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                    2008-10-14 
_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 InChI            InChI                1.02b InChI=1/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                1.02b AMKFOVYTEUFMCU-HCGLCNNCBW                                                                                                                                                         
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                                                                                                                               
# 
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" 
# 
