data_72X # _chem_comp.id 72X _chem_comp.name "(3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-{(1S)-2-cyclohexyl-1-[(methylamino)methyl]ethyl}piperidine-1-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H46 Cl N3 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-04-01 _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 508.136 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 72X _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 3GW5 _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 72X C1 C1 C 0 1 N N S 29.052 -7.736 -14.580 2.405 -0.091 1.060 C1 72X 1 72X O2 O2 O 0 1 N N N 28.338 -7.442 -15.802 2.388 -0.577 2.404 O2 72X 2 72X C3 C3 C 0 1 Y N N 30.557 -8.072 -14.920 3.521 0.909 0.902 C3 72X 3 72X C4 C4 C 0 1 Y N N 31.201 -8.081 -16.228 4.665 0.796 1.670 C4 72X 4 72X C5 C5 C 0 1 Y N N 31.383 -8.421 -13.660 3.404 1.936 -0.016 C5 72X 5 72X C6 C6 C 0 1 Y N N 32.622 -8.420 -16.331 5.689 1.713 1.525 C6 72X 6 72X C7 C7 C 0 1 Y N N 32.777 -8.752 -13.813 4.429 2.854 -0.161 C7 72X 7 72X C8 C8 C 0 1 Y N N 33.400 -8.753 -15.141 5.571 2.743 0.612 C8 72X 8 72X C15 C15 C 0 1 N N N 28.981 -6.449 -13.672 2.628 -1.260 0.098 C15 72X 9 72X C18 C18 C 0 1 N N N 29.615 -5.111 -14.153 3.965 -1.934 0.414 C18 72X 10 72X C21 C21 C 0 1 N N N 29.515 -3.907 -13.182 4.187 -3.102 -0.548 C21 72X 11 72X C24 C24 C 0 1 N N N 28.077 -3.473 -12.832 5.524 -3.776 -0.231 C24 72X 12 72X O27 O27 O 0 1 N N N 27.365 -3.191 -14.005 5.732 -4.867 -1.130 O27 72X 13 72X C28 C28 C 0 1 N N N 26.034 -2.806 -13.751 6.960 -5.568 -0.919 C28 72X 14 72X C32 C32 C 0 1 N N S 26.530 -8.826 -9.182 -4.313 0.061 -1.432 C32 72X 15 72X C33 C33 C 0 1 N N N 25.114 -8.355 -8.723 -3.865 0.635 -2.778 C33 72X 16 72X C34 C34 C 0 1 N N N 27.664 -7.816 -8.854 -5.720 0.566 -1.106 C34 72X 17 72X N35 N35 N 0 1 N N N 25.030 -8.125 -7.270 -2.470 0.249 -3.034 N35 72X 18 72X C36 C36 C 0 1 N N N 29.108 -8.216 -9.244 -6.218 -0.105 0.176 C36 72X 19 72X C37 C37 C 0 1 N N N 30.119 -7.105 -8.861 -7.571 0.490 0.570 C37 72X 20 72X C38 C38 C 0 1 N N N 31.595 -7.457 -9.234 -8.069 -0.180 1.852 C38 72X 21 72X C39 C39 C 0 1 N N N 32.076 -8.839 -8.688 -8.222 -1.684 1.615 C39 72X 22 72X C40 C40 C 0 1 N N N 29.556 -9.588 -8.512 -6.371 -1.608 -0.061 C40 72X 23 72X C41 C41 C 0 1 N N N 31.028 -10.035 -8.872 -6.869 -2.279 1.221 C41 72X 24 72X N42 N42 N 0 1 N N N 26.535 -9.028 -10.622 -3.385 0.493 -0.384 N42 72X 25 72X C43 C43 C 0 1 N N N 26.258 -10.177 -11.342 -2.253 -0.204 -0.157 C43 72X 26 72X O44 O44 O 0 1 N N N 25.953 -11.234 -10.790 -2.048 -1.242 -0.756 O44 72X 27 72X N45 N45 N 0 1 N N N 26.365 -10.015 -12.732 -1.349 0.251 0.733 N45 72X 28 72X C46 C46 C 0 1 N N N 27.606 -11.560 -14.003 -0.477 2.440 1.363 C46 72X 29 72X C47 C47 C 0 1 N N N 28.323 -10.347 -14.687 0.846 1.748 1.703 C47 72X 30 72X C48 C48 C 0 1 N N R 28.317 -8.962 -13.823 1.068 0.582 0.743 C48 72X 31 72X C49 C49 C 0 1 N N N 26.754 -8.717 -13.446 -0.063 -0.437 0.911 C49 72X 32 72X C50 C50 C 0 1 N N N 26.126 -11.100 -13.655 -1.629 1.446 1.540 C50 72X 33 72X C51 C51 C 0 1 N N N 25.176 -9.329 -6.443 -2.005 0.783 -4.321 C51 72X 34 72X CL1 CL1 CL 0 0 N N N 33.692 -9.144 -12.446 4.282 4.144 -1.314 CL1 72X 35 72X HO2 HO2 H 0 1 N N N 27.408 -7.378 -15.618 1.693 -1.227 2.578 HO2 72X 36 72X H4 H4 H 0 1 N N N 30.634 -7.839 -17.115 4.758 -0.009 2.384 H4 72X 37 72X H5 H5 H 0 1 N N N 30.923 -8.417 -12.683 2.512 2.022 -0.619 H5 72X 38 72X H6 H6 H 0 1 N N N 33.100 -8.424 -17.299 6.582 1.624 2.126 H6 72X 39 72X H8 H8 H 0 1 N N N 34.446 -9.003 -15.240 6.371 3.460 0.499 H8 72X 40 72X H15 H15 H 0 1 N N N 27.911 -6.241 -13.524 1.821 -1.984 0.212 H15 72X 41 72X H15A H15A H 0 0 N N N 29.589 -6.720 -12.796 2.641 -0.890 -0.927 H15A 72X 42 72X H18 H18 H 0 1 N N N 30.685 -5.302 -14.324 4.772 -1.210 0.300 H18 72X 43 72X H18A H18A H 0 0 N N N 29.042 -4.818 -15.045 3.951 -2.304 1.439 H18A 72X 44 72X H21 H21 H 0 1 N N N 30.016 -4.191 -12.245 3.380 -3.826 -0.433 H21 72X 45 72X H21A H21A H 0 0 N N N 29.982 -3.053 -13.695 4.201 -2.732 -1.573 H21A 72X 46 72X H24 H24 H 0 1 N N N 27.574 -4.285 -12.287 6.332 -3.052 -0.346 H24 72X 47 72X H24A H24A H 0 0 N N N 28.114 -2.570 -12.205 5.511 -4.146 0.794 H24A 72X 48 72X H28 H28 H 0 1 N N N 25.881 -2.706 -12.666 7.042 -6.381 -1.640 H28 72X 49 72X H28A H28A H 0 0 N N N 25.832 -1.842 -14.240 7.797 -4.882 -1.047 H28A 72X 50 72X H28B H28B H 0 0 N N N 25.349 -3.570 -14.148 6.976 -5.976 0.092 H28B 72X 51 72X H32 H32 H 0 1 N N N 26.728 -9.755 -8.627 -4.320 -1.027 -1.485 H32 72X 52 72X H33 H33 H 0 1 N N N 24.879 -7.411 -9.237 -4.502 0.243 -3.570 H33 72X 53 72X H33A H33A H 0 0 N N N 24.400 -9.153 -8.975 -3.942 1.722 -2.753 H33A 72X 54 72X H34 H34 H 0 1 N N N 27.432 -6.887 -9.395 -5.695 1.646 -0.965 H34 72X 55 72X H34A H34A H 0 0 N N N 27.674 -7.743 -7.756 -6.393 0.322 -1.928 H34A 72X 56 72X HN35 HN35 H 0 0 N N N 25.764 -7.494 -7.019 -1.869 0.545 -2.281 HN35 72X 57 72X H36 H36 H 0 1 N N N 29.112 -8.362 -10.334 -5.499 0.065 0.978 H36 72X 58 72X H37 H37 H 0 1 N N N 29.839 -6.186 -9.396 -7.462 1.562 0.739 H37 72X 59 72X H37A H37A H 0 0 N N N 30.077 -6.986 -7.768 -8.290 0.320 -0.231 H37A 72X 60 72X H38 H38 H 0 1 N N N 31.672 -7.480 -10.331 -7.350 -0.010 2.654 H38 72X 61 72X H38A H38A H 0 0 N N N 32.234 -6.690 -8.773 -9.033 0.244 2.133 H38A 72X 62 72X H39 H39 H 0 1 N N N 32.994 -9.112 -9.229 -8.577 -2.161 2.529 H39 72X 63 72X H39A H39A H 0 0 N N N 32.221 -8.714 -7.605 -8.941 -1.854 0.814 H39A 72X 64 72X H40 H40 H 0 1 N N N 29.500 -9.432 -7.425 -7.090 -1.778 -0.862 H40 72X 65 72X H40A H40A H 0 0 N N N 28.878 -10.382 -8.858 -5.407 -2.032 -0.342 H40A 72X 66 72X H41 H41 H 0 1 N N N 31.050 -10.364 -9.921 -6.150 -2.109 2.023 H41 72X 67 72X H41A H41A H 0 0 N N N 31.315 -10.850 -8.191 -6.978 -3.350 1.052 H41A 72X 68 72X HN42 HN42 H 0 0 N N N 26.772 -8.225 -11.168 -3.585 1.280 0.147 HN42 72X 69 72X H46 H46 H 0 1 N N N 27.585 -12.423 -14.685 -0.626 3.288 2.033 H46 72X 70 72X H46A H46A H 0 0 N N N 28.142 -11.864 -13.092 -0.449 2.791 0.332 H46A 72X 71 72X H47 H47 H 0 1 N N N 29.372 -10.631 -14.854 1.665 2.460 1.602 H47 72X 72 72X H47A H47A H 0 0 N N N 27.764 -10.138 -15.611 0.810 1.379 2.728 H47A 72X 73 72X H48 H48 H 0 1 N N N 28.920 -9.034 -12.906 1.081 0.952 -0.282 H48 72X 74 72X H49 H49 H 0 1 N N N 26.141 -8.547 -14.343 -0.017 -0.873 1.910 H49 72X 75 72X H49A H49A H 0 0 N N N 26.595 -7.821 -12.828 0.038 -1.222 0.162 H49A 72X 76 72X H50 H50 H 0 1 N N N 25.537 -11.909 -13.200 -2.560 1.903 1.205 H50 72X 77 72X H50A H50A H 0 0 N N N 25.533 -10.810 -14.535 -1.713 1.167 2.590 H50A 72X 78 72X H51 H51 H 0 1 N N N 25.213 -10.217 -7.091 -0.970 0.482 -4.486 H51 72X 79 72X H51A H51A H 0 0 N N N 26.106 -9.262 -5.860 -2.629 0.392 -5.124 H51A 72X 80 72X H51B H51B H 0 0 N N N 24.319 -9.410 -5.759 -2.069 1.871 -4.308 H51B 72X 81 # 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 72X C1 O2 SING N N 1 72X C1 C3 SING N N 2 72X C1 C15 SING N N 3 72X C1 C48 SING N N 4 72X C3 C4 DOUB Y N 5 72X C3 C5 SING Y N 6 72X C4 C6 SING Y N 7 72X C5 C7 DOUB Y N 8 72X C6 C8 DOUB Y N 9 72X C7 C8 SING Y N 10 72X C7 CL1 SING N N 11 72X C15 C18 SING N N 12 72X C18 C21 SING N N 13 72X C21 C24 SING N N 14 72X C24 O27 SING N N 15 72X O27 C28 SING N N 16 72X C32 C33 SING N N 17 72X C32 C34 SING N N 18 72X C32 N42 SING N N 19 72X C33 N35 SING N N 20 72X C34 C36 SING N N 21 72X N35 C51 SING N N 22 72X C36 C37 SING N N 23 72X C36 C40 SING N N 24 72X C37 C38 SING N N 25 72X C38 C39 SING N N 26 72X C39 C41 SING N N 27 72X C40 C41 SING N N 28 72X N42 C43 SING N N 29 72X C43 O44 DOUB N N 30 72X C43 N45 SING N N 31 72X N45 C49 SING N N 32 72X N45 C50 SING N N 33 72X C46 C47 SING N N 34 72X C46 C50 SING N N 35 72X C47 C48 SING N N 36 72X C48 C49 SING N N 37 72X O2 HO2 SING N N 38 72X C4 H4 SING N N 39 72X C5 H5 SING N N 40 72X C6 H6 SING N N 41 72X C8 H8 SING N N 42 72X C15 H15 SING N N 43 72X C15 H15A SING N N 44 72X C18 H18 SING N N 45 72X C18 H18A SING N N 46 72X C21 H21 SING N N 47 72X C21 H21A SING N N 48 72X C24 H24 SING N N 49 72X C24 H24A SING N N 50 72X C28 H28 SING N N 51 72X C28 H28A SING N N 52 72X C28 H28B SING N N 53 72X C32 H32 SING N N 54 72X C33 H33 SING N N 55 72X C33 H33A SING N N 56 72X C34 H34 SING N N 57 72X C34 H34A SING N N 58 72X N35 HN35 SING N N 59 72X C36 H36 SING N N 60 72X C37 H37 SING N N 61 72X C37 H37A SING N N 62 72X C38 H38 SING N N 63 72X C38 H38A SING N N 64 72X C39 H39 SING N N 65 72X C39 H39A SING N N 66 72X C40 H40 SING N N 67 72X C40 H40A SING N N 68 72X C41 H41 SING N N 69 72X C41 H41A SING N N 70 72X N42 HN42 SING N N 71 72X C46 H46 SING N N 72 72X C46 H46A SING N N 73 72X C47 H47 SING N N 74 72X C47 H47A SING N N 75 72X C48 H48 SING N N 76 72X C49 H49 SING N N 77 72X C49 H49A SING N N 78 72X C50 H50 SING N N 79 72X C50 H50A SING N N 80 72X C51 H51 SING N N 81 72X C51 H51A SING N N 82 72X C51 H51B SING N N 83 # 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 72X SMILES ACDLabs 10.04 "O=C(NC(CC1CCCCC1)CNC)N3CCCC(C(O)(c2cccc(Cl)c2)CCCCOC)C3" 72X SMILES_CANONICAL CACTVS 3.341 "CNC[C@H](CC1CCCCC1)NC(=O)N2CCC[C@H](C2)[C@@](O)(CCCCOC)c3cccc(Cl)c3" 72X SMILES CACTVS 3.341 "CNC[CH](CC1CCCCC1)NC(=O)N2CCC[CH](C2)[C](O)(CCCCOC)c3cccc(Cl)c3" 72X SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CNC[C@H](CC1CCCCC1)NC(=O)N2CCC[C@H](C2)[C@@](CCCCOC)(c3cccc(c3)Cl)O" 72X SMILES "OpenEye OEToolkits" 1.5.0 "CNCC(CC1CCCCC1)NC(=O)N2CCCC(C2)C(CCCCOC)(c3cccc(c3)Cl)O" 72X InChI InChI 1.03 "InChI=1S/C28H46ClN3O3/c1-30-20-26(18-22-10-4-3-5-11-22)31-27(33)32-16-9-13-24(21-32)28(34,15-6-7-17-35-2)23-12-8-14-25(29)19-23/h8,12,14,19,22,24,26,30,34H,3-7,9-11,13,15-18,20-21H2,1-2H3,(H,31,33)/t24-,26+,28-/m1/s1" 72X InChIKey InChI 1.03 LGUUOHMUYOBFQP-MAARLIENSA-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 72X "SYSTEMATIC NAME" ACDLabs 10.04 "(3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxypentyl]-N-{(1S)-2-cyclohexyl-1-[(methylamino)methyl]ethyl}piperidine-1-carboxamide" 72X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3R)-3-[(1S)-1-(3-chlorophenyl)-1-hydroxy-5-methoxy-pentyl]-N-[(2S)-1-cyclohexyl-3-methylamino-propan-2-yl]piperidine-1-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 72X "Create component" 2009-04-01 RCSB 72X "Modify aromatic_flag" 2011-06-04 RCSB 72X "Modify descriptor" 2011-06-04 RCSB #