data_5FR # _chem_comp.id 5FR _chem_comp.name ;4-({1-[3-(3-amino-3-oxopropyl)-5-chlorophenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-yl}amino)-3-methoxy-N-(1-methylpipe ridin-4-yl)benzamide ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H34 Cl N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;4-{1-[3-(2-carbamoyl-ethyl)-5-chloro-phenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-ylamino}-3-methoxy-N-(1-methyl-piperi din-4-yl)-benzamide ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-16 _chem_comp.pdbx_modified_date 2020-06-17 _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 576.089 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5FR _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 3DBF _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 5FR C26 C26 C 0 1 N N N 44.570 108.996 10.650 2.437 5.017 -0.004 C26 5FR 1 5FR C17 C17 C 0 1 Y N N 45.720 109.966 10.635 2.696 3.542 0.158 C17 5FR 2 5FR C12 C12 C 0 1 Y N N 46.876 109.661 11.519 1.704 2.478 0.048 C12 5FR 3 5FR C13 C13 C 0 1 Y N N 47.127 108.609 12.398 0.334 2.435 -0.212 C13 5FR 4 5FR C11 C11 C 0 1 Y N N 47.791 110.685 11.332 2.398 1.268 0.273 C11 5FR 5 5FR C10 C10 C 0 1 Y N N 48.987 110.639 12.052 1.681 0.076 0.225 C10 5FR 6 5FR C9 C9 C 0 1 Y N N 49.214 109.572 12.935 0.322 0.126 -0.040 C9 5FR 7 5FR CL CL CL 0 0 N N N 46.108 116.301 9.005 5.190 -2.780 2.695 CL 5FR 8 5FR C61 C61 C 0 1 Y N N 47.294 114.981 9.267 5.507 -1.347 1.768 C61 5FR 9 5FR C68 C68 C 0 1 Y N N 46.887 113.730 9.722 4.485 -0.454 1.507 C68 5FR 10 5FR C62 C62 C 0 1 Y N N 48.634 115.200 9.016 6.784 -1.097 1.296 C62 5FR 11 5FR C63 C63 C 0 1 Y N N 49.524 114.159 9.229 7.039 0.043 0.558 C63 5FR 12 5FR C69 C69 C 0 1 N N N 50.763 114.388 8.996 8.431 0.312 0.045 C69 5FR 13 5FR C70 C70 C 0 1 N N N 52.230 114.555 8.859 8.593 -0.314 -1.342 C70 5FR 14 5FR C71 C71 C 0 1 N N N 53.412 114.558 9.548 9.984 -0.045 -1.855 C71 5FR 15 5FR O73 O73 O 0 1 N N N 53.924 113.427 9.798 10.769 0.584 -1.178 O73 5FR 16 5FR N72 N72 N 0 1 N N N 53.979 115.693 9.930 10.357 -0.505 -3.066 N72 5FR 17 5FR C66 C66 C 0 1 Y N N 49.098 112.910 9.693 6.021 0.937 0.289 C66 5FR 18 5FR C67 C67 C 0 1 Y N N 47.745 112.642 9.955 4.740 0.692 0.765 C67 5FR 19 5FR N15 N15 N 0 1 Y N N 47.221 111.489 10.412 3.707 1.599 0.499 N15 5FR 20 5FR N16 N16 N 0 1 Y N N 45.948 111.106 9.967 3.848 2.988 0.415 N16 5FR 21 5FR N14 N14 N 0 1 Y N N 48.281 108.592 13.079 -0.299 1.283 -0.245 N14 5FR 22 5FR N8 N8 N 0 1 N N N 50.347 109.440 13.684 -0.407 -1.059 -0.090 N8 5FR 23 5FR C57 C57 C 0 1 Y N N 51.454 110.235 13.761 -1.793 -1.019 -0.224 C57 5FR 24 5FR C56 C56 C 0 1 Y N N 51.622 111.411 13.029 -2.500 0.101 0.202 C56 5FR 25 5FR C55 C55 C 0 1 Y N N 52.789 112.166 13.171 -3.870 0.145 0.072 C55 5FR 26 5FR C52 C52 C 0 1 Y N N 52.460 109.832 14.628 -2.471 -2.100 -0.790 C52 5FR 27 5FR O53 O53 O 0 1 N N N 52.308 108.689 15.361 -1.778 -3.192 -1.210 O53 5FR 28 5FR C54 C54 C 0 1 N N N 51.925 108.810 16.732 -2.535 -4.262 -1.780 C54 5FR 29 5FR C51 C51 C 0 1 Y N N 53.625 110.584 14.773 -3.844 -2.061 -0.923 C51 5FR 30 5FR C50 C50 C 0 1 Y N N 53.795 111.759 14.049 -4.554 -0.937 -0.489 C50 5FR 31 5FR C41 C41 C 0 1 N N N 55.063 112.550 14.215 -6.022 -0.891 -0.628 C41 5FR 32 5FR O40 O40 O 0 1 N N N 55.945 112.084 14.923 -6.616 -1.833 -1.116 O40 5FR 33 5FR N42 N42 N 0 1 N N N 55.195 113.719 13.581 -6.704 0.195 -0.214 N42 5FR 34 5FR C43 C43 C 0 1 N N N 56.389 114.552 13.662 -8.162 0.240 -0.352 C43 5FR 35 5FR C44 C44 C 0 1 N N N 56.257 115.407 14.917 -8.624 1.699 -0.419 C44 5FR 36 5FR C49 C49 C 0 1 N N N 57.369 116.456 14.931 -10.152 1.741 -0.502 C49 5FR 37 5FR N47 N47 N 0 1 N N N 57.272 117.331 13.744 -10.726 1.081 0.678 N47 5FR 38 5FR C48 C48 C 0 1 N N N 58.374 118.305 13.781 -12.188 1.223 0.701 C48 5FR 39 5FR C46 C46 C 0 1 N N N 57.365 116.562 12.489 -10.334 -0.333 0.737 C46 5FR 40 5FR C45 C45 C 0 1 N N N 56.312 115.457 12.435 -8.812 -0.438 0.857 C45 5FR 41 5FR H126 H126 H 0 0 N N N 44.303 108.759 11.690 2.181 5.449 0.964 H126 5FR 42 5FR H226 H226 H 0 0 N N N 43.704 109.446 10.143 3.332 5.503 -0.394 H226 5FR 43 5FR H326 H326 H 0 0 N N N 44.862 108.073 10.128 1.610 5.167 -0.698 H326 5FR 44 5FR H13 H13 H 0 1 N N N 46.402 107.819 12.528 -0.209 3.353 -0.385 H13 5FR 45 5FR H10 H10 H 0 1 N N N 49.728 111.415 11.931 2.174 -0.870 0.391 H10 5FR 46 5FR H68 H68 H 0 1 N N N 45.833 113.585 9.910 3.490 -0.647 1.879 H68 5FR 47 5FR H62 H62 H 0 1 N N N 48.980 116.160 8.662 7.582 -1.794 1.505 H62 5FR 48 5FR H169 H169 H 0 0 N N N 50.688 113.947 7.991 8.592 1.388 -0.021 H169 5FR 49 5FR H269 H269 H 0 0 N N N 50.816 114.929 9.952 9.160 -0.124 0.728 H269 5FR 50 5FR H170 H170 H 0 0 N N N 52.437 113.733 8.157 8.431 -1.390 -1.276 H170 5FR 51 5FR H270 H270 H 0 0 N N N 52.150 115.651 8.913 7.864 0.122 -2.025 H270 5FR 52 5FR H172 H172 H 0 0 N N N 53.425 116.474 9.642 9.729 -1.009 -3.607 H172 5FR 53 5FR H272 H272 H 0 0 N N N 54.839 115.759 10.435 11.252 -0.332 -3.396 H272 5FR 54 5FR H66 H66 H 0 1 N N N 49.829 112.131 9.854 6.221 1.827 -0.289 H66 5FR 55 5FR HN8 HN8 H 0 1 N N N 50.370 108.631 14.271 0.050 -1.913 -0.033 HN8 5FR 56 5FR H56 H56 H 0 1 N N N 50.848 111.738 12.351 -1.972 0.938 0.636 H56 5FR 57 5FR H55 H55 H 0 1 N N N 52.914 113.072 12.597 -4.416 1.015 0.404 H55 5FR 58 5FR H154 H154 H 0 0 N N N 52.825 108.841 17.363 -3.249 -4.633 -1.045 H154 5FR 59 5FR H254 H254 H 0 0 N N N 51.348 109.736 16.871 -3.072 -3.900 -2.657 H254 5FR 60 5FR H354 H354 H 0 0 N N N 51.307 107.946 17.017 -1.863 -5.068 -2.072 H354 5FR 61 5FR H51 H51 H 0 1 N N N 54.398 110.253 15.450 -4.370 -2.897 -1.361 H51 5FR 62 5FR HN42 HN42 H 0 0 N N N 54.432 114.040 13.020 -6.230 0.946 0.176 HN42 5FR 63 5FR H43 H43 H 0 1 N N N 57.328 113.980 13.697 -8.458 -0.278 -1.264 H43 5FR 64 5FR H144 H144 H 0 0 N N N 55.278 115.908 14.920 -8.293 2.227 0.476 H144 5FR 65 5FR H244 H244 H 0 0 N N N 56.341 114.769 15.809 -8.198 2.175 -1.302 H244 5FR 66 5FR H149 H149 H 0 0 N N N 57.274 117.069 15.839 -10.485 2.779 -0.535 H149 5FR 67 5FR H249 H249 H 0 0 N N N 58.342 115.943 14.916 -10.481 1.225 -1.403 H249 5FR 68 5FR H148 H148 H 0 0 N N N 58.684 118.548 12.754 -12.612 0.770 -0.194 H148 5FR 69 5FR H248 H248 H 0 0 N N N 58.037 119.221 14.289 -12.587 0.725 1.585 H248 5FR 70 5FR H348 H348 H 0 0 N N N 59.225 117.874 14.328 -12.449 2.281 0.732 H348 5FR 71 5FR H146 H146 H 0 0 N N N 57.207 117.245 11.641 -10.800 -0.803 1.604 H146 5FR 72 5FR H246 H246 H 0 0 N N N 58.360 116.097 12.439 -10.663 -0.840 -0.170 H246 5FR 73 5FR H145 H145 H 0 0 N N N 55.314 115.919 12.397 -8.521 -1.488 0.886 H145 5FR 74 5FR H245 H245 H 0 0 N N N 56.498 114.845 11.540 -8.484 0.056 1.771 H245 5FR 75 # # 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 5FR C26 H126 SING N N 1 5FR C26 H226 SING N N 2 5FR C26 H326 SING N N 3 5FR C17 C26 SING N N 4 5FR C17 C12 SING Y N 5 5FR C12 C13 SING Y N 6 5FR C13 N14 DOUB Y N 7 5FR C13 H13 SING N N 8 5FR C11 C12 DOUB Y N 9 5FR C11 C10 SING Y N 10 5FR C10 C9 DOUB Y N 11 5FR C10 H10 SING N N 12 5FR C9 N14 SING Y N 13 5FR C9 N8 SING N N 14 5FR CL C61 SING N N 15 5FR C61 C68 DOUB Y N 16 5FR C68 C67 SING Y N 17 5FR C68 H68 SING N N 18 5FR C62 C63 DOUB Y N 19 5FR C62 C61 SING Y N 20 5FR C62 H62 SING N N 21 5FR C63 C66 SING Y N 22 5FR C69 C63 SING N N 23 5FR C69 H169 SING N N 24 5FR C69 H269 SING N N 25 5FR C70 C69 SING N N 26 5FR C70 C71 SING N N 27 5FR C70 H170 SING N N 28 5FR C70 H270 SING N N 29 5FR C71 O73 DOUB N N 30 5FR C71 N72 SING N N 31 5FR N72 H172 SING N N 32 5FR N72 H272 SING N N 33 5FR C66 C67 DOUB Y N 34 5FR C66 H66 SING N N 35 5FR C67 N15 SING Y N 36 5FR N15 C11 SING Y N 37 5FR N16 N15 SING Y N 38 5FR N16 C17 DOUB Y N 39 5FR N8 C57 SING N N 40 5FR N8 HN8 SING N N 41 5FR C57 C52 DOUB Y N 42 5FR C56 C55 DOUB Y N 43 5FR C56 C57 SING Y N 44 5FR C56 H56 SING N N 45 5FR C55 C50 SING Y N 46 5FR C55 H55 SING N N 47 5FR C52 C51 SING Y N 48 5FR C52 O53 SING N N 49 5FR O53 C54 SING N N 50 5FR C54 H154 SING N N 51 5FR C54 H254 SING N N 52 5FR C54 H354 SING N N 53 5FR C51 H51 SING N N 54 5FR C50 C41 SING N N 55 5FR C50 C51 DOUB Y N 56 5FR C41 O40 DOUB N N 57 5FR N42 C43 SING N N 58 5FR N42 C41 SING N N 59 5FR N42 HN42 SING N N 60 5FR C43 C44 SING N N 61 5FR C43 H43 SING N N 62 5FR C44 C49 SING N N 63 5FR C44 H144 SING N N 64 5FR C44 H244 SING N N 65 5FR C49 H149 SING N N 66 5FR C49 H249 SING N N 67 5FR N47 C48 SING N N 68 5FR N47 C49 SING N N 69 5FR C48 H148 SING N N 70 5FR C48 H248 SING N N 71 5FR C48 H348 SING N N 72 5FR C46 N47 SING N N 73 5FR C46 H146 SING N N 74 5FR C46 H246 SING N N 75 5FR C45 C46 SING N N 76 5FR C45 C43 SING N N 77 5FR C45 H145 SING N N 78 5FR C45 H245 SING N N 79 # # 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 5FR SMILES ACDLabs 10.04 "O=C(N)CCc1cc(cc(Cl)c1)n5nc(c2c5cc(nc2)Nc4ccc(C(=O)NC3CCN(C)CC3)cc4OC)C" 5FR SMILES_CANONICAL CACTVS 3.341 "COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(CCC(N)=O)c4)C(=O)NC5CCN(C)CC5" 5FR SMILES CACTVS 3.341 "COc1cc(ccc1Nc2cc3n(nc(C)c3cn2)c4cc(Cl)cc(CCC(N)=O)c4)C(=O)NC5CCN(C)CC5" 5FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)CCC(=O)N)Nc4ccc(cc4OC)C(=O)NC5CCN(CC5)C" 5FR SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cc(cc(c3)Cl)CCC(=O)N)Nc4ccc(cc4OC)C(=O)NC5CCN(CC5)C" 5FR InChI InChI 1.03 "InChI=1S/C30H34ClN7O3/c1-18-24-17-33-29(16-26(24)38(36-18)23-13-19(4-7-28(32)39)12-21(31)15-23)35-25-6-5-20(14-27(25)41-3)30(40)34-22-8-10-37(2)11-9-22/h5-6,12-17,22H,4,7-11H2,1-3H3,(H2,32,39)(H,33,35)(H,34,40)" 5FR InChIKey InChI 1.03 NRECIWMNKXRLNI-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 5FR "SYSTEMATIC NAME" ACDLabs 10.04 "4-({1-[3-(3-amino-3-oxopropyl)-5-chlorophenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-yl}amino)-3-methoxy-N-(1-methylpiperidin-4-yl)benzamide" 5FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[[1-[3-(3-amino-3-oxo-propyl)-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 5FR "Create component" 2008-06-16 RCSB 5FR "Modify aromatic_flag" 2011-06-04 RCSB 5FR "Modify descriptor" 2011-06-04 RCSB 5FR "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 5FR _pdbx_chem_comp_synonyms.name "4-{1-[3-(2-carbamoyl-ethyl)-5-chloro-phenyl]-3-methyl-1H-pyrazolo[4,3-c]pyridin-6-ylamino}-3-methoxy-N-(1-methyl-piperidin-4-yl)-benzamide" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##