data_UN8 # _chem_comp.id UN8 _chem_comp.name "N-(4-{[3-BUTYL-1-(2-FLUOROBENZYL)-2,6-DIOXO-2,3,6,7-TETRAHYDRO-1H-PURIN-8-YL]METHYL}PHENYL)-1-METHYL-1H-IMIDAZOLE-4-SULFONAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H28 F N7 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2006-04-11 _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 565.619 _chem_comp.one_letter_code ? _chem_comp.three_letter_code UN8 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 UN8 O2 O2 O 0 1 N N N 22.030 -3.043 46.540 -6.797 1.116 -0.422 O2 UN8 1 UN8 S1 S1 S 0 1 N N N 23.204 -4.017 46.206 -6.392 0.480 0.783 S1 UN8 2 UN8 O1 O1 O 0 1 N N N 23.920 -4.330 47.561 -7.157 0.424 1.980 O1 UN8 3 UN8 C1 C1 C 0 1 Y N N 24.319 -3.166 45.086 -6.054 -1.194 0.352 C1 UN8 4 UN8 C2 C2 C 0 1 Y N N 24.076 -1.952 44.468 -6.057 -2.245 1.194 C2 UN8 5 UN8 N5 N5 N 0 1 Y N N 25.178 -1.680 43.729 -5.745 -3.350 0.450 N5 UN8 6 UN8 C4 C4 C 0 1 N N N 25.424 -0.514 42.890 -5.632 -4.725 0.942 C4 UN8 7 UN8 C3 C3 C 0 1 Y N N 26.032 -2.707 43.916 -5.562 -2.936 -0.822 C3 UN8 8 UN8 N7 N7 N 0 1 Y N N 25.532 -3.646 44.754 -5.753 -1.646 -0.874 N7 UN8 9 UN8 N4 N4 N 0 1 N N N 22.443 -5.581 45.793 -4.953 1.185 1.202 N4 UN8 10 UN8 C8 C8 C 0 1 Y N N 22.124 -6.049 44.468 -3.948 1.341 0.246 C8 UN8 11 UN8 C9 C9 C 0 1 Y N N 22.475 -7.334 44.013 -3.260 2.544 0.148 C9 UN8 12 UN8 C30 C30 C 0 1 Y N N 22.139 -7.749 42.718 -2.267 2.696 -0.799 C30 UN8 13 UN8 C7 C7 C 0 1 Y N N 21.413 -5.203 43.615 -3.633 0.294 -0.611 C7 UN8 14 UN8 C6 C6 C 0 1 Y N N 21.071 -5.595 42.325 -2.642 0.454 -1.560 C6 UN8 15 UN8 C5 C5 C 0 1 Y N N 21.424 -6.877 41.876 -1.956 1.651 -1.650 C5 UN8 16 UN8 C16 C16 C 0 1 N N N 21.061 -7.294 40.491 -0.871 1.820 -2.683 C16 UN8 17 UN8 C14 C14 C 0 1 Y N N 22.028 -6.675 39.548 0.452 1.402 -2.094 C14 UN8 18 UN8 N15 N15 N 0 1 Y N N 23.215 -7.218 39.151 1.279 0.480 -2.623 N15 UN8 19 UN8 C55 C55 C 0 1 Y N N 23.696 -6.306 38.307 2.373 0.392 -1.786 C55 UN8 20 UN8 C56 C56 C 0 1 Y N N 24.866 -6.288 37.540 3.561 -0.371 -1.784 C56 UN8 21 UN8 O57 O57 O 0 1 N N N 25.704 -7.148 37.561 3.781 -1.171 -2.675 O57 UN8 22 UN8 C54 C54 C 0 1 Y N N 22.828 -5.261 38.244 2.145 1.293 -0.753 C54 UN8 23 UN8 N13 N13 N 0 1 Y N N 21.751 -5.481 39.009 0.971 1.881 -0.992 N13 UN8 24 UN8 N53 N53 N 0 1 Y N N 23.008 -4.155 37.464 3.099 1.422 0.244 N53 UN8 25 UN8 C59 C59 C 0 1 N N N 21.901 -3.148 37.537 2.885 2.368 1.342 C59 UN8 26 UN8 C10 C10 C 0 1 N N N 21.841 -2.109 36.422 3.475 3.729 0.965 C10 UN8 27 UN8 C11 C11 C 0 1 N N N 20.532 -2.143 35.659 3.252 4.717 2.111 C11 UN8 28 UN8 C12 C12 C 0 1 N N N 20.867 -2.221 34.163 3.842 6.077 1.734 C12 UN8 29 UN8 C52 C52 C 0 1 Y N N 24.207 -4.093 36.701 4.218 0.675 0.209 C52 UN8 30 UN8 O58 O58 O 0 1 N N N 24.500 -3.112 36.032 5.041 0.798 1.096 O58 UN8 31 UN8 N51 N51 N 0 1 Y N N 25.123 -5.192 36.748 4.449 -0.204 -0.782 N51 UN8 32 UN8 C17 C17 C 0 1 N N N 26.121 -5.400 35.707 5.684 -0.993 -0.773 C17 UN8 33 UN8 C18 C18 C 0 1 Y N N 27.443 -4.851 36.163 5.453 -2.279 -0.022 C18 UN8 34 UN8 C19 C19 C 0 1 Y N N 28.634 -5.480 35.766 5.382 -2.270 1.360 C19 UN8 35 UN8 F24 F24 F 0 1 N N N 28.584 -6.597 35.025 5.514 -1.108 2.037 F24 UN8 36 UN8 C20 C20 C 0 1 Y N N 29.877 -4.964 36.146 5.165 -3.452 2.049 C20 UN8 37 UN8 C21 C21 C 0 1 Y N N 29.957 -3.813 36.951 5.030 -4.639 1.356 C21 UN8 38 UN8 C22 C22 C 0 1 Y N N 28.762 -3.161 37.347 5.107 -4.648 -0.024 C22 UN8 39 UN8 C23 C23 C 0 1 Y N N 27.510 -3.673 36.955 5.318 -3.468 -0.713 C23 UN8 40 UN8 H2 H2 H 0 1 N N N 23.188 -1.344 44.557 -6.266 -2.220 2.254 H2 UN8 41 UN8 H41 1H4 H 0 1 N N N 25.486 0.385 43.520 -6.601 -5.218 0.870 H41 UN8 42 UN8 H42 2H4 H 0 1 N N N 26.371 -0.647 42.347 -4.903 -5.268 0.339 H42 UN8 43 UN8 H43 3H4 H 0 1 N N N 24.600 -0.401 42.170 -5.305 -4.714 1.982 H43 UN8 44 UN8 H3 H3 H 0 1 N N N 27.004 -2.773 43.450 -5.304 -3.569 -1.659 H3 UN8 45 UN8 HN4 HN4 H 0 1 N N N 23.079 -6.266 46.149 -4.809 1.488 2.112 HN4 UN8 46 UN8 H9 H9 H 0 1 N N N 23.008 -8.006 44.669 -3.502 3.360 0.813 H9 UN8 47 UN8 H30 H30 H 0 1 N N N 22.426 -8.730 42.369 -1.732 3.631 -0.875 H30 UN8 48 UN8 H7 H7 H 0 1 N N N 21.122 -4.223 43.964 -4.165 -0.643 -0.538 H7 UN8 49 UN8 H6 H6 H 0 1 N N N 20.538 -4.918 41.674 -2.397 -0.360 -2.226 H6 UN8 50 UN8 H161 1H16 H 0 0 N N N 21.106 -8.390 40.407 -0.820 2.865 -2.988 H161 UN8 51 UN8 H162 2H16 H 0 0 N N N 20.038 -6.966 40.253 -1.096 1.199 -3.550 H162 UN8 52 UN8 HN15 HN15 H 0 0 N N N 23.624 -8.088 39.426 1.133 -0.027 -3.437 HN15 UN8 53 UN8 H591 1H59 H 0 0 N N N 20.954 -3.706 37.510 3.375 1.997 2.242 H591 UN8 54 UN8 H592 2H59 H 0 0 N N N 22.086 -2.577 38.459 1.816 2.474 1.528 H592 UN8 55 UN8 H101 1H10 H 0 0 N N N 21.955 -1.111 36.871 2.985 4.100 0.065 H101 UN8 56 UN8 H102 2H10 H 0 0 N N N 22.648 -2.337 35.710 4.544 3.622 0.779 H102 UN8 57 UN8 H111 1H11 H 0 0 N N N 19.942 -3.021 35.960 3.742 4.346 3.011 H111 UN8 58 UN8 H112 2H11 H 0 0 N N N 19.938 -1.243 35.874 2.183 4.823 2.297 H112 UN8 59 UN8 H121 1H12 H 0 0 N N N 19.935 -2.240 33.579 4.911 5.971 1.548 H121 UN8 60 UN8 H122 2H12 H 0 0 N N N 21.463 -1.343 33.875 3.352 6.448 0.834 H122 UN8 61 UN8 H123 3H12 H 0 0 N N N 21.443 -3.137 33.964 3.683 6.781 2.551 H123 UN8 62 UN8 H171 1H17 H 0 0 N N N 26.221 -6.477 35.505 5.978 -1.218 -1.798 H171 UN8 63 UN8 H172 2H17 H 0 0 N N N 25.806 -4.882 34.789 6.475 -0.424 -0.285 H172 UN8 64 UN8 H20 H20 H 0 1 N N N 30.783 -5.453 35.819 5.104 -3.445 3.127 H20 UN8 65 UN8 H21 H21 H 0 1 N N N 30.917 -3.431 37.264 4.865 -5.562 1.893 H21 UN8 66 UN8 H22 H22 H 0 1 N N N 28.812 -2.268 37.952 5.001 -5.577 -0.565 H22 UN8 67 UN8 H23 H23 H 0 1 N N N 26.602 -3.171 37.256 5.377 -3.476 -1.791 H23 UN8 68 # 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 UN8 O2 S1 DOUB N N 1 UN8 S1 O1 DOUB N N 2 UN8 S1 C1 SING N N 3 UN8 S1 N4 SING N N 4 UN8 C1 C2 DOUB Y N 5 UN8 C1 N7 SING Y N 6 UN8 C2 N5 SING Y N 7 UN8 C2 H2 SING N N 8 UN8 N5 C4 SING N N 9 UN8 N5 C3 SING Y N 10 UN8 C4 H41 SING N N 11 UN8 C4 H42 SING N N 12 UN8 C4 H43 SING N N 13 UN8 C3 N7 DOUB Y N 14 UN8 C3 H3 SING N N 15 UN8 N4 C8 SING N N 16 UN8 N4 HN4 SING N N 17 UN8 C8 C9 DOUB Y N 18 UN8 C8 C7 SING Y N 19 UN8 C9 C30 SING Y N 20 UN8 C9 H9 SING N N 21 UN8 C30 C5 DOUB Y N 22 UN8 C30 H30 SING N N 23 UN8 C7 C6 DOUB Y N 24 UN8 C7 H7 SING N N 25 UN8 C6 C5 SING Y N 26 UN8 C6 H6 SING N N 27 UN8 C5 C16 SING N N 28 UN8 C16 C14 SING N N 29 UN8 C16 H161 SING N N 30 UN8 C16 H162 SING N N 31 UN8 C14 N15 SING Y N 32 UN8 C14 N13 DOUB Y N 33 UN8 N15 C55 SING Y N 34 UN8 N15 HN15 SING N N 35 UN8 C55 C56 SING Y N 36 UN8 C55 C54 DOUB Y N 37 UN8 C56 O57 DOUB N N 38 UN8 C56 N51 SING Y N 39 UN8 C54 N13 SING Y N 40 UN8 C54 N53 SING Y N 41 UN8 N53 C59 SING N N 42 UN8 N53 C52 SING Y N 43 UN8 C59 C10 SING N N 44 UN8 C59 H591 SING N N 45 UN8 C59 H592 SING N N 46 UN8 C10 C11 SING N N 47 UN8 C10 H101 SING N N 48 UN8 C10 H102 SING N N 49 UN8 C11 C12 SING N N 50 UN8 C11 H111 SING N N 51 UN8 C11 H112 SING N N 52 UN8 C12 H121 SING N N 53 UN8 C12 H122 SING N N 54 UN8 C12 H123 SING N N 55 UN8 C52 O58 DOUB N N 56 UN8 C52 N51 SING Y N 57 UN8 N51 C17 SING N N 58 UN8 C17 C18 SING N N 59 UN8 C17 H171 SING N N 60 UN8 C17 H172 SING N N 61 UN8 C18 C19 SING Y N 62 UN8 C18 C23 DOUB Y N 63 UN8 C19 F24 SING N N 64 UN8 C19 C20 DOUB Y N 65 UN8 C20 C21 SING Y N 66 UN8 C20 H20 SING N N 67 UN8 C21 C22 DOUB Y N 68 UN8 C21 H21 SING N N 69 UN8 C22 C23 SING Y N 70 UN8 C22 H22 SING N N 71 UN8 C23 H23 SING N N 72 # 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 UN8 SMILES ACDLabs 10.04 "O=S(=O)(c1ncn(c1)C)Nc2ccc(cc2)Cc4nc3N(C(=O)N(C(=O)c3n4)Cc5ccccc5F)CCCC" UN8 SMILES_CANONICAL CACTVS 3.341 "CCCCN1C(=O)N(Cc2ccccc2F)C(=O)c3[nH]c(Cc4ccc(N[S](=O)(=O)c5cn(C)cn5)cc4)nc13" UN8 SMILES CACTVS 3.341 "CCCCN1C(=O)N(Cc2ccccc2F)C(=O)c3[nH]c(Cc4ccc(N[S](=O)(=O)c5cn(C)cn5)cc4)nc13" UN8 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCN1c2c([nH]c(n2)Cc3ccc(cc3)NS(=O)(=O)c4cn(cn4)C)C(=O)N(C1=O)Cc5ccccc5F" UN8 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCN1c2c([nH]c(n2)Cc3ccc(cc3)NS(=O)(=O)c4cn(cn4)C)C(=O)N(C1=O)Cc5ccccc5F" UN8 InChI InChI 1.03 "InChI=1S/C27H28FN7O4S/c1-3-4-13-34-25-24(26(36)35(27(34)37)15-19-7-5-6-8-21(19)28)30-22(31-25)14-18-9-11-20(12-10-18)32-40(38,39)23-16-33(2)17-29-23/h5-12,16-17,32H,3-4,13-15H2,1-2H3,(H,30,31)" UN8 InChIKey InChI 1.03 OWJCXBGUTOMZTE-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 UN8 "SYSTEMATIC NAME" ACDLabs 10.04 "N-(4-{[3-butyl-1-(2-fluorobenzyl)-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-yl]methyl}phenyl)-1-methyl-1H-imidazole-4-sulfonamide" UN8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[4-[[3-butyl-1-[(2-fluorophenyl)methyl]-2,6-dioxo-7H-purin-8-yl]methyl]phenyl]-1-methyl-imidazole-4-sulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site UN8 "Create component" 2006-04-11 RCSB UN8 "Modify descriptor" 2011-06-04 RCSB #