data_FD9 # _chem_comp.id FD9 _chem_comp.name "(2S)-N-[4-[3-cyano-1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]indol-5-yl]oxyphenyl]pyrrolidine-2-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H25 N5 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-02-27 _chem_comp.pdbx_modified_date 2015-04-17 _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 455.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FD9 _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 5AJX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 FD9 N4 N4 N 0 1 N N N -45.481 -41.644 -12.699 1.643 1.470 4.425 N4 FD9 1 FD9 C25 C25 C 0 1 N N N -44.347 -41.563 -12.523 2.184 0.966 3.562 C25 FD9 2 FD9 C7 C7 C 0 1 Y N N -42.935 -41.400 -12.322 2.864 0.330 2.475 C7 FD9 3 FD9 C6 C6 C 0 1 Y N N -42.059 -42.335 -11.813 4.158 0.529 2.095 C6 FD9 4 FD9 C8 C8 C 0 1 Y N N -42.179 -40.223 -12.621 2.305 -0.672 1.550 C8 FD9 5 FD9 C13 C13 C 0 1 Y N N -42.468 -38.977 -13.133 1.060 -1.284 1.425 C13 FD9 6 FD9 C12 C12 C 0 1 Y N N -41.455 -38.041 -13.307 0.851 -2.211 0.421 C12 FD9 7 FD9 C11 C11 C 0 1 Y N N -40.145 -38.330 -12.950 1.880 -2.532 -0.460 C11 FD9 8 FD9 C10 C10 C 0 1 Y N N -39.809 -39.573 -12.427 3.115 -1.933 -0.344 C10 FD9 9 FD9 C9 C9 C 0 1 Y N N -40.830 -40.517 -12.266 3.342 -0.997 0.660 C9 FD9 10 FD9 N1 N1 N 0 1 Y N N -40.794 -41.828 -11.770 4.446 -0.250 1.022 N1 FD9 11 FD9 C5 C5 C 0 1 N N N -39.621 -42.549 -11.286 5.745 -0.296 0.345 C5 FD9 12 FD9 C2 C2 C 0 1 Y N N -38.562 -42.758 -12.324 5.731 0.645 -0.832 C2 FD9 13 FD9 C3 C3 C 0 1 Y N N -38.691 -43.326 -13.541 6.076 1.954 -0.859 C3 FD9 14 FD9 C4 C4 C 0 1 N N N -39.835 -43.920 -14.281 6.561 2.783 0.303 C4 FD9 15 FD9 O O O 0 1 Y N N -37.534 -43.365 -14.237 5.902 2.367 -2.122 O FD9 16 FD9 N N N 0 1 Y N N -36.558 -42.755 -13.371 5.502 1.473 -2.831 N FD9 17 FD9 C1 C1 C 0 1 Y N N -37.170 -42.378 -12.198 5.359 0.362 -2.167 C1 FD9 18 FD9 C C C 0 1 N N N -36.529 -41.786 -11.196 4.888 -0.961 -2.713 C FD9 19 FD9 O1 O1 O 0 1 N N N -41.795 -36.798 -13.807 -0.362 -2.811 0.294 O1 FD9 20 FD9 C14 C14 C 0 1 Y N N -41.443 -36.427 -15.116 -1.421 -2.040 -0.071 C14 FD9 21 FD9 C19 C19 C 0 1 Y N N -41.556 -35.070 -15.437 -2.697 -2.582 -0.095 C19 FD9 22 FD9 C18 C18 C 0 1 Y N N -41.230 -34.621 -16.706 -3.773 -1.800 -0.466 C18 FD9 23 FD9 C17 C17 C 0 1 Y N N -40.785 -35.516 -17.670 -3.576 -0.470 -0.814 C17 FD9 24 FD9 C16 C16 C 0 1 Y N N -40.672 -36.865 -17.346 -2.299 0.072 -0.789 C16 FD9 25 FD9 C15 C15 C 0 1 Y N N -40.994 -37.341 -16.086 -1.224 -0.710 -0.414 C15 FD9 26 FD9 N2 N2 N 0 1 N N N -40.471 -34.959 -18.956 -4.667 0.324 -1.191 N2 FD9 27 FD9 C20 C20 C 0 1 N N N -40.019 -35.585 -20.078 -5.866 0.145 -0.603 C20 FD9 28 FD9 O2 O2 O 0 1 N N N -39.810 -36.788 -20.132 -6.021 -0.752 0.200 O2 FD9 29 FD9 C21 C21 C 0 1 N N S -39.771 -34.693 -21.315 -7.016 1.059 -0.941 C21 FD9 30 FD9 N3 N3 N 0 1 N N N -38.923 -35.327 -22.339 -8.290 0.430 -0.547 N3 FD9 31 FD9 C24 C24 C 0 1 N N N -39.420 -34.921 -23.661 -8.942 1.284 0.469 C24 FD9 32 FD9 C23 C23 C 0 1 N N N -40.924 -34.813 -23.482 -8.362 2.700 0.227 C23 FD9 33 FD9 C22 C22 C 0 1 N N N -41.085 -34.371 -22.041 -6.891 2.376 -0.147 C22 FD9 34 FD9 H6 H6 H 0 1 N N N -42.336 -43.329 -11.493 4.850 1.206 2.575 H6 FD9 35 FD9 H13 H13 H 0 1 N N N -43.484 -38.727 -13.400 0.262 -1.035 2.109 H13 FD9 36 FD9 H11 H11 H 0 1 N N N -39.378 -37.581 -13.080 1.709 -3.257 -1.242 H11 FD9 37 FD9 H10 H10 H 0 1 N N N -38.790 -39.804 -12.153 3.906 -2.189 -1.033 H10 FD9 38 FD9 H51C H51C H 0 0 N N N -39.182 -41.977 -10.455 6.528 0.006 1.041 H51C FD9 39 FD9 H52C H52C H 0 0 N N N -39.947 -43.534 -10.921 5.938 -1.310 -0.002 H52C FD9 40 FD9 H41C H41C H 0 0 N N N -39.492 -44.275 -15.264 7.648 2.722 0.364 H41C FD9 41 FD9 H42C H42C H 0 0 N N N -40.243 -44.765 -13.708 6.263 3.821 0.158 H42C FD9 42 FD9 H43C H43C H 0 0 N N N -40.617 -43.159 -14.419 6.123 2.404 1.227 H43C FD9 43 FD9 HC1 HC1 H 0 1 N N N -35.469 -41.658 -11.462 3.803 -1.023 -2.628 HC1 FD9 44 FD9 HC2 HC2 H 0 1 N N N -36.980 -40.801 -11.003 5.177 -1.046 -3.760 HC2 FD9 45 FD9 HC3 HC3 H 0 1 N N N -36.607 -42.408 -10.292 5.344 -1.771 -2.144 HC3 FD9 46 FD9 H19 H19 H 0 1 N N N -41.899 -34.369 -14.691 -2.850 -3.617 0.175 H19 FD9 47 FD9 H15 H15 H 0 1 N N N -40.902 -38.392 -15.853 -0.231 -0.287 -0.390 H15 FD9 48 FD9 H18 H18 H 0 1 N N N -41.322 -33.572 -16.946 -4.767 -2.222 -0.486 H18 FD9 49 FD9 H16 H16 H 0 1 N N N -40.324 -37.559 -18.097 -2.145 1.106 -1.060 H16 FD9 50 FD9 H2 H2 H 0 1 N N N -40.603 -33.971 -19.039 -4.560 1.003 -1.876 H2 FD9 51 FD9 H21 H21 H 0 1 N N N -39.309 -33.751 -20.984 -7.021 1.267 -2.011 H21 FD9 52 FD9 H3 H3 H 0 1 N N N -37.975 -35.028 -22.227 -8.890 0.296 -1.347 H3 FD9 53 FD9 H221 H221 H 0 0 N N N -41.918 -34.915 -21.571 -6.289 2.229 0.750 H221 FD9 54 FD9 H222 H222 H 0 0 N N N -41.283 -33.290 -21.999 -6.470 3.164 -0.771 H222 FD9 55 FD9 H241 H241 H 0 0 N N N -38.993 -33.952 -23.957 -10.023 1.287 0.325 H241 FD9 56 FD9 H242 H242 H 0 0 N N N -39.172 -35.678 -24.420 -8.693 0.938 1.472 H242 FD9 57 FD9 H231 H231 H 0 0 N N N -41.348 -34.067 -24.170 -8.874 3.196 -0.598 H231 FD9 58 FD9 H232 H232 H 0 0 N N N -41.410 -35.786 -23.650 -8.411 3.302 1.134 H232 FD9 59 # 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 FD9 N4 C25 TRIP N N 1 FD9 C25 C7 SING N N 2 FD9 C7 C6 DOUB Y N 3 FD9 C7 C8 SING Y N 4 FD9 C6 N1 SING Y N 5 FD9 C8 C13 SING Y N 6 FD9 C8 C9 DOUB Y N 7 FD9 C13 C12 DOUB Y N 8 FD9 C12 C11 SING Y N 9 FD9 C12 O1 SING N N 10 FD9 C11 C10 DOUB Y N 11 FD9 C10 C9 SING Y N 12 FD9 C9 N1 SING Y N 13 FD9 N1 C5 SING N N 14 FD9 C5 C2 SING N N 15 FD9 C2 C3 DOUB Y N 16 FD9 C2 C1 SING Y N 17 FD9 C3 C4 SING N N 18 FD9 C3 O SING Y N 19 FD9 O N SING Y N 20 FD9 N C1 DOUB Y N 21 FD9 C1 C SING N N 22 FD9 O1 C14 SING N N 23 FD9 C14 C19 SING Y N 24 FD9 C14 C15 DOUB Y N 25 FD9 C19 C18 DOUB Y N 26 FD9 C18 C17 SING Y N 27 FD9 C17 C16 DOUB Y N 28 FD9 C17 N2 SING N N 29 FD9 C16 C15 SING Y N 30 FD9 N2 C20 SING N N 31 FD9 C20 O2 DOUB N N 32 FD9 C20 C21 SING N N 33 FD9 C21 N3 SING N N 34 FD9 C21 C22 SING N N 35 FD9 N3 C24 SING N N 36 FD9 C24 C23 SING N N 37 FD9 C23 C22 SING N N 38 FD9 C6 H6 SING N N 39 FD9 C13 H13 SING N N 40 FD9 C11 H11 SING N N 41 FD9 C10 H10 SING N N 42 FD9 C5 H51C SING N N 43 FD9 C5 H52C SING N N 44 FD9 C4 H41C SING N N 45 FD9 C4 H42C SING N N 46 FD9 C4 H43C SING N N 47 FD9 C HC1 SING N N 48 FD9 C HC2 SING N N 49 FD9 C HC3 SING N N 50 FD9 C19 H19 SING N N 51 FD9 C15 H15 SING N N 52 FD9 C18 H18 SING N N 53 FD9 C16 H16 SING N N 54 FD9 N2 H2 SING N N 55 FD9 C21 H21 SING N N 56 FD9 N3 H3 SING N N 57 FD9 C22 H221 SING N N 58 FD9 C22 H222 SING N N 59 FD9 C24 H241 SING N N 60 FD9 C24 H242 SING N N 61 FD9 C23 H231 SING N N 62 FD9 C23 H232 SING N N 63 # 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 FD9 InChI InChI 1.03 "InChI=1S/C26H25N5O3/c1-16-23(17(2)34-30-16)15-31-14-18(13-27)22-12-21(9-10-25(22)31)33-20-7-5-19(6-8-20)29-26(32)24-4-3-11-28-24/h5-10,12,14,24,28H,3-4,11,15H2,1-2H3,(H,29,32)/t24-/m0/s1" FD9 InChIKey InChI 1.03 NDIKFKQBWGMLCA-DEOSSOPVSA-N FD9 SMILES_CANONICAL CACTVS 3.385 "Cc1onc(C)c1Cn2cc(C#N)c3cc(Oc4ccc(NC(=O)[C@@H]5CCCN5)cc4)ccc23" FD9 SMILES CACTVS 3.385 "Cc1onc(C)c1Cn2cc(C#N)c3cc(Oc4ccc(NC(=O)[CH]5CCCN5)cc4)ccc23" FD9 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1c(c(on1)C)Cn2cc(c3c2ccc(c3)Oc4ccc(cc4)NC(=O)[C@@H]5CCCN5)C#N" FD9 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1c(c(on1)C)Cn2cc(c3c2ccc(c3)Oc4ccc(cc4)NC(=O)C5CCCN5)C#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 FD9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-[4-[3-cyano-1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]indol-5-yl]oxyphenyl]pyrrolidine-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 FD9 "Create component" 2015-02-27 EBI FD9 "Initial release" 2015-04-22 RCSB #