0 1 N N N 29.003 2.978 -15.759 -8.832 2.418 -1.302 H11 LUP 46 LUP H12 H12 H 0 1 N N N 27.734 1.814 -14.146 -8.435 1.779 1.061 H12 LUP 47 LUP H13 H13 H 0 1 N N N 27.865 3.154 -12.957 -8.634 0.063 0.630 H13 LUP 48 LUP H14 H14 H 0 1 N N N 26.594 3.731 -15.615 -6.713 0.231 -0.928 H14 LUP 49 LUP H15 H15 H 0 1 N N N 26.251 4.420 -13.992 -6.514 1.947 -0.498 H15 LUP 50 LUP H16 H16 H 0 1 N N N 24.027 4.140 -13.860 -4.369 1.277 -0.064 H16 LUP 51 LUP H17 H17 H 0 1 N N N 22.017 4.698 -15.591 -2.037 1.416 0.822 H17 LUP 52 LUP H18 H18 H 0 1 N N N 22.028 3.804 -17.150 -1.666 0.803 2.452 H18 LUP 53 LUP H19 H19 H 0 1 N N N 21.465 1.717 -15.977 -2.198 -1.501 1.706 H19 LUP 54 LUP H20 H20 H 0 1 N N N 19.037 0.092 -14.559 1.127 -1.774 -2.273 H20 LUP 55 LUP H21 H21 H 0 1 N N N 17.570 1.049 -14.961 2.462 -2.944 -2.135 H21 LUP 56 LUP H22 H22 H 0 1 N N N 16.686 -0.782 -16.314 2.477 -0.040 -1.191 H22 LUP 57 LUP H23 H23 H 0 1 N N N 17.106 -1.408 -14.684 3.399 -0.720 -2.554 H23 LUP 58 LUP H24 H24 H 0 1 N N N 16.677 -7.002 -15.294 9.282 -0.389 0.488 H24 LUP 59 LUP H25 H25 H 0 1 N N N 15.699 -9.148 -17.455 11.178 1.615 1.089 H25 LUP 60 LUP H26 H26 H 0 1 N N N 21.387 3.500 -13.495 -2.580 -0.182 -1.020 H26 LUP 61 LUP H27 H27 H 0 1 N N N 20.983 1.751 -13.569 -2.596 -1.933 -0.703 H27 LUP 62 LUP H28 H28 H 0 1 N N N 23.275 1.194 -14.149 -4.530 -1.640 0.820 H28 LUP 63 LUP H29 H29 H 0 1 N N N 23.260 2.197 -12.659 -4.901 -1.027 -0.809 H29 LUP 64 LUP H30 H30 H 0 1 N N N 25.406 1.899 -15.131 -6.174 1.219 1.796 H30 LUP 65 LUP H32 H32 H 0 1 N N N 17.385 -3.242 -17.665 4.815 0.679 -0.732 H32 LUP 66 LUP H33 H33 H 0 1 N N N 12.746 -8.150 -17.369 9.978 4.405 0.308 H33 LUP 67 LUP H34 H34 H 0 1 N N N 13.315 -9.798 -17.801 11.582 4.118 1.173 H34 LUP 68 LUP H35 H35 H 0 1 N N N 13.872 -8.366 -15.057 12.408 2.765 -0.808 H35 LUP 69 LUP H36 H36 H 0 1 N N N 14.441 -10.014 -15.489 10.804 3.053 -1.673 H36 LUP 70 # # 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 LUP O16 S14 DOUB N N 1 LUP O29 N30 SING Y N 2 LUP O29 C28 SING Y N 3 LUP N30 C26 DOUB Y N 4 LUP C21 C22 SING N N 5 LUP C21 C20 SING N N 6 LUP C32 C31 SING N N 7 LUP C32 C33 SING N N 8 LUP C22 N17 SING N N 9 LUP C28 C31 SING N N 10 LUP C28 C27 DOUB Y N 11 LUP C31 C33 SING N N 12 LUP O15 S14 DOUB N N 13 LUP S14 N17 SING N N 14 LUP S14 C13 SING N N 15 LUP N23 C20 SING N N 16 LUP N23 C24 SING N N 17 LUP N17 C18 SING N N 18 LUP C26 C27 SING Y N 19 LUP C26 C24 SING N N 20 LUP C20 C19 SING N N 21 LUP C11 C10 SING N N 22 LUP C11 C12 SING N N 23 LUP C24 O25 DOUB N N 24 LUP C10 C09 SING N N 25 LUP C13 C12 SING N N 26 LUP C19 C18 SING N N 27 LUP C12 C34 SING N N 28 LUP C05 C02 SING N N 29 LUP C05 C06 SING N N 30 LUP F04 C02 SING N N 31 LUP C07 N08 SING N N 32 LUP C07 C06 SING N N 33 LUP C09 N08 SING N N 34 LUP C09 C35 SING N N 35 LUP F03 C02 SING N N 36 LUP C02 F01 SING N N 37 LUP C34 C35 SING N N 38 LUP C10 H1 SING N N 39 LUP C10 H2 SING N N 40 LUP C13 H3 SING N N 41 LUP C13 H4 SING N N 42 LUP C20 H5 SING N N 43 LUP C21 H6 SING N N 44 LUP C21 H7 SING N N 45 LUP C22 H8 SING N N 46 LUP C22 H9 SING N N 47 LUP C05 H10 SING N N 48 LUP C05 H11 SING N N 49 LUP C06 H12 SING N N 50 LUP C06 H13 SING N N 51 LUP C07 H14 SING N N 52 LUP C07 H15 SING N N 53 LUP C09 H16 SING N N 54 LUP C11 H17 SING N N 55 LUP C11 H18 SING N N 56 LUP C12 H19 SING N N 57 LUP C18 H20 SING N N 58 LUP C18 H21 SING N N 59 LUP C19 H22 SING N N 60 LUP C19 H23 SING N N 61 LUP C27 H24 SING N N 62 LUP C31 H25 SING N N 63 LUP C34 H26 SING N N 64 LUP C34 H27 SING N N 65 LUP C35 H28 SING N N 66 LUP C35 H29 SING N N 67 LUP N08 H30 SING N N 68 LUP N23 H32 SING N N 69 LUP C32 H33 SING N N 70 LUP C32 H34 SING N N 71 LUP C33 H35 SING N N 72 LUP C33 H36 SING N N 73 # # 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 LUP SMILES ACDLabs 12.01 "C4C(NCCCC(F)(F)F)CCC(CS(N1CCC(CC1)NC(=O)c3cc(C2CC2)on3)(=O)=O)C4" LUP InChI InChI 1.03 "InChI=1S/C23H35F3N4O4S/c24-23(25,26)10-1-11-27-18-6-2-16(3-7-18)15-35(32,33)30-12-8-19(9-13-30)28-22(31)20-14-21(34-29-20)17-4-5-17/h14,16-19,27H,1-13,15H2,(H,28,31)/t16-,18-" LUP InChIKey InChI 1.03 VAYJCVQRMIULEM-SAABIXHNSA-N LUP SMILES_CANONICAL CACTVS 3.385 "FC(F)(F)CCCN[C@H]1CC[C@@H](CC1)C[S](=O)(=O)N2CC[C@@H](CC2)NC(=O)c3cc(on3)C4CC4" LUP SMILES CACTVS 3.385 "FC(F)(F)CCCN[CH]1CC[CH](CC1)C[S](=O)(=O)N2CC[CH](CC2)NC(=O)c3cc(on3)C4CC4" LUP SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "c1c(onc1C(=O)NC2CCN(CC2)S(=O)(=O)CC3CCC(CC3)NCCCC(F)(F)F)C4CC4" LUP SMILES "OpenEye OEToolkits" 2.0.7 "c1c(onc1C(=O)NC2CCN(CC2)S(=O)(=O)CC3CCC(CC3)NCCCC(F)(F)F)C4CC4" # # 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 LUP "SYSTEMATIC NAME" ACDLabs 12.01 "5-cyclopropyl-N-{1-[({trans-4-[(4,4,4-trifluorobutyl)amino]cyclohexyl}methyl)sulfonyl]piperidin-4-yl}-1,2-oxazole-3-carboxamide" LUP "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "5-cyclopropyl-~{N}-[1-[[4-[4,4,4-tris(fluoranyl)butylamino]cyclohexyl]methylsulfonyl]piperidin-4-yl]-1,2-oxazole-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LUP "Create component" 2019-03-15 RCSB LUP "Initial release" 2020-01-15 RCSB ##