data_27D # _chem_comp.id 27D _chem_comp.name "1-[5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-1H-indol-1-yl]-2-(6-methylpyridin-2-yl)ethanone" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H19 F N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-09-05 _chem_comp.pdbx_modified_date 2014-08-29 _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 414.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 27D _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 4M7I _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 27D C01 C01 C 0 1 N N N -50.750 9.760 -3.215 -7.044 2.908 0.085 C01 27D 1 27D C02 C02 C 0 1 Y N N -49.286 9.877 -2.754 -6.858 1.456 -0.271 C02 27D 2 27D C03 C03 C 0 1 Y N N -48.371 8.841 -2.993 -7.756 0.841 -1.122 C03 27D 3 27D C04 C04 C 0 1 Y N N -47.052 8.961 -2.575 -7.575 -0.495 -1.444 C04 27D 4 27D C05 C05 C 0 1 Y N N -46.642 10.099 -1.935 -6.494 -1.166 -0.895 C05 27D 5 27D C06 C06 C 0 1 Y N N -47.573 11.128 -1.695 -5.637 -0.485 -0.050 C06 27D 6 27D C07 C07 C 0 1 N N N -47.142 12.394 -1.003 -4.457 -1.204 0.552 C07 27D 7 27D C08 C08 C 0 1 N N N -46.787 12.233 0.504 -3.192 -0.452 0.228 C08 27D 8 27D O O O 0 1 N N N -45.623 12.102 0.879 -3.243 0.566 -0.427 O 27D 9 27D N01 N01 N 0 1 Y N N -47.882 12.256 1.495 -2.004 -0.912 0.667 N01 27D 10 27D C09 C09 C 0 1 Y N N -49.268 12.438 1.209 -1.823 -2.055 1.411 C09 27D 11 27D C10 C10 C 0 1 Y N N -49.956 12.620 2.480 -0.521 -2.223 1.679 C10 27D 12 27D C11 C11 C 0 1 Y N N -48.952 12.493 3.544 0.197 -1.102 1.062 C11 27D 13 27D C12 C12 C 0 1 Y N N -47.683 12.222 2.940 -0.780 -0.310 0.433 C12 27D 14 27D C13 C13 C 0 1 Y N N -46.516 12.095 3.741 -0.400 0.839 -0.252 C13 27D 15 27D C14 C14 C 0 1 Y N N -46.632 12.183 5.148 0.928 1.197 -0.318 C14 27D 16 27D C15 C15 C 0 1 Y N N -47.884 12.392 5.771 1.906 0.413 0.301 C15 27D 17 27D C16 C16 C 0 1 Y N N -47.916 12.522 7.186 3.333 0.811 0.222 C16 27D 18 27D C17 C17 C 0 1 Y N N -48.314 13.720 7.792 3.895 1.922 0.757 C17 27D 19 27D N02 N02 N 0 1 Y N N -48.205 13.594 9.148 5.235 1.941 0.474 N02 27D 20 27D C18 C18 C 0 1 N N N -48.539 14.617 10.136 6.165 2.992 0.893 C18 27D 21 27D C19 C19 C 0 1 Y N N -47.709 12.307 9.420 5.581 0.836 -0.257 C19 27D 22 27D N03 N03 N 0 1 Y N N -47.428 11.712 10.604 6.724 0.387 -0.773 N03 27D 23 27D C20 C20 C 0 1 Y N N -46.944 10.429 10.631 6.758 -0.742 -1.449 C20 27D 24 27D N04 N04 N 0 1 Y N N -46.751 9.763 9.455 5.685 -1.484 -1.653 N04 27D 25 27D C21 C21 C 0 1 Y N N -47.027 10.346 8.266 4.498 -1.118 -1.176 C21 27D 26 27D N05 N05 N 0 1 N N N -46.813 9.601 7.073 3.376 -1.898 -1.391 N05 27D 27 27D C22 C22 C 0 1 Y N N -47.518 11.650 8.227 4.414 0.074 -0.444 C22 27D 28 27D C C C 0 1 Y N N -49.053 12.580 4.934 1.541 -0.734 0.999 C 27D 29 27D F F F 0 1 N N N -50.230 12.806 5.439 2.484 -1.495 1.597 F 27D 30 27D N N N 0 1 Y N N -48.875 11.025 -2.112 -5.837 0.788 0.230 N 27D 31 27D H1 H1 H 0 1 N N N -51.294 10.677 -2.945 -6.515 3.530 -0.637 H1 27D 32 27D H2 H2 H 0 1 N N N -50.781 9.623 -4.306 -8.106 3.154 0.067 H2 27D 33 27D H3 H3 H 0 1 N N N -51.221 8.896 -2.724 -6.646 3.092 1.083 H3 27D 34 27D H4 H4 H 0 1 N N N -48.694 7.946 -3.504 -8.588 1.395 -1.532 H4 27D 35 27D H5 H5 H 0 1 N N N -46.352 8.159 -2.755 -8.261 -1.002 -2.107 H5 27D 36 27D H6 H6 H 0 1 N N N -45.615 10.207 -1.617 -6.323 -2.208 -1.123 H6 27D 37 27D H7 H7 H 0 1 N N N -46.254 12.782 -1.523 -4.580 -1.260 1.634 H7 27D 38 27D H8 H8 H 0 1 N N N -47.962 13.123 -1.084 -4.397 -2.211 0.141 H8 27D 39 27D H9 H9 H 0 1 N N N -49.723 12.440 0.230 -2.612 -2.719 1.730 H9 27D 40 27D H10 H10 H 0 1 N N N -51.010 12.813 2.615 -0.082 -3.032 2.244 H10 27D 41 27D H11 H11 H 0 1 N N N -45.552 11.933 3.281 -1.148 1.451 -0.734 H11 27D 42 27D H12 H12 H 0 1 N N N -45.746 12.089 5.759 1.215 2.090 -0.853 H12 27D 43 27D H13 H13 H 0 1 N N N -48.653 14.603 7.271 3.368 2.677 1.320 H13 27D 44 27D H14 H14 H 0 1 N N N -48.348 14.227 11.147 6.586 2.739 1.865 H14 27D 45 27D H15 H15 H 0 1 N N N -47.919 15.509 9.964 6.968 3.080 0.161 H15 27D 46 27D H16 H16 H 0 1 N N N -49.602 14.885 10.041 5.633 3.941 0.964 H16 27D 47 27D H17 H17 H 0 1 N N N -46.718 9.951 11.573 7.702 -1.075 -1.853 H17 27D 48 27D H18 H18 H 0 1 N N N -46.466 8.692 7.305 3.449 -2.723 -1.896 H18 27D 49 27D H19 H19 H 0 1 N N N -47.677 9.511 6.577 2.517 -1.619 -1.038 H19 27D 50 # 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 27D C01 C02 SING N N 1 27D C03 C02 DOUB Y N 2 27D C03 C04 SING Y N 3 27D C02 N SING Y N 4 27D C04 C05 DOUB Y N 5 27D N C06 DOUB Y N 6 27D C05 C06 SING Y N 7 27D C06 C07 SING N N 8 27D C07 C08 SING N N 9 27D C08 O DOUB N N 10 27D C08 N01 SING N N 11 27D C09 N01 SING Y N 12 27D C09 C10 DOUB Y N 13 27D N01 C12 SING Y N 14 27D C10 C11 SING Y N 15 27D C12 C11 DOUB Y N 16 27D C12 C13 SING Y N 17 27D C11 C SING Y N 18 27D C13 C14 DOUB Y N 19 27D C F SING N N 20 27D C C15 DOUB Y N 21 27D C14 C15 SING Y N 22 27D C15 C16 SING N N 23 27D N05 C21 SING N N 24 27D C16 C17 DOUB Y N 25 27D C16 C22 SING Y N 26 27D C17 N02 SING Y N 27 27D C22 C21 DOUB Y N 28 27D C22 C19 SING Y N 29 27D C21 N04 SING Y N 30 27D N02 C19 SING Y N 31 27D N02 C18 SING N N 32 27D C19 N03 DOUB Y N 33 27D N04 C20 DOUB Y N 34 27D N03 C20 SING Y N 35 27D C01 H1 SING N N 36 27D C01 H2 SING N N 37 27D C01 H3 SING N N 38 27D C03 H4 SING N N 39 27D C04 H5 SING N N 40 27D C05 H6 SING N N 41 27D C07 H7 SING N N 42 27D C07 H8 SING N N 43 27D C09 H9 SING N N 44 27D C10 H10 SING N N 45 27D C13 H11 SING N N 46 27D C14 H12 SING N N 47 27D C17 H13 SING N N 48 27D C18 H14 SING N N 49 27D C18 H15 SING N N 50 27D C18 H16 SING N N 51 27D C20 H17 SING N N 52 27D N05 H18 SING N N 53 27D N05 H19 SING N N 54 # 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 27D SMILES ACDLabs 12.01 "Fc1c(ccc2c1ccn2C(=O)Cc3nc(ccc3)C)c5c4c(ncnc4n(c5)C)N" 27D InChI InChI 1.03 "InChI=1S/C23H19FN6O/c1-13-4-3-5-14(28-13)10-19(31)30-9-8-16-18(30)7-6-15(21(16)24)17-11-29(2)23-20(17)22(25)26-12-27-23/h3-9,11-12H,10H2,1-2H3,(H2,25,26,27)" 27D InChIKey InChI 1.03 YGEJQNSKXJFIJF-UHFFFAOYSA-N 27D SMILES_CANONICAL CACTVS 3.385 "Cn1cc(c2ccc3n(ccc3c2F)C(=O)Cc4cccc(C)n4)c5c(N)ncnc15" 27D SMILES CACTVS 3.385 "Cn1cc(c2ccc3n(ccc3c2F)C(=O)Cc4cccc(C)n4)c5c(N)ncnc15" 27D SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(n1)CC(=O)n2ccc3c2ccc(c3F)c4cn(c5c4c(ncn5)N)C" 27D SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(n1)CC(=O)n2ccc3c2ccc(c3F)c4cn(c5c4c(ncn5)N)C" # 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 27D "SYSTEMATIC NAME" ACDLabs 12.01 "1-[5-(4-amino-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoro-1H-indol-1-yl]-2-(6-methylpyridin-2-yl)ethanone" 27D "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[5-(4-azanyl-7-methyl-pyrrolo[2,3-d]pyrimidin-5-yl)-4-fluoranyl-indol-1-yl]-2-(6-methylpyridin-2-yl)ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 27D "Create component" 2013-09-05 RCSB 27D "Initial release" 2014-09-03 RCSB #