data_F8Y # _chem_comp.id F8Y _chem_comp.name "(7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-8-ethyl-7-methyl-5-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H17 F2 N5 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-03-16 _chem_comp.pdbx_modified_date 2018-03-23 _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 373.357 _chem_comp.one_letter_code ? _chem_comp.three_letter_code F8Y _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 6CQH _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 F8Y C4 C1 C 0 1 Y N N 25.311 0.515 12.930 -4.027 -0.983 -0.734 C4 F8Y 1 F8Y C14 C2 C 0 1 N N N 30.071 4.196 16.064 2.984 2.931 -0.433 C14 F8Y 2 F8Y C5 C3 C 0 1 Y N N 25.871 1.538 12.203 -2.826 -0.299 -0.669 C5 F8Y 3 F8Y C6 C4 C 0 1 Y N N 27.136 2.001 12.553 -2.765 0.940 -0.044 C6 F8Y 4 F8Y C11 C5 C 0 1 N N R 30.508 6.674 15.748 4.202 0.842 -0.356 C11 F8Y 5 F8Y C7 C6 C 0 1 Y N N 28.371 4.169 12.240 -0.364 0.936 0.194 C7 F8Y 6 F8Y C8 C7 C 0 1 Y N N 29.509 5.323 13.894 1.936 0.961 0.305 C8 F8Y 7 F8Y C9 C8 C 0 1 Y N N 29.692 6.417 13.003 1.914 -0.414 0.529 C9 F8Y 8 F8Y C10 C9 C 0 1 Y N N 29.159 6.253 11.709 0.695 -1.065 0.577 C10 F8Y 9 F8Y C12 C10 C 0 1 N N N 30.910 7.697 14.699 4.265 -0.518 0.290 C12 F8Y 10 F8Y C13 C11 C 0 1 N N N 29.506 7.266 16.726 3.920 0.681 -1.851 C13 F8Y 11 F8Y N1 N1 N 0 1 N N N 27.703 3.061 11.809 -1.550 1.632 0.021 N1 F8Y 12 F8Y N2 N2 N 0 1 Y N N 28.852 4.212 13.501 0.783 1.599 0.142 N2 F8Y 13 F8Y C3 C12 C 0 1 Y N N 25.966 -0.070 14.006 -5.171 -0.431 -0.173 C3 F8Y 14 F8Y N3 N3 N 0 1 Y N N 28.504 5.155 11.341 -0.415 -0.357 0.406 N3 F8Y 15 F8Y C1 C13 C 0 1 Y N N 27.818 1.428 13.626 -3.910 1.491 0.516 C1 F8Y 16 F8Y C2 C14 C 0 1 Y N N 27.224 0.410 14.332 -5.110 0.807 0.452 C2 F8Y 17 F8Y F1 F1 F 0 1 N N N 24.086 0.063 12.584 -4.087 -2.185 -1.347 F1 F8Y 18 F8Y O1 O1 O 0 1 N N N 25.417 -1.072 14.729 -6.352 -1.104 -0.237 O1 F8Y 19 F8Y F2 F2 F 0 1 N N N 27.882 -0.142 15.378 -6.224 1.344 0.997 F2 F8Y 20 F8Y N4 N4 N 0 1 N N N 30.008 5.389 15.196 3.138 1.643 0.256 N4 F8Y 21 F8Y N5 N5 N 0 1 N N N 30.393 7.584 13.428 3.120 -1.110 0.699 N5 F8Y 22 F8Y O2 O2 O 0 1 N N N 31.681 8.599 15.004 5.331 -1.076 0.440 O2 F8Y 23 F8Y C15 C15 C 0 1 N N N 28.803 3.942 16.849 4.348 3.616 -0.543 C15 F8Y 24 F8Y C16 C16 C 0 1 N N N 30.619 8.691 12.486 3.139 -2.444 1.305 C16 F8Y 25 F8Y C17 C17 C 0 1 N N N 31.664 8.403 11.496 2.992 -3.463 0.253 C17 F8Y 26 F8Y C18 C18 C 0 1 N N N 32.478 8.119 10.691 2.875 -4.276 -0.586 C18 F8Y 27 F8Y H1 H1 H 0 1 N N N 30.269 3.318 15.432 2.581 2.763 -1.432 H1 F8Y 28 F8Y H2 H2 H 0 1 N N N 30.899 4.329 16.776 2.303 3.567 0.131 H2 F8Y 29 F8Y H3 H3 H 0 1 N N N 25.337 1.976 11.372 -1.936 -0.728 -1.105 H3 F8Y 30 F8Y H4 H4 H 0 1 N N N 31.415 6.444 16.327 5.158 1.350 -0.222 H4 F8Y 31 F8Y H5 H5 H 0 1 N N N 29.287 7.048 10.989 0.647 -2.130 0.750 H5 F8Y 32 F8Y H6 H6 H 0 1 N N N 29.231 6.508 17.474 2.922 0.264 -1.989 H6 F8Y 33 F8Y H7 H7 H 0 1 N N N 29.956 8.133 17.231 3.977 1.654 -2.339 H7 F8Y 34 F8Y H8 H8 H 0 1 N N N 28.606 7.586 16.180 4.658 0.010 -2.290 H8 F8Y 35 F8Y H9 H9 H 0 1 N N N 27.598 2.987 10.817 -1.539 2.599 -0.056 H9 F8Y 36 F8Y H10 H10 H 0 1 N N N 28.802 1.780 13.899 -3.863 2.454 1.003 H10 F8Y 37 F8Y H11 H11 H 0 1 N N N 26.018 -1.333 15.417 -6.509 -1.696 0.512 H11 F8Y 38 F8Y H12 H12 H 0 1 N N N 28.928 3.041 17.468 4.220 4.615 -0.962 H12 F8Y 39 F8Y H13 H13 H 0 1 N N N 28.594 4.806 17.497 4.797 3.692 0.447 H13 F8Y 40 F8Y H14 H14 H 0 1 N N N 27.964 3.794 16.153 4.998 3.030 -1.193 H14 F8Y 41 F8Y H15 H15 H 0 1 N N N 30.916 9.582 13.058 4.085 -2.593 1.826 H15 F8Y 42 F8Y H16 H16 H 0 1 N N N 29.679 8.894 11.953 2.316 -2.533 2.014 H16 F8Y 43 F8Y H17 H17 H 0 1 N N N 33.210 7.864 9.968 2.771 -5.003 -1.336 H17 F8Y 44 # 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 F8Y C18 C17 TRIP N N 1 F8Y N3 C10 DOUB Y N 2 F8Y N3 C7 SING Y N 3 F8Y C17 C16 SING N N 4 F8Y C10 C9 SING Y N 5 F8Y N1 C7 SING N N 6 F8Y N1 C6 SING N N 7 F8Y C5 C6 DOUB Y N 8 F8Y C5 C4 SING Y N 9 F8Y C7 N2 DOUB Y N 10 F8Y C16 N5 SING N N 11 F8Y C6 C1 SING Y N 12 F8Y F1 C4 SING N N 13 F8Y C4 C3 DOUB Y N 14 F8Y C9 N5 SING N N 15 F8Y C9 C8 DOUB Y N 16 F8Y N5 C12 SING N N 17 F8Y N2 C8 SING Y N 18 F8Y C1 C2 DOUB Y N 19 F8Y C8 N4 SING N N 20 F8Y C3 C2 SING Y N 21 F8Y C3 O1 SING N N 22 F8Y C2 F2 SING N N 23 F8Y C12 O2 DOUB N N 24 F8Y C12 C11 SING N N 25 F8Y N4 C11 SING N N 26 F8Y N4 C14 SING N N 27 F8Y C11 C13 SING N N 28 F8Y C14 C15 SING N N 29 F8Y C14 H1 SING N N 30 F8Y C14 H2 SING N N 31 F8Y C5 H3 SING N N 32 F8Y C11 H4 SING N N 33 F8Y C10 H5 SING N N 34 F8Y C13 H6 SING N N 35 F8Y C13 H7 SING N N 36 F8Y C13 H8 SING N N 37 F8Y N1 H9 SING N N 38 F8Y C1 H10 SING N N 39 F8Y O1 H11 SING N N 40 F8Y C15 H12 SING N N 41 F8Y C15 H13 SING N N 42 F8Y C15 H14 SING N N 43 F8Y C16 H15 SING N N 44 F8Y C16 H16 SING N N 45 F8Y C18 H17 SING N N 46 # 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 F8Y SMILES ACDLabs 12.01 "c1(c(c(cc(c1)Nc3nc2N(CC)C(C)C(=O)N(c2cn3)CC#C)F)O)F" F8Y InChI InChI 1.03 "InChI=1S/C18H17F2N5O2/c1-4-6-25-14-9-21-18(22-11-7-12(19)15(26)13(20)8-11)23-16(14)24(5-2)10(3)17(25)27/h1,7-10,26H,5-6H2,2-3H3,(H,21,22,23)/t10-/m1/s1" F8Y InChIKey InChI 1.03 ZPVLKVQCFYVQDJ-SNVBAGLBSA-N F8Y SMILES_CANONICAL CACTVS 3.385 "CCN1[C@H](C)C(=O)N(CC#C)c2cnc(Nc3cc(F)c(O)c(F)c3)nc12" F8Y SMILES CACTVS 3.385 "CCN1[CH](C)C(=O)N(CC#C)c2cnc(Nc3cc(F)c(O)c(F)c3)nc12" F8Y SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CCN1c2c(cnc(n2)Nc3cc(c(c(c3)F)O)F)N(C(=O)[C@H]1C)CC#C" F8Y SMILES "OpenEye OEToolkits" 2.0.6 "CCN1c2c(cnc(n2)Nc3cc(c(c(c3)F)O)F)N(C(=O)C1C)CC#C" # 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 F8Y "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-8-ethyl-7-methyl-5-(prop-2-yn-1-yl)-7,8-dihydropteridin-6(5H)-one" F8Y "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(7~{R})-2-[[3,5-bis(fluoranyl)-4-oxidanyl-phenyl]amino]-8-ethyl-7-methyl-5-prop-2-ynyl-7~{H}-pteridin-6-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site F8Y "Create component" 2018-03-16 RCSB F8Y "Initial release" 2018-03-28 RCSB #