data_2OD # _chem_comp.id 2OD _chem_comp.name "5'-methoxy-6'-[3-(pyrrolidin-1-yl)propoxy]spiro[cyclobutane-1,3'-indol]-2'-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H27 N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-12-13 _chem_comp.pdbx_modified_date 2014-01-10 _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 329.437 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2OD _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 4NVQ _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 2OD N1 N1 N 0 1 N N N -7.498 7.085 12.423 5.686 0.201 -0.477 N1 2OD 1 2OD N3 N3 N 0 1 N N N -6.876 16.843 10.370 -4.895 3.181 0.128 N3 2OD 2 2OD C4 C4 C 0 1 Y N N -9.040 14.411 11.952 -3.038 -0.032 0.026 C4 2OD 3 2OD C5 C5 C 0 1 Y N N -7.703 13.865 11.960 -2.092 0.999 -0.027 C5 2OD 4 2OD C6 C6 C 0 1 Y N N -7.400 12.606 12.496 -0.736 0.666 -0.105 C6 2OD 5 2OD C7 C7 C 0 1 Y N N -8.506 11.843 13.009 -0.347 -0.659 -0.128 C7 2OD 6 2OD C8 C8 C 0 1 N N N -6.879 10.073 13.405 1.899 0.111 -0.258 C8 2OD 7 2OD C10 C10 C 0 1 N N N -7.713 7.626 13.805 4.316 0.727 -0.397 C10 2OD 8 2OD C13 C13 C 0 1 N N N -6.454 5.692 10.805 7.699 1.274 0.360 C13 2OD 9 2OD C15 C15 C 0 1 N N N -7.469 15.806 10.993 -4.015 2.133 0.077 C15 2OD 10 2OD C17 C17 C 0 1 N N N -9.507 16.978 12.258 -5.314 0.218 1.204 C17 2OD 11 2OD C16 C16 C 0 1 N N N -8.977 15.801 11.357 -4.365 0.669 0.095 C16 2OD 12 2OD C19 C19 C 0 1 N N N -9.978 16.247 10.235 -5.416 0.219 -0.919 C19 2OD 13 2OD C18 C18 C 0 1 N N N -10.640 17.247 11.233 -5.927 -0.743 0.169 C18 2OD 14 2OD C3 C3 C 0 1 Y N N -10.115 13.695 12.459 -2.648 -1.349 0.003 C3 2OD 15 2OD N2 N2 N 0 1 N N N -6.778 14.723 11.346 -2.720 2.215 0.011 N2 2OD 16 2OD C2 C2 C 0 1 Y N N -9.865 12.393 13.001 -1.301 -1.673 -0.073 C2 2OD 17 2OD O1 O1 O 0 1 N N N -10.836 11.582 13.547 -0.913 -2.977 -0.096 O1 2OD 18 2OD C1 C1 C 0 1 N N N -12.190 12.015 13.656 -1.946 -3.962 -0.039 C1 2OD 19 2OD O2 O2 O 0 1 N N N -8.269 10.550 13.469 0.973 -0.976 -0.204 O2 2OD 20 2OD C9 C9 C 0 1 N N N -6.751 8.776 14.240 3.325 -0.437 -0.340 C9 2OD 21 2OD C14 C14 C 0 1 N N N -6.259 6.238 12.223 6.649 1.278 -0.772 C14 2OD 22 2OD C12 C12 C 0 1 N N N -7.965 5.367 10.758 7.595 -0.166 0.928 C12 2OD 23 2OD C11 C11 C 0 1 N N N -8.622 6.260 11.860 6.078 -0.447 0.793 C11 2OD 24 2OD H2 H2 H 0 1 N N N -5.898 16.809 10.164 -4.565 4.093 0.116 H2 2OD 25 2OD H3 H3 H 0 1 N N N -7.414 17.646 10.114 -5.849 3.011 0.176 H3 2OD 26 2OD H4 H4 H 0 1 N N N -6.389 12.228 12.522 0.009 1.447 -0.148 H4 2OD 27 2OD H5 H5 H 0 1 N N N -6.608 9.866 12.359 1.693 0.721 -1.137 H5 2OD 28 2OD H6 H6 H 0 1 N N N -6.206 10.842 13.813 1.796 0.721 0.640 H6 2OD 29 2OD H7 H7 H 0 1 N N N -8.743 8.008 13.862 4.213 1.337 0.500 H7 2OD 30 2OD H8 H8 H 0 1 N N N -7.590 6.796 14.516 4.110 1.337 -1.277 H8 2OD 31 2OD H9 H9 H 0 1 N N N -5.850 4.787 10.644 8.696 1.461 -0.039 H9 2OD 32 2OD H10 H10 H 0 1 N N N -6.189 6.448 10.051 7.446 2.011 1.122 H10 2OD 33 2OD H11 H11 H 0 1 N N N -8.798 17.811 12.373 -4.813 -0.288 2.029 H11 2OD 34 2OD H12 H12 H 0 1 N N N -9.863 16.660 13.249 -5.998 0.998 1.538 H12 2OD 35 2OD H13 H13 H 0 1 N N N -10.649 15.448 9.887 -6.130 0.998 -1.184 H13 2OD 36 2OD H14 H14 H 0 1 N N N -9.499 16.727 9.369 -4.996 -0.287 -1.788 H14 2OD 37 2OD H15 H15 H 0 1 N N N -10.679 18.284 10.869 -5.448 -1.722 0.146 H15 2OD 38 2OD H16 H16 H 0 1 N N N -11.639 16.942 11.578 -7.014 -0.804 0.222 H16 2OD 39 2OD H17 H17 H 0 1 N N N -11.113 14.108 12.445 -3.390 -2.132 0.046 H17 2OD 40 2OD H18 H18 H 0 1 N N N -12.794 11.220 14.117 -1.501 -4.957 -0.065 H18 2OD 41 2OD H19 H19 H 0 1 N N N -12.237 12.919 14.281 -2.512 -3.841 0.885 H19 2OD 42 2OD H20 H20 H 0 1 N N N -12.584 12.241 12.654 -2.613 -3.840 -0.892 H20 2OD 43 2OD H21 H21 H 0 1 N N N -5.717 8.411 14.151 3.531 -1.047 0.539 H21 2OD 44 2OD H22 H22 H 0 1 N N N -6.963 9.022 15.291 3.429 -1.046 -1.238 H22 2OD 45 2OD H23 H23 H 0 1 N N N -6.212 5.423 12.960 7.135 1.088 -1.729 H23 2OD 46 2OD H24 H24 H 0 1 N N N -5.346 6.847 12.292 6.135 2.238 -0.798 H24 2OD 47 2OD H25 H25 H 0 1 N N N -8.380 5.611 9.769 8.178 -0.865 0.328 H25 2OD 48 2OD H26 H26 H 0 1 N N N -8.136 4.302 10.975 7.907 -0.196 1.972 H26 2OD 49 2OD H27 H27 H 0 1 N N N -9.394 6.909 11.421 5.535 -0.007 1.628 H27 2OD 50 2OD H28 H28 H 0 1 N N N -9.072 5.635 12.645 5.895 -1.521 0.743 H28 2OD 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 2OD C19 C18 SING N N 1 2OD C19 C16 SING N N 2 2OD N3 C15 SING N N 3 2OD C12 C13 SING N N 4 2OD C12 C11 SING N N 5 2OD C13 C14 SING N N 6 2OD C15 N2 DOUB N N 7 2OD C15 C16 SING N N 8 2OD C18 C17 SING N N 9 2OD N2 C5 SING N N 10 2OD C16 C4 SING N N 11 2OD C16 C17 SING N N 12 2OD C11 N1 SING N N 13 2OD C4 C5 DOUB Y N 14 2OD C4 C3 SING Y N 15 2OD C5 C6 SING Y N 16 2OD C14 N1 SING N N 17 2OD N1 C10 SING N N 18 2OD C3 C2 DOUB Y N 19 2OD C6 C7 DOUB Y N 20 2OD C2 C7 SING Y N 21 2OD C2 O1 SING N N 22 2OD C7 O2 SING N N 23 2OD C8 O2 SING N N 24 2OD C8 C9 SING N N 25 2OD O1 C1 SING N N 26 2OD C10 C9 SING N N 27 2OD N3 H2 SING N N 28 2OD N3 H3 SING N N 29 2OD C6 H4 SING N N 30 2OD C8 H5 SING N N 31 2OD C8 H6 SING N N 32 2OD C10 H7 SING N N 33 2OD C10 H8 SING N N 34 2OD C13 H9 SING N N 35 2OD C13 H10 SING N N 36 2OD C17 H11 SING N N 37 2OD C17 H12 SING N N 38 2OD C19 H13 SING N N 39 2OD C19 H14 SING N N 40 2OD C18 H15 SING N N 41 2OD C18 H16 SING N N 42 2OD C3 H17 SING N N 43 2OD C1 H18 SING N N 44 2OD C1 H19 SING N N 45 2OD C1 H20 SING N N 46 2OD C9 H21 SING N N 47 2OD C9 H22 SING N N 48 2OD C14 H23 SING N N 49 2OD C14 H24 SING N N 50 2OD C12 H25 SING N N 51 2OD C12 H26 SING N N 52 2OD C11 H27 SING N N 53 2OD C11 H28 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 2OD SMILES ACDLabs 12.01 "O(c2cc1N=C(N)C3(c1cc2OC)CCC3)CCCN4CCCC4" 2OD InChI InChI 1.03 "InChI=1S/C19H27N3O2/c1-23-16-12-14-15(21-18(20)19(14)6-4-7-19)13-17(16)24-11-5-10-22-8-2-3-9-22/h12-13H,2-11H2,1H3,(H2,20,21)" 2OD InChIKey InChI 1.03 BKCDJTRMYWSXMC-UHFFFAOYSA-N 2OD SMILES_CANONICAL CACTVS 3.385 "COc1cc2c(cc1OCCCN3CCCC3)N=C(N)C24CCC4" 2OD SMILES CACTVS 3.385 "COc1cc2c(cc1OCCCN3CCCC3)N=C(N)C24CCC4" 2OD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1OCCCN3CCCC3)N=C(C24CCC4)N" 2OD SMILES "OpenEye OEToolkits" 1.7.6 "COc1cc2c(cc1OCCCN3CCCC3)N=C(C24CCC4)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 2OD "SYSTEMATIC NAME" ACDLabs 12.01 "5'-methoxy-6'-[3-(pyrrolidin-1-yl)propoxy]spiro[cyclobutane-1,3'-indol]-2'-amine" 2OD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "5'-methoxy-6'-(3-pyrrolidin-1-ylpropoxy)spiro[cyclobutane-1,3'-indole]-2'-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2OD "Create component" 2013-12-13 RCSB 2OD "Initial release" 2014-01-15 RCSB #