data_B91 # _chem_comp.id B91 _chem_comp.name "3-{(E)-2-[6-(cyclopropylamino)-9H-purin-9-yl]ethenyl}-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 F3 N8 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-29 _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 558.557 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B91 _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 3KFA _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 B91 C1 C1 C 0 1 Y N N 18.337 -9.326 9.591 -5.145 0.140 -0.154 C1 B91 1 B91 F1 F1 F 0 1 N N N 12.554 -4.640 18.540 8.541 -1.042 -0.349 F1 B91 2 B91 N1 N1 N 0 1 Y N N 17.309 -9.913 10.284 -4.639 -1.109 0.116 N1 B91 3 B91 O1 O1 O 0 1 N N N 15.585 -7.662 16.218 1.548 -0.267 0.104 O1 B91 4 B91 C2 C2 C 0 1 N N N 19.016 -8.472 3.604 -10.935 2.287 -0.177 C2 B91 5 B91 F2 F2 F 0 1 N N N 11.544 -6.489 18.442 8.120 0.364 -2.100 F2 B91 6 B91 N2 N2 N 0 1 N N N 16.216 -8.561 18.214 3.159 -1.756 0.453 N2 B91 7 B91 C3 C3 C 0 1 N N N 17.153 -10.167 11.709 -3.295 -1.449 0.221 C3 B91 8 B91 F3 F3 F 0 1 N N N 11.528 -5.358 20.276 7.373 -1.794 -2.163 F3 B91 9 B91 N3 N3 N 0 1 Y N N 15.731 -6.988 22.682 4.738 2.806 0.586 N3 B91 10 B91 C4 C4 C 0 1 N N N 18.124 -10.141 12.579 -2.943 -2.708 0.489 C4 B91 11 B91 N4 N4 N 0 1 Y N N 15.804 -7.156 24.880 5.072 4.929 0.831 N4 B91 12 B91 C5 C5 C 0 1 Y N N 17.888 -10.349 14.007 -1.516 -3.068 0.600 C5 B91 13 B91 N5 N5 N 0 1 Y N N 16.676 -9.937 8.173 -6.815 -1.303 0.100 N5 B91 14 B91 C6 C6 C 0 1 Y N N 18.344 -11.524 14.649 -1.146 -4.386 0.881 C6 B91 15 B91 N6 N6 N 0 1 Y N N 19.506 -8.829 10.031 -4.616 1.336 -0.387 N6 B91 16 B91 C7 C7 C 0 1 Y N N 18.129 -11.716 16.040 0.188 -4.724 0.985 C7 B91 17 B91 N7 N7 N 0 1 Y N N 19.962 -8.267 7.760 -6.705 2.293 -0.642 N7 B91 18 B91 C8 C8 C 0 1 Y N N 17.438 -10.728 16.783 1.166 -3.764 0.813 C8 B91 19 B91 N8 N8 N 0 1 N N N 18.428 -8.735 6.017 -8.706 1.058 -0.448 N8 B91 20 B91 C9 C9 C 0 1 Y N N 16.965 -9.553 16.143 0.810 -2.443 0.532 C9 B91 21 B91 C10 C10 C 0 1 Y N N 17.196 -9.361 14.756 -0.534 -2.095 0.420 C10 B91 22 B91 C11 C11 C 0 1 N N N 19.052 -12.599 13.886 -2.206 -5.440 1.072 C11 B91 23 B91 C12 C12 C 0 1 N N N 16.219 -8.515 16.855 1.859 -1.417 0.349 C12 B91 24 B91 C13 C13 C 0 1 Y N N 15.459 -7.804 19.080 4.152 -0.809 0.184 C13 B91 25 B91 C14 C14 C 0 1 Y N N 15.911 -7.714 20.377 3.951 0.523 0.518 C14 B91 26 B91 C15 C15 C 0 1 Y N N 15.217 -6.979 21.374 4.938 1.459 0.251 C15 B91 27 B91 C16 C16 C 0 1 Y N N 14.022 -6.323 21.000 6.125 1.062 -0.351 C16 B91 28 B91 C17 C17 C 0 1 Y N N 13.524 -6.396 19.666 6.323 -0.264 -0.683 C17 B91 29 B91 C18 C18 C 0 1 Y N N 14.255 -7.146 18.719 5.345 -1.201 -0.412 C18 B91 30 B91 C19 C19 C 0 1 N N N 12.252 -5.712 19.227 7.613 -0.692 -1.336 C19 B91 31 B91 C22 C22 C 0 1 Y N N 17.055 -6.930 23.043 3.624 3.341 1.180 C22 B91 32 B91 C23 C23 C 0 1 Y N N 14.967 -7.128 23.822 5.613 3.826 0.390 C23 B91 33 B91 C24 C24 C 0 1 N N N 19.303 -8.012 5.029 -9.503 2.257 -0.715 C24 B91 34 B91 C25 C25 C 0 1 Y N N 17.065 -7.039 24.428 3.852 4.661 1.320 C25 B91 35 B91 C26 C26 C 0 1 Y N N 16.304 -10.288 9.440 -5.701 -1.956 0.264 C26 B91 36 B91 C27 C27 C 0 1 N N N 18.218 -7.048 25.331 2.902 5.663 1.923 C27 B91 37 B91 C28 C28 C 0 1 N N N 20.289 -8.956 4.315 -10.685 2.119 -1.677 C28 B91 38 B91 C29 C29 C 0 1 Y N N 17.910 -9.343 8.246 -6.543 -0.003 -0.168 C29 B91 39 B91 C30 C30 C 0 1 Y N N 18.778 -8.778 7.330 -7.324 1.137 -0.424 C30 B91 40 B91 C33 C33 C 0 1 Y N N 20.310 -8.298 9.065 -5.388 2.377 -0.621 C33 B91 41 B91 H2 H2 H 0 1 N N N 18.167 -9.037 3.191 -11.284 1.415 0.375 H2 B91 42 B91 H2A H2A H 0 1 N N N 18.889 -7.894 2.677 -11.325 3.247 0.164 H2A B91 43 B91 HN2 HN2 H 0 1 N N N 16.837 -9.223 18.634 3.406 -2.657 0.713 HN2 B91 44 B91 H3 H3 H 0 1 N N N 16.161 -10.393 12.072 -2.535 -0.693 0.085 H3 B91 45 B91 H4 H4 H 0 1 N N N 19.132 -9.961 12.235 -3.703 -3.463 0.625 H4 B91 46 B91 H7 H7 H 0 1 N N N 18.490 -12.609 16.528 0.469 -5.744 1.202 H7 B91 47 B91 H8 H8 H 0 1 N N N 17.270 -10.869 17.841 2.208 -4.036 0.896 H8 B91 48 B91 HN8 HN8 H 0 1 N N N 17.537 -8.282 5.982 -9.146 0.208 -0.288 HN8 B91 49 B91 H10 H10 H 0 1 N N N 16.845 -8.463 14.270 -0.814 -1.076 0.198 H10 B91 50 B91 H11 H11 H 0 1 N N N 20.135 -12.406 13.899 -2.437 -5.902 0.112 H11 B91 51 B91 H11A H11A H 0 0 N N N 18.848 -13.574 14.352 -1.842 -6.200 1.763 H11A B91 52 B91 H11B H11B H 0 0 N N N 18.693 -12.607 12.846 -3.107 -4.980 1.479 H11B B91 53 B91 H14 H14 H 0 1 N N N 16.826 -8.221 20.646 3.026 0.830 0.986 H14 B91 54 B91 H16 H16 H 0 1 N N N 13.476 -5.756 21.739 6.894 1.791 -0.560 H16 B91 55 B91 H18 H18 H 0 1 N N N 13.892 -7.220 17.704 5.504 -2.238 -0.668 H18 B91 56 B91 H22 H22 H 0 1 N N N 17.908 -6.822 22.389 2.734 2.807 1.478 H22 B91 57 B91 H23 H23 H 0 1 N N N 13.890 -7.202 23.861 6.593 3.739 -0.055 H23 B91 58 B91 H24 H24 H 0 1 N N N 19.393 -7.044 5.544 -8.950 3.196 -0.728 H24 B91 59 B91 H26 H26 H 0 1 N N N 15.382 -10.774 9.722 -5.628 -3.011 0.482 H26 B91 60 B91 H27 H27 H 0 1 N N N 17.871 -7.161 26.369 2.263 6.074 1.142 H27 B91 61 B91 H27A H27A H 0 0 N N N 18.879 -7.888 25.073 2.285 5.172 2.676 H27A B91 62 B91 H27B H27B H 0 0 N N N 18.770 -6.102 25.230 3.470 6.468 2.389 H27B B91 63 B91 H28 H28 H 0 1 N N N 20.637 -9.968 4.569 -10.869 1.137 -2.112 H28 B91 64 B91 H28A H28A H 0 0 N N N 21.352 -8.836 4.060 -10.910 2.968 -2.323 H28A B91 65 B91 H33 H33 H 0 1 N N N 21.265 -7.885 9.356 -4.925 3.336 -0.807 H33 B91 66 # 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 B91 C1 N1 SING Y N 1 B91 C1 N6 DOUB Y N 2 B91 C1 C29 SING Y N 3 B91 F1 C19 SING N N 4 B91 N1 C3 SING N N 5 B91 N1 C26 SING Y N 6 B91 O1 C12 DOUB N N 7 B91 C2 C24 SING N N 8 B91 C2 C28 SING N N 9 B91 F2 C19 SING N N 10 B91 N2 C12 SING N N 11 B91 N2 C13 SING N N 12 B91 C3 C4 DOUB N N 13 B91 F3 C19 SING N N 14 B91 N3 C15 SING Y N 15 B91 N3 C22 SING Y E 16 B91 N3 C23 SING Y N 17 B91 C4 C5 SING N N 18 B91 N4 C23 DOUB Y N 19 B91 N4 C25 SING Y N 20 B91 C5 C6 DOUB Y N 21 B91 C5 C10 SING Y N 22 B91 N5 C26 DOUB Y N 23 B91 N5 C29 SING Y N 24 B91 C6 C7 SING Y N 25 B91 C6 C11 SING N N 26 B91 N6 C33 SING Y N 27 B91 C7 C8 DOUB Y N 28 B91 N7 C30 SING Y N 29 B91 N7 C33 DOUB Y N 30 B91 C8 C9 SING Y N 31 B91 N8 C24 SING N N 32 B91 N8 C30 SING N N 33 B91 C9 C10 DOUB Y N 34 B91 C9 C12 SING N N 35 B91 C13 C14 DOUB Y N 36 B91 C13 C18 SING Y N 37 B91 C14 C15 SING Y N 38 B91 C15 C16 DOUB Y N 39 B91 C16 C17 SING Y N 40 B91 C17 C18 DOUB Y N 41 B91 C17 C19 SING N N 42 B91 C22 C25 DOUB Y N 43 B91 C24 C28 SING N N 44 B91 C25 C27 SING N N 45 B91 C29 C30 DOUB Y N 46 B91 C2 H2 SING N N 47 B91 C2 H2A SING N N 48 B91 N2 HN2 SING N N 49 B91 C3 H3 SING N N 50 B91 C4 H4 SING N N 51 B91 C7 H7 SING N N 52 B91 C8 H8 SING N N 53 B91 N8 HN8 SING N N 54 B91 C10 H10 SING N N 55 B91 C11 H11 SING N N 56 B91 C11 H11A SING N N 57 B91 C11 H11B SING N N 58 B91 C14 H14 SING N N 59 B91 C16 H16 SING N N 60 B91 C18 H18 SING N N 61 B91 C22 H22 SING N N 62 B91 C23 H23 SING N N 63 B91 C24 H24 SING N N 64 B91 C26 H26 SING N N 65 B91 C27 H27 SING N N 66 B91 C27 H27A SING N N 67 B91 C27 H27B SING N N 68 B91 C28 H28 SING N N 69 B91 C28 H28A SING N N 70 B91 C33 H33 SING N N 71 # 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 B91 SMILES ACDLabs 11.02 "FC(F)(F)c2cc(cc(n1cc(nc1)C)c2)NC(=O)c3cc(c(cc3)C)\C=C\n4c5ncnc(c5nc4)NC6CC6" B91 SMILES_CANONICAL CACTVS 3.352 "Cc1cn(cn1)c2cc(NC(=O)c3ccc(C)c(/C=C/n4cnc5c(NC6CC6)ncnc45)c3)cc(c2)C(F)(F)F" B91 SMILES CACTVS 3.352 "Cc1cn(cn1)c2cc(NC(=O)c3ccc(C)c(C=Cn4cnc5c(NC6CC6)ncnc45)c3)cc(c2)C(F)(F)F" B91 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1/C=C/n2cnc3c2ncnc3NC4CC4)C(=O)Nc5cc(cc(c5)n6cc(nc6)C)C(F)(F)F" B91 SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccc(cc1C=Cn2cnc3c2ncnc3NC4CC4)C(=O)Nc5cc(cc(c5)n6cc(nc6)C)C(F)(F)F" B91 InChI InChI 1.03 "InChI=1S/C29H25F3N8O/c1-17-3-4-20(9-19(17)7-8-39-16-36-25-26(37-22-5-6-22)33-14-34-27(25)39)28(41)38-23-10-21(29(30,31)32)11-24(12-23)40-13-18(2)35-15-40/h3-4,7-16,22H,5-6H2,1-2H3,(H,38,41)(H,33,34,37)/b8-7+" B91 InChIKey InChI 1.03 XQBYDVRVYRYLCH-BQYQJAHWSA-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 B91 "SYSTEMATIC NAME" ACDLabs 11.02 "3-{(E)-2-[6-(cyclopropylamino)-9H-purin-9-yl]ethenyl}-4-methyl-N-[3-(4-methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide" B91 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[(E)-2-[6-(cyclopropylamino)purin-9-yl]ethenyl]-4-methyl-N-[3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)phenyl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site B91 "Create component" 2009-10-29 RCSB B91 "Modify aromatic_flag" 2011-06-04 RCSB B91 "Modify descriptor" 2011-06-04 RCSB #