data_2RQ # _chem_comp.id 2RQ _chem_comp.name "4-[4-(4-fluorophenyl)-1-(piperidin-4-yl)-1H-imidazol-5-yl]-2-(2-methoxyphenoxy)pyrimidine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 F N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-01-13 _chem_comp.pdbx_modified_date 2014-02-28 _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 445.489 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2RQ _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 4O7F _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 2RQ C01 C01 C 0 1 N N N 61.551 21.009 24.945 3.474 3.438 2.532 C01 2RQ 1 2RQ O02 O02 O 0 1 N N N 62.656 21.555 24.188 3.169 2.286 1.743 O02 2RQ 2 2RQ C03 C03 C 0 1 Y N N 63.910 21.160 24.553 4.003 2.009 0.706 C03 2RQ 3 2RQ C04 C04 C 0 1 Y N N 64.157 20.154 25.514 5.092 2.828 0.453 C04 2RQ 4 2RQ C05 C05 C 0 1 Y N N 65.487 19.821 25.852 5.939 2.544 -0.602 C05 2RQ 5 2RQ C06 C06 C 0 1 Y N N 66.563 20.505 25.253 5.704 1.445 -1.406 C06 2RQ 6 2RQ C07 C07 C 0 1 Y N N 66.309 21.497 24.302 4.619 0.623 -1.159 C07 2RQ 7 2RQ C08 C08 C 0 1 Y N N 64.981 21.829 23.947 3.769 0.898 -0.100 C08 2RQ 8 2RQ O09 O09 O 0 1 N N N 64.724 22.857 23.065 2.703 0.091 0.145 O09 2RQ 9 2RQ C10 C10 C 0 1 Y N N 64.292 22.572 21.808 1.486 0.496 -0.292 C10 2RQ 10 2RQ N11 N11 N 0 1 Y N N 64.251 23.620 20.932 1.396 1.597 -1.021 N11 2RQ 11 2RQ C12 C12 C 0 1 Y N N 63.881 23.430 19.658 0.226 2.028 -1.469 C12 2RQ 12 2RQ C13 C13 C 0 1 Y N N 63.527 22.154 19.228 -0.918 1.314 -1.168 C13 2RQ 13 2RQ C14 C14 C 0 1 Y N N 63.513 21.077 20.156 -0.793 0.152 -0.394 C14 2RQ 14 2RQ N15 N15 N 0 1 Y N N 63.924 21.323 21.431 0.420 -0.223 0.017 N15 2RQ 15 2RQ C16 C16 C 0 1 Y N N 63.157 19.769 19.731 -1.982 -0.646 -0.044 C16 2RQ 16 2RQ C17 C17 C 0 1 Y N N 62.324 19.403 18.641 -2.029 -2.010 0.190 C17 2RQ 17 2RQ N18 N18 N 0 1 Y N N 62.292 18.059 18.581 -3.305 -2.323 0.475 N18 2RQ 18 2RQ C19 C19 C 0 1 Y N N 63.105 17.598 19.519 -4.041 -1.247 0.432 C19 2RQ 19 2RQ N20 N20 N 0 1 Y N N 63.658 18.602 20.235 -3.270 -0.185 0.122 N20 2RQ 20 2RQ C21 C21 C 0 1 N N N 64.549 18.370 21.371 -3.719 1.203 -0.017 C21 2RQ 21 2RQ C22 C22 C 0 1 N N N 65.965 17.803 21.101 -4.471 1.626 1.248 C22 2RQ 22 2RQ C23 C23 C 0 1 N N N 66.722 17.478 22.410 -4.990 3.055 1.073 C23 2RQ 23 2RQ N24 N24 N 0 1 N N N 65.958 16.502 23.213 -5.883 3.114 -0.092 N24 2RQ 24 2RQ C25 C25 C 0 1 N N N 64.635 17.031 23.591 -5.170 2.757 -1.325 C25 2RQ 25 2RQ C26 C26 C 0 1 N N N 63.782 17.409 22.344 -4.656 1.319 -1.222 C26 2RQ 26 2RQ C27 C27 C 0 1 Y N N 61.450 20.120 17.777 -0.885 -2.950 0.136 C27 2RQ 27 2RQ C28 C28 C 0 1 Y N N 61.049 19.602 16.524 0.138 -2.754 -0.792 C28 2RQ 28 2RQ C29 C29 C 0 1 Y N N 60.119 20.302 15.740 1.204 -3.628 -0.835 C29 2RQ 29 2RQ C30 C30 C 0 1 Y N N 59.514 21.489 16.187 1.259 -4.701 0.042 C30 2RQ 30 2RQ C31 C31 C 0 1 Y N N 59.868 22.000 17.453 0.244 -4.899 0.965 C31 2RQ 31 2RQ C32 C32 C 0 1 Y N N 60.811 21.301 18.230 -0.825 -4.030 1.016 C32 2RQ 32 2RQ F33 F33 F 0 1 N N N 58.644 22.114 15.417 2.304 -5.555 -0.004 F33 2RQ 33 2RQ H011 H011 H 0 0 N N N 60.604 21.406 24.550 2.732 3.543 3.323 H011 2RQ 34 2RQ H012 H012 H 0 0 N N N 61.553 19.912 24.858 4.464 3.324 2.974 H012 2RQ 35 2RQ H013 H013 H 0 0 N N N 61.655 21.293 26.003 3.459 4.325 1.899 H013 2RQ 36 2RQ H041 H041 H 0 0 N N N 63.332 19.642 25.988 5.278 3.688 1.079 H041 2RQ 37 2RQ H051 H051 H 0 0 N N N 65.680 19.039 26.572 6.787 3.184 -0.799 H051 2RQ 38 2RQ H061 H061 H 0 0 N N N 67.579 20.264 25.527 6.369 1.227 -2.229 H061 2RQ 39 2RQ H071 H071 H 0 0 N N N 67.134 22.014 23.834 4.438 -0.235 -1.789 H071 2RQ 40 2RQ H121 H121 H 0 0 N N N 63.858 24.262 18.969 0.167 2.928 -2.063 H121 2RQ 41 2RQ H131 H131 H 0 0 N N N 63.264 21.983 18.194 -1.884 1.644 -1.520 H131 2RQ 42 2RQ H191 H191 H 0 0 N N N 63.302 16.550 19.691 -5.103 -1.211 0.620 H191 2RQ 43 2RQ H211 H211 H 0 0 N N N 64.680 19.324 21.903 -2.855 1.852 -0.163 H211 2RQ 44 2RQ H222 H222 H 0 0 N N N 65.871 16.881 20.508 -5.311 0.951 1.414 H222 2RQ 45 2RQ H221 H221 H 0 0 N N N 66.542 18.547 20.533 -3.797 1.586 2.103 H221 2RQ 46 2RQ H231 H231 H 0 0 N N N 67.707 17.054 22.164 -5.539 3.354 1.966 H231 2RQ 47 2RQ H232 H232 H 0 0 N N N 66.855 18.402 22.992 -4.149 3.731 0.920 H232 2RQ 48 2RQ H241 H241 H 0 0 N N N 65.833 15.667 22.677 -6.691 2.525 0.042 H241 2RQ 49 2RQ H252 H252 H 0 0 N N N 64.775 17.929 24.211 -5.849 2.840 -2.174 H252 2RQ 50 2RQ H251 H251 H 0 0 N N N 64.098 16.265 24.170 -4.327 3.435 -1.467 H251 2RQ 51 2RQ H262 H262 H 0 0 N N N 62.862 17.908 22.682 -4.114 1.061 -2.131 H262 2RQ 52 2RQ H261 H261 H 0 0 N N N 63.522 16.489 21.801 -5.499 0.640 -1.095 H261 2RQ 53 2RQ H281 H281 H 0 0 N N N 61.458 18.667 16.170 0.095 -1.919 -1.476 H281 2RQ 54 2RQ H291 H291 H 0 0 N N N 59.861 19.917 14.765 1.996 -3.478 -1.552 H291 2RQ 55 2RQ H311 H311 H 0 0 N N N 59.423 22.913 17.820 0.292 -5.736 1.646 H311 2RQ 56 2RQ H321 H321 H 0 0 N N N 61.057 21.680 19.211 -1.613 -4.183 1.739 H321 2RQ 57 # 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 2RQ F33 C30 SING N N 1 2RQ C29 C30 DOUB Y N 2 2RQ C29 C28 SING Y N 3 2RQ C30 C31 SING Y N 4 2RQ C28 C27 DOUB Y N 5 2RQ C31 C32 DOUB Y N 6 2RQ C27 C32 SING Y N 7 2RQ C27 C17 SING N N 8 2RQ N18 C17 SING Y N 9 2RQ N18 C19 DOUB Y N 10 2RQ C17 C16 DOUB Y N 11 2RQ C13 C12 DOUB Y N 12 2RQ C13 C14 SING Y N 13 2RQ C19 N20 SING Y N 14 2RQ C12 N11 SING Y N 15 2RQ C16 C14 SING N N 16 2RQ C16 N20 SING Y N 17 2RQ C14 N15 DOUB Y N 18 2RQ N20 C21 SING N N 19 2RQ N11 C10 DOUB Y N 20 2RQ C22 C21 SING N N 21 2RQ C22 C23 SING N N 22 2RQ C21 C26 SING N N 23 2RQ N15 C10 SING Y N 24 2RQ C10 O09 SING N N 25 2RQ C26 C25 SING N N 26 2RQ C23 N24 SING N N 27 2RQ O09 C08 SING N N 28 2RQ N24 C25 SING N N 29 2RQ C08 C07 DOUB Y N 30 2RQ C08 C03 SING Y N 31 2RQ O02 C03 SING N N 32 2RQ O02 C01 SING N N 33 2RQ C07 C06 SING Y N 34 2RQ C03 C04 DOUB Y N 35 2RQ C06 C05 DOUB Y N 36 2RQ C04 C05 SING Y N 37 2RQ C01 H011 SING N N 38 2RQ C01 H012 SING N N 39 2RQ C01 H013 SING N N 40 2RQ C04 H041 SING N N 41 2RQ C05 H051 SING N N 42 2RQ C06 H061 SING N N 43 2RQ C07 H071 SING N N 44 2RQ C12 H121 SING N N 45 2RQ C13 H131 SING N N 46 2RQ C19 H191 SING N N 47 2RQ C21 H211 SING N N 48 2RQ C22 H222 SING N N 49 2RQ C22 H221 SING N N 50 2RQ C23 H231 SING N N 51 2RQ C23 H232 SING N N 52 2RQ N24 H241 SING N N 53 2RQ C25 H252 SING N N 54 2RQ C25 H251 SING N N 55 2RQ C26 H262 SING N N 56 2RQ C26 H261 SING N N 57 2RQ C28 H281 SING N N 58 2RQ C29 H291 SING N N 59 2RQ C31 H311 SING N N 60 2RQ C32 H321 SING N N 61 # 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 2RQ SMILES ACDLabs 12.01 "Fc5ccc(c1ncn(c1c3nc(Oc2ccccc2OC)ncc3)C4CCNCC4)cc5" 2RQ InChI InChI 1.03 "InChI=1S/C25H24FN5O2/c1-32-21-4-2-3-5-22(21)33-25-28-15-12-20(30-25)24-23(17-6-8-18(26)9-7-17)29-16-31(24)19-10-13-27-14-11-19/h2-9,12,15-16,19,27H,10-11,13-14H2,1H3" 2RQ InChIKey InChI 1.03 RGWJYCCSHANDCO-UHFFFAOYSA-N 2RQ SMILES_CANONICAL CACTVS 3.385 "COc1ccccc1Oc2nccc(n2)c3n(cnc3c4ccc(F)cc4)C5CCNCC5" 2RQ SMILES CACTVS 3.385 "COc1ccccc1Oc2nccc(n2)c3n(cnc3c4ccc(F)cc4)C5CCNCC5" 2RQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccccc1Oc2nccc(n2)c3c(ncn3C4CCNCC4)c5ccc(cc5)F" 2RQ SMILES "OpenEye OEToolkits" 1.7.6 "COc1ccccc1Oc2nccc(n2)c3c(ncn3C4CCNCC4)c5ccc(cc5)F" # 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 2RQ "SYSTEMATIC NAME" ACDLabs 12.01 "4-[4-(4-fluorophenyl)-1-(piperidin-4-yl)-1H-imidazol-5-yl]-2-(2-methoxyphenoxy)pyrimidine" 2RQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "4-[5-(4-fluorophenyl)-3-piperidin-4-yl-imidazol-4-yl]-2-(2-methoxyphenoxy)pyrimidine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2RQ "Create component" 2014-01-13 RCSB 2RQ "Initial release" 2014-03-05 RCSB #