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 2011-06-04 _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 Y 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 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" 342 InChI InChI 1.03 "InChI=1S/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 1.03 HHOPJGKEAIIIDF-FQEVSTJZSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 342 "Create component" 2007-02-07 RCSB 342 "Modify aromatic_flag" 2011-06-04 RCSB 342 "Modify descriptor" 2011-06-04 RCSB #