data_342
# 
_chem_comp.id                                    342 
_chem_comp.name                                  (3S)-1-(1,3-BENZODIOXOL-5-YLMETHYL)-3-[4-(1H-IMIDAZOL-1-YL)PHENOXY]PIPERIDINE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C22 H23 N3 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-02-07 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        377.436 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     342 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
342 C36  C36  C 0 1 Y N N 69.376 -4.097 49.425 -1.100 -2.748 -4.033 C36  342 1  
342 C35  C35  C 0 1 Y N N 68.801 -4.315 50.691 -1.565 -2.134 -5.177 C35  342 2  
342 O39  O39  O 0 1 N N N 67.703 -5.026 51.060 -0.798 -1.645 -6.189 O39  342 3  
342 C38  C38  C 0 1 N N N 67.690 -5.035 52.498 -1.811 -1.135 -7.081 C38  342 4  
342 O37  O37  O 0 1 N N N 68.640 -4.054 52.927 -3.154 -1.326 -6.589 O37  342 5  
342 C34  C34  C 0 1 Y N N 69.387 -3.741 51.835 -2.910 -1.952 -5.405 C34  342 6  
342 C33  C33  C 0 1 Y N N 70.549 -2.959 51.704 -3.864 -2.374 -4.502 C33  342 7  
342 C32  C32  C 0 1 Y N N 71.122 -2.745 50.438 -3.419 -3.000 -3.335 C32  342 8  
342 C31  C31  C 0 1 Y N N 70.537 -3.316 49.295 -2.048 -3.182 -3.109 C31  342 9  
342 C27  C27  C 0 1 N N N 71.172 -3.078 47.908 -1.594 -3.856 -1.847 C27  342 10 
342 N23  N23  N 0 1 N N S 71.401 -4.351 47.180 -0.475 -3.152 -1.222 N23  342 11 
342 C22  C22  C 0 1 N N N 72.355 -5.215 47.931 0.001  -3.888 -0.039 C22  342 12 
342 C24  C24  C 0 1 N N N 71.949 -4.040 45.833 -0.859 -1.777 -0.878 C24  342 13 
342 C25  C25  C 0 1 N N N 72.165 -5.341 45.045 0.321  -1.010 -0.281 C25  342 14 
342 C26  C26  C 0 1 N N N 73.081 -6.300 45.824 0.885  -1.727 0.942  C26  342 15 
342 C21  C21  C 0 1 N N S 72.503 -6.588 47.219 1.192  -3.189 0.625  C21  342 16 
342 O17  O17  O 0 1 N N N 71.201 -7.259 47.036 2.319  -3.276 -0.246 O17  342 17 
342 C14  C14  C 0 1 Y N N 70.496 -7.583 48.180 3.410  -3.951 0.229  C14  342 18 
342 C15  C15  C 0 1 Y N N 69.092 -7.562 48.127 3.876  -5.073 -0.448 C15  342 19 
342 C16  C16  C 0 1 Y N N 68.332 -7.896 49.258 4.989  -5.761 0.036  C16  342 20 
342 C13  C13  C 0 1 Y N N 71.140 -7.939 49.387 4.047  -3.508 1.385  C13  342 21 
342 C12  C12  C 0 1 Y N N 70.382 -8.271 50.520 5.160  -4.196 1.868  C12  342 22 
342 C11  C11  C 0 1 Y N N 68.970 -8.252 50.468 5.631  -5.322 1.193  C11  342 23 
342 N3   N3   N 0 1 Y N N 68.240 -8.586 51.556 6.735  -6.004 1.673  N3   342 24 
342 C4   C4   C 0 1 Y N N 66.905 -8.606 51.650 7.310  -7.120 1.121  C4   342 25 
342 C5   C5   C 0 1 Y N N 66.583 -8.975 52.884 8.366  -7.425 1.947  C5   342 26 
342 NFE  NFE  N 0 1 Y N N 67.706 -9.186 53.560 8.457  -6.533 2.985  NFE  342 27 
342 C2   C2   C 0 1 Y N N 68.720 -8.947 52.744 7.465  -5.692 2.792  C2   342 28 
342 H36  H36  H 0 1 N N N 68.922 -4.533 48.547 -0.037 -2.885 -3.865 H36  342 29 
342 H381 1H38 H 0 0 N N N 66.686 -4.786 52.873 -1.716 -1.644 -8.047 H381 342 30 
342 H382 2H38 H 0 0 N N N 67.950 -6.030 52.887 -1.641 -0.063 -7.230 H382 342 31 
342 H33  H33  H 0 1 N N N 71.003 -2.521 52.580 -4.922 -2.229 -4.686 H33  342 32 
342 H32  H32  H 0 1 N N N 72.013 -2.141 50.344 -4.148 -3.343 -2.604 H32  342 33 
342 H271 1H27 H 0 0 N N N 72.139 -2.571 48.045 -2.411 -3.904 -1.119 H271 342 34 
342 H272 2H27 H 0 0 N N N 70.479 -2.464 47.315 -1.274 -4.885 -2.044 H272 342 35 
342 H221 1H22 H 0 0 N N N 73.337 -4.720 47.974 0.313  -4.891 -0.354 H221 342 36 
342 H222 2H22 H 0 0 N N N 71.972 -5.376 48.949 -0.811 -4.002 0.691  H222 342 37 
342 H241 1H24 H 0 0 N N N 72.910 -3.516 45.943 -1.700 -1.774 -0.171 H241 342 38 
342 H242 2H24 H 0 0 N N N 71.237 -3.401 45.290 -1.192 -1.252 -1.781 H242 342 39 
342 H251 1H25 H 0 0 N N N 72.632 -5.103 44.078 0.000  0.000  -0.000 H251 342 40 
342 H252 2H25 H 0 0 N N N 71.191 -5.828 44.889 1.107  -0.894 -1.039 H252 342 41 
342 H261 1H26 H 0 0 N N N 73.168 -7.245 45.268 1.793  -1.210 1.273  H261 342 42 
342 H262 2H26 H 0 0 N N N 74.069 -5.831 45.939 0.155  -1.677 1.759  H262 342 43 
342 H21  H21  H 0 1 N N N 73.142 -7.244 47.828 1.462  -3.716 1.546  H21  342 44 
342 H15  H15  H 0 1 N N N 68.594 -7.287 47.209 3.380  -5.420 -1.351 H15  342 45 
342 H16  H16  H 0 1 N N N 67.253 -7.881 49.204 5.346  -6.637 -0.501 H16  342 46 
342 H13  H13  H 0 1 N N N 72.219 -7.955 49.437 3.684  -2.631 1.914  H13  342 47 
342 H12  H12  H 0 1 N N N 70.881 -8.543 51.438 5.650  -3.843 2.772  H12  342 48 
342 H4   H4   H 0 1 N N N 66.210 -8.364 50.859 6.931  -7.585 0.220  H4   342 49 
342 H5   H5   H 0 1 N N N 65.581 -9.085 53.271 9.065  -8.242 1.846  H5   342 50 
342 H2   H2   H 0 1 N N N 69.766 -9.031 53.000 7.226  -4.847 3.424  H2   342 51 
# 
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 
342 C36 C31  DOUB Y N 1  
342 C36 C35  SING Y N 2  
342 C36 H36  SING N N 3  
342 C35 O39  SING N N 4  
342 C35 C34  DOUB Y N 5  
342 O39 C38  SING N N 6  
342 C38 O37  SING N N 7  
342 C38 H381 SING N N 8  
342 C38 H382 SING N N 9  
342 O37 C34  SING N N 10 
342 C34 C33  SING Y N 11 
342 C33 C32  DOUB Y N 12 
342 C33 H33  SING N N 13 
342 C32 C31  SING Y N 14 
342 C32 H32  SING N N 15 
342 C31 C27  SING N N 16 
342 C27 N23  SING N N 17 
342 C27 H271 SING N N 18 
342 C27 H272 SING N N 19 
342 N23 C24  SING N N 20 
342 N23 C22  SING N N 21 
342 C22 C21  SING N N 22 
342 C22 H221 SING N N 23 
342 C22 H222 SING N N 24 
342 C24 C25  SING N N 25 
342 C24 H241 SING N N 26 
342 C24 H242 SING N N 27 
342 C25 C26  SING N N 28 
342 C25 H251 SING N N 29 
342 C25 H252 SING N N 30 
342 C26 C21  SING N N 31 
342 C26 H261 SING N N 32 
342 C26 H262 SING N N 33 
342 C21 O17  SING N N 34 
342 C21 H21  SING N N 35 
342 O17 C14  SING N N 36 
342 C14 C15  DOUB Y N 37 
342 C14 C13  SING Y N 38 
342 C15 C16  SING Y N 39 
342 C15 H15  SING N N 40 
342 C16 C11  DOUB Y N 41 
342 C16 H16  SING N N 42 
342 C13 C12  DOUB Y N 43 
342 C13 H13  SING N N 44 
342 C12 C11  SING Y N 45 
342 C12 H12  SING N N 46 
342 C11 N3   SING N N 47 
342 N3  C4   SING Y N 48 
342 N3  C2   SING Y N 49 
342 C4  C5   DOUB Y N 50 
342 C4  H4   SING N N 51 
342 C5  NFE  SING Y N 52 
342 C5  H5   SING N N 53 
342 NFE C2   DOUB Y N 54 
342 C2  H2   SING N N 55 
# 
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 
342 SMILES           ACDLabs              10.04 O1c2ccc(cc2OC1)CN5CCCC(Oc4ccc(n3ccnc3)cc4)C5                                                                                                                
342 InChI            InChI                1.02b InChI=1/C22H23N3O3/c1-2-20(28-19-6-4-18(5-7-19)25-11-9-23-15-25)14-24(10-1)13-17-3-8-21-22(12-17)27-16-26-21/h3-9,11-12,15,20H,1-2,10,13-14,16H2/t20-/m0/s1 
342 InChIKey         InChI                1.02b HHOPJGKEAIIIDF-FQEVSTJZBH                                                                                                                                   
342 SMILES_CANONICAL CACTVS               3.341 C1C[C@@H](CN(C1)Cc2ccc3OCOc3c2)Oc4ccc(cc4)n5ccnc5                                                                                                           
342 SMILES           CACTVS               3.341 C1C[CH](CN(C1)Cc2ccc3OCOc3c2)Oc4ccc(cc4)n5ccnc5                                                                                                             
342 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc(ccc1n2ccnc2)O[C@H]3CCC[N@@](C3)Cc4ccc5c(c4)OCO5                                                                                                        
342 SMILES           "OpenEye OEToolkits" 1.5.0 c1cc(ccc1n2ccnc2)OC3CCCN(C3)Cc4ccc5c(c4)OCO5                                                                                                                
# 
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 
342 "SYSTEMATIC NAME" ACDLabs              10.04 (3S)-1-(1,3-benzodioxol-5-ylmethyl)-3-[4-(1H-imidazol-1-yl)phenoxy]piperidine 
342 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (1R,3S)-1-(1,3-benzodioxol-5-ylmethyl)-3-(4-imidazol-1-ylphenoxy)piperidine   
# 
