data_08F # _chem_comp.id 08F _chem_comp.name "1-[(2-aminopyridin-4-yl)methyl]-5-chloro-N-({3-[(methylsulfonyl)amino]phenyl}sulfonyl)-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H23 Cl N6 O6 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-10-13 _chem_comp.pdbx_modified_date 2011-12-02 _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 627.091 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 08F _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 3U4R _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 08F S1 S1 S 0 1 N N N 27.923 43.837 35.909 -6.000 0.151 -1.832 S1 08F 1 08F O1 O1 O 0 1 N N N 26.562 43.335 35.957 -6.089 0.464 -3.215 O1 08F 2 08F O2 O2 O 0 1 N N N 28.939 43.036 35.247 -6.772 -0.900 -1.268 O2 08F 3 08F S2 S2 S 0 1 N N N 24.193 44.864 40.368 -1.706 0.685 2.611 S2 08F 4 08F O3 O3 O 0 1 N N N 23.454 46.109 40.258 -1.887 0.286 3.963 O3 08F 5 08F O4 O4 O 0 1 N N N 23.936 43.711 39.554 -1.931 2.012 2.155 O4 08F 6 08F C1 C1 C 0 1 N N N 23.325 46.013 45.983 1.072 -2.157 -0.365 C1 08F 7 08F C2 C2 C 0 1 Y N N 24.536 43.791 47.906 4.363 -1.965 -0.735 C2 08F 8 08F C3 C3 C 0 1 Y N N 25.161 42.710 48.531 5.703 -1.651 -0.775 C3 08F 9 08F C4 C4 C 0 1 Y N N 24.652 43.928 46.503 3.455 -1.054 -0.191 C4 08F 10 08F C5 C5 C 0 1 Y N N 25.389 42.967 45.764 3.911 0.178 0.311 C5 08F 11 08F N1 N1 N 0 1 Y N N 25.352 43.351 44.448 2.822 0.878 0.777 N1 08F 12 08F C6 C6 C 0 1 Y N N 24.633 44.539 44.318 1.669 0.136 0.599 C6 08F 13 08F C7 C7 C 0 1 Y N N 24.164 44.888 45.603 2.000 -1.070 0.002 C7 08F 14 08F C8 C8 C 0 1 Y N N 25.883 41.748 47.787 6.155 -0.437 -0.274 C8 08F 15 08F C9 C9 C 0 1 Y N N 26.006 41.863 46.390 5.272 0.475 0.260 C9 08F 16 08F C10 C10 C 0 1 N N N 24.463 45.243 43.057 0.319 0.557 0.976 C10 08F 17 08F C11 C11 C 0 1 N N N 25.982 42.607 43.334 2.875 2.214 1.376 C11 08F 18 08F O5 O5 O 0 1 N N N 24.489 46.469 42.947 -0.390 1.125 0.165 O5 08F 19 08F C12 C12 C 0 1 N N N 22.017 46.213 45.214 0.766 -3.189 0.559 C12 08F 20 08F N2 N2 N 0 1 N N N 21.214 47.305 45.613 -0.087 -4.170 0.210 N2 08F 21 08F C13 C13 C 0 1 N N N 21.548 48.151 46.639 -0.663 -4.191 -1.018 C13 08F 22 08F C14 C14 C 0 1 N N N 22.683 47.982 47.333 -0.400 -3.226 -1.933 C14 08F 23 08F C15 C15 C 0 1 N N N 23.589 46.883 46.988 0.478 -2.185 -1.622 C15 08F 24 08F O6 O6 O 0 1 N N N 21.697 45.444 44.305 1.275 -3.187 1.668 O6 08F 25 08F N3 N3 N 0 1 N N N 24.309 44.373 41.966 -0.140 0.316 2.220 N3 08F 26 08F C16 C16 C 0 1 Y N N 25.833 45.309 39.907 -2.745 -0.357 1.641 C16 08F 27 08F C17 C17 C 0 1 Y N N 27.287 43.129 42.832 2.632 3.251 0.310 C17 08F 28 08F C18 C18 C 0 1 Y N N 27.908 42.500 41.750 3.671 3.698 -0.496 C18 08F 29 08F C19 C19 C 0 1 Y N N 29.113 43.008 41.303 3.415 4.649 -1.463 C19 08F 30 08F N4 N4 N 0 1 Y N N 29.746 44.085 41.865 2.200 5.136 -1.629 N4 08F 31 08F C20 C20 C 0 1 Y N N 29.146 44.704 42.922 1.184 4.736 -0.880 C20 08F 32 08F C21 C21 C 0 1 Y N N 27.914 44.250 43.427 1.368 3.776 0.110 C21 08F 33 08F N5 N5 N 0 1 N N N 29.784 45.800 43.499 -0.080 5.276 -1.089 N5 08F 34 08F CL1 CL1 CL 0 0 N N N 25.024 42.572 50.246 6.834 -2.779 -1.456 CL1 08F 35 08F C22 C22 C 0 1 Y N N 26.444 46.420 40.505 -3.131 -1.592 2.127 C22 08F 36 08F C23 C23 C 0 1 Y N N 27.739 46.764 40.116 -3.946 -2.413 1.370 C23 08F 37 08F C24 C24 C 0 1 Y N N 28.394 46.007 39.132 -4.378 -2.000 0.125 C24 08F 38 08F C25 C25 C 0 1 Y N N 27.779 44.881 38.531 -3.993 -0.760 -0.367 C25 08F 39 08F C26 C26 C 0 1 Y N N 26.490 44.531 38.914 -3.178 0.064 0.399 C26 08F 40 08F N6 N6 N 0 1 N N N 28.527 44.170 37.516 -4.431 -0.337 -1.624 N6 08F 41 08F C27 C27 C 0 1 N N N 27.988 45.392 35.025 -6.143 1.655 -0.828 C27 08F 42 08F H2 H2 H 0 1 N N N 23.974 44.510 48.484 4.015 -2.910 -1.125 H2 08F 43 08F H3 H3 H 0 1 N N N 26.345 40.916 48.297 7.208 -0.202 -0.310 H3 08F 44 08F H4 H4 H 0 1 N N N 26.554 41.131 45.816 5.634 1.417 0.642 H4 08F 45 08F H5 H5 H 0 1 N N N 25.277 42.630 42.490 2.109 2.298 2.146 H5 08F 46 08F H6 H6 H 0 1 N N N 26.158 41.581 43.689 3.857 2.373 1.821 H6 08F 47 08F H7 H7 H 0 1 N N N 20.887 48.966 46.892 -1.344 -4.991 -1.271 H7 08F 48 08F H8 H8 H 0 1 N N N 22.928 48.653 48.143 -0.870 -3.262 -2.905 H8 08F 49 08F H9 H9 H 0 1 N N N 24.500 46.762 47.555 0.688 -1.410 -2.344 H9 08F 50 08F H10 H10 H 0 1 N N N 24.266 43.392 42.156 0.448 -0.073 2.886 H10 08F 51 08F H11 H11 H 0 1 N N N 27.459 41.640 41.276 4.669 3.306 -0.367 H11 08F 52 08F H12 H12 H 0 1 N N N 29.584 42.526 40.459 4.220 5.000 -2.092 H12 08F 53 08F H13 H13 H 0 1 N N N 27.450 44.753 44.262 0.537 3.448 0.716 H13 08F 54 08F H14 H14 H 0 1 N N N 30.642 45.978 43.018 -0.215 5.943 -1.781 H14 08F 55 08F H15 H15 H 0 1 N N N 29.192 46.603 43.432 -0.828 4.986 -0.544 H15 08F 56 08F H16 H16 H 0 1 N N N 25.922 46.999 41.253 -2.794 -1.917 3.101 H16 08F 57 08F H17 H17 H 0 1 N N N 28.235 47.609 40.570 -4.246 -3.378 1.752 H17 08F 58 08F H18 H18 H 0 1 N N N 29.390 46.290 38.826 -5.015 -2.642 -0.466 H18 08F 59 08F H19 H19 H 0 1 N N N 25.995 43.682 38.465 -2.876 1.030 0.020 H19 08F 60 08F H20 H20 H 0 1 N N N 28.709 43.271 37.914 -3.818 -0.330 -2.375 H20 08F 61 08F H21 H21 H 0 1 N N N 27.248 46.087 35.449 -7.142 2.076 -0.944 H21 08F 62 08F H22 H22 H 0 1 N N N 28.994 45.826 35.120 -5.972 1.410 0.220 H22 08F 63 08F H23 H23 H 0 1 N N N 27.762 45.219 33.962 -5.402 2.383 -1.157 H23 08F 64 08F H1 H1 H 0 1 N N N 20.358 47.469 45.122 -0.292 -4.874 0.846 H1 08F 65 # 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 08F C27 S1 SING N N 1 08F O2 S1 DOUB N N 2 08F S1 O1 DOUB N N 3 08F S1 N6 SING N N 4 08F N6 C25 SING N N 5 08F C25 C26 DOUB Y N 6 08F C25 C24 SING Y N 7 08F C26 C16 SING Y N 8 08F C24 C23 DOUB Y N 9 08F O4 S2 DOUB N N 10 08F C16 S2 SING N N 11 08F C16 C22 DOUB Y N 12 08F C23 C22 SING Y N 13 08F O3 S2 DOUB N N 14 08F S2 N3 SING N N 15 08F C19 C18 DOUB Y N 16 08F C19 N4 SING Y N 17 08F C18 C17 SING Y N 18 08F N4 C20 DOUB Y N 19 08F N3 C10 SING N N 20 08F C17 C11 SING N N 21 08F C17 C21 DOUB Y N 22 08F C20 C21 SING Y N 23 08F C20 N5 SING N N 24 08F O5 C10 DOUB N N 25 08F C10 C6 SING N N 26 08F C11 N1 SING N N 27 08F O6 C12 DOUB N N 28 08F C6 N1 SING Y N 29 08F C6 C7 DOUB Y N 30 08F N1 C5 SING Y N 31 08F C12 N2 SING N N 32 08F C12 C1 SING N N 33 08F C7 C1 SING N N 34 08F C7 C4 SING Y N 35 08F N2 C13 SING N N 36 08F C5 C9 DOUB Y N 37 08F C5 C4 SING Y N 38 08F C1 C15 DOUB N N 39 08F C9 C8 SING Y N 40 08F C4 C2 DOUB Y N 41 08F C13 C14 DOUB N N 42 08F C15 C14 SING N N 43 08F C8 C3 DOUB Y N 44 08F C2 C3 SING Y N 45 08F C3 CL1 SING N N 46 08F C2 H2 SING N N 47 08F C8 H3 SING N N 48 08F C9 H4 SING N N 49 08F C11 H5 SING N N 50 08F C11 H6 SING N N 51 08F C13 H7 SING N N 52 08F C14 H8 SING N N 53 08F C15 H9 SING N N 54 08F N3 H10 SING N N 55 08F C18 H11 SING N N 56 08F C19 H12 SING N N 57 08F C21 H13 SING N N 58 08F N5 H14 SING N N 59 08F N5 H15 SING N N 60 08F C22 H16 SING N N 61 08F C23 H17 SING N N 62 08F C24 H18 SING N N 63 08F C26 H19 SING N N 64 08F N6 H20 SING N N 65 08F C27 H21 SING N N 66 08F C27 H22 SING N N 67 08F C27 H23 SING N N 68 08F N2 H1 SING N N 69 # 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 08F SMILES ACDLabs 12.01 "O=S(=O)(Nc1cc(ccc1)S(=O)(=O)NC(=O)c3c(c2cc(Cl)ccc2n3Cc4ccnc(N)c4)C5=CC=CNC5=O)C" 08F InChI InChI 1.03 "InChI=1S/C27H23ClN6O6S2/c1-41(37,38)32-18-4-2-5-19(14-18)42(39,40)33-27(36)25-24(20-6-3-10-31-26(20)35)21-13-17(28)7-8-22(21)34(25)15-16-9-11-30-23(29)12-16/h2-14,32H,15H2,1H3,(H2,29,30)(H,31,35)(H,33,36)" 08F InChIKey InChI 1.03 CDTLONANIBXQJQ-UHFFFAOYSA-N 08F SMILES_CANONICAL CACTVS 3.370 "C[S](=O)(=O)Nc1cccc(c1)[S](=O)(=O)NC(=O)c2n(Cc3ccnc(N)c3)c4ccc(Cl)cc4c2C5=CC=CNC5=O" 08F SMILES CACTVS 3.370 "C[S](=O)(=O)Nc1cccc(c1)[S](=O)(=O)NC(=O)c2n(Cc3ccnc(N)c3)c4ccc(Cl)cc4c2C5=CC=CNC5=O" 08F SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CS(=O)(=O)Nc1cccc(c1)S(=O)(=O)NC(=O)c2c(c3cc(ccc3n2Cc4ccnc(c4)N)Cl)C5=CC=CNC5=O" 08F SMILES "OpenEye OEToolkits" 1.7.2 "CS(=O)(=O)Nc1cccc(c1)S(=O)(=O)NC(=O)c2c(c3cc(ccc3n2Cc4ccnc(c4)N)Cl)C5=CC=CNC5=O" # 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 08F "SYSTEMATIC NAME" ACDLabs 12.01 "1-[(2-aminopyridin-4-yl)methyl]-5-chloro-N-({3-[(methylsulfonyl)amino]phenyl}sulfonyl)-3-(2-oxo-1,2-dihydropyridin-3-yl)-1H-indole-2-carboxamide" 08F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "1-[(2-azanylpyridin-4-yl)methyl]-5-chloranyl-N-[3-(methylsulfonylamino)phenyl]sulfonyl-3-(2-oxidanylidene-1H-pyridin-3-yl)indole-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 08F "Create component" 2011-10-13 RCSB #