data_589 # _chem_comp.id 589 _chem_comp.name "5-[2-(cyclohexylamino)pyridin-4-yl]-4-naphthalen-2-yl-2-(tetrahydro-2H-pyran-4-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H31 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-09-27 _chem_comp.pdbx_modified_date 2011-08-12 _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 469.578 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 589 _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 3OY1 _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 589 C1 C1 C 0 1 Y N N -17.396 11.900 -36.435 6.471 -1.148 -0.492 C1 589 1 589 C2 C2 C 0 1 Y N N -18.376 11.694 -35.518 5.187 -0.580 -0.438 C2 589 2 589 C3 C3 C 0 1 Y N N -18.345 12.398 -34.239 4.491 -0.553 0.796 C3 589 3 589 C4 C4 C 0 1 Y N N -17.308 13.268 -33.999 5.098 -1.095 1.942 C4 589 4 589 C5 C5 C 0 1 Y N N -16.332 13.441 -34.937 6.344 -1.637 1.852 C5 589 5 589 C6 C6 C 0 1 Y N N -16.388 12.775 -36.133 7.028 -1.663 0.639 C6 589 6 589 C7 C7 C 0 1 Y N N -19.344 12.177 -33.319 3.207 0.014 0.852 C7 589 7 589 C8 C8 C 0 1 Y N N -20.388 11.319 -33.511 2.646 0.536 -0.292 C8 589 8 589 C9 C9 C 0 1 Y N N -20.364 10.691 -34.747 3.340 0.506 -1.506 C9 589 9 589 C10 C10 C 0 1 Y N N -19.402 10.845 -35.729 4.584 -0.038 -1.587 C10 589 10 589 N11 N11 N 0 1 N N N -21.334 11.123 -32.604 1.366 1.102 -0.239 N11 589 11 589 C12 C12 C 0 1 N N N -21.713 9.967 -32.081 0.170 0.410 -0.301 C12 589 12 589 N13 N13 N 0 1 N N N -22.702 10.250 -31.249 -0.809 1.267 -0.222 N13 589 13 589 N14 N14 N 0 1 N N N -22.872 11.574 -31.263 -0.255 2.549 -0.107 N14 589 14 589 C15 C15 C 0 1 N N N -22.014 12.074 -32.094 1.087 2.415 -0.115 C15 589 15 589 O16 O16 O 0 1 N N N -21.870 13.281 -32.397 1.900 3.317 -0.028 O16 589 16 589 C17 C17 C 0 1 N N N -23.918 11.989 -30.346 -0.998 3.807 0.007 C17 589 17 589 C18 C18 C 0 1 N N N -25.112 12.578 -30.987 -1.879 3.769 1.260 C18 589 18 589 C19 C19 C 0 1 N N N -26.197 12.514 -29.974 -2.710 5.053 1.329 C19 589 19 589 O20 O20 O 0 1 N N N -25.888 13.392 -28.940 -3.493 5.176 0.140 O20 589 20 589 C21 C21 C 0 1 N N N -24.623 13.211 -28.324 -2.721 5.263 -1.060 C21 589 21 589 C22 C22 C 0 1 N N N -23.483 12.938 -29.281 -1.890 3.988 -1.225 C22 589 22 589 C23 C23 C 0 1 Y N N -21.298 8.561 -32.297 0.026 -1.057 -0.433 C23 589 23 589 C24 C24 C 0 1 Y N N -20.034 8.245 -32.663 1.145 -1.873 -0.641 C24 589 24 589 C25 C25 C 0 1 Y N N -19.693 6.945 -32.832 0.970 -3.235 -0.759 C25 589 25 589 N26 N26 N 0 1 Y N N -20.539 5.980 -32.672 -0.231 -3.776 -0.679 N26 589 26 589 C27 C27 C 0 1 Y N N -21.791 6.220 -32.301 -1.318 -3.043 -0.484 C27 589 27 589 C28 C28 C 0 1 Y N N -22.176 7.525 -32.107 -1.229 -1.664 -0.349 C28 589 28 589 N29 N29 N 0 1 N N N -22.605 5.178 -32.155 -2.560 -3.663 -0.408 N29 589 29 589 C30 C30 C 0 1 N N N -23.899 5.204 -31.569 -3.767 -2.861 -0.191 C30 589 30 589 C31 C31 C 0 1 N N N -24.632 3.950 -31.948 -4.981 -3.607 -0.748 C31 589 31 589 C32 C32 C 0 1 N N N -25.978 3.897 -31.274 -6.241 -2.769 -0.522 C32 589 32 589 C33 C33 C 0 1 N N N -25.895 3.937 -29.777 -6.433 -2.529 0.977 C33 589 33 589 C34 C34 C 0 1 N N N -25.114 5.156 -29.377 -5.218 -1.784 1.533 C34 589 34 589 C35 C35 C 0 1 N N N -23.773 5.259 -30.068 -3.958 -2.621 1.308 C35 589 35 589 H1 H1 H 0 1 N N N -17.412 11.384 -37.384 7.012 -1.179 -1.426 H1 589 36 589 H4 H4 H 0 1 N N N -17.266 13.814 -33.068 4.579 -1.081 2.889 H4 589 37 589 H5 H5 H 0 1 N N N -15.508 14.109 -34.735 6.808 -2.052 2.734 H5 589 38 589 H6 H6 H 0 1 N N N -15.610 12.946 -36.862 8.015 -2.099 0.594 H6 589 39 589 H7 H7 H 0 1 N N N -19.299 12.717 -32.385 2.665 0.041 1.786 H7 589 40 589 H9 H9 H 0 1 N N N -21.177 10.014 -34.965 2.882 0.920 -2.392 H9 589 41 589 H10 H10 H 0 1 N N N -19.472 10.292 -36.654 5.107 -0.054 -2.532 H10 589 42 589 H17 H17 H 0 1 N N N -24.182 11.022 -29.892 -0.299 4.639 0.078 H17 589 43 589 H18 H18 H 0 1 N N N -24.919 13.620 -31.282 -2.544 2.907 1.213 H18 589 44 589 H18A H18A H 0 0 N N N -25.389 12.009 -31.887 -1.248 3.696 2.146 H18A 589 45 589 H19 H19 H 0 1 N N N -27.154 12.802 -30.434 -3.370 5.013 2.196 H19 589 46 589 H19A H19A H 0 0 N N N -26.280 11.490 -29.581 -2.045 5.912 1.417 H19A 589 47 589 H21 H21 H 0 1 N N N -24.384 14.133 -27.773 -3.389 5.375 -1.914 H21 589 48 589 H21A H21A H 0 0 N N N -24.702 12.350 -27.643 -2.057 6.125 -1.003 H21A 589 49 589 H22 H22 H 0 1 N N N -22.642 12.498 -28.725 -1.268 4.071 -2.116 H22 589 50 589 H22A H22A H 0 0 N N N -23.167 13.883 -29.746 -2.556 3.130 -1.322 H22A 589 51 589 H24 H24 H 0 1 N N N -19.302 9.024 -32.819 2.133 -1.441 -0.708 H24 589 52 589 H25 H25 H 0 1 N N N -18.677 6.706 -33.111 1.830 -3.869 -0.920 H25 589 53 589 H28 H28 H 0 1 N N N -23.189 7.739 -31.799 -2.116 -1.071 -0.185 H28 589 54 589 HN29 HN29 H 0 0 N N N -22.763 4.856 -33.088 -2.628 -4.627 -0.498 HN29 589 55 589 H30 H30 H 0 1 N N N -24.447 6.088 -31.927 -3.663 -1.904 -0.702 H30 589 56 589 H31 H31 H 0 1 N N N -24.775 3.933 -33.039 -4.845 -3.777 -1.816 H31 589 57 589 H31A H31A H 0 0 N N N -24.039 3.078 -31.635 -5.085 -4.564 -0.237 H31A 589 58 589 H32 H32 H 0 1 N N N -26.564 4.765 -31.609 -6.138 -1.811 -1.033 H32 589 59 589 H32A H32A H 0 0 N N N -26.472 2.958 -31.566 -7.107 -3.300 -0.919 H32A 589 60 589 H33 H33 H 0 1 N N N -26.907 3.985 -29.349 -7.331 -1.933 1.138 H33 589 61 589 H33A H33A H 0 0 N N N -25.390 3.033 -29.407 -6.537 -3.487 1.487 H33A 589 62 589 H34 H34 H 0 1 N N N -25.706 6.045 -29.640 -5.114 -0.826 1.023 H34 589 63 589 H34A H34A H 0 0 N N N -24.939 5.112 -28.292 -5.355 -1.613 2.601 H34A 589 64 589 H35 H35 H 0 1 N N N -23.144 4.419 -29.738 -4.062 -3.579 1.818 H35 589 65 589 H35A H35A H 0 0 N N N -23.309 6.217 -29.790 -3.093 -2.090 1.704 H35A 589 66 # 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 589 C1 C2 DOUB Y N 1 589 C1 C6 SING Y N 2 589 C2 C3 SING Y N 3 589 C2 C10 SING Y N 4 589 C3 C4 DOUB Y N 5 589 C3 C7 SING Y N 6 589 C4 C5 SING Y N 7 589 C5 C6 DOUB Y N 8 589 C7 C8 DOUB Y N 9 589 C8 C9 SING Y N 10 589 C8 N11 SING N N 11 589 C9 C10 DOUB Y N 12 589 N11 C12 SING N N 13 589 N11 C15 SING N N 14 589 C12 N13 DOUB N N 15 589 C12 C23 SING N N 16 589 N13 N14 SING N N 17 589 N14 C15 SING N N 18 589 N14 C17 SING N N 19 589 C15 O16 DOUB N N 20 589 C17 C18 SING N N 21 589 C17 C22 SING N N 22 589 C18 C19 SING N N 23 589 C19 O20 SING N N 24 589 O20 C21 SING N N 25 589 C21 C22 SING N N 26 589 C23 C24 DOUB Y N 27 589 C23 C28 SING Y N 28 589 C24 C25 SING Y N 29 589 C25 N26 DOUB Y N 30 589 N26 C27 SING Y N 31 589 C27 C28 DOUB Y N 32 589 C27 N29 SING N N 33 589 N29 C30 SING N N 34 589 C30 C31 SING N N 35 589 C30 C35 SING N N 36 589 C31 C32 SING N N 37 589 C32 C33 SING N N 38 589 C33 C34 SING N N 39 589 C34 C35 SING N N 40 589 C1 H1 SING N N 41 589 C4 H4 SING N N 42 589 C5 H5 SING N N 43 589 C6 H6 SING N N 44 589 C7 H7 SING N N 45 589 C9 H9 SING N N 46 589 C10 H10 SING N N 47 589 C17 H17 SING N N 48 589 C18 H18 SING N N 49 589 C18 H18A SING N N 50 589 C19 H19 SING N N 51 589 C19 H19A SING N N 52 589 C21 H21 SING N N 53 589 C21 H21A SING N N 54 589 C22 H22 SING N N 55 589 C22 H22A SING N N 56 589 C24 H24 SING N N 57 589 C25 H25 SING N N 58 589 C28 H28 SING N N 59 589 N29 HN29 SING N N 60 589 C30 H30 SING N N 61 589 C31 H31 SING N N 62 589 C31 H31A SING N N 63 589 C32 H32 SING N N 64 589 C32 H32A SING N N 65 589 C33 H33 SING N N 66 589 C33 H33A SING N N 67 589 C34 H34 SING N N 68 589 C34 H34A SING N N 69 589 C35 H35 SING N N 70 589 C35 H35A SING N N 71 # 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 589 SMILES ACDLabs 12.01 "O=C5N(N=C(c2ccnc(NC1CCCCC1)c2)N5c4cc3ccccc3cc4)C6CCOCC6" 589 SMILES_CANONICAL CACTVS 3.370 "O=C1N(N=C(N1c2ccc3ccccc3c2)c4ccnc(NC5CCCCC5)c4)C6CCOCC6" 589 SMILES CACTVS 3.370 "O=C1N(N=C(N1c2ccc3ccccc3c2)c4ccnc(NC5CCCCC5)c4)C6CCOCC6" 589 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1ccc2cc(ccc2c1)N3C(=NN(C3=O)C4CCOCC4)c5ccnc(c5)NC6CCCCC6" 589 SMILES "OpenEye OEToolkits" 1.7.0 "c1ccc2cc(ccc2c1)N3C(=NN(C3=O)C4CCOCC4)c5ccnc(c5)NC6CCCCC6" 589 InChI InChI 1.03 "InChI=1S/C28H31N5O2/c34-28-32(25-11-10-20-6-4-5-7-21(20)18-25)27(31-33(28)24-13-16-35-17-14-24)22-12-15-29-26(19-22)30-23-8-2-1-3-9-23/h4-7,10-12,15,18-19,23-24H,1-3,8-9,13-14,16-17H2,(H,29,30)" 589 InChIKey InChI 1.03 YZJYYYWPZRYBLV-UHFFFAOYSA-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 589 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[2-(cyclohexylamino)pyridin-4-yl]-4-(naphthalen-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-2,4-dihydro-3H-1,2,4-triazol-3-one" 589 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "5-[2-(cyclohexylamino)pyridin-4-yl]-4-naphthalen-2-yl-2-(oxan-4-yl)-1,2,4-triazol-3-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 589 "Create component" 2010-09-27 RCSB 589 "Modify aromatic_flag" 2011-06-04 RCSB 589 "Modify descriptor" 2011-06-04 RCSB #