data_R23 # _chem_comp.id R23 _chem_comp.name "METHYL-[4-(4-PIPERIDINE-1-YLMETHYL-PHENYL)-CYCLOHEXYL]-CARBAMINIC ACID-(4-CHLOROPHENYL)-ESTER" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H33 Cl N2 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-10-27 _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 441.005 _chem_comp.one_letter_code ? _chem_comp.three_letter_code R23 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1O79 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 R23 C4E C4E C 0 1 N N N 61.752 70.340 59.134 -0.596 1.932 -9.256 C4E R23 1 R23 C5E C5E C 0 1 N N N 60.782 70.917 60.237 -1.716 0.894 -9.374 C5E R23 2 R23 C6E C6E C 0 1 N N N 61.594 71.691 61.329 -1.289 -0.389 -8.660 C6E R23 3 R23 N1E N1E N 0 1 N N N 62.546 70.759 62.058 -1.064 -0.114 -7.237 N1E R23 4 R23 C2E C2E C 0 1 N N N 63.071 69.615 61.213 0.085 0.790 -7.144 C2E R23 5 R23 C3E C3E C 0 1 N N N 63.183 70.023 59.708 -0.265 2.139 -7.774 C3E R23 6 R23 C1D C1D C 0 1 N N N 62.001 70.232 63.332 -0.653 -1.384 -6.621 C1D R23 7 R23 C4C C4C C 0 1 Y N N 62.958 70.387 64.509 -0.404 -1.171 -5.150 C4C R23 8 R23 C3C C3C C 0 1 Y N N 63.080 69.350 65.487 -1.436 -1.333 -4.244 C3C R23 9 R23 C2C C2C C 0 1 Y N N 63.974 69.496 66.596 -1.208 -1.138 -2.895 C2C R23 10 R23 C1C C1C C 0 1 Y N N 64.752 70.690 66.728 0.052 -0.783 -2.451 C1C R23 11 R23 C6C C6C C 0 1 Y N N 64.616 71.707 65.742 1.082 -0.616 -3.358 C6C R23 12 R23 C5C C5C C 0 1 Y N N 63.734 71.560 64.650 0.855 -0.814 -4.707 C5C R23 13 R23 C4B C4B C 0 1 N N N 65.725 70.958 67.877 0.301 -0.571 -0.980 C4B R23 14 R23 C3B C3B C 0 1 N N N 65.039 70.773 69.276 1.372 -1.551 -0.498 C3B R23 15 R23 C2B C2B C 0 1 N N N 66.041 71.158 70.397 1.625 -1.336 0.995 C2B R23 16 R23 C1B C1B C 0 1 N N N 67.361 70.323 70.306 2.103 0.098 1.230 C1B R23 17 R23 C6B C6B C 0 1 N N N 68.019 70.479 68.907 1.031 1.078 0.747 C6B R23 18 R23 C5B C5B C 0 1 N N N 67.029 70.088 67.763 0.778 0.863 -0.745 C5B R23 19 R23 N4 N4 N 0 1 N N N 68.317 70.611 71.413 2.345 0.304 2.660 N4 R23 20 R23 C1 C1 C 0 1 N N N 68.757 71.931 71.624 1.339 0.147 3.543 C1 R23 21 R23 O3 O3 O 0 1 N N N 69.614 72.289 72.602 1.561 0.336 4.858 O3 R23 22 R23 C1F C1F C 0 1 Y N N 70.055 73.624 72.793 0.526 0.281 5.737 C1F R23 23 R23 C6F C6F C 0 1 Y N N 71.260 74.071 72.176 0.241 -0.901 6.402 C6F R23 24 R23 C5F C5F C 0 1 Y N N 71.717 75.406 72.377 -0.810 -0.955 7.295 C5F R23 25 R23 C4F C4F C 0 1 Y N N 70.975 76.301 73.195 -1.580 0.171 7.527 C4F R23 26 R23 C3F C3F C 0 1 Y N N 69.763 75.864 73.810 -1.297 1.352 6.865 C3F R23 27 R23 C2F C2F C 0 1 Y N N 69.304 74.526 73.610 -0.243 1.411 5.975 C2F R23 28 R23 C1A C1A C 0 1 N N N 68.792 69.524 72.278 3.680 0.680 3.130 C1A R23 29 R23 O2 O2 O 0 1 N N N 68.389 72.875 70.923 0.231 -0.165 3.153 O2 R23 30 R23 CL31 CL31 CL 0 0 N N N 71.562 77.930 73.444 -2.901 0.101 8.651 CL31 R23 31 R23 H4E1 1H4E H 0 0 N N N 61.319 69.413 58.731 0.289 1.575 -9.781 H4E1 R23 32 R23 H4E2 2H4E H 0 0 N N N 61.864 71.103 58.350 -0.925 2.875 -9.691 H4E2 R23 33 R23 H5E1 1H5E H 0 0 N N N 60.064 71.604 59.765 -1.904 0.680 -10.426 H5E1 R23 34 R23 H5E2 2H5E H 0 0 N N N 60.249 70.082 60.715 -2.623 1.283 -8.912 H5E2 R23 35 R23 H6E1 1H6E H 0 0 N N N 62.173 72.492 60.847 -0.368 -0.764 -9.107 H6E1 R23 36 R23 H6E2 2H6E H 0 0 N N N 60.888 72.113 62.059 -2.073 -1.140 -8.765 H6E2 R23 37 R23 H2E1 1H2E H 0 0 N N N 62.385 68.760 61.302 0.347 0.937 -6.096 H2E1 R23 38 R23 H2E2 2H2E H 0 0 N N N 64.075 69.349 61.576 0.934 0.353 -7.670 H2E2 R23 39 R23 H3E1 1H3E H 0 0 N N N 63.630 69.196 59.138 0.584 2.816 -7.682 H3E1 R23 40 R23 H3E2 2H3E H 0 0 N N N 63.816 70.918 59.620 -1.128 2.566 -7.264 H3E2 R23 41 R23 H1D1 1H1D H 0 0 N N N 61.072 70.773 63.564 0.260 -1.739 -7.097 H1D1 R23 42 R23 H1D2 2H1D H 0 0 N N N 61.830 69.155 63.192 -1.442 -2.124 -6.753 H1D2 R23 43 R23 H3C H3C H 0 1 N N N 62.503 68.465 65.390 -2.420 -1.611 -4.591 H3C R23 44 R23 H2C H2C H 0 1 N N N 64.059 68.722 67.317 -2.014 -1.264 -2.187 H2C R23 45 R23 H6C H6C H 0 1 N N N 65.190 72.595 65.830 2.066 -0.338 -3.011 H6C R23 46 R23 H5C H5C H 0 1 N N N 63.653 72.336 63.930 1.660 -0.688 -5.415 H5C R23 47 R23 H4B H4B H 0 1 N N N 66.029 72.012 67.793 -0.622 -0.741 -0.427 H4B R23 48 R23 H3B1 1H3B H 0 0 N N N 64.152 71.421 69.338 2.296 -1.380 -1.051 H3B1 R23 49 R23 H3B2 2H3B H 0 0 N N N 64.735 69.723 69.400 1.032 -2.573 -0.666 H3B2 R23 50 R23 H2B1 1H2B H 0 0 N N N 66.288 72.226 70.303 2.388 -2.034 1.338 H2B1 R23 51 R23 H2B2 2H2B H 0 0 N N N 65.568 70.946 71.367 0.701 -1.506 1.548 H2B2 R23 52 R23 H1B H1B H 0 1 N N N 67.079 69.267 70.433 3.026 0.268 0.677 H1B R23 53 R23 H6B1 1H6B H 0 0 N N N 68.903 69.827 68.853 0.107 0.907 1.300 H6B1 R23 54 R23 H6B2 2H6B H 0 0 N N N 68.302 71.534 68.774 1.371 2.099 0.915 H6B2 R23 55 R23 H5B1 1H5B H 0 0 N N N 66.768 69.023 67.852 1.702 1.033 -1.298 H5B1 R23 56 R23 H5B2 2H5B H 0 0 N N N 67.506 70.269 66.788 0.015 1.561 -1.089 H5B2 R23 57 R23 H6F H6F H 0 1 N N N 71.819 73.407 71.565 0.841 -1.781 6.220 H6F R23 58 R23 H5F H5F H 0 1 N N N 72.615 75.733 71.914 -1.033 -1.876 7.813 H5F R23 59 R23 H3F H3F H 0 1 N N N 69.203 76.533 74.415 -1.899 2.230 7.048 H3F R23 60 R23 H2F H2F H 0 1 N N N 68.404 74.201 74.069 -0.022 2.333 5.458 H2F R23 61 R23 H1A1 1H1A H 0 0 N N N 67.930 68.990 72.703 3.666 0.788 4.214 H1A1 R23 62 R23 H1A2 2H1A H 0 0 N N N 69.401 68.825 71.687 4.395 -0.093 2.850 H1A2 R23 63 R23 H1A3 3H1A H 0 0 N N N 69.401 69.943 73.092 3.972 1.626 2.674 H1A3 R23 64 # 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 R23 C4E C5E SING N N 1 R23 C4E C3E SING N N 2 R23 C4E H4E1 SING N N 3 R23 C4E H4E2 SING N N 4 R23 C5E C6E SING N N 5 R23 C5E H5E1 SING N N 6 R23 C5E H5E2 SING N N 7 R23 C6E N1E SING N N 8 R23 C6E H6E1 SING N N 9 R23 C6E H6E2 SING N N 10 R23 N1E C2E SING N N 11 R23 N1E C1D SING N N 12 R23 C2E C3E SING N N 13 R23 C2E H2E1 SING N N 14 R23 C2E H2E2 SING N N 15 R23 C3E H3E1 SING N N 16 R23 C3E H3E2 SING N N 17 R23 C1D C4C SING N N 18 R23 C1D H1D1 SING N N 19 R23 C1D H1D2 SING N N 20 R23 C4C C3C DOUB Y N 21 R23 C4C C5C SING Y N 22 R23 C3C C2C SING Y N 23 R23 C3C H3C SING N N 24 R23 C2C C1C DOUB Y N 25 R23 C2C H2C SING N N 26 R23 C1C C6C SING Y N 27 R23 C1C C4B SING N N 28 R23 C6C C5C DOUB Y N 29 R23 C6C H6C SING N N 30 R23 C5C H5C SING N N 31 R23 C4B C3B SING N N 32 R23 C4B C5B SING N N 33 R23 C4B H4B SING N N 34 R23 C3B C2B SING N N 35 R23 C3B H3B1 SING N N 36 R23 C3B H3B2 SING N N 37 R23 C2B C1B SING N N 38 R23 C2B H2B1 SING N N 39 R23 C2B H2B2 SING N N 40 R23 C1B C6B SING N N 41 R23 C1B N4 SING N N 42 R23 C1B H1B SING N N 43 R23 C6B C5B SING N N 44 R23 C6B H6B1 SING N N 45 R23 C6B H6B2 SING N N 46 R23 C5B H5B1 SING N N 47 R23 C5B H5B2 SING N N 48 R23 N4 C1 SING N N 49 R23 N4 C1A SING N N 50 R23 C1 O3 SING N N 51 R23 C1 O2 DOUB N N 52 R23 O3 C1F SING N N 53 R23 C1F C6F DOUB Y N 54 R23 C1F C2F SING Y N 55 R23 C6F C5F SING Y N 56 R23 C6F H6F SING N N 57 R23 C5F C4F DOUB Y N 58 R23 C5F H5F SING N N 59 R23 C4F C3F SING Y N 60 R23 C4F CL31 SING N N 61 R23 C3F C2F DOUB Y N 62 R23 C3F H3F SING N N 63 R23 C2F H2F SING N N 64 R23 C1A H1A1 SING N N 65 R23 C1A H1A2 SING N N 66 R23 C1A H1A3 SING N N 67 # 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 R23 SMILES ACDLabs 10.04 "Clc4ccc(OC(=O)N(C)C3CCC(c1ccc(cc1)CN2CCCCC2)CC3)cc4" R23 SMILES_CANONICAL CACTVS 3.341 "CN([C@H]1CC[C@@H](CC1)c2ccc(CN3CCCCC3)cc2)C(=O)Oc4ccc(Cl)cc4" R23 SMILES CACTVS 3.341 "CN([CH]1CC[CH](CC1)c2ccc(CN3CCCCC3)cc2)C(=O)Oc4ccc(Cl)cc4" R23 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C1CCC(CC1)c2ccc(cc2)CN3CCCCC3)C(=O)Oc4ccc(cc4)Cl" R23 SMILES "OpenEye OEToolkits" 1.5.0 "CN(C1CCC(CC1)c2ccc(cc2)CN3CCCCC3)C(=O)Oc4ccc(cc4)Cl" R23 InChI InChI 1.03 "InChI=1S/C26H33ClN2O2/c1-28(26(30)31-25-15-11-23(27)12-16-25)24-13-9-22(10-14-24)21-7-5-20(6-8-21)19-29-17-3-2-4-18-29/h5-8,11-12,15-16,22,24H,2-4,9-10,13-14,17-19H2,1H3/t22-,24-" R23 InChIKey InChI 1.03 AMKFOVYTEUFMCU-HCGLCNNCSA-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 R23 "SYSTEMATIC NAME" ACDLabs 10.04 "4-chlorophenyl methyl{trans-4-[4-(piperidin-1-ylmethyl)phenyl]cyclohexyl}carbamate" R23 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(4-chlorophenyl) N-methyl-N-[4-[4-(piperidin-1-ylmethyl)phenyl]cyclohexyl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site R23 "Create component" 2002-10-27 EBI R23 "Modify descriptor" 2011-06-04 RCSB #