data_LPQ # _chem_comp.id LPQ _chem_comp.name "(3R,4S)-N-{2-chloro-5-[(cyclopropylamino)methyl]benzyl}-N-cyclopropyl-4-{6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]pyridin-3-yl}piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H39 Cl3 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "(3'R,4'S)-6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid (2-chloro-5-cyclopropylaminomethyl-benzyl)-cyclopropyl-amide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-11 _chem_comp.pdbx_modified_date 2021-03-13 _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 658.057 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LPQ _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 3OAG _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 LPQ C1 C1 C 0 1 N N N 40.066 19.867 -11.761 -4.433 -4.013 -0.851 C1 LPQ 1 LPQ C2 C2 C 0 1 N N N 38.830 20.277 -12.560 -5.958 -4.085 -0.953 C2 LPQ 2 LPQ N3 N3 N 0 1 N N N 38.217 19.125 -13.199 -6.558 -3.123 -0.020 N3 LPQ 3 LPQ C4 C4 C 0 1 N N N 37.842 17.955 -12.405 -6.166 -1.747 -0.351 C4 LPQ 4 LPQ C5 C5 C 0 1 N N R 39.029 17.492 -11.557 -4.647 -1.605 -0.232 C5 LPQ 5 LPQ C6 C6 C 0 1 N N S 39.732 18.684 -10.846 -3.971 -2.593 -1.187 C6 LPQ 6 LPQ C7 C7 C 0 1 Y N N 40.910 18.198 -10.069 -2.475 -2.500 -1.030 C7 LPQ 7 LPQ C8 C8 C 0 1 Y N N 42.165 17.977 -10.651 -1.884 -2.758 0.191 C8 LPQ 8 LPQ N9 N9 N 0 1 Y N N 43.184 17.514 -9.900 -0.575 -2.680 0.338 N9 LPQ 9 LPQ C10 C10 C 0 1 Y N N 43.024 17.236 -8.574 0.219 -2.353 -0.668 C10 LPQ 10 LPQ C11 C11 C 0 1 Y N N 41.794 17.437 -7.950 -0.307 -2.080 -1.924 C11 LPQ 11 LPQ C12 C12 C 0 1 Y N N 40.736 17.921 -8.712 -1.676 -2.160 -2.113 C12 LPQ 12 LPQ O13 O13 O 0 1 N N N 44.052 16.778 -7.799 1.559 -2.284 -0.471 O13 LPQ 13 LPQ C14 C14 C 0 1 N N N 45.202 16.125 -8.308 2.038 -2.576 0.844 C14 LPQ 14 LPQ C15 C15 C 0 1 N N N 38.665 16.525 -10.452 -4.243 -0.199 -0.593 C15 LPQ 15 LPQ O16 O16 O 0 1 N N N 37.818 16.869 -9.647 -3.486 -0.005 -1.520 O16 LPQ 16 LPQ N17 N17 N 0 1 N N N 39.306 15.347 -10.328 -4.724 0.843 0.115 N17 LPQ 17 LPQ C18 C18 C 0 1 N N N 45.480 14.931 -7.412 3.563 -2.447 0.871 C18 LPQ 18 LPQ O19 O19 O 0 1 N N N 45.424 13.761 -8.216 3.931 -1.088 0.628 O19 LPQ 19 LPQ C20 C20 C 0 1 Y N N 44.897 12.596 -7.726 5.259 -0.800 0.619 C20 LPQ 20 LPQ C21 C21 C 0 1 Y N N 45.730 11.744 -7.017 5.979 -0.876 -0.565 C21 LPQ 21 LPQ C22 C22 C 0 1 Y N N 45.233 10.550 -6.505 7.330 -0.583 -0.571 C22 LPQ 22 LPQ C23 C23 C 0 1 Y N N 43.897 10.216 -6.716 7.964 -0.215 0.601 C23 LPQ 23 LPQ C24 C24 C 0 1 Y N N 43.055 11.067 -7.425 7.250 -0.140 1.782 C24 LPQ 24 LPQ C25 C25 C 0 1 Y N N 43.560 12.261 -7.933 5.897 -0.426 1.793 C25 LPQ 25 LPQ CL26 CL26 CL 0 0 N N N 47.451 12.205 -6.779 5.184 -1.338 -2.038 CL26 LPQ 26 LPQ CL27 CL27 CL 0 0 N N N 42.468 13.346 -8.857 4.999 -0.323 3.275 CL27 LPQ 27 LPQ C28 C28 C 0 1 N N N 43.353 8.936 -6.162 9.437 0.104 0.591 C28 LPQ 28 LPQ C29 C29 C 0 1 N N N 39.114 14.387 -9.228 -4.270 2.203 -0.185 C29 LPQ 29 LPQ C30 C30 C 0 1 N N N 40.359 14.940 -11.274 -5.700 0.615 1.183 C30 LPQ 30 LPQ C31 C31 C 0 1 Y N N 38.004 13.370 -9.280 -2.837 2.363 0.255 C31 LPQ 31 LPQ C32 C32 C 0 1 Y N N 37.088 13.397 -10.312 -1.819 2.320 -0.678 C32 LPQ 32 LPQ C33 C33 C 0 1 Y N N 36.066 12.466 -10.369 -0.504 2.467 -0.275 C33 LPQ 33 LPQ C34 C34 C 0 1 Y N N 35.952 11.492 -9.374 -0.208 2.655 1.062 C34 LPQ 34 LPQ C35 C35 C 0 1 Y N N 36.873 11.461 -8.319 -1.226 2.697 1.996 C35 LPQ 35 LPQ C36 C36 C 0 1 Y N N 37.901 12.407 -8.281 -2.542 2.558 1.592 C36 LPQ 36 LPQ CL37 CL37 CL 0 0 N N N 39.111 12.385 -6.950 -3.821 2.619 2.765 CL37 LPQ 37 LPQ C38 C38 C 0 1 N N N 35.134 12.561 -11.557 0.605 2.420 -1.293 C38 LPQ 38 LPQ N39 N39 N 0 1 N N N 35.951 12.506 -12.781 0.866 3.776 -1.796 N39 LPQ 39 LPQ C40 C40 C 0 1 N N N 39.634 14.392 -12.508 -7.120 1.143 0.967 C40 LPQ 40 LPQ C41 C41 C 0 1 N N N 40.332 13.436 -11.561 -6.189 1.835 1.965 C41 LPQ 41 LPQ C42 C42 C 0 1 N N N 35.792 11.424 -13.745 1.945 3.769 -2.793 C42 LPQ 42 LPQ C43 C43 C 0 1 N N N 36.867 11.403 -14.827 2.736 5.064 -2.986 C43 LPQ 43 LPQ C44 C44 C 0 1 N N N 35.489 11.961 -15.148 1.744 4.607 -4.057 C44 LPQ 44 LPQ H1 H1 H 0 1 N N N 40.867 19.574 -12.456 -4.124 -4.267 0.163 H1 LPQ 45 LPQ H1A H1A H 0 1 N N N 40.401 20.717 -11.148 -3.988 -4.717 -1.555 H1A LPQ 46 LPQ H2 H2 H 0 1 N N N 38.100 20.738 -11.878 -6.266 -3.845 -1.971 H2 LPQ 47 LPQ H2A H2A H 0 1 N N N 39.128 20.999 -13.335 -6.292 -5.092 -0.701 H2A LPQ 48 LPQ HN3 HN3 H 0 1 N N N 37.371 19.458 -13.616 -7.563 -3.218 0.001 HN3 LPQ 49 LPQ H4 H4 H 0 1 N N N 37.004 18.219 -11.743 -6.473 -1.518 -1.372 H4 LPQ 50 LPQ H4A H4A H 0 1 N N N 37.539 17.141 -13.080 -6.651 -1.055 0.338 H4A LPQ 51 LPQ H5 H5 H 0 1 N N N 39.682 16.995 -12.290 -4.341 -1.821 0.792 H5 LPQ 52 LPQ H6 H6 H 0 1 N N N 38.999 19.106 -10.142 -4.246 -2.353 -2.214 H6 LPQ 53 LPQ H8 H8 H 0 1 N N N 42.316 18.178 -11.701 -2.500 -3.027 1.035 H8 LPQ 54 LPQ H11 H11 H 0 1 N N N 41.666 17.222 -6.899 0.344 -1.814 -2.744 H11 LPQ 55 LPQ H12 H12 H 0 1 N N N 39.773 18.084 -8.251 -2.112 -1.958 -3.080 H12 LPQ 56 LPQ H14 H14 H 0 1 N N N 45.023 15.791 -9.341 1.601 -1.873 1.553 H14 LPQ 57 LPQ H14A H14A H 0 0 N N N 46.061 16.811 -8.303 1.754 -3.592 1.117 H14A LPQ 58 LPQ H18 H18 H 0 1 N N N 46.476 15.027 -6.955 3.935 -2.755 1.848 H18 LPQ 59 LPQ H18A H18A H 0 0 N N N 44.725 14.876 -6.614 3.995 -3.085 0.100 H18A LPQ 60 LPQ H22 H22 H 0 1 N N N 45.878 9.887 -5.948 7.891 -0.641 -1.492 H22 LPQ 61 LPQ H24 H24 H 0 1 N N N 42.019 10.804 -7.580 7.748 0.147 2.697 H24 LPQ 62 LPQ H28 H28 H 0 1 N N N 42.965 9.111 -5.148 9.578 1.167 0.396 H28 LPQ 63 LPQ H28A H28A H 0 0 N N N 42.540 8.573 -6.808 9.870 -0.148 1.559 H28A LPQ 64 LPQ H28B H28B H 0 0 N N N 44.154 8.184 -6.123 9.930 -0.477 -0.189 H28B LPQ 65 LPQ H29 H29 H 0 1 N N N 40.048 13.810 -9.165 -4.343 2.382 -1.258 H29 LPQ 66 LPQ H29A H29A H 0 0 N N N 38.926 14.993 -8.329 -4.895 2.920 0.347 H29A LPQ 67 LPQ H30 H30 H 0 1 N N N 41.165 15.651 -11.040 -5.589 -0.322 1.729 H30 LPQ 68 LPQ H32 H32 H 0 1 N N N 37.170 14.151 -11.081 -2.050 2.172 -1.723 H32 LPQ 69 LPQ H34 H34 H 0 1 N N N 35.155 10.764 -9.418 0.819 2.769 1.376 H34 LPQ 70 LPQ H35 H35 H 0 1 N N N 36.790 10.714 -7.543 -0.994 2.844 3.041 H35 LPQ 71 LPQ H38 H38 H 0 1 N N N 34.421 11.723 -11.543 1.509 2.025 -0.829 H38 LPQ 72 LPQ H38A H38A H 0 0 N N N 34.574 13.507 -11.521 0.312 1.776 -2.122 H38A LPQ 73 LPQ HN39 HN39 H 0 0 N N N 35.748 13.348 -13.281 0.027 4.188 -2.174 HN39 LPQ 74 LPQ H40 H40 H 0 1 N N N 38.578 14.461 -12.809 -7.327 1.660 0.030 H40 LPQ 75 LPQ H40A H40A H 0 0 N N N 39.794 14.586 -13.579 -7.943 0.554 1.371 H40A LPQ 76 LPQ H41 H41 H 0 1 N N N 41.153 12.725 -11.736 -6.400 1.702 3.026 H41 LPQ 77 LPQ H41A H41A H 0 0 N N N 39.936 12.600 -10.966 -5.785 2.808 1.685 H41A LPQ 78 LPQ H42 H42 H 0 1 N N N 35.361 10.669 -13.071 2.486 2.828 -2.894 H42 LPQ 79 LPQ H43 H43 H 0 1 N N N 37.859 11.878 -14.862 2.457 5.921 -2.373 H43 LPQ 80 LPQ H43A H43A H 0 0 N N N 37.421 10.563 -15.271 3.799 4.975 -3.214 H43A LPQ 81 LPQ H44 H44 H 0 1 N N N 34.741 11.650 -15.893 2.153 4.218 -4.990 H44 LPQ 82 LPQ H44A H44A H 0 0 N N N 35.177 12.960 -15.485 0.811 5.164 -4.149 H44A LPQ 83 # # 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 LPQ C1 C2 SING N N 1 LPQ C1 C6 SING N N 2 LPQ C2 N3 SING N N 3 LPQ N3 C4 SING N N 4 LPQ C4 C5 SING N N 5 LPQ C5 C6 SING N N 6 LPQ C5 C15 SING N N 7 LPQ C6 C7 SING N N 8 LPQ C7 C8 DOUB Y N 9 LPQ C7 C12 SING Y N 10 LPQ C8 N9 SING Y N 11 LPQ N9 C10 DOUB Y N 12 LPQ C10 C11 SING Y N 13 LPQ C10 O13 SING N N 14 LPQ C11 C12 DOUB Y N 15 LPQ O13 C14 SING N N 16 LPQ C14 C18 SING N N 17 LPQ C15 O16 DOUB N N 18 LPQ C15 N17 SING N N 19 LPQ N17 C29 SING N N 20 LPQ N17 C30 SING N N 21 LPQ C18 O19 SING N N 22 LPQ O19 C20 SING N N 23 LPQ C20 C21 DOUB Y N 24 LPQ C20 C25 SING Y N 25 LPQ C21 C22 SING Y N 26 LPQ C21 CL26 SING N N 27 LPQ C22 C23 DOUB Y N 28 LPQ C23 C24 SING Y N 29 LPQ C23 C28 SING N N 30 LPQ C24 C25 DOUB Y N 31 LPQ C25 CL27 SING N N 32 LPQ C29 C31 SING N N 33 LPQ C30 C40 SING N N 34 LPQ C30 C41 SING N N 35 LPQ C31 C32 DOUB Y N 36 LPQ C31 C36 SING Y N 37 LPQ C32 C33 SING Y N 38 LPQ C33 C34 DOUB Y N 39 LPQ C33 C38 SING N N 40 LPQ C34 C35 SING Y N 41 LPQ C35 C36 DOUB Y N 42 LPQ C36 CL37 SING N N 43 LPQ C38 N39 SING N N 44 LPQ N39 C42 SING N N 45 LPQ C40 C41 SING N N 46 LPQ C42 C43 SING N N 47 LPQ C42 C44 SING N N 48 LPQ C43 C44 SING N N 49 LPQ C1 H1 SING N N 50 LPQ C1 H1A SING N N 51 LPQ C2 H2 SING N N 52 LPQ C2 H2A SING N N 53 LPQ N3 HN3 SING N N 54 LPQ C4 H4 SING N N 55 LPQ C4 H4A SING N N 56 LPQ C5 H5 SING N N 57 LPQ C6 H6 SING N N 58 LPQ C8 H8 SING N N 59 LPQ C11 H11 SING N N 60 LPQ C12 H12 SING N N 61 LPQ C14 H14 SING N N 62 LPQ C14 H14A SING N N 63 LPQ C18 H18 SING N N 64 LPQ C18 H18A SING N N 65 LPQ C22 H22 SING N N 66 LPQ C24 H24 SING N N 67 LPQ C28 H28 SING N N 68 LPQ C28 H28A SING N N 69 LPQ C28 H28B SING N N 70 LPQ C29 H29 SING N N 71 LPQ C29 H29A SING N N 72 LPQ C30 H30 SING N N 73 LPQ C32 H32 SING N N 74 LPQ C34 H34 SING N N 75 LPQ C35 H35 SING N N 76 LPQ C38 H38 SING N N 77 LPQ C38 H38A SING N N 78 LPQ N39 HN39 SING N N 79 LPQ C40 H40 SING N N 80 LPQ C40 H40A SING N N 81 LPQ C41 H41 SING N N 82 LPQ C41 H41A SING N N 83 LPQ C42 H42 SING N N 84 LPQ C43 H43 SING N N 85 LPQ C43 H43A SING N N 86 LPQ C44 H44 SING N N 87 LPQ C44 H44A SING N N 88 # # 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 LPQ SMILES ACDLabs 12.01 "O=C(N(C1CC1)Cc2cc(ccc2Cl)CNC3CC3)C6C(c5ccc(OCCOc4c(Cl)cc(cc4Cl)C)nc5)CCNC6" LPQ SMILES_CANONICAL CACTVS 3.370 "Cc1cc(Cl)c(OCCOc2ccc(cn2)[C@H]3CCNC[C@@H]3C(=O)N(Cc4cc(CNC5CC5)ccc4Cl)C6CC6)c(Cl)c1" LPQ SMILES CACTVS 3.370 "Cc1cc(Cl)c(OCCOc2ccc(cn2)[CH]3CCNC[CH]3C(=O)N(Cc4cc(CNC5CC5)ccc4Cl)C6CC6)c(Cl)c1" LPQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(c(c(c1)Cl)OCCOc2ccc(cn2)[C@H]3CCNC[C@@H]3C(=O)N(Cc4cc(ccc4Cl)CNC5CC5)C6CC6)Cl" LPQ SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(c(c(c1)Cl)OCCOc2ccc(cn2)C3CCNCC3C(=O)N(Cc4cc(ccc4Cl)CNC5CC5)C6CC6)Cl" LPQ InChI InChI 1.03 "InChI=1S/C34H39Cl3N4O3/c1-21-14-30(36)33(31(37)15-21)44-13-12-43-32-9-3-23(18-40-32)27-10-11-38-19-28(27)34(42)41(26-6-7-26)20-24-16-22(2-8-29(24)35)17-39-25-4-5-25/h2-3,8-9,14-16,18,25-28,38-39H,4-7,10-13,17,19-20H2,1H3/t27-,28+/m1/s1" LPQ InChIKey InChI 1.03 MUNGQQYSICIEKG-IZLXSDGUSA-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 LPQ "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S)-N-{2-chloro-5-[(cyclopropylamino)methyl]benzyl}-N-cyclopropyl-4-{6-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]pyridin-3-yl}piperidine-3-carboxamide" LPQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3R,4S)-N-[[2-chloro-5-[(cyclopropylamino)methyl]phenyl]methyl]-N-cyclopropyl-4-[6-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]pyridin-3-yl]piperidine-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 LPQ "Create component" 2010-08-11 RCSB LPQ "Modify aromatic_flag" 2011-06-04 RCSB LPQ "Modify descriptor" 2011-06-04 RCSB LPQ "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id LPQ _pdbx_chem_comp_synonyms.name "(3'R,4'S)-6-[2-(2,6-Dichloro-4-methyl-phenoxy)-ethoxy]-1',2',3',4',5',6'-hexahydro-[3,4']bipyridinyl-3'-carboxylic acid (2-chloro-5-cyclopropylaminomethyl-benzyl)-cyclopropyl-amide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##