data_584 # _chem_comp.id 584 _chem_comp.name "(7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-5,7-dimethyl-8-(3-methylbutyl)-7,8-dihydropteridin-6(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H23 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 2015-08-19 _chem_comp.pdbx_modified_date 2015-08-28 _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 391.415 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 584 _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 5D9K _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 584 C1 C1 C 0 1 Y N N -3.384 14.305 29.923 0.337 -0.089 0.083 C1 584 1 584 C2 C2 C 0 1 Y N N -4.988 15.266 28.591 -1.924 0.340 -0.003 C2 584 2 584 C3 C3 C 0 1 Y N N -4.870 16.491 29.310 -1.643 1.710 0.059 C3 584 3 584 O1 O1 O 0 1 N N N -7.402 18.395 27.656 -4.883 2.958 0.324 O1 584 4 584 O2 O2 O 0 1 N N N -2.897 8.310 27.756 6.627 0.697 -0.095 O2 584 5 584 C11 C4 C 0 1 N N N -9.034 11.608 26.868 -2.657 -4.764 -1.613 C11 584 6 584 C12 C5 C 0 1 N N N -7.045 11.600 25.366 -2.219 -4.234 0.789 C12 584 7 584 C13 C6 C 0 1 N N N -5.984 18.606 29.988 -2.455 4.047 -0.263 C13 584 8 584 C14 C7 C 0 1 Y N N -2.604 11.933 29.714 2.699 -0.582 0.050 C14 584 9 584 C15 C8 C 0 1 Y N N -3.824 11.263 29.685 3.687 -1.295 0.716 C15 584 10 584 C16 C9 C 0 1 Y N N -3.883 10.023 29.107 5.001 -0.867 0.668 C16 584 11 584 C17 C10 C 0 1 Y N N -2.798 9.426 28.507 5.333 0.276 -0.047 C17 584 12 584 C18 C11 C 0 1 Y N N -1.590 10.090 28.583 4.346 0.989 -0.714 C18 584 13 584 C19 C12 C 0 1 Y N N -1.467 11.325 29.182 3.033 0.558 -0.670 C19 584 14 584 N1 N1 N 0 1 Y N N -3.152 15.420 30.628 0.632 1.201 0.135 N1 584 15 584 N2 N2 N 0 1 Y N N -4.274 14.174 28.921 -0.914 -0.522 0.013 N2 584 16 584 C4 C13 C 0 1 Y N N -3.900 16.483 30.305 -0.325 2.121 0.125 C4 584 17 584 N3 N3 N 0 1 N N N -2.596 13.237 30.249 1.369 -1.015 0.098 N3 584 18 584 N4 N4 N 0 1 N N N -5.769 15.234 27.444 -3.232 -0.101 -0.085 N4 584 19 584 C5 C14 C 0 1 N N N -6.046 13.962 26.777 -3.340 -1.508 0.322 C5 584 20 584 C6 C15 C 0 1 N N N -7.464 13.467 27.028 -2.822 -2.406 -0.803 C6 584 21 584 C7 C16 C 0 1 N N N -7.585 12.002 26.729 -3.060 -3.872 -0.437 C7 584 22 584 C8 C17 C 0 1 N N R -6.337 16.453 26.835 -4.147 0.742 0.691 C8 584 23 584 C9 C18 C 0 1 N N N -6.552 17.542 27.865 -3.941 2.194 0.343 C9 584 24 584 N5 N5 N 0 1 N N N -5.787 17.527 29.016 -2.696 2.636 0.052 N5 584 25 584 C10 C19 C 0 1 N N N -5.466 16.992 25.703 -5.591 0.345 0.377 C10 584 26 584 F1 F1 F 0 1 N N N -5.024 9.312 29.182 5.962 -1.561 1.317 F1 584 27 584 F2 F2 F 0 1 N N N -0.504 9.509 28.015 4.670 2.101 -1.409 F2 584 28 584 H1 H1 H 0 1 N N N -3.784 7.972 27.805 6.867 1.309 0.614 H1 584 29 584 H2 H2 H 0 1 N N N -9.403 11.908 27.860 -2.826 -5.808 -1.352 H2 584 30 584 H3 H3 H 0 1 N N N -9.627 12.110 26.089 -3.256 -4.505 -2.487 H3 584 31 584 H4 H4 H 0 1 N N N -9.130 10.518 26.756 -1.601 -4.612 -1.839 H4 584 32 584 H5 H5 H 0 1 N N N -5.989 11.897 25.287 -1.163 -4.083 0.563 H5 584 33 584 H6 H6 H 0 1 N N N -7.129 10.510 25.245 -2.506 -3.599 1.627 H6 584 34 584 H7 H7 H 0 1 N N N -7.626 12.102 24.579 -2.388 -5.279 1.050 H7 584 35 584 H8 H8 H 0 1 N N N -5.309 18.457 30.844 -3.396 4.595 -0.216 H8 584 36 584 H9 H9 H 0 1 N N N -5.764 19.573 29.512 -1.753 4.465 0.458 H9 584 37 584 H10 H10 H 0 1 N N N -7.027 18.598 30.338 -2.037 4.128 -1.267 H10 584 38 584 H11 H11 H 0 1 N N N -4.708 11.713 30.111 3.428 -2.184 1.273 H11 584 39 584 H12 H12 H 0 1 N N N -0.506 11.814 29.239 2.265 1.113 -1.188 H12 584 40 584 H13 H13 H 0 1 N N N -3.738 17.398 30.856 -0.079 3.171 0.171 H13 584 41 584 H14 H14 H 0 1 N N N -1.920 13.404 30.967 1.169 -1.963 0.142 H14 584 42 584 H15 H15 H 0 1 N N N -5.338 13.207 27.150 -2.745 -1.673 1.221 H15 584 43 584 H16 H16 H 0 1 N N N -5.905 14.094 25.694 -4.383 -1.748 0.527 H16 584 44 584 H17 H17 H 0 1 N N N -8.159 14.024 26.382 -3.351 -2.172 -1.727 H17 584 45 584 H18 H18 H 0 1 N N N -7.724 13.641 28.083 -1.754 -2.235 -0.943 H18 584 46 584 H19 H19 H 0 1 N N N -7.012 11.453 27.491 -4.115 -4.023 -0.211 H19 584 47 584 H20 H20 H 0 1 N N N -7.318 16.198 26.407 -3.958 0.596 1.755 H20 584 48 584 H21 H21 H 0 1 N N N -5.929 17.897 25.283 -5.746 -0.701 0.641 H21 584 49 584 H22 H22 H 0 1 N N N -4.468 17.239 26.094 -6.273 0.971 0.953 H22 584 50 584 H23 H23 H 0 1 N N N -5.373 16.229 24.917 -5.782 0.484 -0.687 H23 584 51 # 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 584 C12 C7 SING N N 1 584 C10 C8 SING N N 2 584 C7 C11 SING N N 3 584 C7 C6 SING N N 4 584 C5 C6 SING N N 5 584 C5 N4 SING N N 6 584 C8 N4 SING N N 7 584 C8 C9 SING N N 8 584 N4 C2 SING N N 9 584 O1 C9 DOUB N N 10 584 O2 C17 SING N N 11 584 C9 N5 SING N N 12 584 F2 C18 SING N N 13 584 C17 C18 DOUB Y N 14 584 C17 C16 SING Y N 15 584 C18 C19 SING Y N 16 584 C2 N2 DOUB Y N 17 584 C2 C3 SING Y N 18 584 N2 C1 SING Y N 19 584 N5 C3 SING N N 20 584 N5 C13 SING N N 21 584 C16 F1 SING N N 22 584 C16 C15 DOUB Y N 23 584 C19 C14 DOUB Y N 24 584 C3 C4 DOUB Y N 25 584 C15 C14 SING Y N 26 584 C14 N3 SING N N 27 584 C1 N3 SING N N 28 584 C1 N1 DOUB Y N 29 584 C4 N1 SING Y N 30 584 O2 H1 SING N N 31 584 C11 H2 SING N N 32 584 C11 H3 SING N N 33 584 C11 H4 SING N N 34 584 C12 H5 SING N N 35 584 C12 H6 SING N N 36 584 C12 H7 SING N N 37 584 C13 H8 SING N N 38 584 C13 H9 SING N N 39 584 C13 H10 SING N N 40 584 C15 H11 SING N N 41 584 C19 H12 SING N N 42 584 C4 H13 SING N N 43 584 N3 H14 SING N N 44 584 C5 H15 SING N N 45 584 C5 H16 SING N N 46 584 C6 H17 SING N N 47 584 C6 H18 SING N N 48 584 C7 H19 SING N N 49 584 C8 H20 SING N N 50 584 C10 H21 SING N N 51 584 C10 H22 SING N N 52 584 C10 H23 SING N N 53 # 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 584 SMILES ACDLabs 12.01 "c2(Nc1cc(F)c(O)c(c1)F)ncc3c(n2)N(CCC(C)C)C(C(=O)N3C)C" 584 InChI InChI 1.03 "InChI=1S/C19H23F2N5O2/c1-10(2)5-6-26-11(3)18(28)25(4)15-9-22-19(24-17(15)26)23-12-7-13(20)16(27)14(21)8-12/h7-11,27H,5-6H2,1-4H3,(H,22,23,24)/t11-/m1/s1" 584 InChIKey InChI 1.03 DTEKTGDVSARYDS-LLVKDONJSA-N 584 SMILES_CANONICAL CACTVS 3.385 "CC(C)CCN1[C@H](C)C(=O)N(C)c2cnc(Nc3cc(F)c(O)c(F)c3)nc12" 584 SMILES CACTVS 3.385 "CC(C)CCN1[CH](C)C(=O)N(C)c2cnc(Nc3cc(F)c(O)c(F)c3)nc12" 584 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1C(=O)N(c2cnc(nc2N1CCC(C)C)Nc3cc(c(c(c3)F)O)F)C" 584 SMILES "OpenEye OEToolkits" 1.9.2 "CC1C(=O)N(c2cnc(nc2N1CCC(C)C)Nc3cc(c(c(c3)F)O)F)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 584 "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-2-[(3,5-difluoro-4-hydroxyphenyl)amino]-5,7-dimethyl-8-(3-methylbutyl)-7,8-dihydropteridin-6(5H)-one" 584 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(7R)-2-[[3,5-bis(fluoranyl)-4-oxidanyl-phenyl]amino]-5,7-dimethyl-8-(3-methylbutyl)-7H-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 584 "Create component" 2015-08-19 RCSB 584 "Initial release" 2015-09-02 RCSB #