data_IEO # _chem_comp.id IEO _chem_comp.name "3-cyano-4-(piperidin-4-yloxy)-1H-indole-7-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H16 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-04-10 _chem_comp.pdbx_modified_date 2014-09-05 _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 284.313 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IEO _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 4BIB _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 IEO N01 N01 N 0 1 N N N -50.943 7.507 -3.961 3.873 3.039 -0.147 N01 IEO 1 IEO C01 C01 C 0 1 N N N -50.222 8.053 -4.951 3.741 1.700 -0.073 C01 IEO 2 IEO O01 O01 O 0 1 N N N -49.192 7.517 -5.412 4.729 0.994 -0.008 O01 IEO 3 IEO C02 C02 C 0 1 Y N N -50.640 9.398 -5.457 2.400 1.092 -0.071 C02 IEO 4 IEO C03 C03 C 0 1 Y N N -51.721 10.090 -4.901 1.264 1.899 -0.145 C03 IEO 5 IEO C04 C04 C 0 1 Y N N -52.056 11.353 -5.354 0.004 1.338 -0.143 C04 IEO 6 IEO C05 C05 C 0 1 Y N N -51.247 12.000 -6.282 -0.152 -0.039 -0.068 C05 IEO 7 IEO O1 O1 O 0 1 N N N -51.460 13.288 -6.740 -1.395 -0.582 -0.067 O1 IEO 8 IEO C06 C06 C 0 1 N N N -52.623 14.062 -6.303 -2.494 0.310 -0.266 C06 IEO 9 IEO C07 C07 C 0 1 N N N -52.606 14.245 -4.796 -3.683 -0.464 -0.842 C07 IEO 10 IEO C08 C08 C 0 1 N N N -51.357 14.913 -4.254 -4.875 0.483 -0.997 C08 IEO 11 IEO N02 N02 N 0 1 N N N -50.716 15.726 -5.303 -5.224 1.050 0.312 N02 IEO 12 IEO C09 C09 C 0 1 N N N -51.718 16.417 -6.174 -4.114 1.837 0.863 C09 IEO 13 IEO C10 C10 C 0 1 N N N -52.487 15.395 -7.021 -2.899 0.930 1.074 C10 IEO 14 IEO C11 C11 C 0 1 Y N N -50.105 11.361 -6.823 0.973 -0.864 0.007 C11 IEO 15 IEO C12 C12 C 0 1 Y N N -49.042 11.703 -7.731 1.166 -2.324 0.096 C12 IEO 16 IEO C13 C13 C 0 1 Y N N -48.194 10.662 -7.800 2.512 -2.531 0.140 C13 IEO 17 IEO N03 N03 N 0 1 Y N N -48.645 9.646 -6.997 3.160 -1.338 0.087 N03 IEO 18 IEO C14 C14 C 0 1 Y N N -49.817 10.047 -6.397 2.258 -0.306 0.000 C14 IEO 19 IEO C1 C1 C 0 1 N N N -48.864 12.948 -8.433 0.142 -3.325 0.130 C1 IEO 20 IEO N1 N1 N 0 1 N N N -48.695 13.912 -9.025 -0.670 -4.118 0.156 N1 IEO 21 IEO H011 H011 H 0 0 N N N -50.662 6.635 -3.560 4.757 3.440 -0.148 H011 IEO 22 IEO H012 H012 H 0 0 N N N -51.761 7.972 -3.623 3.085 3.602 -0.202 H012 IEO 23 IEO H03 H03 H 0 1 N N N -52.299 9.634 -4.111 1.372 2.972 -0.204 H03 IEO 24 IEO H04 H04 H 0 1 N N N -52.948 11.838 -4.986 -0.867 1.974 -0.200 H04 IEO 25 IEO H06 H06 H 0 1 N N N -53.556 13.566 -6.609 -2.201 1.098 -0.960 H06 IEO 26 IEO H071 H071 H 0 0 N N N -53.473 14.861 -4.516 -3.414 -0.873 -1.816 H071 IEO 27 IEO H072 H072 H 0 0 N N N -52.694 13.253 -4.329 -3.949 -1.277 -0.167 H072 IEO 28 IEO H101 H101 H 0 0 N N N -51.948 15.238 -7.967 -3.153 0.139 1.779 H101 IEO 29 IEO H102 H102 H 0 0 N N N -53.491 15.790 -7.233 -2.070 1.518 1.468 H102 IEO 30 IEO H081 H081 H 0 0 N N N -51.630 15.561 -3.408 -4.612 1.288 -1.683 H081 IEO 31 IEO H082 H082 H 0 0 N N N -50.652 14.141 -3.912 -5.728 -0.068 -1.393 H082 IEO 32 IEO H02 H02 H 0 1 N N N -50.138 16.416 -4.867 -6.066 1.604 0.254 H02 IEO 33 IEO H091 H091 H 0 0 N N N -52.428 16.970 -5.541 -3.855 2.636 0.169 H091 IEO 34 IEO H092 H092 H 0 0 N N N -51.196 17.120 -6.840 -4.414 2.269 1.818 H092 IEO 35 IEO H13 H13 H 0 1 N N N -47.295 10.631 -8.397 2.991 -3.497 0.208 H13 IEO 36 IEO HA HA H 0 1 N N N -48.197 8.761 -6.869 4.124 -1.230 0.104 HA IEO 37 # 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 IEO N01 C01 SING N N 1 IEO C01 O01 DOUB N N 2 IEO C01 C02 SING N N 3 IEO C02 C03 SING Y N 4 IEO C02 C14 DOUB Y N 5 IEO C03 C04 DOUB Y N 6 IEO C04 C05 SING Y N 7 IEO C05 O1 SING N N 8 IEO C05 C11 DOUB Y N 9 IEO O1 C06 SING N N 10 IEO C06 C07 SING N N 11 IEO C06 C10 SING N N 12 IEO C07 C08 SING N N 13 IEO C08 N02 SING N N 14 IEO N02 C09 SING N N 15 IEO C09 C10 SING N N 16 IEO C11 C12 SING Y N 17 IEO C11 C14 SING Y N 18 IEO C12 C13 DOUB Y N 19 IEO C12 C1 SING N N 20 IEO C13 N03 SING Y N 21 IEO N03 C14 SING Y N 22 IEO C1 N1 TRIP N N 23 IEO N01 H011 SING N N 24 IEO N01 H012 SING N N 25 IEO C03 H03 SING N N 26 IEO C04 H04 SING N N 27 IEO C06 H06 SING N N 28 IEO C07 H071 SING N N 29 IEO C07 H072 SING N N 30 IEO C10 H101 SING N N 31 IEO C10 H102 SING N N 32 IEO C08 H081 SING N N 33 IEO C08 H082 SING N N 34 IEO N02 H02 SING N N 35 IEO C09 H091 SING N N 36 IEO C09 H092 SING N N 37 IEO C13 H13 SING N N 38 IEO N03 HA SING N N 39 # 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 IEO SMILES ACDLabs 12.01 "O=C(N)c2ccc(OC1CCNCC1)c3c2ncc3C#N" IEO InChI InChI 1.03 "InChI=1S/C15H16N4O2/c16-7-9-8-19-14-11(15(17)20)1-2-12(13(9)14)21-10-3-5-18-6-4-10/h1-2,8,10,18-19H,3-6H2,(H2,17,20)" IEO InChIKey InChI 1.03 LJQBAOLMNHGSQC-UHFFFAOYSA-N IEO SMILES_CANONICAL CACTVS 3.385 "NC(=O)c1ccc(OC2CCNCC2)c3c1[nH]cc3C#N" IEO SMILES CACTVS 3.385 "NC(=O)c1ccc(OC2CCNCC2)c3c1[nH]cc3C#N" IEO SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c2c(c[nH]c2c1C(=O)N)C#N)OC3CCNCC3" IEO SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c2c(c[nH]c2c1C(=O)N)C#N)OC3CCNCC3" # 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 IEO "SYSTEMATIC NAME" ACDLabs 12.01 "3-cyano-4-(piperidin-4-yloxy)-1H-indole-7-carboxamide" IEO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 3-cyano-4-piperidin-4-yloxy-1H-indole-7-carboxamide # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IEO "Create component" 2013-04-10 EBI IEO "Initial release" 2013-07-03 RCSB IEO "Modify descriptor" 2014-09-05 RCSB #