data_LPN # _chem_comp.id LPN _chem_comp.name "(3R,4S)-N-[2-chloro-5-(3-methoxypropyl)benzyl]-N-cyclopropyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H41 Cl3 N2 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-08-11 _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 660.070 _chem_comp.one_letter_code ? _chem_comp.three_letter_code LPN _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 3O9L _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 LPN CL1 CL1 CL 0 0 N N N 3.123 8.607 -5.850 -5.143 -1.337 2.040 CL1 LPN 1 LPN C2 C2 C 0 1 Y N N 2.324 8.218 -4.303 -5.945 -0.955 0.548 C2 LPN 2 LPN C3 C3 C 0 1 Y N N 3.073 7.763 -3.231 -5.227 -0.928 -0.639 C3 LPN 3 LPN C4 C4 C 0 1 Y N N 0.945 8.370 -4.179 -7.301 -0.682 0.541 C4 LPN 4 LPN O5 O5 O 0 1 N N N 4.432 7.602 -3.328 -3.895 -1.201 -0.636 O5 LPN 5 LPN C6 C6 C 0 1 Y N N 2.433 7.475 -2.041 -5.872 -0.621 -1.830 C6 LPN 6 LPN C7 C7 C 0 1 Y N N 0.310 8.067 -2.978 -7.940 -0.378 -0.646 C7 LPN 7 LPN C8 C8 C 0 1 N N N 4.987 6.443 -3.947 -3.513 -2.566 -0.816 C8 LPN 8 LPN CL9 CL9 CL 0 0 N N N 3.425 6.886 -0.686 -4.978 -0.587 -3.318 CL9 LPN 9 LPN C10 C10 C 0 1 Y N N 1.053 7.615 -1.894 -7.226 -0.344 -1.830 C10 LPN 10 LPN C11 C11 C 0 1 N N N -1.172 8.240 -2.862 -9.418 -0.083 -0.650 C11 LPN 11 LPN C12 C12 C 0 1 N N N 6.257 6.044 -3.220 -1.987 -2.677 -0.784 C12 LPN 12 LPN O13 O13 O 0 1 N N N 5.935 5.072 -2.230 -1.511 -2.318 0.514 O13 LPN 13 LPN C14 C14 C 0 1 Y N N 6.429 5.097 -0.939 -0.167 -2.364 0.712 C14 LPN 14 LPN C15 C15 C 0 1 Y N N 7.379 6.018 -0.495 0.365 -2.029 1.949 C15 LPN 15 LPN C16 C16 C 0 1 Y N N 5.953 4.142 -0.053 0.675 -2.751 -0.320 C16 LPN 16 LPN C17 C17 C 0 1 Y N N 7.846 5.995 0.822 1.731 -2.076 2.148 C17 LPN 17 LPN C18 C18 C 0 1 Y N N 6.413 4.101 1.243 2.040 -2.796 -0.116 C18 LPN 18 LPN C19 C19 C 0 1 Y N N 7.363 5.021 1.710 2.568 -2.456 1.116 C19 LPN 19 LPN C20 C20 C 0 1 N N S 7.768 4.922 3.165 4.058 -2.505 1.336 C20 LPN 20 LPN C21 C21 C 0 1 N N R 6.819 5.773 4.043 4.751 -1.545 0.364 C21 LPN 21 LPN C22 C22 C 0 1 N N N 9.259 5.137 3.451 4.566 -3.928 1.084 C22 LPN 22 LPN C23 C23 C 0 1 N N N 5.409 5.274 3.771 4.301 -0.134 0.645 C23 LPN 23 LPN C24 C24 C 0 1 N N N 7.178 5.770 5.540 6.267 -1.645 0.550 C24 LPN 24 LPN C25 C25 C 0 1 N N N 9.511 5.047 4.950 6.087 -3.958 1.248 C25 LPN 25 LPN O26 O26 O 0 1 N N N 5.047 4.186 4.183 3.505 0.083 1.534 O26 LPN 26 LPN N27 N27 N 0 1 N N N 4.556 6.004 3.040 4.783 0.886 -0.092 N27 LPN 27 LPN N28 N28 N 0 1 N N N 8.612 5.919 5.710 6.702 -3.024 0.297 N28 LPN 28 LPN C29 C29 C 0 1 N N N 4.866 7.309 2.410 5.804 0.634 -1.112 C29 LPN 29 LPN C30 C30 C 0 1 N N N 3.249 5.480 2.695 4.287 2.247 0.127 C30 LPN 30 LPN C31 C31 C 0 1 N N N 5.203 8.353 3.472 7.202 1.206 -0.869 C31 LPN 31 LPN C32 C32 C 0 1 N N N 3.827 8.332 2.844 6.295 1.830 -1.931 C32 LPN 32 LPN C33 C33 C 0 1 Y N N 2.098 5.797 3.611 2.868 2.349 -0.370 C33 LPN 33 LPN C34 C34 C 0 1 Y N N 0.823 5.575 3.112 2.617 2.474 -1.725 C34 LPN 34 LPN C35 C35 C 0 1 Y N N 2.269 6.297 4.897 1.816 2.314 0.526 C35 LPN 35 LPN CL36 CL36 CL 0 0 N N N 0.612 4.943 1.449 3.936 2.512 -2.853 CL36 LPN 36 LPN C37 C37 C 0 1 Y N N -0.294 5.848 3.877 1.314 2.568 -2.181 C37 LPN 37 LPN C38 C38 C 0 1 Y N N 1.147 6.573 5.663 0.515 2.408 0.070 C38 LPN 38 LPN C39 C39 C 0 1 Y N N -0.122 6.347 5.159 0.264 2.537 -1.283 C39 LPN 39 LPN C40 C40 C 0 1 N N N 1.292 7.122 7.050 -0.631 2.368 1.049 C40 LPN 40 LPN C41 C41 C 0 1 N N N 1.123 8.622 6.934 -0.959 3.790 1.507 C41 LPN 41 LPN C42 C42 C 0 1 N N N 1.878 9.310 8.053 -2.122 3.750 2.500 C42 LPN 42 LPN O43 O43 O 0 1 N N N 2.188 10.619 7.600 -2.429 5.079 2.928 O43 LPN 43 LPN C44 C44 C 0 1 N N N 1.930 11.577 8.613 -3.507 5.154 3.863 C44 LPN 44 LPN H4 H4 H 0 1 N N N 0.366 8.725 -5.019 -7.861 -0.708 1.464 H4 LPN 45 LPN H8 H8 H 0 1 N N N 4.261 5.618 -3.899 -3.938 -3.171 -0.015 H8 LPN 46 LPN H8A H8A H 0 1 N N N 5.220 6.664 -4.999 -3.883 -2.924 -1.777 H8A LPN 47 LPN H10 H10 H 0 1 N N N 0.572 7.377 -0.957 -7.728 -0.106 -2.756 H10 LPN 48 LPN H11 H11 H 0 1 N N N -1.675 7.305 -3.150 -9.575 0.986 -0.503 H11 LPN 49 LPN H11A H11A H 0 0 N N N -1.432 8.490 -1.823 -9.846 -0.384 -1.606 H11A LPN 50 LPN H11B H11B H 0 0 N N N -1.499 9.052 -3.528 -9.901 -0.636 0.155 H11B LPN 51 LPN H12 H12 H 0 1 N N N 6.976 5.619 -3.936 -1.693 -3.701 -1.010 H12 LPN 52 LPN H12A H12A H 0 0 N N N 6.702 6.928 -2.740 -1.559 -2.004 -1.527 H12A LPN 53 LPN H15 H15 H 0 1 N N N 7.760 6.761 -1.181 -0.289 -1.731 2.756 H15 LPN 54 LPN H16 H16 H 0 1 N N N 5.216 3.425 -0.383 0.263 -3.017 -1.282 H16 LPN 55 LPN H17 H17 H 0 1 N N N 8.573 6.721 1.154 2.145 -1.815 3.111 H17 LPN 56 LPN H18 H18 H 0 1 N N N 6.035 3.345 1.915 2.696 -3.097 -0.919 H18 LPN 57 LPN H20 H20 H 0 1 N N N 7.640 3.868 3.454 4.285 -2.213 2.361 H20 LPN 58 LPN H21 H21 H 0 1 N N N 6.917 6.834 3.770 4.491 -1.813 -0.660 H21 LPN 59 LPN H22 H22 H 0 1 N N N 9.846 4.363 2.935 4.108 -4.610 1.800 H22 LPN 60 LPN H22A H22A H 0 0 N N N 9.561 6.131 3.088 4.303 -4.234 0.071 H22A LPN 61 LPN H24 H24 H 0 1 N N N 6.665 6.606 6.038 6.763 -0.973 -0.150 H24 LPN 62 LPN H24A H24A H 0 0 N N N 6.857 4.818 5.988 6.527 -1.363 1.570 H24A LPN 63 LPN H25 H25 H 0 1 N N N 9.349 4.008 5.272 6.348 -3.665 2.265 H25 LPN 64 LPN H25A H25A H 0 0 N N N 10.549 5.351 5.151 6.453 -4.966 1.056 H25A LPN 65 LPN HN28 HN28 H 0 0 N N N 8.833 6.856 5.441 6.507 -3.296 -0.655 HN28 LPN 66 LPN H29 H29 H 0 1 N N N 5.319 6.988 1.461 5.735 -0.329 -1.619 H29 LPN 67 LPN H30 H30 H 0 1 N N N 2.992 5.894 1.709 4.316 2.477 1.192 H30 LPN 68 LPN H30A H30A H 0 0 N N N 3.343 4.384 2.672 4.914 2.954 -0.415 H30A LPN 69 LPN H31 H31 H 0 1 N N N 5.518 8.238 4.520 7.363 1.769 0.051 H31 LPN 70 LPN H31A H31A H 0 0 N N N 5.974 9.138 3.491 8.053 0.619 -1.215 H31A LPN 71 LPN H32 H32 H 0 1 N N N 3.292 9.099 2.265 6.549 1.654 -2.976 H32 LPN 72 LPN H32A H32A H 0 0 N N N 2.834 8.197 3.298 5.859 2.804 -1.710 H32A LPN 73 LPN H35 H35 H 0 1 N N N 3.259 6.468 5.293 2.012 2.212 1.584 H35 LPN 74 LPN H37 H37 H 0 1 N N N -1.285 5.676 3.483 1.117 2.666 -3.239 H37 LPN 75 LPN H39 H39 H 0 1 N N N -0.986 6.561 5.770 -0.753 2.611 -1.639 H39 LPN 76 LPN H40 H40 H 0 1 N N N 0.525 6.698 7.715 -1.505 1.931 0.567 H40 LPN 77 LPN H40A H40A H 0 0 N N N 2.282 6.876 7.461 -0.351 1.764 1.912 H40A LPN 78 LPN H41 H41 H 0 1 N N N 1.519 8.960 5.965 -0.085 4.228 1.989 H41 LPN 79 LPN H41A H41A H 0 0 N N N 0.055 8.876 7.004 -1.239 4.395 0.644 H41A LPN 80 LPN H42 H42 H 0 1 N N N 1.257 9.357 8.960 -2.997 3.313 2.018 H42 LPN 81 LPN H42A H42A H 0 0 N N N 2.801 8.758 8.287 -1.842 3.146 3.363 H42A LPN 82 LPN H44 H44 H 0 1 N N N 2.177 12.582 8.240 -4.411 4.745 3.409 H44 LPN 83 LPN H44A H44A H 0 0 N N N 0.866 11.540 8.890 -3.257 4.578 4.754 H44A LPN 84 LPN H44B H44B H 0 0 N N N 2.547 11.352 9.496 -3.678 6.194 4.138 H44B LPN 85 # 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 LPN CL1 C2 SING N N 1 LPN C2 C3 DOUB Y N 2 LPN C2 C4 SING Y N 3 LPN C3 O5 SING N N 4 LPN C3 C6 SING Y N 5 LPN C4 C7 DOUB Y N 6 LPN O5 C8 SING N N 7 LPN C6 CL9 SING N N 8 LPN C6 C10 DOUB Y N 9 LPN C7 C10 SING Y N 10 LPN C7 C11 SING N N 11 LPN C8 C12 SING N N 12 LPN C12 O13 SING N N 13 LPN O13 C14 SING N N 14 LPN C14 C15 DOUB Y N 15 LPN C14 C16 SING Y N 16 LPN C15 C17 SING Y N 17 LPN C16 C18 DOUB Y N 18 LPN C17 C19 DOUB Y N 19 LPN C18 C19 SING Y N 20 LPN C19 C20 SING N N 21 LPN C20 C21 SING N N 22 LPN C20 C22 SING N N 23 LPN C21 C23 SING N N 24 LPN C21 C24 SING N N 25 LPN C22 C25 SING N N 26 LPN C23 O26 DOUB N N 27 LPN C23 N27 SING N N 28 LPN C24 N28 SING N N 29 LPN C25 N28 SING N N 30 LPN N27 C29 SING N N 31 LPN N27 C30 SING N N 32 LPN C29 C31 SING N N 33 LPN C29 C32 SING N N 34 LPN C30 C33 SING N N 35 LPN C31 C32 SING N N 36 LPN C33 C34 DOUB Y N 37 LPN C33 C35 SING Y N 38 LPN C34 CL36 SING N N 39 LPN C34 C37 SING Y N 40 LPN C35 C38 DOUB Y N 41 LPN C37 C39 DOUB Y N 42 LPN C38 C39 SING Y N 43 LPN C38 C40 SING N N 44 LPN C40 C41 SING N N 45 LPN C41 C42 SING N N 46 LPN C42 O43 SING N N 47 LPN O43 C44 SING N N 48 LPN C4 H4 SING N N 49 LPN C8 H8 SING N N 50 LPN C8 H8A SING N N 51 LPN C10 H10 SING N N 52 LPN C11 H11 SING N N 53 LPN C11 H11A SING N N 54 LPN C11 H11B SING N N 55 LPN C12 H12 SING N N 56 LPN C12 H12A SING N N 57 LPN C15 H15 SING N N 58 LPN C16 H16 SING N N 59 LPN C17 H17 SING N N 60 LPN C18 H18 SING N N 61 LPN C20 H20 SING N N 62 LPN C21 H21 SING N N 63 LPN C22 H22 SING N N 64 LPN C22 H22A SING N N 65 LPN C24 H24 SING N N 66 LPN C24 H24A SING N N 67 LPN C25 H25 SING N N 68 LPN C25 H25A SING N N 69 LPN N28 HN28 SING N N 70 LPN C29 H29 SING N N 71 LPN C30 H30 SING N N 72 LPN C30 H30A SING N N 73 LPN C31 H31 SING N N 74 LPN C31 H31A SING N N 75 LPN C32 H32 SING N N 76 LPN C32 H32A SING N N 77 LPN C35 H35 SING N N 78 LPN C37 H37 SING N N 79 LPN C39 H39 SING N N 80 LPN C40 H40 SING N N 81 LPN C40 H40A SING N N 82 LPN C41 H41 SING N N 83 LPN C41 H41A SING N N 84 LPN C42 H42 SING N N 85 LPN C42 H42A SING N N 86 LPN C44 H44 SING N N 87 LPN C44 H44A SING N N 88 LPN C44 H44B SING N N 89 # 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 LPN SMILES ACDLabs 12.01 "O=C(N(C1CC1)Cc2cc(ccc2Cl)CCCOC)C5C(c4ccc(OCCOc3c(Cl)cc(cc3Cl)C)cc4)CCNC5" LPN SMILES_CANONICAL CACTVS 3.370 "COCCCc1ccc(Cl)c(CN(C2CC2)C(=O)[C@H]3CNCC[C@@H]3c4ccc(OCCOc5c(Cl)cc(C)cc5Cl)cc4)c1" LPN SMILES CACTVS 3.370 "COCCCc1ccc(Cl)c(CN(C2CC2)C(=O)[CH]3CNCC[CH]3c4ccc(OCCOc5c(Cl)cc(C)cc5Cl)cc4)c1" LPN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cc(c(c(c1)Cl)OCCOc2ccc(cc2)[C@H]3CCNC[C@@H]3C(=O)N(Cc4cc(ccc4Cl)CCCOC)C5CC5)Cl" LPN SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cc(c(c(c1)Cl)OCCOc2ccc(cc2)C3CCNCC3C(=O)N(Cc4cc(ccc4Cl)CCCOC)C5CC5)Cl" LPN InChI InChI 1.03 "InChI=1S/C35H41Cl3N2O4/c1-23-18-32(37)34(33(38)19-23)44-17-16-43-28-10-6-25(7-11-28)29-13-14-39-21-30(29)35(41)40(27-8-9-27)22-26-20-24(4-3-15-42-2)5-12-31(26)36/h5-7,10-12,18-20,27,29-30,39H,3-4,8-9,13-17,21-22H2,1-2H3/t29-,30+/m1/s1" LPN InChIKey InChI 1.03 RDCUZWVELSAOBC-IHLOFXLRSA-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 LPN "SYSTEMATIC NAME" ACDLabs 12.01 "(3R,4S)-N-[2-chloro-5-(3-methoxypropyl)benzyl]-N-cyclopropyl-4-{4-[2-(2,6-dichloro-4-methylphenoxy)ethoxy]phenyl}piperidine-3-carboxamide" LPN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3R,4S)-N-[[2-chloro-5-(3-methoxypropyl)phenyl]methyl]-N-cyclopropyl-4-[4-[2-(2,6-dichloro-4-methyl-phenoxy)ethoxy]phenyl]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 LPN "Create component" 2010-08-11 RCSB LPN "Modify aromatic_flag" 2011-06-04 RCSB LPN "Modify descriptor" 2011-06-04 RCSB #