data_DN5 # _chem_comp.id DN5 _chem_comp.name "(2~{S})-2-(3,4-dichlorophenyl)-3-methyl-1-spiro[1,3-benzodioxole-2,4'-piperidine]-1'-yl-butan-1-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H23 Cl2 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-01-24 _chem_comp.pdbx_modified_date 2018-03-29 _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 420.329 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DN5 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6FKA _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 DN5 C10 C1 C 0 1 Y N N -357.464 -168.087 147.609 -2.318 0.400 0.644 C10 DN5 1 DN5 C11 C2 C 0 1 Y N N -357.210 -168.020 148.980 -2.259 -0.650 1.542 C11 DN5 2 DN5 C13 C3 C 0 1 Y N N -359.261 -169.149 149.421 -4.166 -1.653 0.495 C13 DN5 3 DN5 C15 C4 C 0 1 Y N N -358.638 -168.678 147.144 -3.299 0.424 -0.328 C15 DN5 4 DN5 C18 C5 C 0 1 N N N -355.099 -168.228 146.704 -2.046 2.843 0.969 C18 DN5 5 DN5 C19 C6 C 0 1 N N N -355.298 -169.745 146.647 -2.737 2.804 2.333 C19 DN5 6 DN5 C20 C7 C 0 1 N N N -354.222 -167.805 145.520 -1.039 3.995 0.940 C20 DN5 7 DN5 C22 C8 C 0 1 Y N N -360.616 -161.394 145.762 4.693 -1.219 -0.431 C22 DN5 8 DN5 C23 C9 C 0 1 Y N N -360.916 -162.046 146.972 5.425 -0.188 0.153 C23 DN5 9 DN5 C25 C10 C 0 1 Y N N -361.983 -161.688 147.738 6.608 -0.471 0.814 C25 DN5 10 DN5 C26 C11 C 0 1 Y N N -362.755 -160.632 147.229 7.061 -1.775 0.893 C26 DN5 11 DN5 C27 C12 C 0 1 Y N N -362.461 -159.984 146.044 6.336 -2.798 0.313 C27 DN5 12 DN5 C28 C13 C 0 1 Y N N -361.367 -160.358 145.266 5.153 -2.523 -0.348 C28 DN5 13 DN5 C1 C14 C 0 1 N N N -358.668 -165.394 146.342 1.468 1.138 -1.882 C1 DN5 14 DN5 C2 C15 C 0 1 N N N -359.100 -164.316 145.368 2.870 1.592 -1.461 C2 DN5 15 DN5 C3 C16 C 0 1 N N N -359.091 -162.994 146.112 3.431 0.617 -0.431 C3 DN5 16 DN5 C4 C17 C 0 1 N N N -357.710 -162.663 146.654 2.540 0.561 0.805 C4 DN5 17 DN5 C5 C18 C 0 1 N N N -357.270 -163.765 147.606 1.136 0.098 0.400 C5 DN5 18 DN5 N6 N1 N 0 1 N N N -357.363 -165.103 146.972 0.645 0.969 -0.677 N6 DN5 19 DN5 C7 C19 C 0 1 N N N -356.273 -166.000 147.032 -0.540 1.601 -0.561 C7 DN5 20 DN5 O8 O1 O 0 1 N N N -355.182 -165.578 147.422 -0.983 2.235 -1.495 O8 DN5 21 DN5 C9 C20 C 0 1 N N S -356.470 -167.482 146.650 -1.314 1.520 0.730 C9 DN5 22 DN5 C12 C21 C 0 1 Y N N -358.102 -168.554 149.887 -3.182 -1.676 1.468 C12 DN5 23 DN5 C14 C22 C 0 1 Y N N -359.527 -169.209 148.067 -4.225 -0.601 -0.404 C14 DN5 24 DN5 CL6 CL1 CL 0 0 N N N -360.963 -169.941 147.518 -5.458 -0.571 -1.625 CL6 DN5 25 DN5 CL7 CL2 CL 0 0 N N N -360.353 -169.802 150.548 -5.325 -2.942 0.401 CL7 DN5 26 DN5 O21 O2 O 0 1 N N N -359.504 -161.958 145.217 3.575 -0.689 -1.010 O21 DN5 27 DN5 O24 O3 O 0 1 N N N -359.997 -163.041 147.210 4.769 0.991 -0.065 O24 DN5 28 DN5 H1 H1 H 0 1 N N N -356.307 -167.546 149.334 -1.491 -0.669 2.301 H1 DN5 29 DN5 H2 H2 H 0 1 N N N -358.851 -168.722 146.086 -3.345 1.245 -1.029 H2 DN5 30 DN5 H3 H3 H 0 1 N N N -354.589 -167.965 147.643 -2.791 2.992 0.188 H3 DN5 31 DN5 H4 H4 H 0 1 N N N -355.926 -170.065 147.491 -3.258 3.746 2.504 H4 DN5 32 DN5 H5 H5 H 0 1 N N N -355.790 -170.015 145.701 -3.454 1.983 2.354 H5 DN5 33 DN5 H6 H6 H 0 1 N N N -354.320 -170.245 146.707 -1.991 2.655 3.114 H6 DN5 34 DN5 H7 H7 H 0 1 N N N -354.069 -166.716 145.547 -0.346 3.893 1.775 H7 DN5 35 DN5 H8 H8 H 0 1 N N N -353.249 -168.313 145.585 -0.485 3.970 0.002 H8 DN5 36 DN5 H9 H9 H 0 1 N N N -354.718 -168.083 144.578 -1.570 4.943 1.023 H9 DN5 37 DN5 H10 H10 H 0 1 N N N -362.218 -162.181 148.670 7.178 0.327 1.267 H10 DN5 38 DN5 H11 H11 H 0 1 N N N -363.620 -160.310 147.790 7.984 -1.994 1.410 H11 DN5 39 DN5 H12 H12 H 0 1 N N N -363.092 -159.172 145.714 6.693 -3.816 0.377 H12 DN5 40 DN5 H13 H13 H 0 1 N N N -361.126 -159.866 144.335 4.588 -3.325 -0.800 H13 DN5 41 DN5 H14 H14 H 0 1 N N N -359.429 -165.480 147.132 1.018 1.891 -2.529 H14 DN5 42 DN5 H15 H15 H 0 1 N N N -358.592 -166.348 145.800 1.533 0.189 -2.415 H15 DN5 43 DN5 H16 H16 H 0 1 N N N -360.113 -164.530 144.997 3.522 1.614 -2.334 H16 DN5 44 DN5 H17 H17 H 0 1 N N N -358.400 -164.274 144.520 2.813 2.589 -1.024 H17 DN5 45 DN5 H18 H18 H 0 1 N N N -356.996 -162.589 145.821 2.961 -0.141 1.525 H18 DN5 46 DN5 H19 H19 H 0 1 N N N -357.746 -161.704 147.192 2.480 1.552 1.255 H19 DN5 47 DN5 H20 H20 H 0 1 N N N -356.227 -163.583 147.905 1.178 -0.932 0.047 H20 DN5 48 DN5 H21 H21 H 0 1 N N N -357.915 -163.746 148.497 0.468 0.162 1.259 H21 DN5 49 DN5 H22 H22 H 0 1 N N N -356.866 -167.540 145.625 -0.627 1.331 1.554 H22 DN5 50 DN5 H23 H23 H 0 1 N N N -357.898 -168.508 150.947 -3.135 -2.496 2.169 H23 DN5 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 DN5 O21 C22 SING N N 1 DN5 O21 C3 SING N N 2 DN5 C28 C22 DOUB Y N 3 DN5 C28 C27 SING Y N 4 DN5 C2 C3 SING N N 5 DN5 C2 C1 SING N N 6 DN5 C20 C18 SING N N 7 DN5 C22 C23 SING Y N 8 DN5 C27 C26 DOUB Y N 9 DN5 C3 C4 SING N N 10 DN5 C3 O24 SING N N 11 DN5 C1 N6 SING N N 12 DN5 C19 C18 SING N N 13 DN5 C9 C18 SING N N 14 DN5 C9 C7 SING N N 15 DN5 C9 C10 SING N N 16 DN5 C4 C5 SING N N 17 DN5 N6 C7 SING N N 18 DN5 N6 C5 SING N N 19 DN5 C23 O24 SING N N 20 DN5 C23 C25 DOUB Y N 21 DN5 C7 O8 DOUB N N 22 DN5 C15 C10 DOUB Y N 23 DN5 C15 C14 SING Y N 24 DN5 C26 C25 SING Y N 25 DN5 CL6 C14 SING N N 26 DN5 C10 C11 SING Y N 27 DN5 C14 C13 DOUB Y N 28 DN5 C11 C12 DOUB Y N 29 DN5 C13 C12 SING Y N 30 DN5 C13 CL7 SING N N 31 DN5 C11 H1 SING N N 32 DN5 C15 H2 SING N N 33 DN5 C18 H3 SING N N 34 DN5 C19 H4 SING N N 35 DN5 C19 H5 SING N N 36 DN5 C19 H6 SING N N 37 DN5 C20 H7 SING N N 38 DN5 C20 H8 SING N N 39 DN5 C20 H9 SING N N 40 DN5 C25 H10 SING N N 41 DN5 C26 H11 SING N N 42 DN5 C27 H12 SING N N 43 DN5 C28 H13 SING N N 44 DN5 C1 H14 SING N N 45 DN5 C1 H15 SING N N 46 DN5 C2 H16 SING N N 47 DN5 C2 H17 SING N N 48 DN5 C4 H18 SING N N 49 DN5 C4 H19 SING N N 50 DN5 C5 H20 SING N N 51 DN5 C5 H21 SING N N 52 DN5 C9 H22 SING N N 53 DN5 C12 H23 SING N N 54 # 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 DN5 InChI InChI 1.03 "InChI=1S/C22H23Cl2NO3/c1-14(2)20(15-7-8-16(23)17(24)13-15)21(26)25-11-9-22(10-12-25)27-18-5-3-4-6-19(18)28-22/h3-8,13-14,20H,9-12H2,1-2H3/t20-/m0/s1" DN5 InChIKey InChI 1.03 QFUKMLGGPINITQ-FQEVSTJZSA-N DN5 SMILES_CANONICAL CACTVS 3.385 "CC(C)[C@H](C(=O)N1CCC2(CC1)Oc3ccccc3O2)c4ccc(Cl)c(Cl)c4" DN5 SMILES CACTVS 3.385 "CC(C)[CH](C(=O)N1CCC2(CC1)Oc3ccccc3O2)c4ccc(Cl)c(Cl)c4" DN5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC(C)[C@@H](c1ccc(c(c1)Cl)Cl)C(=O)N2CCC3(CC2)Oc4ccccc4O3" DN5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(C)C(c1ccc(c(c1)Cl)Cl)C(=O)N2CCC3(CC2)Oc4ccccc4O3" # 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 DN5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-(3,4-dichlorophenyl)-3-methyl-1-spiro[1,3-benzodioxole-2,4'-piperidine]-1'-yl-butan-1-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site DN5 "Create component" 2018-01-24 EBI DN5 "Initial release" 2018-04-04 RCSB #