data_3EY # _chem_comp.id 3EY _chem_comp.name "8-[(4-cyclopropyl-2-fluorophenyl)amino]-N-(2-hydroxyethoxy)imidazo[1,5-a]pyridine-7-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H19 F N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-04 _chem_comp.pdbx_modified_date 2014-09-19 _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 370.378 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3EY _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 4U81 _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 3EY O3 O1 O 0 1 N N N 26.394 30.275 -15.730 5.703 3.553 1.015 O3 3EY 1 3EY C4 C1 C 0 1 Y N N 32.421 30.456 -14.112 1.607 -1.269 -0.135 C4 3EY 2 3EY C5 C2 C 0 1 Y N N 34.767 30.844 -14.537 -0.453 -2.532 -0.252 C5 3EY 3 3EY C6 C3 C 0 1 Y N N 36.060 32.174 -13.347 -0.753 -4.587 0.448 C6 3EY 4 3EY N1 N1 N 0 1 Y N N 34.818 31.674 -13.476 0.170 -3.608 0.346 N1 3EY 5 3EY C7 C4 C 0 1 Y N N 36.104 30.846 -15.077 -1.757 -2.918 -0.491 C7 3EY 6 3EY C8 C5 C 0 1 N N N 31.054 29.883 -14.399 2.388 -0.053 -0.382 C8 3EY 7 3EY N2 N2 N 0 1 Y N N 36.858 31.671 -14.307 -1.890 -4.168 -0.051 N2 3EY 8 3EY C9 C6 C 0 1 Y N N 34.197 28.249 -16.293 -1.475 0.331 -0.495 C9 3EY 9 3EY C10 C7 C 0 1 Y N N 35.343 27.890 -15.594 -1.879 -0.081 0.767 C10 3EY 10 3EY C11 C8 C 0 1 Y N N 36.085 26.785 -15.976 -2.979 0.504 1.364 C11 3EY 11 3EY C12 C9 C 0 1 Y N N 35.703 26.021 -17.077 -3.678 1.499 0.706 C12 3EY 12 3EY N3 N3 N 0 1 N N N 33.444 29.341 -15.955 -0.362 -0.260 -1.102 N3 3EY 13 3EY C13 C10 C 0 1 Y N N 34.549 26.360 -17.792 -3.280 1.913 -0.552 C13 3EY 14 3EY C14 C11 C 0 1 Y N N 33.801 27.484 -17.390 -2.183 1.328 -1.158 C14 3EY 15 3EY C15 C12 C 0 1 N N N 36.563 24.848 -17.414 -4.878 2.133 1.361 C15 3EY 16 3EY N4 N4 N 0 1 N N N 30.117 29.938 -13.468 3.655 0.037 0.070 N4 3EY 17 3EY F1 F1 F 0 1 N N N 32.684 27.857 -18.054 -1.793 1.732 -2.387 F1 3EY 18 3EY C17 C13 C 0 1 N N N 36.766 24.632 -18.907 -6.221 2.019 0.636 C17 3EY 19 3EY C16 C14 C 0 1 N N N 35.758 23.777 -18.147 -5.487 3.362 0.681 C16 3EY 20 3EY C3 C15 C 0 1 Y N N 33.564 30.191 -14.882 0.260 -1.339 -0.504 C3 3EY 21 3EY C2 C16 C 0 1 Y N N 33.722 31.929 -12.750 1.495 -3.543 0.716 C2 3EY 22 3EY C1 C17 C 0 1 Y N N 32.507 31.336 -13.047 2.224 -2.440 0.498 C1 3EY 23 3EY O1 O2 O 0 1 N N N 30.768 29.458 -15.512 1.893 0.874 -0.995 O1 3EY 24 3EY O2 O3 O 0 1 N N N 28.877 29.466 -13.794 4.372 1.249 -0.073 O2 3EY 25 3EY C18 C18 C 0 1 N N N 27.734 30.339 -13.714 5.701 1.203 0.450 C18 3EY 26 3EY C19 C19 C 0 1 N N N 27.453 30.971 -15.075 6.379 2.559 0.242 C19 3EY 27 3EY H1 H1 H 0 1 N N N 26.227 30.675 -16.575 6.080 4.440 0.932 H1 3EY 28 3EY H2 H2 H 0 1 N N N 36.371 32.875 -12.586 -0.581 -5.564 0.874 H2 3EY 29 3EY H3 H3 H 0 1 N N N 36.444 30.291 -15.939 -2.528 -2.318 -0.951 H3 3EY 30 3EY H4 H4 H 0 1 N N N 35.658 28.478 -14.745 -1.334 -0.859 1.282 H4 3EY 31 3EY H5 H5 H 0 1 N N N 36.967 26.513 -15.416 -3.294 0.184 2.346 H5 3EY 32 3EY H6 H6 H 0 1 N N N 32.695 29.552 -16.583 -0.027 0.087 -1.944 H6 3EY 33 3EY H7 H7 H 0 1 N N N 34.236 25.769 -18.640 -3.831 2.687 -1.065 H7 3EY 34 3EY H8 H8 H 0 1 N N N 37.354 24.535 -16.717 -4.890 2.103 2.450 H8 3EY 35 3EY H9 H9 H 0 1 N N N 30.308 30.311 -12.560 4.074 -0.728 0.493 H9 3EY 36 3EY H10 H10 H 0 1 N N N 37.700 24.183 -19.275 -6.237 1.486 -0.314 H10 3EY 37 3EY H11 H11 H 0 1 N N N 36.415 25.388 -19.624 -7.116 1.915 1.249 H11 3EY 38 3EY H12 H12 H 0 1 N N N 34.680 23.917 -18.315 -5.899 4.140 1.324 H12 3EY 39 3EY H13 H13 H 0 1 N N N 35.965 22.712 -17.966 -5.019 3.711 -0.240 H13 3EY 40 3EY H14 H14 H 0 1 N N N 33.787 32.611 -11.916 1.957 -4.400 1.183 H14 3EY 41 3EY H15 H15 H 0 1 N N N 31.633 31.558 -12.453 3.264 -2.413 0.788 H15 3EY 42 3EY H16 H16 H 0 1 N N N 27.935 31.133 -12.980 5.665 0.975 1.515 H16 3EY 43 3EY H17 H17 H 0 1 N N N 26.856 29.758 -13.395 6.269 0.430 -0.068 H17 3EY 44 3EY H18 H18 H 0 1 N N N 28.360 30.919 -15.695 6.336 2.829 -0.813 H18 3EY 45 3EY H19 H19 H 0 1 N N N 27.165 32.023 -14.935 7.420 2.498 0.560 H19 3EY 46 # 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 3EY C17 C16 SING N N 1 3EY C17 C15 SING N N 2 3EY C16 C15 SING N N 3 3EY F1 C14 SING N N 4 3EY C13 C14 DOUB Y N 5 3EY C13 C12 SING Y N 6 3EY C15 C12 SING N N 7 3EY C14 C9 SING Y N 8 3EY C12 C11 DOUB Y N 9 3EY C9 N3 SING N N 10 3EY C9 C10 DOUB Y N 11 3EY C11 C10 SING Y N 12 3EY N3 C3 SING N N 13 3EY O3 C19 SING N N 14 3EY O1 C8 DOUB N N 15 3EY C7 C5 DOUB Y N 16 3EY C7 N2 SING Y N 17 3EY C19 C18 SING N N 18 3EY C3 C5 SING Y N 19 3EY C3 C4 DOUB Y N 20 3EY C5 N1 SING Y N 21 3EY C8 C4 SING N N 22 3EY C8 N4 SING N N 23 3EY N2 C6 DOUB Y N 24 3EY C4 C1 SING Y N 25 3EY O2 C18 SING N N 26 3EY O2 N4 SING N N 27 3EY N1 C6 SING Y N 28 3EY N1 C2 SING Y N 29 3EY C1 C2 DOUB Y N 30 3EY O3 H1 SING N N 31 3EY C6 H2 SING N N 32 3EY C7 H3 SING N N 33 3EY C10 H4 SING N N 34 3EY C11 H5 SING N N 35 3EY N3 H6 SING N N 36 3EY C13 H7 SING N N 37 3EY C15 H8 SING N N 38 3EY N4 H9 SING N N 39 3EY C17 H10 SING N N 40 3EY C17 H11 SING N N 41 3EY C16 H12 SING N N 42 3EY C16 H13 SING N N 43 3EY C2 H14 SING N N 44 3EY C1 H15 SING N N 45 3EY C18 H16 SING N N 46 3EY C18 H17 SING N N 47 3EY C19 H18 SING N N 48 3EY C19 H19 SING N N 49 # 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 3EY SMILES ACDLabs 12.01 "Fc1cc(ccc1Nc2c(ccn3c2cnc3)C(=O)NOCCO)C4CC4" 3EY InChI InChI 1.03 "InChI=1S/C19H19FN4O3/c20-15-9-13(12-1-2-12)3-4-16(15)22-18-14(19(26)23-27-8-7-25)5-6-24-11-21-10-17(18)24/h3-6,9-12,22,25H,1-2,7-8H2,(H,23,26)" 3EY InChIKey InChI 1.03 SXXAGUWDTVENNX-UHFFFAOYSA-N 3EY SMILES_CANONICAL CACTVS 3.385 "OCCONC(=O)c1ccn2cncc2c1Nc3ccc(cc3F)C4CC4" 3EY SMILES CACTVS 3.385 "OCCONC(=O)c1ccn2cncc2c1Nc3ccc(cc3F)C4CC4" 3EY SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1C2CC2)F)Nc3c(ccn4c3cnc4)C(=O)NOCCO" 3EY SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1C2CC2)F)Nc3c(ccn4c3cnc4)C(=O)NOCCO" # 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 3EY "SYSTEMATIC NAME" ACDLabs 12.01 "8-[(4-cyclopropyl-2-fluorophenyl)amino]-N-(2-hydroxyethoxy)imidazo[1,5-a]pyridine-7-carboxamide" 3EY "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "8-[(4-cyclopropyl-2-fluoranyl-phenyl)amino]-N-(2-hydroxyethyloxy)imidazo[1,5-a]pyridine-7-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3EY "Create component" 2014-08-04 RCSB 3EY "Modify descriptor" 2014-09-05 RCSB 3EY "Initial release" 2014-09-24 RCSB #