data_H8A # _chem_comp.id H8A _chem_comp.name "3-{[(3R)-7,9-diamino-3-methyl-2,3-dihydrofuro[2,3-f]quinazolin-4-yl]oxy}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H15 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-06-15 _chem_comp.pdbx_modified_date 2019-06-14 _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 333.344 _chem_comp.one_letter_code ? _chem_comp.three_letter_code H8A _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 6DRS _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 H8A C2 C1 C 0 1 Y N N 28.330 -16.410 -5.093 -0.182 0.911 -0.290 C2 H8A 1 H8A C3 C2 C 0 1 Y N N 28.153 -16.491 -6.478 -0.143 -0.470 -0.305 C3 H8A 2 H8A C4 C3 C 0 1 Y N N 27.136 -15.737 -7.100 1.082 -1.125 -0.144 C4 H8A 3 H8A C5 C4 C 0 1 Y N N 26.270 -14.919 -6.340 2.263 -0.367 0.036 C5 H8A 4 H8A C6 C5 C 0 1 Y N N 26.498 -14.854 -4.945 2.206 1.042 0.055 C6 H8A 5 H8A C7 C6 C 0 1 Y N N 27.485 -15.598 -4.359 0.982 1.656 -0.122 C7 H8A 6 H8A C8 C7 C 0 1 Y N N 25.302 -14.186 -6.989 3.487 -1.057 0.196 C8 H8A 7 H8A O1 O1 O 0 1 N N N 29.311 -17.120 -4.470 -1.370 1.550 -0.448 O1 H8A 8 H8A C10 C8 C 0 1 Y N N 25.981 -15.055 -9.048 2.338 -3.059 -0.001 C10 H8A 9 H8A C14 C9 C 0 1 Y N N 30.507 -16.575 -4.036 -2.487 0.791 -0.600 C14 H8A 10 H8A C15 C10 C 0 1 Y N N 31.254 -17.278 -3.066 -2.897 0.407 -1.870 C15 H8A 11 H8A C16 C11 C 0 1 Y N N 32.474 -16.749 -2.610 -4.033 -0.365 -2.031 C16 H8A 12 H8A C17 C12 C 0 1 Y N N 32.938 -15.525 -3.126 -4.766 -0.759 -0.931 C17 H8A 13 H8A C18 C13 C 0 1 Y N N 32.222 -14.796 -4.098 -4.362 -0.378 0.350 C18 H8A 14 H8A N9 N1 N 0 1 Y N N 25.161 -14.277 -8.330 3.470 -2.383 0.170 N9 H8A 15 H8A N11 N2 N 0 1 Y N N 26.934 -15.799 -8.446 1.169 -2.465 -0.155 N11 H8A 16 H8A N12 N3 N 0 1 N N N 24.438 -13.301 -6.215 4.669 -0.369 0.373 N12 H8A 17 H8A N13 N4 N 0 1 N N N 25.863 -15.180 -10.504 2.387 -4.441 -0.018 N13 H8A 18 H8A C19 C14 C 0 1 Y N N 30.997 -15.344 -4.536 -3.213 0.396 0.512 C19 H8A 19 H8A C20 C15 C 0 1 N N N 32.684 -13.627 -4.569 -5.121 -0.785 1.494 C20 H8A 20 H8A N21 N5 N 0 1 N N N 33.084 -12.560 -4.941 -5.723 -1.108 2.402 N21 H8A 21 H8A C22 C16 C 0 1 N N R 27.510 -15.397 -2.914 1.226 3.153 -0.091 C22 H8A 22 H8A C23 C17 C 0 1 N N N 26.234 -14.575 -2.710 2.760 3.231 -0.276 C23 H8A 23 H8A O24 O2 O 0 1 N N N 25.814 -14.117 -4.008 3.199 1.955 0.231 O24 H8A 24 H8A C25 C18 C 0 1 N N N 28.617 -14.417 -2.591 0.807 3.747 1.255 C25 H8A 25 H8A H1 H1 H 0 1 N N N 28.793 -17.129 -7.069 -1.051 -1.039 -0.440 H1 H8A 26 H8A H2 H2 H 0 1 N N N 30.890 -18.217 -2.676 -2.328 0.713 -2.735 H2 H8A 27 H8A H3 H3 H 0 1 N N N 33.052 -17.279 -1.868 -4.347 -0.660 -3.022 H3 H8A 28 H8A H4 H4 H 0 1 N N N 33.876 -15.130 -2.765 -5.653 -1.362 -1.061 H4 H8A 29 H8A H5 H5 H 0 1 N N N 23.799 -12.837 -6.829 4.667 0.601 0.390 H5 H8A 30 H8A H6 H6 H 0 1 N N N 23.926 -13.838 -5.545 5.502 -0.854 0.481 H6 H8A 31 H8A H7 H7 H 0 1 N N N 26.543 -15.832 -10.839 1.572 -4.953 -0.142 H7 H8A 32 H8A H8 H8 H 0 1 N N N 24.947 -15.506 -10.737 3.235 -4.897 0.093 H8 H8A 33 H8A H9 H9 H 0 1 N N N 30.417 -14.809 -5.273 -2.894 0.694 1.500 H9 H8A 34 H8A H10 H10 H 0 1 N N N 27.541 -16.321 -2.317 0.708 3.649 -0.912 H10 H8A 35 H8A H11 H11 H 0 1 N N N 26.439 -13.716 -2.055 3.016 3.347 -1.329 H11 H8A 36 H8A H12 H12 H 0 1 N N N 25.450 -15.201 -2.259 3.180 4.045 0.315 H12 H8A 37 H8A H13 H13 H 0 1 N N N 28.654 -14.250 -1.504 1.385 3.282 2.054 H13 H8A 38 H8A H14 H14 H 0 1 N N N 29.580 -14.826 -2.932 0.992 4.822 1.252 H14 H8A 39 H8A H15 H15 H 0 1 N N N 28.422 -13.463 -3.102 -0.255 3.562 1.420 H15 H8A 40 # # 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 H8A N13 C10 SING N N 1 H8A C10 N11 DOUB Y N 2 H8A C10 N9 SING Y N 3 H8A N11 C4 SING Y N 4 H8A N9 C8 DOUB Y N 5 H8A C4 C3 DOUB Y N 6 H8A C4 C5 SING Y N 7 H8A C8 C5 SING Y N 8 H8A C8 N12 SING N N 9 H8A C3 C2 SING Y N 10 H8A C5 C6 DOUB Y N 11 H8A C2 O1 SING N N 12 H8A C2 C7 DOUB Y N 13 H8A C6 C7 SING Y N 14 H8A C6 O24 SING N N 15 H8A N21 C20 TRIP N N 16 H8A C20 C18 SING N N 17 H8A C19 C18 DOUB Y N 18 H8A C19 C14 SING Y N 19 H8A O1 C14 SING N N 20 H8A C7 C22 SING N N 21 H8A C18 C17 SING Y N 22 H8A C14 C15 DOUB Y N 23 H8A O24 C23 SING N N 24 H8A C17 C16 DOUB Y N 25 H8A C15 C16 SING Y N 26 H8A C22 C23 SING N N 27 H8A C22 C25 SING N N 28 H8A C3 H1 SING N N 29 H8A C15 H2 SING N N 30 H8A C16 H3 SING N N 31 H8A C17 H4 SING N N 32 H8A N12 H5 SING N N 33 H8A N12 H6 SING N N 34 H8A N13 H7 SING N N 35 H8A N13 H8 SING N N 36 H8A C19 H9 SING N N 37 H8A C22 H10 SING N N 38 H8A C23 H11 SING N N 39 H8A C23 H12 SING N N 40 H8A C25 H13 SING N N 41 H8A C25 H14 SING N N 42 H8A C25 H15 SING N N 43 # # 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 H8A SMILES ACDLabs 12.01 "c2(Oc1cccc(c1)C#N)c4c(c3c(c2)nc(nc3N)N)OCC4C" H8A InChI InChI 1.03 "InChI=1S/C18H15N5O2/c1-9-8-24-16-14(9)13(25-11-4-2-3-10(5-11)7-19)6-12-15(16)17(20)23-18(21)22-12/h2-6,9H,8H2,1H3,(H4,20,21,22,23)/t9-/m0/s1" H8A InChIKey InChI 1.03 XWYWWNRDHWMQAL-VIFPVBQESA-N H8A SMILES_CANONICAL CACTVS 3.385 "C[C@H]1COc2c1c(Oc3cccc(c3)C#N)cc4nc(N)nc(N)c24" H8A SMILES CACTVS 3.385 "C[CH]1COc2c1c(Oc3cccc(c3)C#N)cc4nc(N)nc(N)c24" H8A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@H]1COc2c1c(cc3c2c(nc(n3)N)N)Oc4cccc(c4)C#N" H8A SMILES "OpenEye OEToolkits" 2.0.6 "CC1COc2c1c(cc3c2c(nc(n3)N)N)Oc4cccc(c4)C#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 H8A "SYSTEMATIC NAME" ACDLabs 12.01 "3-{[(3R)-7,9-diamino-3-methyl-2,3-dihydrofuro[2,3-f]quinazolin-4-yl]oxy}benzonitrile" H8A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "3-[[(3~{R})-7,9-bis(azanyl)-3-methyl-2,3-dihydrofuro[2,3-f]quinazolin-4-yl]oxy]benzenecarbonitrile" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site H8A "Create component" 2018-06-15 RCSB H8A "Initial release" 2019-06-19 RCSB ##