data_O75 # _chem_comp.id O75 _chem_comp.name "N-benzyl-3-(2-cyano-6-propylpyrimidin-4-yl)-N-[2-(dimethylamino)ethyl]-5-(trifluoromethyl)benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 F3 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-07-22 _chem_comp.pdbx_modified_date 2011-06-04 _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 495.539 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O75 _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 3O1G _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 O75 C1 C1 C 0 1 Y N N 13.827 -3.019 6.811 -2.895 -0.348 0.368 C1 O75 1 O75 N2 N2 N 0 1 Y N N 15.007 -3.093 6.164 -3.053 -1.652 0.573 N2 O75 2 O75 C3 C3 C 0 1 Y N N 16.002 -2.252 6.470 -4.249 -2.213 0.461 C3 O75 3 O75 N4 N4 N 0 1 Y N N 15.867 -1.281 7.413 -5.324 -1.504 0.143 N4 O75 4 O75 C5 C5 C 0 1 Y N N 14.712 -1.174 8.113 -5.241 -0.203 -0.075 C5 O75 5 O75 C6 C6 C 0 1 Y N N 13.661 -2.053 7.827 -4.011 0.425 0.032 C6 O75 6 O75 C7 C7 C 0 1 N N N 17.243 -2.300 5.691 -4.383 -3.620 0.689 C7 O75 7 O75 N8 N8 N 0 1 N N N 17.994 -1.296 5.792 -4.490 -4.736 0.870 N8 O75 8 O75 C9 C9 C 0 1 N N N 14.615 -0.091 9.182 -6.472 0.589 -0.435 C9 O75 9 O75 C10 C10 C 0 1 N N N 14.951 1.267 8.601 -7.140 -0.037 -1.661 C10 O75 10 O75 C11 C11 C 0 1 N N N 13.979 1.625 7.500 -8.390 0.766 -2.026 C11 O75 11 O75 C12 C12 C 0 1 Y N N 12.788 -4.031 6.450 -1.557 0.278 0.500 C12 O75 12 O75 C13 C13 C 0 1 Y N N 11.413 -3.799 6.558 -0.453 -0.500 0.836 C13 O75 13 O75 C14 C14 C 0 1 Y N N 10.506 -4.791 6.198 0.801 0.095 0.958 C14 O75 14 O75 C15 C15 C 0 1 Y N N 10.963 -6.032 5.774 0.942 1.468 0.743 C15 O75 15 O75 C16 C16 C 0 1 Y N N 12.332 -6.270 5.659 -0.157 2.233 0.411 C16 O75 16 O75 C17 C17 C 0 1 Y N N 13.237 -5.274 6.001 -1.402 1.647 0.283 C17 O75 17 O75 C18 C18 C 0 1 N N N 12.860 -7.605 5.220 0.001 3.714 0.182 C18 O75 18 O75 F19 F19 F 0 1 N N N 13.698 -7.465 4.243 -0.395 4.029 -1.123 F19 O75 19 O75 F20 F20 F 0 1 N N N 11.909 -8.422 4.884 -0.796 4.416 1.093 F20 O75 20 O75 F21 F21 F 0 1 N N N 13.478 -8.177 6.227 1.341 4.073 0.361 F21 O75 21 O75 C22 C22 C 0 1 N N N 9.019 -4.608 6.341 1.979 -0.725 1.314 C22 O75 22 O75 O23 O23 O 0 1 N N N 8.645 -4.550 7.482 1.906 -1.531 2.221 O23 O75 23 O75 N24 N24 N 0 1 N N N 8.136 -4.609 5.344 3.133 -0.577 0.634 N24 O75 24 O75 C25 C25 C 0 1 N N N 8.498 -4.711 3.936 4.259 -1.477 0.898 C25 O75 25 O75 C26 C26 C 0 1 Y N N 8.092 -3.449 3.217 4.169 -2.675 -0.011 C26 O75 26 O75 C27 C27 C 0 1 Y N N 8.371 -2.212 3.788 4.780 -2.649 -1.251 C27 O75 27 O75 C28 C28 C 0 1 Y N N 7.976 -1.051 3.131 4.697 -3.748 -2.085 C28 O75 28 O75 C29 C29 C 0 1 Y N N 7.323 -1.144 1.908 4.003 -4.873 -1.680 C29 O75 29 O75 C30 C30 C 0 1 Y N N 7.054 -2.377 1.339 3.392 -4.899 -0.440 C30 O75 30 O75 C31 C31 C 0 1 Y N N 7.439 -3.542 1.999 3.480 -3.802 0.397 C31 O75 31 O75 C32 C32 C 0 1 N N N 6.682 -4.458 5.614 3.261 0.482 -0.370 C32 O75 32 O75 C33 C33 C 0 1 N N N 6.224 -5.658 6.460 3.978 1.685 0.247 C33 O75 33 O75 N34 N34 N 0 1 N N N 4.764 -5.809 6.457 3.994 2.793 -0.718 N34 O75 34 O75 C35 C35 C 0 1 N N N 4.213 -6.963 7.163 4.458 4.035 -0.085 C35 O75 35 O75 C36 C36 C 0 1 N N N 3.871 -4.856 5.792 4.815 2.459 -1.889 C36 O75 36 O75 H6 H6 H 0 1 N N N 12.734 -1.993 8.377 -3.916 1.487 -0.141 H6 O75 37 O75 H9 H9 H 0 1 N N N 13.589 -0.068 9.578 -7.168 0.580 0.403 H9 O75 38 O75 H9A H9A H 0 1 N N N 15.324 -0.321 9.991 -6.189 1.617 -0.661 H9A O75 39 O75 H10 H10 H 0 1 N N N 14.891 2.025 9.396 -6.444 -0.028 -2.499 H10 O75 40 O75 H10A H10A H 0 0 N N N 15.970 1.241 8.188 -7.423 -1.066 -1.434 H10A O75 41 O75 H11 H11 H 0 1 N N N 14.237 2.612 7.089 -9.086 0.757 -1.188 H11 O75 42 O75 H11A H11A H 0 0 N N N 14.035 0.870 6.702 -8.107 1.794 -2.252 H11A O75 43 O75 H11B H11B H 0 0 N N N 12.958 1.653 7.907 -8.866 0.320 -2.899 H11B O75 44 O75 H13 H13 H 0 1 N N N 11.054 -2.847 6.922 -0.568 -1.561 1.001 H13 O75 45 O75 H15 H15 H 0 1 N N N 10.257 -6.813 5.533 1.913 1.931 0.838 H15 O75 46 O75 H17 H17 H 0 1 N N N 14.297 -5.463 5.919 -2.258 2.251 0.023 H17 O75 47 O75 H25 H25 H 0 1 N N N 9.586 -4.849 3.847 5.195 -0.950 0.714 H25 O75 48 O75 H25A H25A H 0 0 N N N 7.980 -5.571 3.486 4.225 -1.805 1.937 H25A O75 49 O75 H27 H27 H 0 1 N N N 8.890 -2.153 4.733 5.322 -1.770 -1.567 H27 O75 50 O75 H28 H28 H 0 1 N N N 8.176 -0.084 3.569 5.174 -3.728 -3.054 H28 O75 51 O75 H29 H29 H 0 1 N N N 7.021 -0.243 1.395 3.938 -5.732 -2.332 H29 O75 52 O75 H30 H30 H 0 1 N N N 6.548 -2.436 0.387 2.849 -5.777 -0.124 H30 O75 53 O75 H31 H31 H 0 1 N N N 7.230 -4.509 1.565 3.002 -3.822 1.365 H31 O75 54 O75 H32 H32 H 0 1 N N N 6.498 -3.522 6.161 3.838 0.111 -1.217 H32 O75 55 O75 H32A H32A H 0 0 N N N 6.125 -4.434 4.665 2.270 0.784 -0.709 H32A O75 56 O75 H33 H33 H 0 1 N N N 6.673 -6.572 6.044 3.453 1.997 1.150 H33 O75 57 O75 H33A H33A H 0 0 N N N 6.559 -5.505 7.497 5.002 1.408 0.499 H33A O75 58 O75 H35 H35 H 0 1 N N N 3.116 -6.954 7.082 5.468 3.891 0.299 H35 O75 59 O75 H35A H35A H 0 0 N N N 4.606 -7.888 6.716 4.460 4.839 -0.821 H35A O75 60 O75 H35B H35B H 0 0 N N N 4.502 -6.916 8.223 3.790 4.296 0.736 H35B O75 61 O75 H36 H36 H 0 1 N N N 2.827 -5.177 5.925 4.408 1.575 -2.379 H36 O75 62 O75 H36A H36A H 0 0 N N N 4.007 -3.858 6.233 4.810 3.297 -2.587 H36A O75 63 O75 H36B H36B H 0 0 N N N 4.109 -4.818 4.719 5.838 2.259 -1.570 H36B O75 64 # 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 O75 C1 C6 SING Y N 1 O75 N2 C1 DOUB Y N 2 O75 N2 C3 SING Y N 3 O75 C3 N4 DOUB Y N 4 O75 N4 C5 SING Y N 5 O75 C5 C9 SING N N 6 O75 C6 C5 DOUB Y N 7 O75 C7 C3 SING N N 8 O75 C7 N8 TRIP N N 9 O75 C10 C9 SING N N 10 O75 C11 C10 SING N N 11 O75 C12 C1 SING Y N 12 O75 C12 C13 SING Y N 13 O75 C14 C13 DOUB Y N 14 O75 C14 C22 SING N N 15 O75 C15 C14 SING Y N 16 O75 C16 C15 DOUB Y N 17 O75 C16 C17 SING Y N 18 O75 C17 C12 DOUB Y N 19 O75 C18 C16 SING N N 20 O75 C18 F21 SING N N 21 O75 F19 C18 SING N N 22 O75 F20 C18 SING N N 23 O75 C22 O23 DOUB N N 24 O75 N24 C22 SING N N 25 O75 N24 C32 SING N N 26 O75 C25 N24 SING N N 27 O75 C26 C25 SING N N 28 O75 C26 C27 SING Y N 29 O75 C28 C27 DOUB Y N 30 O75 C29 C28 SING Y N 31 O75 C30 C29 DOUB Y N 32 O75 C30 C31 SING Y N 33 O75 C31 C26 DOUB Y N 34 O75 C32 C33 SING N N 35 O75 N34 C33 SING N N 36 O75 N34 C35 SING N N 37 O75 C36 N34 SING N N 38 O75 C6 H6 SING N N 39 O75 C9 H9 SING N N 40 O75 C9 H9A SING N N 41 O75 C10 H10 SING N N 42 O75 C10 H10A SING N N 43 O75 C11 H11 SING N N 44 O75 C11 H11A SING N N 45 O75 C11 H11B SING N N 46 O75 C13 H13 SING N N 47 O75 C15 H15 SING N N 48 O75 C17 H17 SING N N 49 O75 C25 H25 SING N N 50 O75 C25 H25A SING N N 51 O75 C27 H27 SING N N 52 O75 C28 H28 SING N N 53 O75 C29 H29 SING N N 54 O75 C30 H30 SING N N 55 O75 C31 H31 SING N N 56 O75 C32 H32 SING N N 57 O75 C32 H32A SING N N 58 O75 C33 H33 SING N N 59 O75 C33 H33A SING N N 60 O75 C35 H35 SING N N 61 O75 C35 H35A SING N N 62 O75 C35 H35B SING N N 63 O75 C36 H36 SING N N 64 O75 C36 H36A SING N N 65 O75 C36 H36B SING N N 66 # 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 O75 SMILES ACDLabs 12.01 "N#Cc3nc(c2cc(C(=O)N(Cc1ccccc1)CCN(C)C)cc(c2)C(F)(F)F)cc(n3)CCC" O75 SMILES_CANONICAL CACTVS 3.370 "CCCc1cc(nc(n1)C#N)c2cc(cc(c2)C(F)(F)F)C(=O)N(CCN(C)C)Cc3ccccc3" O75 SMILES CACTVS 3.370 "CCCc1cc(nc(n1)C#N)c2cc(cc(c2)C(F)(F)F)C(=O)N(CCN(C)C)Cc3ccccc3" O75 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCc1cc(nc(n1)C#N)c2cc(cc(c2)C(F)(F)F)C(=O)N(CCN(C)C)Cc3ccccc3" O75 SMILES "OpenEye OEToolkits" 1.7.0 "CCCc1cc(nc(n1)C#N)c2cc(cc(c2)C(F)(F)F)C(=O)N(CCN(C)C)Cc3ccccc3" O75 InChI InChI 1.03 "InChI=1S/C27H28F3N5O/c1-4-8-23-16-24(33-25(17-31)32-23)20-13-21(15-22(14-20)27(28,29)30)26(36)35(12-11-34(2)3)18-19-9-6-5-7-10-19/h5-7,9-10,13-16H,4,8,11-12,18H2,1-3H3" O75 InChIKey InChI 1.03 AGGVJWZHDDIPAU-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 O75 "SYSTEMATIC NAME" ACDLabs 12.01 "N-benzyl-3-(2-cyano-6-propylpyrimidin-4-yl)-N-[2-(dimethylamino)ethyl]-5-(trifluoromethyl)benzamide" O75 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "3-(2-cyano-6-propyl-pyrimidin-4-yl)-N-(2-dimethylaminoethyl)-N-(phenylmethyl)-5-(trifluoromethyl)benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site O75 "Create component" 2010-07-22 RCSB O75 "Modify aromatic_flag" 2011-06-04 RCSB O75 "Modify descriptor" 2011-06-04 RCSB #