data_22X # _chem_comp.id 22X _chem_comp.name "(3R)-3-[(1S)-4-(acetylamino)-1-(3-chlorophenyl)-1-hydroxybutyl]-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 H45 Cl N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-10 _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 521.135 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 22X _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 3KM4 _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 22X C1 C1 C 0 1 N N S 34.819 -22.206 -19.286 2.257 0.194 1.112 C1 22X 1 22X N1 N1 N 0 1 N N N 31.760 -25.424 -21.747 5.484 -3.397 0.044 N1 22X 2 22X O1 O1 O 0 1 N N N 36.048 -22.455 -19.993 2.247 -0.214 2.481 O1 22X 3 22X CL1 CL1 CL 0 0 N N N 34.490 -18.230 -22.644 3.977 4.362 -1.488 CL1 22X 4 22X C2 C2 C 0 1 Y N N 34.088 -20.984 -19.794 3.331 1.230 0.904 C2 22X 5 22X N2 N2 N 0 1 N N N 38.586 -25.208 -12.545 -2.588 0.090 -3.032 N2 22X 6 22X O2 O2 O 0 1 N N N 35.724 -24.513 -15.037 -2.125 -1.248 -0.668 O2 22X 7 22X C3 C3 C 0 1 Y N N 32.963 -20.473 -19.121 4.471 1.210 1.687 C3 22X 8 22X N3 N3 N 0 1 N N N 36.790 -23.123 -13.659 -3.538 0.447 -0.407 N3 22X 9 22X O3 O3 O 0 1 N N N 31.544 -26.521 -23.800 5.279 -4.980 -1.496 O3 22X 10 22X C4 C4 C 0 1 Y N N 34.586 -20.260 -20.892 3.180 2.197 -0.072 C4 22X 11 22X N4 N4 N 0 1 N N N 36.623 -22.650 -15.945 -1.505 0.356 0.738 N4 22X 12 22X C5 C5 C 0 1 Y N N 32.302 -19.316 -19.467 5.457 2.161 1.497 C5 22X 13 22X C6 C6 C 0 1 Y N N 33.888 -19.106 -21.239 4.166 3.148 -0.262 C6 22X 14 22X C7 C7 C 0 1 Y N N 32.788 -18.610 -20.575 5.304 3.131 0.526 C7 22X 15 22X C8 C8 C 0 1 N N N 34.060 -23.543 -19.315 2.538 -1.018 0.221 C8 22X 16 22X C9 C9 C 0 1 N N N 33.466 -23.860 -20.710 3.899 -1.614 0.586 C9 22X 17 22X C10 C10 C 0 1 N N N 32.476 -24.969 -20.510 4.180 -2.826 -0.305 C10 22X 18 22X C11 C11 C 0 1 N N N 32.196 -26.170 -22.781 5.943 -4.479 -0.614 C11 22X 19 22X C12 C12 C 0 1 N N N 33.590 -26.568 -22.717 7.284 -5.067 -0.255 C12 22X 20 22X C13 C13 C 0 1 N N S 36.562 -23.827 -12.384 -4.436 -0.084 -1.436 C13 22X 21 22X C14 C14 C 0 1 N N N 37.136 -25.240 -12.401 -3.999 0.430 -2.809 C14 22X 22 22X C15 C15 C 0 1 N N N 35.049 -23.948 -12.257 -5.867 0.378 -1.150 C15 22X 23 22X C16 C16 C 0 1 N N N 34.498 -22.506 -12.404 -6.349 -0.238 0.165 C16 22X 24 22X C17 C17 C 0 1 N N N 33.236 -22.501 -13.254 -7.730 0.320 0.514 C17 22X 25 22X C18 C18 C 0 1 N N N 32.571 -21.122 -13.202 -8.212 -0.295 1.829 C18 22X 26 22X C19 C19 C 0 1 N N N 32.091 -20.817 -11.782 -8.299 -1.815 1.678 C19 22X 27 22X C20 C20 C 0 1 N N N 34.288 -21.930 -11.021 -6.436 -1.758 0.014 C20 22X 28 22X C21 C21 C 0 1 N N N 32.808 -21.665 -10.717 -6.918 -2.374 1.329 C21 22X 29 22X C22 C22 C 0 1 N N N 36.356 -23.470 -14.892 -2.380 -0.187 -0.132 C22 22X 30 22X C23 C23 C 0 1 N N N 36.532 -20.241 -16.424 -0.732 2.614 1.247 C23 22X 31 22X C24 C24 C 0 1 N N N 36.102 -20.556 -17.858 0.615 1.999 1.635 C24 22X 32 22X C25 C25 C 0 1 N N R 35.282 -21.854 -17.858 0.896 0.790 0.747 C25 22X 33 22X C26 C26 C 0 1 N N N 36.140 -22.996 -17.289 -0.193 -0.265 0.965 C26 22X 34 22X C27 C27 C 0 1 N N N 37.373 -21.407 -15.849 -1.843 1.583 1.472 C27 22X 35 22X C28 C28 C 0 1 N N N 39.232 -26.507 -12.599 -2.132 0.568 -4.344 C28 22X 36 22X HN1 HN1 H 0 1 N N N 30.808 -25.126 -21.815 6.015 -2.996 0.750 HN1 22X 37 22X HO1 HO1 H 0 1 N N N 36.467 -23.230 -19.637 1.578 -0.881 2.688 HO1 22X 38 22X HN2 HN2 H 0 1 N N N 38.794 -24.731 -13.399 -2.006 0.454 -2.292 HN2 22X 39 22X H3 H3 H 0 1 N N N 32.591 -21.028 -18.272 4.591 0.452 2.447 H3 22X 40 22X HN3 HN3 H 0 1 N N N 37.333 -22.285 -13.606 -3.776 1.253 0.076 HN3 22X 41 22X H4 H4 H 0 1 N N N 35.462 -20.581 -21.436 2.292 2.209 -0.686 H4 22X 42 22X H5 H5 H 0 1 N N N 31.446 -18.968 -18.908 6.347 2.145 2.109 H5 22X 43 22X H7 H7 H 0 1 N N N 32.311 -17.698 -20.901 6.074 3.874 0.378 H7 22X 44 22X H8 H8 H 0 1 N N N 34.760 -24.347 -19.044 1.761 -1.767 0.371 H8 22X 45 22X H8A H8A H 0 1 N N N 33.235 -23.491 -18.589 2.546 -0.707 -0.824 H8A 22X 46 22X H9 H9 H 0 1 N N N 32.969 -22.972 -21.127 4.676 -0.865 0.436 H9 22X 47 22X H9A H9A H 0 1 N N N 34.260 -24.174 -21.404 3.891 -1.925 1.630 H9A 22X 48 22X H10 H10 H 0 1 N N N 31.716 -24.611 -19.800 4.188 -2.515 -1.350 H10 22X 49 22X H10A H10A H 0 0 N N N 33.024 -25.834 -20.107 3.403 -3.575 -0.155 H10A 22X 50 22X H12 H12 H 0 1 N N N 33.851 -27.139 -23.620 7.276 -5.378 0.790 H12 22X 51 22X H12A H12A H 0 0 N N N 34.225 -25.672 -22.655 7.484 -5.930 -0.890 H12A 22X 52 22X H12B H12B H 0 0 N N N 33.752 -27.195 -21.828 8.061 -4.317 -0.405 H12B 22X 53 22X H13 H13 H 0 1 N N N 37.042 -23.278 -11.561 -4.397 -1.173 -1.426 H13 22X 54 22X H14 H14 H 0 1 N N N 36.704 -25.793 -13.248 -4.122 1.512 -2.848 H14 22X 55 22X H14A H14A H 0 0 N N N 36.880 -25.742 -11.456 -4.611 -0.034 -3.582 H14A 22X 56 22X H15 H15 H 0 1 N N N 34.643 -24.602 -13.043 -5.889 1.465 -1.072 H15 22X 57 22X H15A H15A H 0 0 N N N 34.773 -24.373 -11.281 -6.520 0.059 -1.962 H15A 22X 58 22X H16 H16 H 0 1 N N N 35.218 -21.865 -12.933 -5.646 0.008 0.961 H16 22X 59 22X H17 H17 H 0 1 N N N 33.499 -22.738 -14.295 -7.667 1.403 0.621 H17 22X 60 22X H17A H17A H 0 0 N N N 32.536 -23.256 -12.868 -8.433 0.074 -0.282 H17A 22X 61 22X H18 H18 H 0 1 N N N 33.300 -20.357 -13.509 -7.508 -0.049 2.625 H18 22X 62 22X H18A H18A H 0 0 N N N 31.709 -21.110 -13.885 -9.195 0.102 2.078 H18A 22X 63 22X H19 H19 H 0 1 N N N 32.286 -19.755 -11.570 -8.642 -2.254 2.615 H19 22X 64 22X H19A H19A H 0 0 N N N 31.013 -21.029 -11.727 -9.002 -2.062 0.882 H19A 22X 65 22X H20 H20 H 0 1 N N N 34.673 -22.648 -10.282 -7.139 -2.004 -0.781 H20 22X 66 22X H20A H20A H 0 0 N N N 34.834 -20.978 -10.953 -5.452 -2.156 -0.234 H20A 22X 67 22X H21 H21 H 0 1 N N N 32.749 -21.127 -9.759 -6.215 -2.128 2.125 H21 22X 68 22X H21A H21A H 0 0 N N N 32.295 -22.636 -10.655 -6.981 -3.457 1.222 H21A 22X 69 22X H23 H23 H 0 1 N N N 37.137 -19.322 -16.421 -0.923 3.491 1.864 H23 22X 70 22X H23A H23A H 0 0 N N N 35.637 -20.098 -15.801 -0.709 2.906 0.197 H23A 22X 71 22X H24 H24 H 0 1 N N N 35.489 -19.731 -18.250 1.404 2.739 1.500 H24 22X 72 22X H24A H24A H 0 0 N N N 36.992 -20.681 -18.492 0.584 1.689 2.680 H24A 22X 73 22X H25 H25 H 0 1 N N N 34.389 -21.712 -17.231 0.903 1.100 -0.298 H25 22X 74 22X H26 H26 H 0 1 N N N 37.002 -23.165 -17.951 -0.139 -0.640 1.987 H26 22X 75 22X H26A H26A H 0 0 N N N 35.532 -23.911 -17.230 -0.051 -1.087 0.264 H26A 22X 76 22X H27 H27 H 0 1 N N N 37.606 -21.202 -14.794 -2.789 1.980 1.104 H27 22X 77 22X H27A H27A H 0 0 N N N 38.307 -21.500 -16.422 -1.926 1.362 2.536 H27A 22X 78 22X H28 H28 H 0 1 N N N 40.318 -26.373 -12.708 -2.731 0.106 -5.128 H28 22X 79 22X H28A H28A H 0 0 N N N 39.022 -27.060 -11.671 -2.242 1.652 -4.394 H28A 22X 80 22X H28B H28B H 0 0 N N N 38.845 -27.073 -13.459 -1.084 0.303 -4.484 H28B 22X 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 22X C1 O1 SING N N 1 22X C1 C2 SING N N 2 22X C1 C8 SING N N 3 22X C1 C25 SING N N 4 22X N1 C10 SING N N 5 22X N1 C11 SING N N 6 22X CL1 C6 SING N N 7 22X C2 C3 DOUB Y N 8 22X C2 C4 SING Y N 9 22X N2 C14 SING N N 10 22X N2 C28 SING N N 11 22X O2 C22 DOUB N N 12 22X C3 C5 SING Y N 13 22X N3 C13 SING N N 14 22X N3 C22 SING N N 15 22X O3 C11 DOUB N N 16 22X C4 C6 DOUB Y N 17 22X N4 C22 SING N N 18 22X N4 C26 SING N N 19 22X N4 C27 SING N N 20 22X C5 C7 DOUB Y N 21 22X C6 C7 SING Y N 22 22X C8 C9 SING N N 23 22X C9 C10 SING N N 24 22X C11 C12 SING N N 25 22X C13 C14 SING N N 26 22X C13 C15 SING N N 27 22X C15 C16 SING N N 28 22X C16 C17 SING N N 29 22X C16 C20 SING N N 30 22X C17 C18 SING N N 31 22X C18 C19 SING N N 32 22X C19 C21 SING N N 33 22X C20 C21 SING N N 34 22X C23 C24 SING N N 35 22X C23 C27 SING N N 36 22X C24 C25 SING N N 37 22X C25 C26 SING N N 38 22X N1 HN1 SING N N 39 22X O1 HO1 SING N N 40 22X N2 HN2 SING N N 41 22X C3 H3 SING N N 42 22X N3 HN3 SING N N 43 22X C4 H4 SING N N 44 22X C5 H5 SING N N 45 22X C7 H7 SING N N 46 22X C8 H8 SING N N 47 22X C8 H8A SING N N 48 22X C9 H9 SING N N 49 22X C9 H9A SING N N 50 22X C10 H10 SING N N 51 22X C10 H10A SING N N 52 22X C12 H12 SING N N 53 22X C12 H12A SING N N 54 22X C12 H12B SING N N 55 22X C13 H13 SING N N 56 22X C14 H14 SING N N 57 22X C14 H14A SING N N 58 22X C15 H15 SING N N 59 22X C15 H15A SING N N 60 22X C16 H16 SING N N 61 22X C17 H17 SING N N 62 22X C17 H17A SING N N 63 22X C18 H18 SING N N 64 22X C18 H18A SING N N 65 22X C19 H19 SING N N 66 22X C19 H19A SING N N 67 22X C20 H20 SING N N 68 22X C20 H20A SING N N 69 22X C21 H21 SING N N 70 22X C21 H21A SING N N 71 22X C23 H23 SING N N 72 22X C23 H23A SING N N 73 22X C24 H24 SING N N 74 22X C24 H24A SING N N 75 22X C25 H25 SING N N 76 22X C26 H26 SING N N 77 22X C26 H26A SING N N 78 22X C27 H27 SING N N 79 22X C27 H27A SING N N 80 22X C28 H28 SING N N 81 22X C28 H28A SING N N 82 22X C28 H28B 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 22X SMILES_CANONICAL CACTVS 3.352 "CNC[C@H](CC1CCCCC1)NC(=O)N2CCC[C@H](C2)[C@@](O)(CCCNC(C)=O)c3cccc(Cl)c3" 22X SMILES CACTVS 3.352 "CNC[CH](CC1CCCCC1)NC(=O)N2CCC[CH](C2)[C](O)(CCCNC(C)=O)c3cccc(Cl)c3" 22X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(=O)NCCC[C@@](c1cccc(c1)Cl)([C@@H]2CCCN(C2)C(=O)N[C@@H](CC3CCCCC3)CNC)O" 22X SMILES "OpenEye OEToolkits" 1.7.0 "CC(=O)NCCCC(c1cccc(c1)Cl)(C2CCCN(C2)C(=O)NC(CC3CCCCC3)CNC)O" 22X InChI InChI 1.03 "InChI=1S/C28H45ClN4O3/c1-21(34)31-15-8-14-28(36,23-11-6-13-25(29)18-23)24-12-7-16-33(20-24)27(35)32-26(19-30-2)17-22-9-4-3-5-10-22/h6,11,13,18,22,24,26,30,36H,3-5,7-10,12,14-17,19-20H2,1-2H3,(H,31,34)(H,32,35)/t24-,26+,28-/m1/s1" 22X InChIKey InChI 1.03 PPGUIDOUTGLYCO-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 22X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(3R)-3-[(1S)-4-acetamido-1-(3-chlorophenyl)-1-hydroxy-butyl]-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 22X "Create component" 2009-11-10 RCSB 22X "Modify aromatic_flag" 2011-06-04 RCSB 22X "Modify descriptor" 2011-06-04 RCSB #