data_2F4 # _chem_comp.id 2F4 _chem_comp.name "2-{4-[(6,7-difluoro-1H-benzimidazol-2-yl)amino]phenoxy}-N-methyl-3,4'-bipyridin-2'-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H18 F2 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-10-07 _chem_comp.pdbx_modified_date 2013-10-18 _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 444.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2F4 _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 4MUW _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 2F4 C01 C01 C 0 1 N N N 10.032 91.226 41.484 7.722 2.983 1.467 C01 2F4 1 2F4 N02 N02 N 0 1 N N N 9.326 91.744 40.348 7.510 2.908 0.020 N02 2F4 2 2F4 C03 C03 C 0 1 Y N N 9.748 91.400 39.033 6.674 1.932 -0.511 C03 2F4 3 2F4 C04 C04 C 0 1 Y N N 10.484 90.246 38.841 6.044 1.031 0.338 C04 2F4 4 2F4 C05 C05 C 0 1 Y N N 10.909 89.890 37.589 5.208 0.058 -0.210 C05 2F4 5 2F4 C06 C06 C 0 1 Y N N 10.581 90.713 36.544 5.042 0.033 -1.600 C06 2F4 6 2F4 C07 C07 C 0 1 Y N N 9.844 91.860 36.771 5.703 0.962 -2.373 C07 2F4 7 2F4 N08 N08 N 0 1 Y N N 9.445 92.185 37.996 6.483 1.874 -1.821 N08 2F4 8 2F4 C09 C09 C 0 1 Y N N 11.647 88.737 37.413 4.515 -0.925 0.657 C09 2F4 9 2F4 C10 C10 C 0 1 Y N N 11.231 87.773 36.528 5.222 -1.642 1.623 C10 2F4 10 2F4 C11 C11 C 0 1 Y N N 12.005 86.640 36.401 4.529 -2.549 2.409 C11 2F4 11 2F4 C12 C12 C 0 1 Y N N 13.155 86.496 37.155 3.171 -2.716 2.215 C12 2F4 12 2F4 N13 N13 N 0 1 Y N N 13.527 87.447 38.012 2.524 -2.026 1.294 N13 2F4 13 2F4 C14 C14 C 0 1 Y N N 12.803 88.547 38.151 3.139 -1.146 0.524 C14 2F4 14 2F4 O15 O15 O 0 1 N N N 13.189 89.542 39.026 2.433 -0.456 -0.406 O15 2F4 15 2F4 C16 C16 C 0 1 Y N N 13.774 89.072 40.199 1.121 -0.770 -0.573 C16 2F4 16 2F4 C17 C17 C 0 1 Y N N 15.142 89.162 40.422 0.181 -0.339 0.352 C17 2F4 17 2F4 C18 C18 C 0 1 Y N N 15.690 88.696 41.620 -1.152 -0.658 0.182 C18 2F4 18 2F4 C19 C19 C 0 1 Y N N 14.860 88.154 42.580 -1.552 -1.409 -0.915 C19 2F4 19 2F4 N20 N20 N 0 1 N N N 15.352 87.653 43.846 -2.903 -1.732 -1.088 N20 2F4 20 2F4 C21 C21 C 0 1 Y N N 16.682 87.871 44.334 -3.882 -0.874 -0.628 C21 2F4 21 2F4 N22 N22 N 0 1 Y N N 17.785 87.995 43.604 -3.660 0.241 0.021 N22 2F4 22 2F4 C23 C23 C 0 1 Y N N 18.842 88.189 44.466 -4.845 0.837 0.324 C23 2F4 23 2F4 C24 C24 C 0 1 Y N N 20.220 88.387 44.246 -5.182 2.017 0.991 C24 2F4 24 2F4 C25 C25 C 0 1 Y N N 21.080 88.555 45.317 -6.506 2.363 1.146 C25 2F4 25 2F4 C26 C26 C 0 1 Y N N 20.578 88.530 46.604 -7.510 1.547 0.643 C26 2F4 26 2F4 F27 F27 F 0 1 N N N 21.385 88.685 47.625 -8.805 1.900 0.801 F27 2F4 27 2F4 C28 C28 C 0 1 Y N N 19.235 88.341 46.825 -7.193 0.375 -0.021 C28 2F4 28 2F4 F29 F29 F 0 1 N N N 18.772 88.319 48.051 -8.174 -0.414 -0.509 F29 2F4 29 2F4 C30 C30 C 0 1 Y N N 18.357 88.168 45.730 -5.863 0.014 -0.184 C30 2F4 30 2F4 N31 N31 N 0 1 Y N N 17.004 87.967 45.631 -5.226 -1.060 -0.787 N31 2F4 31 2F4 C32 C32 C 0 1 Y N N 13.501 88.078 42.353 -0.610 -1.840 -1.841 C32 2F4 32 2F4 C33 C33 C 0 1 Y N N 12.955 88.544 41.167 0.721 -1.516 -1.673 C33 2F4 33 2F4 H1 H1 H 0 1 N N N 9.565 91.598 42.408 6.768 3.153 1.966 H1 2F4 34 2F4 H2 H2 H 0 1 N N N 9.993 90.127 41.470 8.154 2.046 1.820 H2 2F4 35 2F4 H3 H3 H 0 1 N N N 11.081 91.556 41.445 8.402 3.804 1.693 H3 2F4 36 2F4 H4 H4 H 0 1 N N N 9.366 92.741 40.413 7.952 3.539 -0.569 H4 2F4 37 2F4 H5 H5 H 0 1 N N N 10.726 89.619 39.686 6.199 1.083 1.406 H5 2F4 38 2F4 H6 H6 H 0 1 N N N 10.899 90.465 35.542 4.407 -0.709 -2.061 H6 2F4 39 2F4 H7 H7 H 0 1 N N N 9.589 92.501 35.941 5.579 0.948 -3.445 H7 2F4 40 2F4 H8 H8 H 0 1 N N N 10.327 87.899 35.951 6.284 -1.494 1.755 H8 2F4 41 2F4 H9 H9 H 0 1 N N N 11.713 85.863 35.711 5.045 -3.121 3.166 H9 2F4 42 2F4 H10 H10 H 0 1 N N N 13.757 85.606 37.049 2.630 -3.423 2.827 H10 2F4 43 2F4 H11 H11 H 0 1 N N N 15.784 89.593 39.668 0.492 0.245 1.205 H11 2F4 44 2F4 H12 H12 H 0 1 N N N 16.754 88.759 41.793 -1.883 -0.323 0.903 H12 2F4 45 2F4 H13 H13 H 0 1 N N N 14.725 87.122 44.416 -3.151 -2.558 -1.532 H13 2F4 46 2F4 H15 H15 H 0 1 N N N 20.606 88.408 43.238 -4.406 2.656 1.386 H15 2F4 47 2F4 H16 H16 H 0 1 N N N 22.136 88.705 45.148 -6.765 3.275 1.662 H16 2F4 48 2F4 H17 H17 H 0 1 N N N 16.365 87.903 46.398 -5.655 -1.805 -1.236 H17 2F4 49 2F4 H18 H18 H 0 1 N N N 12.856 87.651 43.107 -0.921 -2.424 -2.695 H18 2F4 50 2F4 H19 H19 H 0 1 N N N 11.889 88.492 41.005 1.453 -1.847 -2.395 H19 2F4 51 # 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 2F4 C11 C10 SING Y N 1 2F4 C11 C12 DOUB Y N 2 2F4 C10 C09 DOUB Y N 3 2F4 C06 C07 DOUB Y N 4 2F4 C06 C05 SING Y N 5 2F4 C07 N08 SING Y N 6 2F4 C12 N13 SING Y N 7 2F4 C09 C05 SING N N 8 2F4 C09 C14 SING Y N 9 2F4 C05 C04 DOUB Y N 10 2F4 N08 C03 DOUB Y N 11 2F4 N13 C14 DOUB Y N 12 2F4 C14 O15 SING N N 13 2F4 C04 C03 SING Y N 14 2F4 O15 C16 SING N N 15 2F4 C03 N02 SING N N 16 2F4 C16 C17 DOUB Y N 17 2F4 C16 C33 SING Y N 18 2F4 N02 C01 SING N N 19 2F4 C17 C18 SING Y N 20 2F4 C33 C32 DOUB Y N 21 2F4 C18 C19 DOUB Y N 22 2F4 C32 C19 SING Y N 23 2F4 C19 N20 SING N N 24 2F4 N22 C21 DOUB Y N 25 2F4 N22 C23 SING Y N 26 2F4 N20 C21 SING N N 27 2F4 C24 C23 DOUB Y N 28 2F4 C24 C25 SING Y N 29 2F4 C21 N31 SING Y N 30 2F4 C23 C30 SING Y N 31 2F4 C25 C26 DOUB Y N 32 2F4 N31 C30 SING Y N 33 2F4 C30 C28 DOUB Y N 34 2F4 C26 C28 SING Y N 35 2F4 C26 F27 SING N N 36 2F4 C28 F29 SING N N 37 2F4 C01 H1 SING N N 38 2F4 C01 H2 SING N N 39 2F4 C01 H3 SING N N 40 2F4 N02 H4 SING N N 41 2F4 C04 H5 SING N N 42 2F4 C06 H6 SING N N 43 2F4 C07 H7 SING N N 44 2F4 C10 H8 SING N N 45 2F4 C11 H9 SING N N 46 2F4 C12 H10 SING N N 47 2F4 C17 H11 SING N N 48 2F4 C18 H12 SING N N 49 2F4 N20 H13 SING N N 50 2F4 C24 H15 SING N N 51 2F4 C25 H16 SING N N 52 2F4 N31 H17 SING N N 53 2F4 C32 H18 SING N N 54 2F4 C33 H19 SING N N 55 # 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 2F4 SMILES ACDLabs 12.01 "Fc4ccc5nc(Nc3ccc(Oc2ncccc2c1ccnc(NC)c1)cc3)nc5c4F" 2F4 InChI InChI 1.03 "InChI=1S/C24H18F2N6O/c1-27-20-13-14(10-12-28-20)17-3-2-11-29-23(17)33-16-6-4-15(5-7-16)30-24-31-19-9-8-18(25)21(26)22(19)32-24/h2-13H,1H3,(H,27,28)(H2,30,31,32)" 2F4 InChIKey InChI 1.03 WUBLYECGKVDFTH-UHFFFAOYSA-N 2F4 SMILES_CANONICAL CACTVS 3.385 "CNc1cc(ccn1)c2cccnc2Oc3ccc(Nc4[nH]c5c(F)c(F)ccc5n4)cc3" 2F4 SMILES CACTVS 3.385 "CNc1cc(ccn1)c2cccnc2Oc3ccc(Nc4[nH]c5c(F)c(F)ccc5n4)cc3" 2F4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CNc1cc(ccn1)c2cccnc2Oc3ccc(cc3)Nc4[nH]c5c(n4)ccc(c5F)F" 2F4 SMILES "OpenEye OEToolkits" 1.7.6 "CNc1cc(ccn1)c2cccnc2Oc3ccc(cc3)Nc4[nH]c5c(n4)ccc(c5F)F" # 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 2F4 "SYSTEMATIC NAME" ACDLabs 12.01 "2-{4-[(6,7-difluoro-1H-benzimidazol-2-yl)amino]phenoxy}-N-methyl-3,4'-bipyridin-2'-amine" 2F4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "6,7-bis(fluoranyl)-N-[4-[3-[2-(methylamino)pyridin-4-yl]pyridin-2-yl]oxyphenyl]-1H-benzimidazol-2-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2F4 "Create component" 2013-10-07 RCSB 2F4 "Initial release" 2013-10-23 RCSB #