data_6YL # _chem_comp.id 6YL _chem_comp.name "2-[(1~{R})-1-[2-azanyl-5-(1,3-dimethylpyrazol-4-yl)pyridin-3-yl]oxyethyl]-4-fluoranyl-~{N},~{N}-dimethyl-benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 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 2016-07-26 _chem_comp.pdbx_modified_date 2016-08-12 _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 397.446 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6YL _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 5KZ0 _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 6YL C11 C1 C 0 1 Y N N 34.782 46.375 8.759 4.541 0.896 0.626 C11 6YL 1 6YL C12 C2 C 0 1 Y N N 35.042 46.226 10.136 5.301 -0.252 0.556 C12 6YL 2 6YL C6 C3 C 0 1 Y N N 29.866 45.472 8.311 -1.521 -0.783 -0.079 C6 6YL 3 6YL C14 C4 C 0 1 Y N N 33.482 44.336 10.236 3.373 -1.496 -0.165 C14 6YL 4 6YL C4 C5 C 0 1 Y N N 27.753 45.974 9.315 -3.338 -2.260 0.471 C4 6YL 5 6YL C27 C6 C 0 1 Y N N 29.821 48.196 7.041 -3.675 1.362 0.768 C27 6YL 6 6YL C5 C7 C 0 1 Y N N 28.761 46.371 8.413 -2.882 -0.979 0.176 C5 6YL 7 6YL C23 C8 C 0 1 Y N N 28.699 47.626 7.627 -3.828 0.165 0.133 C23 6YL 8 6YL C10 C9 C 0 1 Y N N 33.862 45.497 8.102 3.185 0.853 0.299 C10 6YL 9 6YL C9 C10 C 0 1 Y N N 33.181 44.444 8.836 2.605 -0.354 -0.098 C9 6YL 10 6YL C1 C11 C 0 1 Y N N 29.951 44.262 9.060 -0.677 -1.880 -0.026 C1 6YL 11 6YL C13 C12 C 0 1 Y N N 34.393 45.211 10.858 4.722 -1.447 0.155 C13 6YL 12 6YL C24 C13 C 0 1 Y N N 27.642 48.551 7.253 -5.047 0.210 -0.572 C24 6YL 13 6YL C2 C14 C 0 1 Y N N 28.874 43.965 9.937 -1.211 -3.134 0.277 C2 6YL 14 6YL C17 C15 C 0 1 N N N 33.687 45.774 6.643 2.365 2.080 0.373 C17 6YL 15 6YL C28 C16 C 0 1 N N N 26.186 48.544 7.552 -5.622 -0.897 -1.416 C28 6YL 16 6YL C15 C17 C 0 1 N N N 32.738 42.031 8.153 0.955 0.005 -1.915 C15 6YL 17 6YL C29 C18 C 0 1 N N N 30.259 50.233 5.663 -4.998 3.483 0.953 C29 6YL 18 6YL C21 C19 C 0 1 N N N 34.341 45.381 4.279 1.895 4.376 -0.294 C21 6YL 19 6YL C22 C20 C 0 1 N N N 35.544 44.091 5.994 4.053 3.222 -0.964 C22 6YL 20 6YL C8 C21 C 0 1 N N R 32.167 43.455 8.223 1.141 -0.407 -0.453 C8 6YL 21 6YL N3 N1 N 0 1 Y N N 27.789 44.816 10.059 -2.504 -3.281 0.512 N3 6YL 22 6YL N25 N2 N 0 1 Y N N 28.106 49.566 6.517 -5.592 1.380 -0.364 N25 6YL 23 6YL N26 N3 N 0 1 Y N N 29.419 49.322 6.408 -4.753 2.119 0.477 N26 6YL 24 6YL N18 N4 N 0 1 N N N 28.899 42.781 10.709 -0.371 -4.244 0.332 N18 6YL 25 6YL N20 N5 N 0 1 N N N 34.506 45.089 5.699 2.760 3.194 -0.276 N20 6YL 26 6YL O19 O1 O 0 1 N N N 32.826 46.608 6.355 1.336 2.086 1.019 O19 6YL 27 6YL O7 O2 O 0 1 N N N 30.977 43.330 9.040 0.654 -1.738 -0.268 O7 6YL 28 6YL F16 F1 F 0 1 N N N 34.639 45.070 12.156 5.471 -2.569 0.088 F16 6YL 29 6YL H1 H1 H 0 1 N N N 35.278 47.153 8.198 4.994 1.826 0.938 H1 6YL 30 6YL H2 H2 H 0 1 N N N 35.736 46.888 10.633 6.350 -0.222 0.813 H2 6YL 31 6YL H3 H3 H 0 1 N N N 30.673 45.720 7.637 -1.138 0.199 -0.315 H3 6YL 32 6YL H4 H4 H 0 1 N N N 33.000 43.568 10.823 2.927 -2.429 -0.476 H4 6YL 33 6YL H5 H5 H 0 1 N N N 26.896 46.621 9.430 -4.388 -2.420 0.670 H5 6YL 34 6YL H6 H6 H 0 1 N N N 30.829 47.811 7.083 -2.843 1.650 1.394 H6 6YL 35 6YL H7 H7 H 0 1 N N N 25.712 49.423 7.091 -6.251 -1.538 -0.797 H7 6YL 36 6YL H8 H8 H 0 1 N N N 25.733 47.628 7.145 -6.221 -0.468 -2.219 H8 6YL 37 6YL H9 H9 H 0 1 N N N 26.035 48.575 8.641 -4.812 -1.487 -1.843 H9 6YL 38 6YL H10 H10 H 0 1 N N N 31.989 41.356 7.712 1.327 1.020 -2.056 H10 6YL 39 6YL H11 H11 H 0 1 N N N 33.645 42.030 7.530 1.510 -0.678 -2.558 H11 6YL 40 6YL H12 H12 H 0 1 N N N 32.990 41.687 9.167 -0.103 -0.034 -2.172 H12 6YL 41 6YL H13 H13 H 0 1 N N N 29.646 51.056 5.265 -5.551 3.446 1.892 H13 6YL 42 6YL H14 H14 H 0 1 N N N 31.035 50.642 6.327 -4.046 3.989 1.112 H14 6YL 43 6YL H15 H15 H 0 1 N N N 30.735 49.695 4.830 -5.580 4.028 0.210 H15 6YL 44 6YL H16 H16 H 0 1 N N N 33.549 46.133 4.148 2.377 5.171 -0.863 H16 6YL 45 6YL H17 H17 H 0 1 N N N 35.286 45.770 3.872 0.942 4.122 -0.761 H17 6YL 46 6YL H18 H18 H 0 1 N N N 34.063 44.460 3.745 1.720 4.714 0.727 H18 6YL 47 6YL H19 H19 H 0 1 N N N 35.602 43.932 7.081 4.837 3.481 -0.253 H19 6YL 48 6YL H20 H20 H 0 1 N N N 35.292 43.142 5.497 4.259 2.240 -1.390 H20 6YL 49 6YL H21 H21 H 0 1 N N N 36.515 44.452 5.624 4.025 3.965 -1.761 H21 6YL 50 6YL H22 H22 H 0 1 N N N 31.904 43.790 7.209 0.586 0.276 0.190 H22 6YL 51 6YL H23 H23 H 0 1 N N N 28.072 42.730 11.268 0.578 -4.143 0.160 H23 6YL 52 6YL H24 H24 H 0 1 N N N 28.940 41.988 10.101 -0.736 -5.118 0.542 H24 6YL 53 # 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 6YL C21 N20 SING N N 1 6YL C29 N26 SING N N 2 6YL N20 C22 SING N N 3 6YL N20 C17 SING N N 4 6YL O19 C17 DOUB N N 5 6YL N26 N25 SING Y N 6 6YL N26 C27 SING Y N 7 6YL N25 C24 DOUB Y N 8 6YL C17 C10 SING N N 9 6YL C27 C23 DOUB Y N 10 6YL C24 C28 SING N N 11 6YL C24 C23 SING Y N 12 6YL C23 C5 SING N N 13 6YL C10 C11 DOUB Y N 14 6YL C10 C9 SING Y N 15 6YL C15 C8 SING N N 16 6YL C8 C9 SING N N 17 6YL C8 O7 SING N N 18 6YL C6 C5 DOUB Y N 19 6YL C6 C1 SING Y N 20 6YL C5 C4 SING Y N 21 6YL C11 C12 SING Y N 22 6YL C9 C14 DOUB Y N 23 6YL O7 C1 SING N N 24 6YL C1 C2 DOUB Y N 25 6YL C4 N3 DOUB Y N 26 6YL C2 N3 SING Y N 27 6YL C2 N18 SING N N 28 6YL C12 C13 DOUB Y N 29 6YL C14 C13 SING Y N 30 6YL C13 F16 SING N N 31 6YL C11 H1 SING N N 32 6YL C12 H2 SING N N 33 6YL C6 H3 SING N N 34 6YL C14 H4 SING N N 35 6YL C4 H5 SING N N 36 6YL C27 H6 SING N N 37 6YL C28 H7 SING N N 38 6YL C28 H8 SING N N 39 6YL C28 H9 SING N N 40 6YL C15 H10 SING N N 41 6YL C15 H11 SING N N 42 6YL C15 H12 SING N N 43 6YL C29 H13 SING N N 44 6YL C29 H14 SING N N 45 6YL C29 H15 SING N N 46 6YL C21 H16 SING N N 47 6YL C21 H17 SING N N 48 6YL C21 H18 SING N N 49 6YL C22 H19 SING N N 50 6YL C22 H20 SING N N 51 6YL C22 H21 SING N N 52 6YL C8 H22 SING N N 53 6YL N18 H23 SING N N 54 6YL N18 H24 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 6YL InChI InChI 1.03 "InChI=1S/C21H24FN5O2/c1-12-18(11-27(5)25-12)14-8-19(20(23)24-10-14)29-13(2)17-9-15(22)6-7-16(17)21(28)26(3)4/h6-11,13H,1-5H3,(H2,23,24)/t13-/m1/s1" 6YL InChIKey InChI 1.03 CZKOZZRYDBLSRF-CYBMUJFWSA-N 6YL SMILES_CANONICAL CACTVS 3.385 "C[C@@H](Oc1cc(cnc1N)c2cn(C)nc2C)c3cc(F)ccc3C(=O)N(C)C" 6YL SMILES CACTVS 3.385 "C[CH](Oc1cc(cnc1N)c2cn(C)nc2C)c3cc(F)ccc3C(=O)N(C)C" 6YL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cc1c(cn(n1)C)c2cc(c(nc2)N)O[C@H](C)c3cc(ccc3C(=O)N(C)C)F" 6YL SMILES "OpenEye OEToolkits" 2.0.5 "Cc1c(cn(n1)C)c2cc(c(nc2)N)OC(C)c3cc(ccc3C(=O)N(C)C)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 6YL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "2-[(1~{R})-1-[2-azanyl-5-(1,3-dimethylpyrazol-4-yl)pyridin-3-yl]oxyethyl]-4-fluoranyl-~{N},~{N}-dimethyl-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 6YL "Create component" 2016-07-26 RCSB 6YL "Initial release" 2016-08-17 RCSB #