data_DNZ # _chem_comp.id DNZ _chem_comp.name "(2~{R},3~{S})-3-azanyl-2-(4-chlorophenyl)-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 "C21 H23 Cl N2 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 386.872 _chem_comp.one_letter_code ? _chem_comp.three_letter_code DNZ _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 6FK8 _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 DNZ C10 C1 C 0 1 N N S 31.655 388.327 35.445 3.088 -2.831 0.056 C10 DNZ 1 DNZ C13 C2 C 0 1 Y N N 33.056 390.288 36.189 2.861 -0.367 0.222 C13 DNZ 2 DNZ C15 C3 C 0 1 Y N N 33.187 392.694 36.475 4.112 1.189 -1.099 C15 DNZ 3 DNZ C16 C4 C 0 1 Y N N 33.027 392.500 37.837 4.199 2.042 -0.013 C16 DNZ 4 DNZ C18 C5 C 0 1 Y N N 32.918 391.247 38.403 3.621 1.686 1.193 C18 DNZ 5 DNZ C19 C6 C 0 1 Y N N 32.955 390.135 37.571 2.948 0.484 1.308 C19 DNZ 6 DNZ C21 C7 C 0 1 Y N N 39.987 389.199 34.738 -4.609 -0.032 0.452 C21 DNZ 7 DNZ C22 C8 C 0 1 Y N N 40.079 389.761 36.017 -4.486 1.278 -0.005 C22 DNZ 8 DNZ C24 C9 C 0 1 Y N N 41.268 390.159 36.526 -5.614 1.983 -0.389 C24 DNZ 9 DNZ C25 C10 C 0 1 Y N N 42.347 389.942 35.671 -6.860 1.387 -0.318 C25 DNZ 10 DNZ C26 C11 C 0 1 Y N N 42.328 389.181 34.563 -6.982 0.087 0.136 C26 DNZ 11 DNZ C27 C12 C 0 1 Y N N 41.090 388.854 34.002 -5.860 -0.623 0.520 C27 DNZ 12 DNZ C1 C13 C 0 1 N N N 36.829 390.298 35.136 -1.192 0.557 0.958 C1 DNZ 13 DNZ C2 C14 C 0 1 N N N 37.942 389.354 35.593 -2.448 0.385 0.110 C2 DNZ 14 DNZ C3 C15 C 0 1 N N N 37.423 388.073 36.260 -2.095 -0.126 -1.283 C3 DNZ 15 DNZ C4 C16 C 0 1 N N N 36.470 387.350 35.305 -1.392 -1.482 -1.164 C4 DNZ 16 DNZ N5 N1 N 0 1 N N N 35.381 388.260 34.947 -0.250 -1.342 -0.250 N5 DNZ 17 DNZ C6 C17 C 0 1 N N N 35.826 389.510 34.281 -0.480 -0.794 1.093 C6 DNZ 18 DNZ C7 C18 C 0 1 N N N 34.199 388.150 35.659 0.988 -1.711 -0.637 C7 DNZ 19 DNZ O8 O1 O 0 1 N N N 34.130 387.303 36.556 1.184 -2.070 -1.779 O8 DNZ 20 DNZ C9 C19 C 0 1 N N R 33.049 389.076 35.287 2.127 -1.677 0.348 C9 DNZ 21 DNZ N11 N2 N 0 1 N N N 30.532 389.173 35.066 4.257 -2.730 0.941 N11 DNZ 22 DNZ C12 C20 C 0 1 N N N 31.598 387.041 34.596 2.376 -4.162 0.301 C12 DNZ 23 DNZ C14 C21 C 0 1 Y N N 33.142 391.581 35.641 3.444 -0.014 -0.981 C14 DNZ 24 DNZ CL CL1 CL 0 0 N N N 33.024 393.860 38.877 5.034 3.556 -0.162 CL DNZ 25 DNZ O20 O2 O 0 1 N N N 38.692 388.893 34.478 -3.365 -0.507 0.759 O20 DNZ 26 DNZ O23 O3 O 0 1 N N N 38.824 389.966 36.522 -3.165 1.627 0.020 O23 DNZ 27 DNZ H1 H1 H 0 1 N N N 31.551 388.042 36.502 3.414 -2.779 -0.983 H1 DNZ 28 DNZ H2 H2 H 0 1 N N N 33.343 393.683 36.071 4.563 1.467 -2.040 H2 DNZ 29 DNZ H3 H3 H 0 1 N N N 32.806 391.133 39.471 3.688 2.350 2.041 H3 DNZ 30 DNZ H4 H4 H 0 1 N N N 32.905 389.144 37.998 2.489 0.210 2.247 H4 DNZ 31 DNZ H5 H5 H 0 1 N N N 41.371 390.604 37.505 -5.522 2.999 -0.743 H5 DNZ 32 DNZ H6 H6 H 0 1 N N N 43.279 390.427 35.920 -7.739 1.938 -0.618 H6 DNZ 33 DNZ H7 H7 H 0 1 N N N 43.247 388.831 34.117 -7.957 -0.375 0.191 H7 DNZ 34 DNZ H8 H8 H 0 1 N N N 41.008 388.359 33.046 -5.959 -1.639 0.874 H8 DNZ 35 DNZ H9 H9 H 0 1 N N N 37.260 391.115 34.539 -0.525 1.273 0.479 H9 DNZ 36 DNZ H10 H10 H 0 1 N N N 36.316 390.716 36.015 -1.468 0.923 1.947 H10 DNZ 37 DNZ H11 H11 H 0 1 N N N 36.888 388.332 37.185 -3.007 -0.239 -1.870 H11 DNZ 38 DNZ H12 H12 H 0 1 N N N 38.271 387.415 36.499 -1.432 0.586 -1.775 H12 DNZ 39 DNZ H13 H13 H 0 1 N N N 36.059 386.457 35.799 -2.088 -2.222 -0.768 H13 DNZ 40 DNZ H14 H14 H 0 1 N N N 37.014 387.049 34.397 -1.041 -1.799 -2.146 H14 DNZ 41 DNZ H15 H15 H 0 1 N N N 36.303 389.251 33.324 0.475 -0.655 1.600 H15 DNZ 42 DNZ H16 H16 H 0 1 N N N 34.947 390.143 34.093 -1.104 -1.480 1.666 H16 DNZ 43 DNZ H17 H17 H 0 1 N N N 33.159 389.395 34.240 1.735 -1.778 1.360 H17 DNZ 44 DNZ H18 H18 H 0 1 N N N 30.551 390.014 35.606 4.876 -3.517 0.813 H18 DNZ 45 DNZ H19 H19 H 0 1 N N N 30.599 389.400 34.094 4.745 -1.859 0.798 H19 DNZ 46 DNZ H21 H21 H 0 1 N N N 32.439 386.385 34.866 1.563 -4.277 -0.415 H21 DNZ 47 DNZ H22 H22 H 0 1 N N N 30.649 386.518 34.787 3.085 -4.982 0.180 H22 DNZ 48 DNZ H23 H23 H 0 1 N N N 31.665 387.303 33.530 1.973 -4.178 1.314 H23 DNZ 49 DNZ H24 H24 H 0 1 N N N 33.173 391.710 34.569 3.376 -0.680 -1.829 H24 DNZ 50 # 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 DNZ C27 C26 DOUB Y N 1 DNZ C27 C21 SING Y N 2 DNZ C6 N5 SING N N 3 DNZ C6 C1 SING N N 4 DNZ O20 C21 SING N N 5 DNZ O20 C2 SING N N 6 DNZ C26 C25 SING Y N 7 DNZ C12 C10 SING N N 8 DNZ C21 C22 DOUB Y N 9 DNZ N5 C4 SING N N 10 DNZ N5 C7 SING N N 11 DNZ N11 C10 SING N N 12 DNZ C1 C2 SING N N 13 DNZ C9 C10 SING N N 14 DNZ C9 C7 SING N N 15 DNZ C9 C13 SING N N 16 DNZ C4 C3 SING N N 17 DNZ C2 C3 SING N N 18 DNZ C2 O23 SING N N 19 DNZ C14 C13 DOUB Y N 20 DNZ C14 C15 SING Y N 21 DNZ C7 O8 DOUB N N 22 DNZ C25 C24 DOUB Y N 23 DNZ C22 O23 SING N N 24 DNZ C22 C24 SING Y N 25 DNZ C13 C19 SING Y N 26 DNZ C15 C16 DOUB Y N 27 DNZ C19 C18 DOUB Y N 28 DNZ C16 C18 SING Y N 29 DNZ C16 CL SING N N 30 DNZ C10 H1 SING N N 31 DNZ C15 H2 SING N N 32 DNZ C18 H3 SING N N 33 DNZ C19 H4 SING N N 34 DNZ C24 H5 SING N N 35 DNZ C25 H6 SING N N 36 DNZ C26 H7 SING N N 37 DNZ C27 H8 SING N N 38 DNZ C1 H9 SING N N 39 DNZ C1 H10 SING N N 40 DNZ C3 H11 SING N N 41 DNZ C3 H12 SING N N 42 DNZ C4 H13 SING N N 43 DNZ C4 H14 SING N N 44 DNZ C6 H15 SING N N 45 DNZ C6 H16 SING N N 46 DNZ C9 H17 SING N N 47 DNZ N11 H18 SING N N 48 DNZ N11 H19 SING N N 49 DNZ C12 H21 SING N N 50 DNZ C12 H22 SING N N 51 DNZ C12 H23 SING N N 52 DNZ C14 H24 SING N N 53 # 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 DNZ InChI InChI 1.03 "InChI=1S/C21H23ClN2O3/c1-14(23)19(15-6-8-16(22)9-7-15)20(25)24-12-10-21(11-13-24)26-17-4-2-3-5-18(17)27-21/h2-9,14,19H,10-13,23H2,1H3/t14-,19-/m0/s1" DNZ InChIKey InChI 1.03 WRVOICVPIQQYTO-LIRRHRJNSA-N DNZ SMILES_CANONICAL CACTVS 3.385 "C[C@H](N)[C@H](C(=O)N1CCC2(CC1)Oc3ccccc3O2)c4ccc(Cl)cc4" DNZ SMILES CACTVS 3.385 "C[CH](N)[CH](C(=O)N1CCC2(CC1)Oc3ccccc3O2)c4ccc(Cl)cc4" DNZ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H]([C@@H](c1ccc(cc1)Cl)C(=O)N2CCC3(CC2)Oc4ccccc4O3)N" DNZ SMILES "OpenEye OEToolkits" 2.0.6 "CC(C(c1ccc(cc1)Cl)C(=O)N2CCC3(CC2)Oc4ccccc4O3)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 DNZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{S})-3-azanyl-2-(4-chlorophenyl)-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 DNZ "Create component" 2018-01-24 EBI DNZ "Initial release" 2018-04-04 RCSB #