data_2FR # _chem_comp.id 2FR _chem_comp.name "3-[3-(3-methyl-6-{[(1S)-1-phenylethyl]amino}-1H-pyrazolo[4,3-c]pyridin-1-yl)phenyl]propanamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H25 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "3-{3-[3-methyl-6-(1-phenyl-ethylamino)-pyrazolo[4,3-c]pyridin-1-yl]-phenyl}-propionamide" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-06-16 _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 399.488 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 2FR _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 3DBC _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 2FR C30 C30 C 0 1 Y N N 119.016 56.948 42.844 4.754 2.618 -0.689 C30 2FR 1 2FR C28 C28 C 0 1 Y N N 119.945 58.387 44.548 7.127 2.690 -0.998 C28 2FR 2 2FR C27 C27 C 0 1 Y N N 120.223 57.271 45.334 7.246 1.462 -0.374 C27 2FR 3 2FR C26 C26 C 0 1 Y N N 119.894 55.997 44.871 6.119 0.811 0.091 C26 2FR 4 2FR C24 C24 C 0 1 N N N 120.168 53.790 42.511 3.515 0.901 1.951 C24 2FR 5 2FR C23 C23 C 0 1 N N S 118.949 54.435 43.166 3.644 0.680 0.442 C23 2FR 6 2FR N21 N21 N 0 1 N N N 117.584 61.834 45.487 -8.451 1.244 0.174 N21 2FR 7 2FR C16 C16 C 0 1 Y N N 116.576 58.510 47.175 -3.510 1.288 0.034 C16 2FR 8 2FR C17 C17 C 0 1 Y N N 116.092 58.112 45.922 -2.921 0.065 -0.215 C17 2FR 9 2FR C20 C20 C 0 1 N N N 116.890 61.516 46.580 -7.282 1.549 -0.422 C20 2FR 10 2FR C15 C15 C 0 1 Y N N 115.866 58.193 48.330 -2.904 2.188 0.892 C15 2FR 11 2FR C12 C12 C 0 1 Y N N 114.897 57.390 45.757 -1.717 -0.261 0.397 C12 2FR 12 2FR C13 C13 C 0 1 Y N N 114.221 57.113 46.953 -1.111 0.644 1.258 C13 2FR 13 2FR C14 C14 C 0 1 Y N N 114.677 57.491 48.214 -1.707 1.867 1.503 C14 2FR 14 2FR C11 C11 C 0 1 N N N 111.775 56.797 42.019 -1.291 -5.115 -0.531 C11 2FR 15 2FR C10 C10 C 0 1 Y N N 112.912 56.822 43.001 -0.947 -3.672 -0.266 C10 2FR 16 2FR C4 C4 C 0 1 Y N N 115.042 56.268 43.649 0.230 -1.730 0.073 C4 2FR 17 2FR C5 C5 C 0 1 Y N N 114.150 56.108 42.599 0.396 -3.108 -0.193 C5 2FR 18 2FR C6 C6 C 0 1 Y N N 114.487 55.392 41.451 1.686 -3.623 -0.324 C6 2FR 19 2FR C3 C3 C 0 1 Y N N 116.297 55.688 43.532 1.370 -0.940 0.193 C3 2FR 20 2FR C2 C2 C 0 1 Y N N 116.620 54.973 42.368 2.612 -1.534 0.049 C2 2FR 21 2FR O22 O22 O 0 1 N N N 115.715 61.827 46.722 -7.278 2.111 -1.497 O22 2FR 22 2FR C19 C19 C 0 1 N N N 117.624 60.751 47.669 -5.979 1.192 0.246 C19 2FR 23 2FR C18 C18 C 0 1 N N N 117.874 59.287 47.287 -4.813 1.646 -0.634 C18 2FR 24 2FR N8 N8 N 0 1 Y N N 114.389 57.004 44.567 -1.116 -1.501 0.147 N8 2FR 25 2FR N9 N9 N 0 1 Y N N 113.075 57.368 44.221 -1.797 -2.705 -0.065 N9 2FR 26 2FR N1 N1 N 0 1 Y N N 115.711 54.844 41.363 2.731 -2.833 -0.201 N1 2FR 27 2FR N7 N7 N 0 1 N N N 117.845 54.397 42.202 3.759 -0.754 0.167 N7 2FR 28 2FR C25 C25 C 0 1 Y N N 119.292 55.818 43.623 4.873 1.389 -0.066 C25 2FR 29 2FR C29 C29 C 0 1 Y N N 119.335 58.224 43.305 5.881 3.268 -1.155 C29 2FR 30 2FR H30 H30 H 0 1 N N N 118.551 56.830 41.876 3.780 3.067 -0.815 H30 2FR 31 2FR H28 H28 H 0 1 N N N 120.201 59.375 44.900 8.008 3.199 -1.361 H28 2FR 32 2FR H27 H27 H 0 1 N N N 120.692 57.392 46.299 8.219 1.010 -0.252 H27 2FR 33 2FR H26 H26 H 0 1 N N N 120.108 55.136 45.487 6.211 -0.148 0.578 H26 2FR 34 2FR H24 H24 H 0 1 N N N 119.970 53.635 41.440 3.430 1.969 2.155 H24 2FR 35 2FR H24A H24A H 0 0 N N N 121.040 54.449 42.631 2.626 0.389 2.319 H24A 2FR 36 2FR H24B H24B H 0 0 N N N 120.372 52.821 42.990 4.397 0.505 2.453 H24B 2FR 37 2FR H23 H23 H 0 1 N N N 118.633 53.887 44.066 2.762 1.077 -0.060 H23 2FR 38 2FR HN21 HN21 H 0 0 N N N 117.041 62.343 44.819 -9.290 1.474 -0.256 HN21 2FR 39 2FR HN2A HN2A H 0 0 N N N 118.544 61.590 45.350 -8.455 0.794 1.033 HN2A 2FR 40 2FR H17 H17 H 0 1 N N N 116.663 58.372 45.043 -3.395 -0.638 -0.884 H17 2FR 41 2FR H15 H15 H 0 1 N N N 116.236 58.489 49.300 -3.368 3.145 1.085 H15 2FR 42 2FR H13 H13 H 0 1 N N N 113.288 56.573 46.893 -0.176 0.394 1.736 H13 2FR 43 2FR H14 H14 H 0 1 N N N 114.107 57.238 49.096 -1.236 2.572 2.172 H14 2FR 44 2FR H11 H11 H 0 1 N N N 110.819 56.791 42.564 -1.348 -5.655 0.415 H11 2FR 45 2FR H11A H11A H 0 0 N N N 111.825 57.689 41.377 -2.253 -5.172 -1.040 H11A 2FR 46 2FR H11B H11B H 0 0 N N N 111.848 55.893 41.397 -0.521 -5.563 -1.159 H11B 2FR 47 2FR H6 H6 H 0 1 N N N 113.776 55.280 40.646 1.827 -4.675 -0.528 H6 2FR 48 2FR H3 H3 H 0 1 N N N 117.019 55.786 44.329 1.286 0.118 0.396 H3 2FR 49 2FR H19 H19 H 0 1 N N N 118.595 61.237 47.843 -5.919 1.689 1.214 H19 2FR 50 2FR H19A H19A H 0 0 N N N 116.995 60.761 48.571 -5.928 0.112 0.389 H19A 2FR 51 2FR H18 H18 H 0 1 N N N 118.500 58.821 48.062 -4.864 2.725 -0.777 H18 2FR 52 2FR H18A H18A H 0 0 N N N 118.374 59.266 46.308 -4.873 1.148 -1.602 H18A 2FR 53 2FR HN7 HN7 H 0 1 N N N 118.216 54.835 41.383 4.634 -1.160 0.068 HN7 2FR 54 2FR H29 H29 H 0 1 N N N 119.109 59.088 42.698 5.789 4.227 -1.642 H29 2FR 55 # # 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 2FR C30 C25 DOUB Y N 1 2FR C30 C29 SING Y N 2 2FR C28 C27 SING Y N 3 2FR C28 C29 DOUB Y N 4 2FR C27 C26 DOUB Y N 5 2FR C26 C25 SING Y N 6 2FR C24 C23 SING N N 7 2FR C23 N7 SING N N 8 2FR C23 C25 SING N N 9 2FR N21 C20 SING N N 10 2FR C16 C17 DOUB Y N 11 2FR C16 C15 SING Y N 12 2FR C16 C18 SING N N 13 2FR C17 C12 SING Y N 14 2FR C20 O22 DOUB N N 15 2FR C20 C19 SING N N 16 2FR C15 C14 DOUB Y N 17 2FR C12 C13 DOUB Y N 18 2FR C12 N8 SING Y N 19 2FR C13 C14 SING Y N 20 2FR C11 C10 SING N N 21 2FR C10 C5 SING Y N 22 2FR C10 N9 DOUB Y N 23 2FR C4 C5 DOUB Y N 24 2FR C4 C3 SING Y N 25 2FR C4 N8 SING Y N 26 2FR C5 C6 SING Y N 27 2FR C6 N1 DOUB Y N 28 2FR C3 C2 DOUB Y N 29 2FR C2 N1 SING Y N 30 2FR C2 N7 SING N N 31 2FR C19 C18 SING N N 32 2FR N8 N9 SING Y N 33 2FR C30 H30 SING N N 34 2FR C28 H28 SING N N 35 2FR C27 H27 SING N N 36 2FR C26 H26 SING N N 37 2FR C24 H24 SING N N 38 2FR C24 H24A SING N N 39 2FR C24 H24B SING N N 40 2FR C23 H23 SING N N 41 2FR N21 HN21 SING N N 42 2FR N21 HN2A SING N N 43 2FR C17 H17 SING N N 44 2FR C15 H15 SING N N 45 2FR C13 H13 SING N N 46 2FR C14 H14 SING N N 47 2FR C11 H11 SING N N 48 2FR C11 H11A SING N N 49 2FR C11 H11B SING N N 50 2FR C6 H6 SING N N 51 2FR C3 H3 SING N N 52 2FR C19 H19 SING N N 53 2FR C19 H19A SING N N 54 2FR C18 H18 SING N N 55 2FR C18 H18A SING N N 56 2FR N7 HN7 SING N N 57 2FR C29 H29 SING N N 58 # # 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 2FR SMILES ACDLabs 10.04 "O=C(N)CCc1cc(ccc1)n4nc(c2c4cc(nc2)NC(c3ccccc3)C)C" 2FR SMILES_CANONICAL CACTVS 3.341 "C[C@H](Nc1cc2n(nc(C)c2cn1)c3cccc(CCC(N)=O)c3)c4ccccc4" 2FR SMILES CACTVS 3.341 "C[CH](Nc1cc2n(nc(C)c2cn1)c3cccc(CCC(N)=O)c3)c4ccccc4" 2FR SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cccc(c3)CCC(=O)N)N[C@@H](C)c4ccccc4" 2FR SMILES "OpenEye OEToolkits" 1.5.0 "Cc1c2cnc(cc2n(n1)c3cccc(c3)CCC(=O)N)NC(C)c4ccccc4" 2FR InChI InChI 1.03 "InChI=1S/C24H25N5O/c1-16(19-8-4-3-5-9-19)27-24-14-22-21(15-26-24)17(2)28-29(22)20-10-6-7-18(13-20)11-12-23(25)30/h3-10,13-16H,11-12H2,1-2H3,(H2,25,30)(H,26,27)/t16-/m0/s1" 2FR InChIKey InChI 1.03 ZFGCLYUGFRNYFE-INIZCTEOSA-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 2FR "SYSTEMATIC NAME" ACDLabs 10.04 "3-[3-(3-methyl-6-{[(1S)-1-phenylethyl]amino}-1H-pyrazolo[4,3-c]pyridin-1-yl)phenyl]propanamide" 2FR "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[3-[3-methyl-6-[[(1S)-1-phenylethyl]amino]pyrazolo[5,4-d]pyridin-1-yl]phenyl]propanamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 2FR "Create component" 2008-06-16 RCSB 2FR "Modify aromatic_flag" 2011-06-04 RCSB 2FR "Modify descriptor" 2011-06-04 RCSB 2FR "Modify synonyms" 2021-03-13 RCSB # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 2FR _pdbx_chem_comp_synonyms.name "3-{3-[3-methyl-6-(1-phenyl-ethylamino)-pyrazolo[4,3-c]pyridin-1-yl]-phenyl}-propionamide" _pdbx_chem_comp_synonyms.provenance PDB _pdbx_chem_comp_synonyms.type ? ##