data_E20
# 
_chem_comp.id                                    E20 
_chem_comp.name                                  1-BENZYL-4-[(5,6-DIMETHOXY-1-INDANON-2-YL)METHYL]PIPERIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H29 N O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         E2020 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        379.492 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     E20 
_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        1EVE 
_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 
E20 C1   C1   C 0 1 Y N N 1.057  60.056 71.240 0.257  -0.252 5.726  C1   E20 1  
E20 C2   C2   C 0 1 Y N N 0.188  61.079 71.628 -1.095 -0.272 5.389  C2   E20 2  
E20 C3   C3   C 0 1 Y N N 0.347  62.415 71.171 -1.479 -0.266 4.055  C3   E20 3  
E20 C4   C4   C 0 1 Y N N 1.447  62.720 70.270 -0.527 -0.247 3.056  C4   E20 4  
E20 C5   C5   C 0 1 Y N N 2.306  61.665 69.881 0.829  -0.233 3.383  C5   E20 5  
E20 C6   C6   C 0 1 Y N N 2.140  60.371 70.362 1.214  -0.238 4.735  C6   E20 6  
E20 C7   C7   C 0 1 N N N 3.365  62.094 69.016 1.655  -0.213 2.168  C7   E20 7  
E20 C8   C8   C 0 1 N N R 3.086  63.590 68.740 0.734  -0.216 0.972  C8   E20 8  
E20 C9   C9   C 0 1 N N N 1.839  63.992 69.558 -0.685 -0.237 1.554  C9   E20 9  
E20 C10  C10  C 0 1 N N N 4.105  64.576 69.245 0.945  1.047  0.136  C10  E20 10 
E20 C11  C11  C 0 1 N N N 4.307  65.848 68.533 0.032  1.005  -1.090 C11  E20 11 
E20 C12  C12  C 0 1 N N N 5.006  65.637 67.195 0.135  2.329  -1.852 C12  E20 12 
E20 C13  C13  C 0 1 N N N 5.161  66.919 66.425 -0.689 2.236  -3.137 C13  E20 13 
E20 N14  N14  N 0 1 N N N 3.854  67.635 66.237 -0.158 1.170  -3.992 N14  E20 14 
E20 C15  C15  C 0 1 N N N 3.177  67.997 67.535 -0.373 -0.099 -3.291 C15  E20 15 
E20 C16  C16  C 0 1 N N N 3.004  66.708 68.390 0.469  -0.135 -2.015 C16  E20 16 
E20 C17  C17  C 0 1 N N N 3.743  68.943 65.483 -1.000 1.135  -5.196 C17  E20 17 
E20 C18  C18  C 0 1 Y N N 3.992  68.847 63.988 -0.506 0.055  -6.123 C18  E20 18 
E20 C19  C19  C 0 1 Y N N 2.864  68.675 63.126 -1.007 -1.228 -6.017 C19  E20 19 
E20 C20  C20  C 0 1 Y N N 3.052  68.432 61.723 -0.554 -2.219 -6.868 C20  E20 20 
E20 C21  C21  C 0 1 Y N N 4.345  68.390 61.195 0.399  -1.926 -7.825 C21  E20 21 
E20 C22  C22  C 0 1 Y N N 5.479  68.598 62.046 0.899  -0.642 -7.932 C22  E20 22 
E20 C23  C23  C 0 1 Y N N 5.310  68.869 63.440 0.443  0.349  -7.084 C23  E20 23 
E20 O24  O24  O 0 1 N N N 4.325  61.375 68.615 2.868  -0.198 2.132  O24  E20 24 
E20 O25  O25  O 0 1 N N N 0.890  58.762 71.644 0.632  -0.257 7.034  O25  E20 25 
E20 C26  C26  C 0 1 N N N 1.842  57.647 71.265 2.061  -0.245 7.054  C26  E20 26 
E20 O27  O27  O 0 1 N N N -0.925 61.025 72.321 -2.038 -0.292 6.366  O27  E20 27 
E20 C28  C28  C 0 1 N N N -1.434 59.862 72.928 -3.309 -0.302 5.713  C28  E20 28 
E20 H3   H3   H 0 1 N N N -0.361 63.191 71.505 -2.528 -0.277 3.798  H3   E20 29 
E20 H6   H6   H 0 1 N N N 2.863  59.599 70.049 2.262  -0.227 4.997  H6   E20 30 
E20 H8   H8   H 0 1 N N N 3.032  63.645 67.627 0.907  -1.103 0.364  H8   E20 31 
E20 H91  1H9  H 0 1 N N N 1.021  64.450 68.953 -1.210 -1.135 1.227  H91  E20 32 
E20 H92  2H9  H 0 1 N N N 1.994  64.866 70.232 -1.232 0.651  1.241  H92  E20 33 
E20 H101 1H10 H 0 0 N N N 3.880  64.800 70.313 0.705  1.925  0.737  H101 E20 34 
E20 H102 2H10 H 0 0 N N N 5.088  64.057 69.328 1.985  1.100  -0.185 H102 E20 35 
E20 H11  H11  H 0 1 N N N 4.985  66.452 69.178 -0.998 0.845  -0.773 H11  E20 36 
E20 H121 1H12 H 0 0 N N N 5.988  65.126 67.329 -0.247 3.138  -1.231 H121 E20 37 
E20 H122 2H12 H 0 0 N N N 4.485  64.861 66.586 1.178  2.525  -2.103 H122 E20 38 
E20 H131 1H13 H 0 0 N N N 5.919  67.584 66.900 -1.727 2.017  -2.886 H131 E20 39 
E20 H132 2H13 H 0 0 N N N 5.666  66.742 65.447 -0.640 3.186  -3.669 H132 E20 40 
E20 H151 1H15 H 0 0 N N N 3.715  68.803 68.085 -1.428 -0.196 -3.032 H151 E20 41 
E20 H152 2H15 H 0 0 N N N 2.213  68.534 67.376 -0.083 -0.925 -3.940 H152 E20 42 
E20 H161 1H16 H 0 0 N N N 2.168  66.085 67.991 1.522  -0.014 -2.270 H161 E20 43 
E20 H162 2H16 H 0 0 N N N 2.591  66.959 69.394 0.324  -1.090 -1.509 H162 E20 44 
E20 H171 1H17 H 0 0 N N N 2.752  69.416 65.678 -2.031 0.927  -4.912 H171 E20 45 
E20 H172 2H17 H 0 0 N N N 4.416  69.706 65.936 -0.950 2.099  -5.702 H172 E20 46 
E20 H19  H19  H 0 1 N N N 1.845  68.730 63.544 -1.752 -1.457 -5.270 H19  E20 47 
E20 H20  H20  H 0 1 N N N 2.195  68.276 61.045 -0.945 -3.222 -6.785 H20  E20 48 
E20 H21  H21  H 0 1 N N N 4.469  68.194 60.116 0.753  -2.700 -8.489 H21  E20 49 
E20 H22  H22  H 0 1 N N N 6.496  68.548 61.622 1.644  -0.413 -8.679 H22  E20 50 
E20 H23  H23  H 0 1 N N N 6.180  69.090 64.080 0.834  1.353  -7.167 H23  E20 51 
E20 H261 1H26 H 0 0 N N N 1.705  56.590 71.594 2.410  -0.249 8.086  H261 E20 52 
E20 H262 2H26 H 0 0 N N N 1.921  57.640 70.152 2.439  -1.129 6.539  H262 E20 53 
E20 H263 3H26 H 0 0 N N N 2.865  57.963 71.575 2.423  0.650  6.551  H263 E20 54 
E20 H281 1H28 H 0 0 N N N -2.379 59.816 73.516 -4.102 -0.318 6.461  H281 E20 55 
E20 H282 2H28 H 0 0 N N N -1.513 59.088 72.128 -3.409 0.591  5.097  H282 E20 56 
E20 H283 3H28 H 0 0 N N N -0.626 59.459 73.582 -3.387 -1.188 5.083  H283 E20 57 
# 
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 
E20 C1  C2   DOUB Y N 1  
E20 C1  C6   SING Y N 2  
E20 C1  O25  SING N N 3  
E20 C2  C3   SING Y N 4  
E20 C2  O27  SING N N 5  
E20 C3  C4   DOUB Y N 6  
E20 C3  H3   SING N N 7  
E20 C4  C5   SING Y N 8  
E20 C4  C9   SING N N 9  
E20 C5  C6   DOUB Y N 10 
E20 C5  C7   SING N N 11 
E20 C6  H6   SING N N 12 
E20 C7  C8   SING N N 13 
E20 C7  O24  DOUB N N 14 
E20 C8  C9   SING N N 15 
E20 C8  C10  SING N N 16 
E20 C8  H8   SING N N 17 
E20 C9  H91  SING N N 18 
E20 C9  H92  SING N N 19 
E20 C10 C11  SING N N 20 
E20 C10 H101 SING N N 21 
E20 C10 H102 SING N N 22 
E20 C11 C12  SING N N 23 
E20 C11 C16  SING N N 24 
E20 C11 H11  SING N N 25 
E20 C12 C13  SING N N 26 
E20 C12 H121 SING N N 27 
E20 C12 H122 SING N N 28 
E20 C13 N14  SING N N 29 
E20 C13 H131 SING N N 30 
E20 C13 H132 SING N N 31 
E20 N14 C15  SING N N 32 
E20 N14 C17  SING N N 33 
E20 C15 C16  SING N N 34 
E20 C15 H151 SING N N 35 
E20 C15 H152 SING N N 36 
E20 C16 H161 SING N N 37 
E20 C16 H162 SING N N 38 
E20 C17 C18  SING N N 39 
E20 C17 H171 SING N N 40 
E20 C17 H172 SING N N 41 
E20 C18 C19  DOUB Y N 42 
E20 C18 C23  SING Y N 43 
E20 C19 C20  SING Y N 44 
E20 C19 H19  SING N N 45 
E20 C20 C21  DOUB Y N 46 
E20 C20 H20  SING N N 47 
E20 C21 C22  SING Y N 48 
E20 C21 H21  SING N N 49 
E20 C22 C23  DOUB Y N 50 
E20 C22 H22  SING N N 51 
E20 C23 H23  SING N N 52 
E20 O25 C26  SING N N 53 
E20 C26 H261 SING N N 54 
E20 C26 H262 SING N N 55 
E20 C26 H263 SING N N 56 
E20 O27 C28  SING N N 57 
E20 C28 H281 SING N N 58 
E20 C28 H282 SING N N 59 
E20 C28 H283 SING N N 60 
# 
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 
E20 SMILES           ACDLabs              10.04 O=C2c1cc(OC)c(OC)cc1CC2CC4CCN(Cc3ccccc3)CC4                                                                                                            
E20 InChI            InChI                1.02b InChI=1/C24H29NO3/c1-27-22-14-19-13-20(24(26)21(19)15-23(22)28-2)12-17-8-10-25(11-9-17)16-18-6-4-3-5-7-18/h3-7,14-15,17,20H,8-13,16H2,1-2H3/t20-/m1/s1 
E20 InChIKey         InChI                1.02b ADEBPBSSDYVVLD-HXUWFJFHBN                                                                                                                              
E20 SMILES_CANONICAL CACTVS               3.341 COc1cc2C[C@@H](CC3CCN(CC3)Cc4ccccc4)C(=O)c2cc1OC                                                                                                       
E20 SMILES           CACTVS               3.341 COc1cc2C[CH](CC3CCN(CC3)Cc4ccccc4)C(=O)c2cc1OC                                                                                                         
E20 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1cc2c(cc1OC)C(=O)[C@@H](C2)CC3CCN(CC3)Cc4ccccc4                                                                                                     
E20 SMILES           "OpenEye OEToolkits" 1.5.0 COc1cc2c(cc1OC)C(=O)C(C2)CC3CCN(CC3)Cc4ccccc4                                                                                                          
# 
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 
E20 "SYSTEMATIC NAME" ACDLabs              10.04 (2R)-2-[(1-benzylpiperidin-4-yl)methyl]-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one     
E20 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (2R)-5,6-dimethoxy-2-[[1-(phenylmethyl)piperidin-4-yl]methyl]-2,3-dihydroinden-1-one 
# 
