data_349 # _chem_comp.id 349 _chem_comp.name "5-{[4-{[2-(pyrrolidin-1-ylsulfonyl)benzyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-1,3-dihydro-2H-indol-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 F3 N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-10-15 _chem_comp.pdbx_modified_date 2011-06-04 _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 530.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 349 _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 3ET7 _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 349 O32 O32 O 0 1 N N N 21.583 66.103 21.878 -5.092 2.165 -1.932 O32 349 1 349 S30 S30 S 0 1 N N N 21.384 65.262 20.732 -3.997 1.577 -1.243 S30 349 2 349 O31 O31 O 0 1 N N N 20.837 65.576 19.462 -2.938 0.897 -1.904 O31 349 3 349 N33 N33 N 0 1 N N N 20.548 63.896 21.304 -3.295 2.789 -0.360 N33 349 4 349 C34 C34 C 0 1 N N N 20.527 63.399 22.722 -1.879 2.855 0.031 C34 349 5 349 C35 C35 C 0 1 N N N 19.259 62.456 22.844 -1.693 4.142 0.862 C35 349 6 349 C36 C36 C 0 1 N N N 19.059 61.904 21.412 -3.128 4.438 1.371 C36 349 7 349 C37 C37 C 0 1 N N N 19.581 63.067 20.513 -3.985 3.984 0.160 C37 349 8 349 C29 C29 C 0 1 Y N N 23.016 64.664 20.424 -4.687 0.429 -0.098 C29 349 9 349 C28 C28 C 0 1 Y N N 23.296 63.290 20.710 -6.057 0.256 -0.035 C28 349 10 349 C27 C27 C 0 1 Y N N 24.563 62.819 20.502 -6.599 -0.645 0.864 C27 349 11 349 C26 C26 C 0 1 Y N N 25.499 63.779 20.065 -5.770 -1.372 1.698 C26 349 12 349 C25 C25 C 0 1 Y N N 25.263 65.128 19.790 -4.400 -1.199 1.633 C25 349 13 349 C24 C24 C 0 1 Y N N 23.964 65.606 19.968 -3.858 -0.302 0.732 C24 349 14 349 C23 C23 C 0 1 N N N 23.577 67.058 19.732 -2.365 -0.117 0.659 C23 349 15 349 N22 N22 N 0 1 N N N 24.887 67.735 19.492 -1.721 -1.418 0.464 N22 349 16 349 C21 C21 C 0 1 Y N N 25.306 68.177 18.234 -0.351 -1.491 0.268 C21 349 17 349 N20 N20 N 0 1 Y N N 24.605 67.856 17.157 0.401 -0.399 0.352 N20 349 18 349 C8 C8 C 0 1 Y N N 25.044 68.307 15.978 1.711 -0.466 0.165 C8 349 19 349 N7 N7 N 0 1 Y N N 26.075 69.145 15.770 2.316 -1.611 -0.111 N7 349 20 349 C6 C6 C 0 1 Y N N 26.832 69.480 16.827 1.627 -2.739 -0.209 C6 349 21 349 C5 C5 C 0 1 Y N N 26.430 68.950 18.045 0.260 -2.715 -0.015 C5 349 22 349 C2 C2 C 0 1 N N N 27.214 69.264 19.241 -0.555 -3.979 -0.113 C2 349 23 349 F4 F4 F 0 1 N N N 26.341 69.889 20.127 0.294 -5.062 -0.370 F4 349 24 349 F3 F3 F 0 1 N N N 27.671 68.124 19.925 -1.231 -4.192 1.092 F3 349 25 349 F1 F1 F 0 1 N N N 28.356 69.896 18.763 -1.482 -3.856 -1.154 F1 349 26 349 N9 N9 N 0 1 N N N 24.230 67.969 14.963 2.466 0.691 0.260 N9 349 27 349 C10 C10 C 0 1 N N N 23.136 67.077 15.216 3.840 0.655 -0.014 C10 349 28 349 C11 C11 C 0 1 N N N 23.075 66.397 16.379 4.290 0.050 -1.196 C11 349 29 349 C12 C12 C 0 1 N N N 22.013 65.524 16.517 5.626 -0.020 -1.528 C12 349 30 349 C13 C13 C 0 1 N N N 20.994 65.296 15.641 6.594 0.520 -0.681 C13 349 31 349 N14 N14 N 0 1 N N N 19.858 64.462 15.707 7.933 0.595 -0.747 N14 349 32 349 C18 C18 C 0 1 N N N 21.075 65.985 14.442 6.147 1.166 0.575 C18 349 33 349 C19 C19 C 0 1 N N N 22.117 66.865 14.245 4.714 1.215 0.871 C19 349 34 349 C17 C17 C 0 1 N N N 19.884 65.581 13.562 7.267 1.605 1.212 C17 349 35 349 C15 C15 C 0 1 N N N 19.163 64.592 14.491 8.420 1.219 0.329 C15 349 36 349 O16 O16 O 0 1 N N N 18.141 64.021 14.120 9.593 1.439 0.554 O16 349 37 349 H34 H34 H 0 1 N N N 21.447 62.840 22.949 -1.620 1.984 0.634 H34 349 38 349 H34A H34A H 0 0 N N N 20.473 64.234 23.436 -1.250 2.893 -0.858 H34A 349 39 349 H35 H35 H 0 1 N N N 19.434 61.643 23.564 -1.016 3.967 1.698 H35 349 40 349 H35A H35A H 0 0 N N N 18.372 62.991 23.215 -1.330 4.956 0.235 H35A 349 41 349 H36 H36 H 0 1 N N N 19.629 60.977 21.250 -3.357 3.850 2.259 H36 349 42 349 H36A H36A H 0 0 N N N 18.016 61.628 21.198 -3.262 5.503 1.564 H36A 349 43 349 H37 H37 H 0 1 N N N 18.736 63.692 20.189 -4.016 4.764 -0.600 H37 349 44 349 H37A H37A H 0 0 N N N 20.083 62.655 19.625 -4.994 3.728 0.484 H37A 349 45 349 H28 H28 H 0 1 N N N 22.521 62.637 21.083 -6.704 0.824 -0.686 H28 349 46 349 H27 H27 H 0 1 N N N 24.828 61.784 20.661 -7.669 -0.780 0.914 H27 349 47 349 H26 H26 H 0 1 N N N 26.512 63.432 19.927 -6.194 -2.075 2.400 H26 349 48 349 H25 H25 H 0 1 N N N 26.057 65.777 19.452 -3.753 -1.767 2.286 H25 349 49 349 H23 H23 H 0 1 N N N 22.906 67.161 18.867 -2.120 0.538 -0.178 H23 349 50 349 H23A H23A H 0 0 N N N 23.022 67.493 20.576 -2.007 0.330 1.587 H23A 349 51 349 HN22 HN22 H 0 0 N N N 24.863 68.557 20.061 -2.253 -2.229 0.472 HN22 349 52 349 H6 H6 H 0 1 N N N 27.697 70.120 16.735 2.130 -3.668 -0.434 H6 349 53 349 HN9 HN9 H 0 1 N N N 24.385 68.334 14.045 2.044 1.526 0.516 HN9 349 54 349 H11 H11 H 0 1 N N N 23.813 66.527 17.157 3.563 -0.378 -1.871 H11 349 55 349 H12 H12 H 0 1 N N N 21.987 64.951 17.432 5.925 -0.497 -2.449 H12 349 56 349 H19 H19 H 0 1 N N N 22.162 67.416 13.317 4.355 1.683 1.776 H19 349 57 349 H17 H17 H 0 1 N N N 19.624 65.903 12.564 7.317 2.123 2.158 H17 349 58 # 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 349 O32 S30 DOUB N N 1 349 S30 O31 DOUB N N 2 349 S30 N33 SING N N 3 349 S30 C29 SING N N 4 349 N33 C34 SING N N 5 349 N33 C37 SING N N 6 349 C34 C35 SING N N 7 349 C35 C36 SING N N 8 349 C36 C37 SING N N 9 349 C29 C28 DOUB Y N 10 349 C29 C24 SING Y N 11 349 C28 C27 SING Y N 12 349 C27 C26 DOUB Y N 13 349 C26 C25 SING Y N 14 349 C25 C24 DOUB Y N 15 349 C24 C23 SING N N 16 349 C23 N22 SING N N 17 349 N22 C21 SING N N 18 349 C21 N20 DOUB Y N 19 349 C21 C5 SING Y N 20 349 N20 C8 SING Y N 21 349 C8 N7 DOUB Y N 22 349 C8 N9 SING N N 23 349 N7 C6 SING Y N 24 349 C6 C5 DOUB Y N 25 349 C5 C2 SING N N 26 349 C2 F4 SING N N 27 349 C2 F3 SING N N 28 349 C2 F1 SING N N 29 349 N9 C10 SING N N 30 349 C10 C11 SING N N 31 349 C10 C19 DOUB N N 32 349 C11 C12 DOUB N N 33 349 C12 C13 SING N N 34 349 C13 N14 DOUB N N 35 349 C13 C18 SING N N 36 349 N14 C15 SING N N 37 349 C18 C19 SING N N 38 349 C18 C17 DOUB N N 39 349 C17 C15 SING N N 40 349 C15 O16 DOUB N N 41 349 C34 H34 SING N N 42 349 C34 H34A SING N N 43 349 C35 H35 SING N N 44 349 C35 H35A SING N N 45 349 C36 H36 SING N N 46 349 C36 H36A SING N N 47 349 C37 H37 SING N N 48 349 C37 H37A SING N N 49 349 C28 H28 SING N N 50 349 C27 H27 SING N N 51 349 C26 H26 SING N N 52 349 C25 H25 SING N N 53 349 C23 H23 SING N N 54 349 C23 H23A SING N N 55 349 N22 HN22 SING N N 56 349 C6 H6 SING N N 57 349 N9 HN9 SING N N 58 349 C11 H11 SING N N 59 349 C12 H12 SING N N 60 349 C19 H19 SING N N 61 349 C17 H17 SING N N 62 # 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 349 SMILES ACDLabs 10.04 "O=S(=O)(c1ccccc1CNc2nc(ncc2C(F)(F)F)NC=4C=CC3=NC(=O)C=C3C=4)N5CCCC5" 349 SMILES_CANONICAL CACTVS 3.341 "FC(F)(F)c1cnc(NC2=CC3=CC(=O)N=C3C=C2)nc1NCc4ccccc4[S](=O)(=O)N5CCCC5" 349 SMILES CACTVS 3.341 "FC(F)(F)c1cnc(NC2=CC3=CC(=O)N=C3C=C2)nc1NCc4ccccc4[S](=O)(=O)N5CCCC5" 349 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNc2c(cnc(n2)NC3=CC4=CC(=O)N=C4C=C3)C(F)(F)F)S(=O)(=O)N5CCCC5" 349 SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc(c(c1)CNc2c(cnc(n2)NC3=CC4=CC(=O)N=C4C=C3)C(F)(F)F)S(=O)(=O)N5CCCC5" 349 InChI InChI 1.03 "InChI=1S/C24H21F3N6O3S/c25-24(26,27)18-14-29-23(30-17-7-8-19-16(11-17)12-21(34)31-19)32-22(18)28-13-15-5-1-2-6-20(15)37(35,36)33-9-3-4-10-33/h1-2,5-8,11-12,14H,3-4,9-10,13H2,(H2,28,29,30,32)" 349 InChIKey InChI 1.03 TWFBJYGVNVQOCW-UHFFFAOYSA-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 349 "SYSTEMATIC NAME" ACDLabs 10.04 "5-{[4-{[2-(pyrrolidin-1-ylsulfonyl)benzyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2H-indol-2-one" 349 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "5-[[4-[(2-pyrrolidin-1-ylsulfonylphenyl)methylamino]-5-(trifluoromethyl)pyrimidin-2-yl]amino]indol-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 349 "Create component" 2008-10-15 RCSB 349 "Modify aromatic_flag" 2011-06-04 RCSB 349 "Modify descriptor" 2011-06-04 RCSB #