data_4FR # _chem_comp.id 4FR _chem_comp.name "3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C34 H34 Cl N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3'-Chloro-5'-{6-[2-methoxy-4-(1-methyl-piperidin-4-ylcarbamoyl)-phenylamino]-3-methyl-pyrazolo[4,3-c]pyridin-1-yl}-biphenyl-2-carboxylic acid amide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-18 _chem_comp.pdbx_modified_date 2021-03-13 _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 624.132 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4FR _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 3DBE _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 4FR C31 C31 C 0 1 Y N N 14.011 77.910 48.156 9.901 1.649 -1.902 C31 4FR 1 4FR C30 C30 C 0 1 Y N N 14.655 79.109 47.870 9.474 2.191 -0.702 C30 4FR 2 4FR C28 C28 C 0 1 Y N N 16.758 77.981 47.465 7.600 0.690 -0.676 C28 4FR 3 4FR C26 C26 C 0 1 N N N 23.138 79.307 41.845 1.788 4.717 2.164 C26 4FR 4 4FR C23 C23 C 0 1 Y N N 18.613 78.442 45.835 5.320 1.047 0.262 C23 4FR 5 4FR C22 C22 C 0 1 Y N N 18.179 77.846 47.026 6.372 0.179 -0.021 C22 4FR 6 4FR C17 C17 C 0 1 Y N N 21.946 79.176 42.748 2.066 3.298 1.741 C17 4FR 7 4FR C20 C20 C 0 1 Y N N 20.319 76.801 47.243 5.122 -1.645 0.922 C20 4FR 8 4FR C12 C12 C 0 1 Y N N 20.721 79.927 42.375 1.067 2.270 1.471 C12 4FR 9 4FR C13 C13 C 0 1 Y N N 20.435 80.768 41.305 -0.327 2.224 1.501 C13 4FR 10 4FR C11 C11 C 0 1 Y N N 19.783 79.647 43.354 1.785 1.108 1.109 C11 4FR 11 4FR C10 C10 C 0 1 Y N N 18.526 80.232 43.244 1.066 -0.041 0.795 C10 4FR 12 4FR C9 C9 C 0 1 Y N N 18.261 81.075 42.159 -0.317 0.001 0.850 C9 4FR 13 4FR O40 O40 O 0 1 N N N 11.151 81.558 44.287 -7.348 -1.833 0.336 O40 4FR 14 4FR C41 C41 C 0 1 N N N 12.203 81.693 44.889 -6.666 -0.858 0.087 C41 4FR 15 4FR N42 N42 N 0 1 N N N 12.254 81.886 46.208 -7.252 0.294 -0.298 N42 4FR 16 4FR C43 C43 C 0 1 N N N 11.076 81.915 47.063 -8.710 0.370 -0.415 C43 4FR 17 4FR C45 C45 C 0 1 N N N 11.395 80.852 48.116 -9.162 1.823 -0.243 C45 4FR 18 4FR C46 C46 C 0 1 N N N 10.444 80.930 49.307 -10.679 1.905 -0.427 C46 4FR 19 4FR N47 N47 N 0 1 N N N 10.422 82.287 49.886 -11.038 1.417 -1.765 N47 4FR 20 4FR C48 C48 C 0 1 N N N 9.431 82.294 50.968 -12.470 1.610 -2.029 C48 4FR 21 4FR C49 C49 C 0 1 N N N 10.058 83.312 48.887 -10.657 0.010 -1.937 C49 4FR 22 4FR C44 C44 C 0 1 N N N 11.042 83.295 47.714 -9.139 -0.129 -1.798 C44 4FR 23 4FR C50 C50 C 0 1 Y N N 13.501 81.667 44.133 -5.198 -0.934 0.205 C50 4FR 24 4FR C55 C55 C 0 1 Y N N 14.573 80.908 44.607 -4.413 0.186 -0.080 C55 4FR 25 4FR C56 C56 C 0 1 Y N N 15.780 80.893 43.906 -3.042 0.113 0.030 C56 4FR 26 4FR C57 C57 C 0 1 Y N N 15.924 81.636 42.731 -2.436 -1.073 0.427 C57 4FR 27 4FR C52 C52 C 0 1 Y N N 14.857 82.388 42.265 -3.215 -2.196 0.714 C52 4FR 28 4FR O53 O53 O 0 1 N N N 15.014 83.117 41.112 -2.620 -3.355 1.102 O53 4FR 29 4FR C54 C54 C 0 1 N N N 15.530 84.451 41.175 -3.478 -4.464 1.380 C54 4FR 30 4FR C51 C51 C 0 1 Y N N 13.646 82.406 42.960 -4.589 -2.127 0.609 C51 4FR 31 4FR N8 N8 N 0 1 N N N 17.061 81.686 41.978 -1.048 -1.142 0.539 N8 4FR 32 4FR N14 N14 N 0 1 Y N N 19.218 81.319 41.226 -0.961 1.112 1.196 N14 4FR 33 4FR N16 N16 N 0 1 Y N N 21.736 78.493 43.879 3.242 2.772 1.544 N16 4FR 34 4FR N15 N15 N 0 1 Y N N 20.413 78.816 44.204 3.113 1.432 1.162 N15 4FR 35 4FR C18 C18 C 0 1 Y N N 19.906 78.271 45.319 4.174 0.563 0.875 C18 4FR 36 4FR C19 C19 C 0 1 Y N N 20.723 77.427 46.073 4.077 -0.783 1.204 C19 4FR 37 4FR CL CL CL 0 0 N N N 21.488 75.764 48.126 4.994 -3.326 1.335 CL 4FR 38 4FR C21 C21 C 0 1 Y N N 19.038 77.003 47.727 6.267 -1.171 0.312 C21 4FR 39 4FR C33 C33 C 0 1 Y N N 16.078 76.760 47.703 8.033 0.139 -1.895 C33 4FR 40 4FR C34 C34 C 0 1 N N N 16.768 75.424 47.627 7.267 -0.951 -2.532 C34 4FR 41 4FR O35 O35 O 0 1 N N N 17.063 74.908 46.437 6.194 -1.290 -2.071 O35 4FR 42 4FR N36 N36 N 0 1 N N N 17.040 74.826 48.648 7.757 -1.572 -3.623 N36 4FR 43 4FR C29 C29 C 0 1 Y N N 16.009 79.152 47.497 8.331 1.718 -0.089 C29 4FR 44 4FR C32 C32 C 0 1 Y N N 14.733 76.725 48.066 9.190 0.629 -2.500 C32 4FR 45 4FR H31 H31 H 0 1 N N N 12.970 77.899 48.443 10.794 2.029 -2.375 H31 4FR 46 4FR H30 H30 H 0 1 N N N 14.099 80.033 47.936 10.038 2.989 -0.243 H30 4FR 47 4FR H26 H26 H 0 1 N N N 22.803 79.339 40.798 1.752 4.771 3.252 H26 4FR 48 4FR H26A H26A H 0 0 N N N 23.680 80.234 42.085 2.581 5.368 1.794 H26A 4FR 49 4FR H26B H26B H 0 0 N N N 23.804 78.444 41.991 0.832 5.038 1.752 H26B 4FR 50 4FR H23 H23 H 0 1 N N N 17.919 79.063 45.288 5.398 2.094 0.010 H23 4FR 51 4FR H13 H13 H 0 1 N N N 21.181 80.973 40.552 -0.889 3.104 1.776 H13 4FR 52 4FR H10 H10 H 0 1 N N N 17.765 80.038 43.986 1.577 -0.950 0.512 H10 4FR 53 4FR HN42 HN42 H 0 0 N N N 13.150 82.018 46.632 -6.708 1.072 -0.496 HN42 4FR 54 4FR H43 H43 H 0 1 N N N 10.118 81.733 46.555 -9.171 -0.248 0.355 H43 4FR 55 4FR H45 H45 H 0 1 N N N 11.300 79.858 47.654 -8.898 2.171 0.756 H45 4FR 56 4FR H45A H45A H 0 0 N N N 12.418 81.027 48.482 -8.671 2.448 -0.989 H45A 4FR 57 4FR H46 H46 H 0 1 N N N 9.430 80.670 48.970 -11.171 1.291 0.327 H46 4FR 58 4FR H46A H46A H 0 0 N N N 10.793 80.227 50.078 -11.002 2.941 -0.320 H46A 4FR 59 4FR H48 H48 H 0 1 N N N 9.948 82.296 51.939 -12.711 2.672 -1.968 H48 4FR 60 4FR H48A H48A H 0 0 N N N 8.804 83.194 50.885 -12.709 1.241 -3.026 H48A 4FR 61 4FR H48B H48B H 0 0 N N N 8.798 81.397 50.891 -13.054 1.062 -1.289 H48B 4FR 62 4FR H49 H49 H 0 1 N N N 9.046 83.104 48.510 -11.148 -0.595 -1.175 H49 4FR 63 4FR H49A H49A H 0 0 N N N 10.093 84.302 49.365 -10.963 -0.331 -2.926 H49A 4FR 64 4FR H44 H44 H 0 1 N N N 12.048 83.544 48.084 -8.647 0.465 -2.568 H44 4FR 65 4FR H44A H44A H 0 0 N N N 10.717 84.033 46.966 -8.858 -1.176 -1.910 H44A 4FR 66 4FR H55 H55 H 0 1 N N N 14.468 80.333 45.515 -4.882 1.109 -0.389 H55 4FR 67 4FR H56 H56 H 0 1 N N N 16.607 80.304 44.274 -2.437 0.980 -0.192 H56 4FR 68 4FR H54 H54 H 0 1 N N N 15.662 84.744 42.227 -4.161 -4.201 2.187 H54 4FR 69 4FR H54A H54A H 0 0 N N N 16.500 84.494 40.658 -4.050 -4.713 0.486 H54A 4FR 70 4FR H54B H54B H 0 0 N N N 14.824 85.140 40.689 -2.877 -5.323 1.678 H54B 4FR 71 4FR H51 H51 H 0 1 N N N 12.820 82.994 42.588 -5.193 -2.993 0.835 H51 4FR 72 4FR HN8 HN8 H 0 1 N N N 17.002 82.264 41.164 -0.592 -1.986 0.399 HN8 4FR 73 4FR H19 H19 H 0 1 N N N 21.730 77.251 45.725 3.183 -1.158 1.681 H19 4FR 74 4FR H21 H21 H 0 1 N N N 18.710 76.515 48.633 7.082 -1.846 0.093 H21 4FR 75 4FR HN36 HN36 H 0 0 N N N 16.735 75.376 49.425 8.613 -1.302 -3.991 HN36 4FR 76 4FR HN3A HN3A H 0 0 N N N 17.492 73.936 48.702 7.254 -2.288 -4.041 HN3A 4FR 77 4FR H29 H29 H 0 1 N N N 16.468 80.094 47.235 8.004 2.146 0.848 H29 4FR 78 4FR H32 H32 H 0 1 N N N 14.253 75.781 48.277 9.529 0.211 -3.437 H32 4FR 79 # # 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 4FR C31 C30 DOUB Y N 1 4FR C31 C32 SING Y N 2 4FR C30 C29 SING Y N 3 4FR C28 C22 SING Y N 4 4FR C28 C33 SING Y N 5 4FR C28 C29 DOUB Y N 6 4FR C26 C17 SING N N 7 4FR C23 C22 DOUB Y N 8 4FR C23 C18 SING Y N 9 4FR C22 C21 SING Y N 10 4FR C17 C12 SING Y N 11 4FR C17 N16 DOUB Y N 12 4FR C20 C19 SING Y N 13 4FR C20 CL SING N N 14 4FR C20 C21 DOUB Y N 15 4FR C12 C13 DOUB Y N 16 4FR C12 C11 SING Y N 17 4FR C13 N14 SING Y N 18 4FR C11 C10 DOUB Y N 19 4FR C11 N15 SING Y N 20 4FR C10 C9 SING Y N 21 4FR C9 N8 SING N N 22 4FR C9 N14 DOUB Y N 23 4FR O40 C41 DOUB N N 24 4FR C41 N42 SING N N 25 4FR C41 C50 SING N N 26 4FR N42 C43 SING N N 27 4FR C43 C45 SING N N 28 4FR C43 C44 SING N N 29 4FR C45 C46 SING N N 30 4FR C46 N47 SING N N 31 4FR N47 C48 SING N N 32 4FR N47 C49 SING N N 33 4FR C49 C44 SING N N 34 4FR C50 C55 DOUB Y N 35 4FR C50 C51 SING Y N 36 4FR C55 C56 SING Y N 37 4FR C56 C57 DOUB Y N 38 4FR C57 C52 SING Y N 39 4FR C57 N8 SING N N 40 4FR C52 O53 SING N N 41 4FR C52 C51 DOUB Y N 42 4FR O53 C54 SING N N 43 4FR N16 N15 SING Y N 44 4FR N15 C18 SING Y N 45 4FR C18 C19 DOUB Y N 46 4FR C33 C34 SING N N 47 4FR C33 C32 DOUB Y N 48 4FR C34 O35 DOUB N N 49 4FR C34 N36 SING N N 50 4FR C31 H31 SING N N 51 4FR C30 H30 SING N N 52 4FR C26 H26 SING N N 53 4FR C26 H26A SING N N 54 4FR C26 H26B SING N N 55 4FR C23 H23 SING N N 56 4FR C13 H13 SING N N 57 4FR C10 H10 SING N N 58 4FR N42 HN42 SING N N 59 4FR C43 H43 SING N N 60 4FR C45 H45 SING N N 61 4FR C45 H45A SING N N 62 4FR C46 H46 SING N N 63 4FR C46 H46A SING N N 64 4FR C48 H48 SING N N 65 4FR C48 H48A SING N N 66 4FR C48 H48B SING N N 67 4FR C49 H49 SING N N 68 4FR C49 H49A SING N N 69 4FR C44 H44 SING N N 70 4FR C44 H44A SING N N 71 4FR C55 H55 SING N N 72 4FR C56 H56 SING N N 73 4FR C54 H54 SING N N 74 4FR C54 H54A SING N N 75 4FR C54 H54B SING N N 76 4FR C51 H51 SING N N 77 4FR N8 HN8 SING N N 78 4FR C19 H19 SING N N 79 4FR C21 H21 SING N N 80 4FR N36 HN36 SING N N 81 4FR N36 HN3A SING N N 82 4FR C29 H29 SING N N 83 4FR C32 H32 SING N N 84 # # 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 4FR SMILES ACDLabs 10.04 "O=C(N)c1ccccc1c2cc(cc(Cl)c2)n6nc(c3c6cc(nc3)Nc5ccc(C(=O)NC4CCN(C)CC4)cc5OC)C" 4FR SMILES_CANONICAL CACTVS 3.341 "COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(c4)c5ccccc5C(N)=O)C(=O)NC6CCN(C)CC6" 4FR SMILES CACTVS 3.341 "COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(c4)c5ccccc5C(N)=O)C(=O)NC6CCN(C)CC6" 4FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)c4ccccc4C(=O)N)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)C" 4FR SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)c4ccccc4C(=O)N)Nc5ccc(cc5OC)C(=O)NC6CCN(CC6)C" 4FR InChI InChI 1.03 "InChI=1S/C34H34ClN7O3/c1-20-28-19-37-32(39-29-9-8-21(16-31(29)45-3)34(44)38-24-10-12-41(2)13-11-24)18-30(28)42(40-20)25-15-22(14-23(35)17-25)26-6-4-5-7-27(26)33(36)43/h4-9,14-19,24H,10-13H2,1-3H3,(H2,36,43)(H,37,39)(H,38,44)" 4FR InChIKey InChI 1.03 CQZVQAYBJDSPFL-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 4FR "SYSTEMATIC NAME" ACDLabs 10.04 "3'-chloro-5'-[6-({2-methoxy-4-[(1-methylpiperidin-4-yl)carbamoyl]phenyl}amino)-3-methyl-1H-pyrazolo[4,3-c]pyridin-1-yl]biphenyl-2-carboxamide" 4FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[1-[3-(2-aminocarbonylphenyl)-5-chloro-phenyl]-3-methyl-pyrazolo[5,4-d]pyridin-6-yl]amino]-3-methoxy-N-(1-methylpiperidin-4-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 4FR "Create component" 2008-06-18 RCSB 4FR "Modify aromatic_flag" 2011-06-04 RCSB 4FR "Modify descriptor" 2011-06-04 RCSB 4FR "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 4FR _pdbx_chem_comp_synonyms.name "3'-Chloro-5'-{6-[2-methoxy-4-(1-methyl-piperidin-4-ylcarbamoyl)-phenylamino]-3-methyl-pyrazolo[4,3-c]pyridin-1-yl}-biphenyl-2-carboxylic acid amide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##