data_5PS # _chem_comp.id 5PS _chem_comp.name "(R)-N-(3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl)-3,3'-difluoro-(1,1'-biphenyl)-4-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H22 F2 N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-16 _chem_comp.pdbx_modified_date 2014-09-05 _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 496.507 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5PS _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 4BY0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 5PS C1 C1 C 0 1 Y N N -23.579 27.482 18.824 -5.876 -3.075 -0.520 C1 5PS 1 5PS F1 F1 F 0 1 N N N -23.495 19.969 8.394 8.198 -0.386 2.417 F1 5PS 2 5PS N1 N1 N 0 1 Y N N -23.606 28.028 21.132 -5.852 -5.191 0.496 N1 5PS 3 5PS O1 O1 O 0 1 N N N -28.242 24.513 15.169 -0.516 -0.356 -1.895 O1 5PS 4 5PS C2 C2 C 0 1 Y N N -22.953 27.943 19.967 -6.406 -4.336 -0.342 C2 5PS 5 5PS F2 F2 F 0 1 N N N -25.640 25.344 12.461 1.701 -0.715 -2.981 F2 5PS 6 5PS N2 N2 N 0 1 N N N -25.476 26.749 17.701 -4.173 -1.443 0.051 N2 5PS 7 5PS O2 O2 O 0 1 N N N -27.526 27.551 18.271 -2.124 -2.251 0.316 O2 5PS 8 5PS C3 C3 C 0 1 Y N N -24.888 27.659 21.208 -4.776 -4.883 1.196 C3 5PS 9 5PS N3 N3 N 0 1 N N N -26.507 25.893 15.312 -0.787 0.005 0.280 N3 5PS 10 5PS C4 C4 C 0 1 Y N N -25.565 27.184 20.088 -4.185 -3.642 1.076 C4 5PS 11 5PS N4 N4 N 0 1 Y N N -23.863 29.042 14.513 -1.099 4.193 1.427 N4 5PS 12 5PS C5 C5 C 0 1 Y N N -24.893 27.071 18.869 -4.740 -2.710 0.201 C5 5PS 13 5PS C6 C6 C 0 1 N N N -26.758 27.071 17.464 -2.841 -1.283 0.172 C6 5PS 14 5PS C8 C8 C 0 1 N N N -27.084 24.769 14.918 -0.010 -0.226 -0.797 C8 5PS 15 5PS C9 C9 C 0 1 Y N N -26.364 23.740 14.133 1.454 -0.320 -0.644 C9 5PS 16 5PS C10 C10 C 0 1 Y N N -26.394 22.429 14.554 2.037 -0.170 0.617 C10 5PS 17 5PS C11 C11 C 0 1 Y N N -25.744 21.470 13.799 3.403 -0.258 0.759 C11 5PS 18 5PS C12 C12 C 0 1 Y N N -25.080 21.808 12.618 4.208 -0.497 -0.355 C12 5PS 19 5PS C13 C13 C 0 1 Y N N -24.374 20.782 11.826 5.680 -0.591 -0.199 C13 5PS 20 5PS C14 C14 C 0 1 Y N N -23.767 19.720 12.483 6.488 -0.829 -1.310 C14 5PS 21 5PS C15 C15 C 0 1 Y N N -23.091 18.747 11.758 7.857 -0.916 -1.160 C15 5PS 22 5PS C16 C16 C 0 1 Y N N -23.003 18.837 10.379 8.429 -0.767 0.090 C16 5PS 23 5PS C17 C17 C 0 1 Y N N -23.600 19.903 9.728 7.633 -0.530 1.198 C17 5PS 24 5PS C18 C18 C 0 1 Y N N -24.288 20.880 10.441 6.261 -0.435 1.058 C18 5PS 25 5PS C19 C19 C 0 1 Y N N -25.036 23.116 12.167 3.631 -0.648 -1.615 C19 5PS 26 5PS C20 C20 C 0 1 Y N N -25.671 24.089 12.887 2.261 -0.565 -1.761 C20 5PS 27 5PS C21 C21 C 0 1 N N N -27.368 28.199 15.347 -2.820 0.942 1.266 C21 5PS 28 5PS C22 C22 C 0 1 Y N N -25.952 28.684 15.231 -2.315 2.357 1.149 C22 5PS 29 5PS C23 C23 C 0 1 Y N N -25.031 28.458 14.210 -1.251 2.880 1.779 C23 5PS 30 5PS C24 C24 C 0 1 Y N N -23.902 29.661 15.692 -2.086 4.557 0.539 C24 5PS 31 5PS C25 C25 C 0 1 Y N N -23.001 30.379 16.450 -2.392 5.743 -0.119 C25 5PS 32 5PS C26 C26 C 0 1 Y N N -23.407 30.885 17.684 -3.475 5.795 -0.969 C26 5PS 33 5PS C27 C27 C 0 1 Y N N -24.694 30.677 18.177 -4.267 4.673 -1.176 C27 5PS 34 5PS C28 C28 C 0 1 Y N N -25.636 29.959 17.452 -3.984 3.497 -0.539 C28 5PS 35 5PS C29 C29 C 0 1 Y N N -25.248 29.466 16.234 -2.891 3.423 0.326 C29 5PS 36 5PS C7 C7 C 0 1 N N R -27.288 26.871 16.077 -2.241 0.099 0.128 C7 5PS 37 5PS H1 H1 H 0 1 N N N -23.035 27.444 17.892 -6.332 -2.381 -1.211 H1 5PS 38 5PS H2 H2 H 0 1 N N N -21.916 28.241 19.919 -7.286 -4.627 -0.897 H2 5PS 39 5PS H3 H3 H 0 1 N N N -25.407 27.730 22.153 -4.353 -5.611 1.872 H3 5PS 40 5PS HA HA H 0 1 N N N -24.950 26.265 17.002 -4.739 -0.679 -0.141 HA 5PS 41 5PS H4 H4 H 0 1 N N N -26.605 26.904 20.162 -3.306 -3.396 1.652 H4 5PS 42 5PS HB HB H 0 1 N N N -25.549 26.074 15.091 -0.383 0.109 1.156 HB 5PS 43 5PS H7 H7 H 0 1 N N N -28.315 26.486 16.168 -2.477 0.567 -0.828 H7 5PS 44 5PS HC HC H 0 1 N N N -23.056 29.016 13.923 -0.401 4.781 1.757 HC 5PS 45 5PS H23 H23 H 0 1 N N N -25.229 27.896 13.309 -0.610 2.343 2.463 H23 5PS 46 5PS H10 H10 H 0 1 N N N -26.916 22.155 15.459 1.416 0.015 1.481 H10 5PS 47 5PS H11 H11 H 0 1 N N N -25.750 20.442 14.129 3.853 -0.142 1.734 H11 5PS 48 5PS H19 H19 H 0 1 N N N -24.507 23.364 11.259 4.256 -0.833 -2.477 H19 5PS 49 5PS H14 H14 H 0 1 N N N -23.821 19.650 13.559 6.042 -0.947 -2.287 H14 5PS 50 5PS H18 H18 H 0 1 N N N -24.751 21.707 9.924 5.640 -0.245 1.921 H18 5PS 51 5PS H15 H15 H 0 1 N N N -22.632 17.916 12.272 8.482 -1.101 -2.021 H15 5PS 52 5PS H16 H16 H 0 1 N N N -22.473 18.082 9.816 9.501 -0.836 0.203 H16 5PS 53 5PS H211 H211 H 0 0 N N N -27.973 28.916 15.921 -2.509 0.523 2.223 H211 5PS 54 5PS H212 H212 H 0 0 N N N -27.810 28.062 14.349 -3.908 0.938 1.204 H212 5PS 55 5PS H25 H25 H 0 1 N N N -21.996 30.547 16.093 -1.783 6.622 0.035 H25 5PS 56 5PS H26 H26 H 0 1 N N N -22.704 31.454 18.275 -3.711 6.717 -1.480 H26 5PS 57 5PS H27 H27 H 0 1 N N N -24.964 31.082 19.141 -5.113 4.730 -1.844 H27 5PS 58 5PS H28 H28 H 0 1 N N N -26.633 29.796 17.833 -4.604 2.629 -0.704 H28 5PS 59 # 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 5PS C1 C2 SING Y N 1 5PS C1 C5 DOUB Y N 2 5PS F1 C17 SING N N 3 5PS N1 C2 DOUB Y N 4 5PS N1 C3 SING Y N 5 5PS O1 C8 DOUB N N 6 5PS F2 C20 SING N N 7 5PS N2 C5 SING N N 8 5PS N2 C6 SING N N 9 5PS O2 C6 DOUB N N 10 5PS C3 C4 DOUB Y N 11 5PS N3 C8 SING N N 12 5PS N3 C7 SING N N 13 5PS C4 C5 SING Y N 14 5PS N4 C23 SING Y N 15 5PS N4 C24 SING Y N 16 5PS C6 C7 SING N N 17 5PS C8 C9 SING N N 18 5PS C9 C10 DOUB Y N 19 5PS C9 C20 SING Y N 20 5PS C10 C11 SING Y N 21 5PS C11 C12 DOUB Y N 22 5PS C12 C13 SING N N 23 5PS C12 C19 SING Y N 24 5PS C13 C14 SING Y N 25 5PS C13 C18 DOUB Y N 26 5PS C14 C15 DOUB Y N 27 5PS C15 C16 SING Y N 28 5PS C16 C17 DOUB Y N 29 5PS C17 C18 SING Y N 30 5PS C19 C20 DOUB Y N 31 5PS C21 C22 SING N N 32 5PS C21 C7 SING N N 33 5PS C22 C23 DOUB Y N 34 5PS C22 C29 SING Y N 35 5PS C24 C25 DOUB Y N 36 5PS C24 C29 SING Y N 37 5PS C25 C26 SING Y N 38 5PS C26 C27 DOUB Y N 39 5PS C27 C28 SING Y N 40 5PS C28 C29 DOUB Y N 41 5PS C1 H1 SING N N 42 5PS C2 H2 SING N N 43 5PS C3 H3 SING N N 44 5PS N2 HA SING N N 45 5PS C4 H4 SING N N 46 5PS N3 HB SING N N 47 5PS C7 H7 SING N N 48 5PS N4 HC SING N N 49 5PS C23 H23 SING N N 50 5PS C10 H10 SING N N 51 5PS C11 H11 SING N N 52 5PS C19 H19 SING N N 53 5PS C14 H14 SING N N 54 5PS C18 H18 SING N N 55 5PS C15 H15 SING N N 56 5PS C16 H16 SING N N 57 5PS C21 H211 SING N N 58 5PS C21 H212 SING N N 59 5PS C25 H25 SING N N 60 5PS C26 H26 SING N N 61 5PS C27 H27 SING N N 62 5PS C28 H28 SING N N 63 # 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 5PS SMILES ACDLabs 12.01 "Fc1cccc(c1)c2ccc(c(F)c2)C(=O)NC(C(=O)Nc3ccncc3)Cc5c4ccccc4nc5" 5PS InChI InChI 1.03 "InChI=1S/C29H22F2N4O2/c30-21-5-3-4-18(14-21)19-8-9-24(25(31)15-19)28(36)35-27(29(37)34-22-10-12-32-13-11-22)16-20-17-33-26-7-2-1-6-23(20)26/h1-15,17,27,33H,16H2,(H,35,36)(H,32,34,37)/t27-/m1/s1" 5PS InChIKey InChI 1.03 QLYGOABRPGBQNG-HHHXNRCGSA-N 5PS SMILES_CANONICAL CACTVS 3.385 "Fc1cccc(c1)c2ccc(C(=O)N[C@H](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2" 5PS SMILES CACTVS 3.385 "Fc1cccc(c1)c2ccc(C(=O)N[CH](Cc3c[nH]c4ccccc34)C(=O)Nc5ccncc5)c(F)c2" 5PS SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)C[C@H](C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)F" 5PS SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc2c(c1)c(c[nH]2)CC(C(=O)Nc3ccncc3)NC(=O)c4ccc(cc4F)c5cccc(c5)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 5PS "SYSTEMATIC NAME" ACDLabs 12.01 "3,3'-difluoro-N-[(2R)-3-(1H-indol-3-yl)-1-oxo-1-(pyridin-4-ylamino)propan-2-yl]biphenyl-4-carboxamide" 5PS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "2-fluoranyl-4-(3-fluorophenyl)-N-[(2R)-3-(1H-indol-3-yl)-1-oxidanylidene-1-(pyridin-4-ylamino)propan-2-yl]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 5PS "Create component" 2013-07-16 EBI 5PS "Initial release" 2014-01-22 RCSB 5PS "Modify descriptor" 2014-09-05 RCSB #