data_GDI # _chem_comp.id GDI _chem_comp.name "(2S)-N-[(2S)-1-AZANYLIDENE-3-[4-(4-CYANOPHENYL)PHENYL]PROPAN-2-YL]PIPERIDINE-2-CARBOXAMIDE" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 N4 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-31 _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 360.452 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GDI _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 4CDD _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 GDI N1 N1 N 0 1 N N N 6.183 -11.852 6.301 -3.393 -2.373 1.133 N1 GDI 1 GDI C2 C2 C 0 1 N N N 5.011 -12.470 8.406 -4.930 -3.857 -0.065 C2 GDI 2 GDI C3 C3 C 0 1 N N N 5.627 -12.961 7.087 -3.578 -3.745 0.643 C3 GDI 3 GDI C4 C4 C 0 1 N N S 5.164 -10.833 6.013 -3.384 -1.410 0.024 C4 GDI 4 GDI C5 C5 C 0 1 N N N 4.684 -10.224 7.333 -4.730 -1.453 -0.702 C5 GDI 5 GDI C6 C6 C 0 1 N N N 4.027 -11.317 8.187 -4.973 -2.868 -1.233 C6 GDI 6 GDI C7 C7 C 0 1 N N N 5.742 -9.754 5.121 -3.149 -0.023 0.565 C7 GDI 7 GDI O8 O8 O 0 1 N N N 6.919 -9.807 4.802 -3.362 0.215 1.735 O8 GDI 8 GDI N9 N9 N 0 1 N N N 4.932 -8.747 4.697 -2.703 0.952 -0.251 N9 GDI 9 GDI C10 C10 C 0 1 N N S 5.372 -7.636 3.833 -2.475 2.300 0.276 C10 GDI 10 GDI C11 C11 C 0 1 N N N 5.120 -6.406 4.583 -3.768 3.073 0.255 C11 GDI 11 GDI C12 C12 C 0 1 N N N 4.564 -7.658 2.520 -1.438 3.017 -0.591 C12 GDI 12 GDI C13 C13 C 0 1 Y N N 4.880 -8.906 1.727 -0.111 2.313 -0.473 C13 GDI 13 GDI C14 C14 C 0 1 Y N N 4.038 -10.018 1.807 0.206 1.289 -1.347 C14 GDI 14 GDI C15 C15 C 0 1 Y N N 4.312 -11.171 1.089 1.420 0.641 -1.243 C15 GDI 15 GDI C16 C16 C 0 1 Y N N 5.452 -11.220 0.283 2.328 1.020 -0.256 C16 GDI 16 GDI C17 C17 C 0 1 Y N N 6.292 -10.095 0.199 2.003 2.053 0.622 C17 GDI 17 GDI C18 C18 C 0 1 Y N N 6.009 -8.944 0.922 0.789 2.698 0.506 C18 GDI 18 GDI C19 C19 C 0 1 Y N N 5.795 -12.424 -0.516 3.633 0.327 -0.139 C19 GDI 19 GDI C20 C20 C 0 1 Y N N 7.118 -12.546 -0.963 4.539 0.709 0.851 C20 GDI 20 GDI C21 C21 C 0 1 Y N N 4.847 -13.414 -0.835 3.952 -0.711 -1.016 C21 GDI 21 GDI C22 C22 C 0 1 Y N N 7.504 -13.639 -1.705 5.752 0.067 0.960 C22 GDI 22 GDI C23 C23 C 0 1 Y N N 5.220 -14.516 -1.596 5.164 -1.355 -0.908 C23 GDI 23 GDI C24 C24 C 0 1 Y N N 6.552 -14.623 -2.031 6.075 -0.969 0.079 C24 GDI 24 GDI C25 C25 C 0 1 N N N 6.997 -15.731 -2.821 7.336 -1.638 0.191 C25 GDI 25 GDI N26 N26 N 0 1 N N N 7.378 -16.600 -3.445 8.337 -2.168 0.280 N26 GDI 26 GDI N27 N27 N 0 1 N N N 4.978 -5.288 4.027 -4.836 2.521 -0.182 N27 GDI 27 GDI H11 H11 H 0 1 N N N 5.053 -6.461 5.660 -3.793 4.093 0.609 H11 GDI 28 GDI H1 H1 H 0 1 N N N 6.928 -11.430 6.817 -4.099 -2.134 1.813 H1 GDI 29 GDI H31C H31C H 0 0 N N N 4.848 -13.462 6.494 -2.780 -3.991 -0.058 H31C GDI 30 GDI H32C H32C H 0 0 N N N 6.432 -13.676 7.314 -3.550 -4.438 1.484 H32C GDI 31 GDI H4 H4 H 0 1 N N N 4.307 -11.299 5.504 -2.586 -1.667 -0.674 H4 GDI 32 GDI H21C H21C H 0 0 N N N 4.478 -13.306 8.882 -5.061 -4.872 -0.442 H21C GDI 33 GDI H22C H22C H 0 0 N N N 5.819 -12.126 9.069 -5.730 -3.625 0.638 H22C GDI 34 GDI H61C H61C H 0 0 N N N 3.132 -11.694 7.671 -4.199 -3.124 -1.956 H61C GDI 35 GDI H62C H62C H 0 0 N N N 3.738 -10.895 9.161 -5.951 -2.914 -1.714 H62C GDI 36 GDI H51C H51C H 0 0 N N N 5.542 -9.800 7.875 -5.526 -1.182 -0.009 H51C GDI 37 GDI H52C H52C H 0 0 N N N 3.952 -9.430 7.126 -4.717 -0.749 -1.535 H52C GDI 38 GDI H9 H9 H 0 1 N N N 3.976 -8.761 4.990 -2.533 0.762 -1.186 H9 GDI 39 GDI H10 H10 H 0 1 N N N 6.443 -7.733 3.603 -2.108 2.233 1.300 H10 GDI 40 GDI H121 H121 H 0 0 N N N 3.490 -7.641 2.755 -1.764 3.006 -1.631 H121 GDI 41 GDI H122 H122 H 0 0 N N N 4.822 -6.773 1.921 -1.333 4.049 -0.254 H122 GDI 42 GDI H27 H27 H 0 1 N N N 4.813 -4.558 4.690 -5.669 3.018 -0.195 H27 GDI 43 GDI H14 H14 H 0 1 N N N 3.162 -9.978 2.437 -0.498 0.996 -2.112 H14 GDI 44 GDI H18 H18 H 0 1 N N N 6.662 -8.086 0.858 0.538 3.501 1.182 H18 GDI 45 GDI H15 H15 H 0 1 N N N 3.651 -12.023 1.152 1.666 -0.159 -1.926 H15 GDI 46 GDI H17 H17 H 0 1 N N N 7.166 -10.127 -0.434 2.702 2.351 1.390 H17 GDI 47 GDI H20 H20 H 0 1 N N N 7.839 -11.778 -0.724 4.289 1.509 1.531 H20 GDI 48 GDI H21 H21 H 0 1 N N N 3.829 -13.318 -0.488 3.248 -1.009 -1.778 H21 GDI 49 GDI H22 H22 H 0 1 N N N 8.528 -13.741 -2.034 6.453 0.363 1.725 H22 GDI 50 GDI H23 H23 H 0 1 N N N 4.498 -15.278 -1.849 5.411 -2.158 -1.587 H23 GDI 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 GDI N1 C3 SING N N 1 GDI N1 C4 SING N N 2 GDI C2 C3 SING N N 3 GDI C2 C6 SING N N 4 GDI C4 C5 SING N N 5 GDI C4 C7 SING N N 6 GDI C5 C6 SING N N 7 GDI C7 O8 DOUB N N 8 GDI C7 N9 SING N N 9 GDI N9 C10 SING N N 10 GDI C10 C11 SING N N 11 GDI C10 C12 SING N N 12 GDI C11 N27 DOUB N N 13 GDI C11 H11 SING N N 14 GDI C12 C13 SING N N 15 GDI C13 C14 SING Y N 16 GDI C13 C18 DOUB Y N 17 GDI C14 C15 DOUB Y N 18 GDI C15 C16 SING Y N 19 GDI C16 C17 DOUB Y N 20 GDI C16 C19 SING N N 21 GDI C17 C18 SING Y N 22 GDI C19 C20 SING Y N 23 GDI C19 C21 DOUB Y N 24 GDI C20 C22 DOUB Y N 25 GDI C21 C23 SING Y N 26 GDI C22 C24 SING Y N 27 GDI C23 C24 DOUB Y N 28 GDI C24 C25 SING N N 29 GDI C25 N26 TRIP N N 30 GDI N1 H1 SING N N 31 GDI C3 H31C SING N N 32 GDI C3 H32C SING N N 33 GDI C4 H4 SING N N 34 GDI C2 H21C SING N N 35 GDI C2 H22C SING N N 36 GDI C6 H61C SING N N 37 GDI C6 H62C SING N N 38 GDI C5 H51C SING N N 39 GDI C5 H52C SING N N 40 GDI N9 H9 SING N N 41 GDI C10 H10 SING N N 42 GDI C12 H121 SING N N 43 GDI C12 H122 SING N N 44 GDI N27 H27 SING N N 45 GDI C14 H14 SING N N 46 GDI C18 H18 SING N N 47 GDI C15 H15 SING N N 48 GDI C17 H17 SING N N 49 GDI C20 H20 SING N N 50 GDI C21 H21 SING N N 51 GDI C22 H22 SING N N 52 GDI C23 H23 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 GDI SMILES ACDLabs 12.01 "O=C(NC(C=[N@H])Cc2ccc(c1ccc(C#N)cc1)cc2)C3NCCCC3" GDI InChI InChI 1.03 "InChI=1S/C22H24N4O/c23-14-17-6-10-19(11-7-17)18-8-4-16(5-9-18)13-20(15-24)26-22(27)21-3-1-2-12-25-21/h4-11,15,20-21,24-25H,1-3,12-13H2,(H,26,27)/b24-15+/t20-,21-/m0/s1" GDI InChIKey InChI 1.03 KWNFNOGHHWZOOZ-LZZAFKOHSA-N GDI SMILES_CANONICAL CACTVS 3.385 "N=C[C@H](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[C@@H]3CCCCN3" GDI SMILES CACTVS 3.385 "N=C[CH](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[CH]3CCCCN3" GDI SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "[H]/N=C/[C@H](Cc1ccc(cc1)c2ccc(cc2)C#N)NC(=O)[C@@H]3CCCCN3" GDI SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(ccc1CC(C=N)NC(=O)C2CCCCN2)c3ccc(cc3)C#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 GDI "SYSTEMATIC NAME" ACDLabs 12.01 "(2S)-N-[(2S,3E)-1-(4'-cyanobiphenyl-4-yl)-3-iminopropan-2-yl]piperidine-2-carboxamide" GDI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2S)-N-[(2S)-1-azanylidene-3-[4-(4-cyanophenyl)phenyl]propan-2-yl]piperidine-2-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 GDI "Create component" 2013-10-31 EBI GDI "Initial release" 2014-03-19 RCSB GDI "Modify descriptor" 2014-09-05 RCSB #