data_Q3D # _chem_comp.id Q3D _chem_comp.name "8-(6-cyclopropylpyridin-3-yl)-N-[(5-fluoro-2,3-dihydro-1-benzofuran-4-yl)methyl]-1-(methylsulfonyl)imidazo[1,5-c]pyrimidin-5-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H22 F N5 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-09-11 _chem_comp.pdbx_modified_date 2020-07-03 _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 479.527 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Q3D _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 6U92 _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 Q3D N1 N1 N 0 1 Y N N -14.404 23.631 -23.658 -0.733 1.377 0.384 N1 Q3D 1 Q3D C2 C1 C 0 1 Y N N -11.621 27.405 -21.240 -7.545 -0.116 0.572 C2 Q3D 2 Q3D C3 C2 C 0 1 Y N N -11.271 26.382 -22.104 -6.952 0.240 -0.637 C3 Q3D 3 Q3D C5 C3 C 0 1 N N N -11.277 24.263 -23.131 -5.268 0.992 -2.072 C5 Q3D 4 Q3D O2 O1 O 0 1 N N N -19.480 24.841 -26.364 3.741 -1.222 -0.963 O2 Q3D 5 Q3D S S1 S 0 1 N N N -19.886 23.872 -25.389 3.184 -2.370 -0.338 S Q3D 6 Q3D O1 O2 O 0 1 N N N -21.052 24.155 -24.605 3.211 -3.638 -0.978 O1 Q3D 7 Q3D C23 C4 C 0 1 N N N -20.122 22.336 -26.191 3.767 -2.509 1.374 C23 Q3D 8 Q3D C22 C5 C 0 1 Y N N -18.515 23.610 -24.264 1.469 -1.994 -0.189 C22 Q3D 9 Q3D C20 C6 C 0 1 Y N N -17.130 23.592 -24.350 0.934 -0.759 0.005 C20 Q3D 10 Q3D C11 C7 C 0 1 Y N N -16.098 23.717 -25.359 1.476 0.594 0.154 C11 Q3D 11 Q3D C12 C8 C 0 1 Y N N -16.452 23.830 -26.798 2.935 0.846 0.104 C12 Q3D 12 Q3D C19 C9 C 0 1 Y N N -17.127 22.804 -27.444 3.749 0.517 1.188 C19 Q3D 13 Q3D N2 N2 N 0 1 Y N N -17.344 22.770 -28.765 5.046 0.741 1.144 N2 Q3D 14 Q3D C15 C10 C 0 1 Y N N -16.856 23.766 -29.518 5.624 1.278 0.087 C15 Q3D 15 Q3D C16 C11 C 0 1 N N N -16.873 23.428 -30.994 7.112 1.516 0.097 C16 Q3D 16 Q3D C18 C12 C 0 1 N N N -15.633 23.767 -31.787 7.604 2.904 0.513 C18 Q3D 17 Q3D C17 C13 C 0 1 N N N -16.878 24.552 -32.003 7.682 2.472 -0.953 C17 Q3D 18 Q3D C14 C14 C 0 1 Y N N -16.220 24.871 -28.959 4.886 1.632 -1.028 C14 Q3D 19 Q3D C13 C15 C 0 1 Y N N -16.015 24.898 -27.586 3.520 1.412 -1.034 C13 Q3D 20 Q3D C10 C16 C 0 1 Y N N -14.781 23.734 -24.969 0.578 1.627 0.343 C10 Q3D 21 Q3D N4 N3 N 0 1 Y N N -18.887 23.504 -22.934 0.462 -2.872 -0.249 N4 Q3D 22 Q3D C21 C17 C 0 1 Y N N -17.797 23.440 -22.225 -0.679 -2.250 -0.101 C21 Q3D 23 Q3D N3 N4 N 0 1 Y N N -16.687 23.496 -23.017 -0.440 -0.923 0.062 N3 Q3D 24 Q3D C9 C18 C 0 1 Y N N -15.318 23.529 -22.701 -1.235 0.173 0.253 C9 Q3D 25 Q3D N N5 N 0 1 N N N -14.914 23.501 -21.401 -2.598 0.009 0.308 N Q3D 26 Q3D C8 C19 C 0 1 N N N -13.513 23.511 -21.003 -3.468 1.169 0.512 C8 Q3D 27 Q3D C7 C20 C 0 1 Y N N -12.906 24.894 -21.119 -4.907 0.720 0.535 C7 Q3D 28 Q3D C C21 C 0 1 Y N N -13.230 25.941 -20.275 -5.501 0.356 1.732 C Q3D 29 Q3D F F1 F 0 1 N N N -14.198 25.730 -19.362 -4.793 0.402 2.882 F Q3D 30 Q3D C4 C22 C 0 1 Y N N -11.895 25.141 -22.073 -5.629 0.662 -0.637 C4 Q3D 31 Q3D C6 C23 C 0 1 N N N -10.236 25.162 -23.752 -6.660 1.073 -2.742 C6 Q3D 32 Q3D O O3 O 0 1 N N N -10.286 26.439 -23.066 -7.469 0.238 -1.897 O Q3D 33 Q3D C1 C24 C 0 1 Y N N -12.624 27.175 -20.312 -6.823 -0.055 1.746 C1 Q3D 34 Q3D H1 H1 H 0 1 N N N -11.123 28.362 -21.288 -8.576 -0.438 0.591 H1 Q3D 35 Q3D H3 H2 H 0 1 N N N -12.026 23.953 -23.875 -4.749 1.948 -2.133 H3 Q3D 36 Q3D H2 H3 H 0 1 N N N -10.813 23.371 -22.684 -4.668 0.197 -2.515 H2 Q3D 37 Q3D H20 H4 H 0 1 N N N -20.434 21.581 -25.454 3.362 -1.686 1.964 H20 Q3D 38 Q3D H19 H5 H 0 1 N N N -20.900 22.440 -26.961 3.433 -3.457 1.796 H19 Q3D 39 Q3D H21 H6 H 0 1 N N N -19.180 22.020 -26.662 4.856 -2.467 1.392 H21 Q3D 40 Q3D H17 H7 H 0 1 N N N -17.499 21.985 -26.846 3.312 0.076 2.072 H17 Q3D 41 Q3D H12 H8 H 0 1 N N N -17.403 22.508 -31.280 7.723 0.659 0.382 H12 Q3D 42 Q3D H15 H9 H 0 1 N N N -15.276 23.079 -32.568 6.850 3.645 0.780 H15 Q3D 43 Q3D H16 H10 H 0 1 N N N -14.771 24.232 -31.286 8.538 2.961 1.072 H16 Q3D 44 Q3D H13 H11 H 0 1 N N N -16.935 25.596 -31.661 8.668 2.244 -1.359 H13 Q3D 45 Q3D H14 H12 H 0 1 N N N -17.439 24.443 -32.943 6.981 2.929 -1.651 H14 Q3D 46 Q3D H11 H13 H 0 1 N N N -15.893 25.691 -29.581 5.372 2.072 -1.887 H11 Q3D 47 Q3D H10 H14 H 0 1 N N N -15.519 25.742 -27.129 2.919 1.679 -1.891 H10 Q3D 48 Q3D H9 H15 H 0 1 N N N -14.016 23.832 -25.725 0.937 2.639 0.457 H9 Q3D 49 Q3D H18 H16 H 0 1 N N N -17.774 23.354 -21.149 -1.654 -2.716 -0.108 H18 Q3D 50 Q3D H8 H17 H 0 1 N N N -15.329 24.301 -20.967 -2.984 -0.876 0.213 H8 Q3D 51 Q3D H6 H18 H 0 1 N N N -13.437 23.175 -19.958 -3.222 1.646 1.461 H6 Q3D 52 Q3D H7 H19 H 0 1 N N N -12.953 22.821 -21.652 -3.322 1.880 -0.301 H7 Q3D 53 Q3D H4 H20 H 0 1 N N N -9.238 24.714 -23.636 -7.030 2.099 -2.740 H4 Q3D 54 Q3D H5 H21 H 0 1 N N N -10.453 25.303 -24.821 -6.624 0.677 -3.757 H5 Q3D 55 Q3D H H22 H 0 1 N N N -12.926 27.954 -19.627 -7.291 -0.329 2.680 H Q3D 56 # # 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 Q3D C17 C18 SING N N 1 Q3D C17 C16 SING N N 2 Q3D C18 C16 SING N N 3 Q3D C16 C15 SING N N 4 Q3D C15 C14 DOUB Y N 5 Q3D C15 N2 SING Y N 6 Q3D C14 C13 SING Y N 7 Q3D N2 C19 DOUB Y N 8 Q3D C13 C12 DOUB Y N 9 Q3D C19 C12 SING Y N 10 Q3D C12 C11 SING N N 11 Q3D O2 S DOUB N N 12 Q3D C23 S SING N N 13 Q3D S O1 DOUB N N 14 Q3D S C22 SING N N 15 Q3D C11 C10 DOUB Y N 16 Q3D C11 C20 SING Y N 17 Q3D C10 N1 SING Y N 18 Q3D C20 C22 DOUB Y N 19 Q3D C20 N3 SING Y N 20 Q3D C22 N4 SING Y N 21 Q3D C6 C5 SING N N 22 Q3D C6 O SING N N 23 Q3D N1 C9 DOUB Y N 24 Q3D C5 C4 SING N N 25 Q3D O C3 SING N N 26 Q3D N3 C9 SING Y N 27 Q3D N3 C21 SING Y N 28 Q3D N4 C21 DOUB Y N 29 Q3D C9 N SING N N 30 Q3D C3 C4 DOUB Y N 31 Q3D C3 C2 SING Y N 32 Q3D C4 C7 SING Y N 33 Q3D N C8 SING N N 34 Q3D C2 C1 DOUB Y N 35 Q3D C7 C8 SING N N 36 Q3D C7 C DOUB Y N 37 Q3D C1 C SING Y N 38 Q3D C F SING N N 39 Q3D C2 H1 SING N N 40 Q3D C5 H3 SING N N 41 Q3D C5 H2 SING N N 42 Q3D C23 H20 SING N N 43 Q3D C23 H19 SING N N 44 Q3D C23 H21 SING N N 45 Q3D C19 H17 SING N N 46 Q3D C16 H12 SING N N 47 Q3D C18 H15 SING N N 48 Q3D C18 H16 SING N N 49 Q3D C17 H13 SING N N 50 Q3D C17 H14 SING N N 51 Q3D C14 H11 SING N N 52 Q3D C13 H10 SING N N 53 Q3D C10 H9 SING N N 54 Q3D C21 H18 SING N N 55 Q3D N H8 SING N N 56 Q3D C8 H6 SING N N 57 Q3D C8 H7 SING N N 58 Q3D C6 H4 SING N N 59 Q3D C6 H5 SING N N 60 Q3D C1 H SING N N 61 # # 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 Q3D SMILES ACDLabs 12.01 "n2c(n1c(c(S(=O)(=O)C)nc1)c(c2)c3cnc(cc3)C4CC4)NCc6c(F)ccc5c6CCO5" Q3D InChI InChI 1.03 "InChI=1S/C24H22FN5O3S/c1-34(31,32)23-22-17(15-4-6-20(26-10-15)14-2-3-14)11-27-24(30(22)13-29-23)28-12-18-16-8-9-33-21(16)7-5-19(18)25/h4-7,10-11,13-14H,2-3,8-9,12H2,1H3,(H,27,28)" Q3D InChIKey InChI 1.03 BMLWIABJRSYZDK-UHFFFAOYSA-N Q3D SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)c1ncn2c(NCc3c(F)ccc4OCCc34)ncc(c5ccc(nc5)C6CC6)c12" Q3D SMILES CACTVS 3.385 "C[S](=O)(=O)c1ncn2c(NCc3c(F)ccc4OCCc34)ncc(c5ccc(nc5)C6CC6)c12" Q3D SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)c1c2c(cnc(n2cn1)NCc3c(ccc4c3CCO4)F)c5ccc(nc5)C6CC6" Q3D SMILES "OpenEye OEToolkits" 2.0.7 "CS(=O)(=O)c1c2c(cnc(n2cn1)NCc3c(ccc4c3CCO4)F)c5ccc(nc5)C6CC6" # # 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 Q3D "SYSTEMATIC NAME" ACDLabs 12.01 "8-(6-cyclopropylpyridin-3-yl)-N-[(5-fluoro-2,3-dihydro-1-benzofuran-4-yl)methyl]-1-(methylsulfonyl)imidazo[1,5-c]pyrimidin-5-amine" Q3D "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "8-(6-cyclopropylpyridin-3-yl)-~{N}-[(5-fluoranyl-2,3-dihydro-1-benzofuran-4-yl)methyl]-1-methylsulfonyl-imidazo[1,5-c]pyrimidin-5-amine" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site Q3D "Create component" 2019-09-11 RCSB Q3D "Initial release" 2020-07-08 RCSB ##