data_EK9 # _chem_comp.id EK9 _chem_comp.name "N-[(1S)-2-hydroxy-1-phenylethyl]-4-(5-methyl-2-phenylpyrimidin-4-yl)-1H-pyrrole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-07-06 _chem_comp.pdbx_modified_date 2012-08-24 _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 398.457 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EK9 _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 4FV5 _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 EK9 O2 O2 O 0 1 N N N -9.750 2.752 12.686 -1.833 -1.511 -1.292 O2 EK9 1 EK9 C3 C3 C 0 1 N N N -10.394 3.185 13.656 -2.035 -0.496 -0.652 C3 EK9 2 EK9 N1 N1 N 0 1 N N N -9.825 4.107 14.572 -3.296 -0.143 -0.330 N1 EK9 3 EK9 C2 C2 C 0 1 N N S -8.419 4.471 14.544 -4.421 -0.980 -0.751 C2 EK9 4 EK9 C19 C19 C 0 1 Y N N -8.106 5.617 13.609 -5.584 -0.766 0.184 C19 EK9 5 EK9 C24 C24 C 0 1 Y N N -6.755 5.821 13.267 -6.359 -1.840 0.581 C24 EK9 6 EK9 C23 C23 C 0 1 Y N N -6.393 6.891 12.452 -7.425 -1.643 1.438 C23 EK9 7 EK9 C22 C22 C 0 1 Y N N -7.368 7.763 11.953 -7.718 -0.373 1.897 C22 EK9 8 EK9 C21 C21 C 0 1 Y N N -8.719 7.564 12.269 -6.943 0.701 1.501 C21 EK9 9 EK9 C20 C20 C 0 1 Y N N -9.091 6.501 13.098 -5.872 0.503 0.648 C20 EK9 10 EK9 C1 C1 C 0 1 N N N -8.026 4.953 15.970 -4.835 -0.601 -2.174 C1 EK9 11 EK9 O1 O1 O 0 1 N N N -8.340 3.996 16.934 -5.335 0.738 -2.185 O1 EK9 12 EK9 C4 C4 C 0 1 Y N N -11.751 2.770 13.946 -0.907 0.340 -0.225 C4 EK9 13 EK9 C7 C7 C 0 1 Y N N -12.691 2.125 13.132 0.412 0.097 -0.482 C7 EK9 14 EK9 C6 C6 C 0 1 Y N N -13.939 2.132 13.797 1.148 1.144 0.108 C6 EK9 15 EK9 C5 C5 C 0 1 Y N N -13.709 2.774 15.037 0.243 1.992 0.708 C5 EK9 16 EK9 N2 N2 N 0 1 Y N N -12.409 3.142 15.125 -0.996 1.507 0.500 N2 EK9 17 EK9 C8 C8 C 0 1 Y N N -15.285 1.690 13.378 2.621 1.303 0.087 C8 EK9 18 EK9 C11 C11 C 0 1 Y N N -15.633 1.010 12.157 3.197 2.577 0.020 C11 EK9 19 EK9 C12 C12 C 0 1 N N N -14.745 0.504 11.113 2.335 3.811 -0.031 C12 EK9 20 EK9 C10 C10 C 0 1 Y N N -17.051 0.828 12.022 4.577 2.676 0.003 C10 EK9 21 EK9 N4 N4 N 0 1 Y N N -18.011 1.220 12.846 5.306 1.573 0.049 N4 EK9 22 EK9 C9 C9 C 0 1 Y N N -17.575 1.896 14.041 4.734 0.378 0.112 C9 EK9 23 EK9 N3 N3 N 0 1 Y N N -16.196 2.084 14.272 3.417 0.238 0.136 N3 EK9 24 EK9 C13 C13 C 0 1 Y N N -18.475 2.348 15.019 5.591 -0.832 0.162 C13 EK9 25 EK9 C18 C18 C 0 1 Y N N -18.041 2.842 16.326 6.979 -0.707 0.144 C18 EK9 26 EK9 C17 C17 C 0 1 Y N N -18.945 3.224 17.290 7.771 -1.836 0.191 C17 EK9 27 EK9 C16 C16 C 0 1 Y N N -20.338 3.170 17.073 7.190 -3.090 0.257 C16 EK9 28 EK9 C15 C15 C 0 1 Y N N -20.785 2.691 15.829 5.813 -3.219 0.276 C15 EK9 29 EK9 C14 C14 C 0 1 Y N N -19.908 2.289 14.843 5.011 -2.097 0.234 C14 EK9 30 EK9 H6 H6 H 0 1 N N N -10.415 4.523 15.264 -3.457 0.666 0.181 H6 EK9 31 EK9 H1 H1 H 0 1 N N N -7.803 3.600 14.278 -4.124 -2.029 -0.726 H1 EK9 32 EK9 H22 H22 H 0 1 N N N -5.998 5.146 13.638 -6.130 -2.833 0.221 H22 EK9 33 EK9 H21 H21 H 0 1 N N N -5.354 7.049 12.204 -8.031 -2.483 1.747 H21 EK9 34 EK9 H20 H20 H 0 1 N N N -7.078 8.591 11.323 -8.554 -0.219 2.563 H20 EK9 35 EK9 H19 H19 H 0 1 N N N -9.471 8.230 11.873 -7.171 1.693 1.860 H19 EK9 36 EK9 H18 H18 H 0 1 N N N -10.131 6.353 13.350 -5.267 1.342 0.338 H18 EK9 37 EK9 H4 H4 H 0 1 N N N -6.943 5.147 15.997 -3.970 -0.671 -2.835 H4 EK9 38 EK9 H5 H5 H 0 1 N N N -8.570 5.882 16.197 -5.612 -1.282 -2.521 H5 EK9 39 EK9 H3 H3 H 0 1 N N N -8.090 4.317 17.792 -5.616 1.046 -3.057 H3 EK9 40 EK9 H8 H8 H 0 1 N N N -12.496 1.695 12.161 0.814 -0.739 -1.034 H8 EK9 41 EK9 H7 H7 H 0 1 N N N -14.457 2.944 15.797 0.486 2.895 1.248 H7 EK9 42 EK9 H2 H2 H 0 1 N N N -11.987 3.604 15.905 -1.819 1.913 0.813 H2 EK9 43 EK9 H12 H12 H 0 1 N N N -14.586 1.286 10.355 2.137 4.158 0.983 H12 EK9 44 EK9 H10 H10 H 0 1 N N N -13.779 0.223 11.558 2.852 4.593 -0.588 H10 EK9 45 EK9 H11 H11 H 0 1 N N N -15.201 -0.378 10.640 1.392 3.576 -0.525 H11 EK9 46 EK9 H9 H9 H 0 1 N N N -17.376 0.305 11.135 5.054 3.644 -0.048 H9 EK9 47 EK9 H17 H17 H 0 1 N N N -16.984 2.908 16.539 7.434 0.271 0.092 H17 EK9 48 EK9 H16 H16 H 0 1 N N N -18.577 3.576 18.242 8.847 -1.741 0.177 H16 EK9 49 EK9 H15 H15 H 0 1 N N N -21.036 3.485 17.835 7.814 -3.971 0.294 H15 EK9 50 EK9 H14 H14 H 0 1 N N N -21.847 2.636 15.640 5.364 -4.201 0.328 H14 EK9 51 EK9 H13 H13 H 0 1 N N N -20.305 1.918 13.910 3.936 -2.199 0.253 H13 EK9 52 # 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 EK9 C12 C11 SING N N 1 EK9 C22 C21 DOUB Y N 2 EK9 C22 C23 SING Y N 3 EK9 C10 C11 DOUB Y N 4 EK9 C10 N4 SING Y N 5 EK9 C11 C8 SING Y N 6 EK9 C21 C20 SING Y N 7 EK9 C23 C24 DOUB Y N 8 EK9 O2 C3 DOUB N N 9 EK9 N4 C9 DOUB Y N 10 EK9 C20 C19 DOUB Y N 11 EK9 C7 C6 SING Y N 12 EK9 C7 C4 DOUB Y N 13 EK9 C24 C19 SING Y N 14 EK9 C8 C6 SING N N 15 EK9 C8 N3 DOUB Y N 16 EK9 C19 C2 SING N N 17 EK9 C3 C4 SING N N 18 EK9 C3 N1 SING N N 19 EK9 C6 C5 DOUB Y N 20 EK9 C4 N2 SING Y N 21 EK9 C9 N3 SING Y N 22 EK9 C9 C13 SING N N 23 EK9 C2 N1 SING N N 24 EK9 C2 C1 SING N N 25 EK9 C14 C13 DOUB Y N 26 EK9 C14 C15 SING Y N 27 EK9 C13 C18 SING Y N 28 EK9 C5 N2 SING Y N 29 EK9 C15 C16 DOUB Y N 30 EK9 C1 O1 SING N N 31 EK9 C18 C17 DOUB Y N 32 EK9 C16 C17 SING Y N 33 EK9 N1 H6 SING N N 34 EK9 C2 H1 SING N N 35 EK9 C24 H22 SING N N 36 EK9 C23 H21 SING N N 37 EK9 C22 H20 SING N N 38 EK9 C21 H19 SING N N 39 EK9 C20 H18 SING N N 40 EK9 C1 H4 SING N N 41 EK9 C1 H5 SING N N 42 EK9 O1 H3 SING N N 43 EK9 C7 H8 SING N N 44 EK9 C5 H7 SING N N 45 EK9 N2 H2 SING N N 46 EK9 C12 H12 SING N N 47 EK9 C12 H10 SING N N 48 EK9 C12 H11 SING N N 49 EK9 C10 H9 SING N N 50 EK9 C18 H17 SING N N 51 EK9 C17 H16 SING N N 52 EK9 C16 H15 SING N N 53 EK9 C15 H14 SING N N 54 EK9 C14 H13 SING N N 55 # 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 EK9 SMILES ACDLabs 12.01 "O=C(c3cc(c1nc(ncc1C)c2ccccc2)cn3)NC(c4ccccc4)CO" EK9 InChI InChI 1.03 "InChI=1S/C24H22N4O2/c1-16-13-26-23(18-10-6-3-7-11-18)28-22(16)19-12-20(25-14-19)24(30)27-21(15-29)17-8-4-2-5-9-17/h2-14,21,25,29H,15H2,1H3,(H,27,30)/t21-/m1/s1" EK9 InChIKey InChI 1.03 FNNBPGRLZUMRCC-OAQYLSRUSA-N EK9 SMILES_CANONICAL CACTVS 3.370 "Cc1cnc(nc1c2c[nH]c(c2)C(=O)N[C@H](CO)c3ccccc3)c4ccccc4" EK9 SMILES CACTVS 3.370 "Cc1cnc(nc1c2c[nH]c(c2)C(=O)N[CH](CO)c3ccccc3)c4ccccc4" EK9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cnc(nc1c2cc([nH]c2)C(=O)N[C@H](CO)c3ccccc3)c4ccccc4" EK9 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cnc(nc1c2cc([nH]c2)C(=O)NC(CO)c3ccccc3)c4ccccc4" # 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 EK9 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(1S)-2-hydroxy-1-phenylethyl]-4-(5-methyl-2-phenylpyrimidin-4-yl)-1H-pyrrole-2-carboxamide" EK9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-(5-methyl-2-phenyl-pyrimidin-4-yl)-N-[(1S)-2-oxidanyl-1-phenyl-ethyl]-1H-pyrrole-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 EK9 "Create component" 2012-07-06 RCSB EK9 "Initial release" 2012-08-24 RCSB #