data_1C8 # _chem_comp.id 1C8 _chem_comp.name "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-[2-(1,3-thiazol-4-yl)-1H-imidazol-1-yl]-7,8-dihydropteridin-6(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H23 N7 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-03 _chem_comp.pdbx_modified_date 2013-08-09 _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 409.508 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1C8 _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 4I6H _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 1C8 O12 O12 O 0 1 N N N 13.719 4.117 10.156 4.104 -2.819 0.541 O12 1C8 1 1C8 C9 C9 C 0 1 N N N 12.647 4.728 10.221 3.232 -2.039 0.220 C9 1C8 2 1C8 N10 N10 N 0 1 N N N 11.429 4.022 10.057 1.982 -2.483 -0.038 N10 1C8 3 1C8 C11 C11 C 0 1 N N N 11.448 2.590 9.782 1.687 -3.918 -0.059 C11 1C8 4 1C8 C2 C2 C 0 1 Y N N 10.220 4.708 10.090 0.975 -1.541 -0.284 C2 1C8 5 1C8 C8 C8 C 0 1 N N R 12.681 6.178 10.459 3.531 -0.566 0.110 C8 1C8 6 1C8 C13 C13 C 0 1 N N N 13.464 6.879 9.350 3.828 -0.217 -1.349 C13 1C8 7 1C8 C14 C14 C 0 1 N N N 12.811 6.868 7.996 5.072 -0.978 -1.813 C14 1C8 8 1C8 N7 N7 N 0 1 N N N 11.400 6.847 10.522 2.385 0.220 0.574 N7 1C8 9 1C8 C15 C15 C 0 1 N N N 11.359 8.261 10.826 2.608 1.656 0.354 C15 1C8 10 1C8 C19 C19 C 0 1 N N N 11.343 9.351 9.766 3.985 2.068 0.914 C19 1C8 11 1C8 C18 C18 C 0 1 N N N 11.991 10.547 10.444 3.747 3.480 1.504 C18 1C8 12 1C8 C17 C17 C 0 1 N N N 12.649 10.087 11.740 2.332 3.359 2.123 C17 1C8 13 1C8 C16 C16 C 0 1 N N N 12.345 8.621 11.915 1.557 2.476 1.123 C16 1C8 14 1C8 C3 C3 C 0 1 Y N N 10.222 6.148 10.336 1.198 -0.189 -0.004 C3 1C8 15 1C8 N4 N4 N 0 1 Y N N 9.065 6.785 10.383 0.237 0.688 -0.271 N4 1C8 16 1C8 C5 C5 C 0 1 Y N N 7.915 6.118 10.240 -0.917 0.284 -0.778 C5 1C8 17 1C8 N6 N6 N 0 1 Y N N 7.889 4.806 9.992 -1.163 -0.989 -1.038 N6 1C8 18 1C8 C1 C1 C 0 1 Y N N 9.001 4.090 9.904 -0.248 -1.922 -0.808 C1 1C8 19 1C8 N20 N20 N 0 1 Y N N 6.789 6.785 10.265 -1.905 1.231 -1.046 N20 1C8 20 1C8 C24 C24 C 0 1 Y N N 5.823 6.494 9.443 -1.745 2.408 -1.739 C24 1C8 21 1C8 C23 C23 C 0 1 Y N N 4.828 7.410 9.707 -2.946 3.016 -1.764 C23 1C8 22 1C8 N22 N22 N 0 1 Y N N 5.238 8.235 10.663 -3.827 2.247 -1.111 N22 1C8 23 1C8 C21 C21 C 0 1 Y N N 6.471 7.839 10.953 -3.221 1.164 -0.676 C21 1C8 24 1C8 C25 C25 C 0 1 Y N N 7.261 8.514 12.013 -3.851 0.066 0.086 C25 1C8 25 1C8 C29 C29 C 0 1 Y N N 7.853 7.713 12.962 -5.180 0.002 0.322 C29 1C8 26 1C8 S28 S28 S 0 1 Y N N 8.583 8.901 13.933 -5.492 -1.458 1.257 S28 1C8 27 1C8 C27 C27 C 0 1 Y N N 8.065 10.281 13.056 -3.826 -1.841 1.242 C27 1C8 28 1C8 N26 N26 N 0 1 Y N N 7.337 9.864 12.033 -3.163 -0.949 0.594 N26 1C8 29 1C8 H1 H1 H 0 1 N N N 12.486 2.227 9.797 1.831 -4.304 -1.068 H1 1C8 30 1C8 H2 H2 H 0 1 N N N 10.864 2.062 10.550 2.356 -4.437 0.627 H2 1C8 31 1C8 H3 H3 H 0 1 N N N 11.008 2.401 8.792 0.654 -4.081 0.248 H3 1C8 32 1C8 H4 H4 H 0 1 N N N 13.215 6.358 11.404 4.402 -0.328 0.721 H4 1C8 33 1C8 H5 H5 H 0 1 N N N 14.442 6.384 9.259 2.978 -0.497 -1.970 H5 1C8 34 1C8 H6 H6 H 0 1 N N N 13.610 7.928 9.648 4.005 0.855 -1.437 H6 1C8 35 1C8 H7 H7 H 0 1 N N N 13.453 7.395 7.275 5.340 -0.658 -2.820 H7 1C8 36 1C8 H8 H8 H 0 1 N N N 12.667 5.828 7.667 5.899 -0.772 -1.133 H8 1C8 37 1C8 H9 H9 H 0 1 N N N 11.835 7.372 8.056 4.863 -2.048 -1.816 H9 1C8 38 1C8 H10 H10 H 0 1 N N N 10.386 8.389 11.323 2.553 1.883 -0.711 H10 1C8 39 1C8 H11 H11 H 0 1 N N N 10.311 9.586 9.465 4.302 1.377 1.694 H11 1C8 40 1C8 H12 H12 H 0 1 N N N 11.922 9.043 8.883 4.725 2.109 0.114 H12 1C8 41 1C8 H13 H13 H 0 1 N N N 12.751 10.981 9.778 4.487 3.707 2.272 H13 1C8 42 1C8 H14 H14 H 0 1 N N N 11.225 11.304 10.668 3.761 4.235 0.718 H14 1C8 43 1C8 H15 H15 H 0 1 N N N 13.737 10.239 11.682 2.383 2.875 3.098 H15 1C8 44 1C8 H16 H16 H 0 1 N N N 12.243 10.657 12.589 1.867 4.341 2.206 H16 1C8 45 1C8 H17 H17 H 0 1 N N N 11.902 8.439 12.905 0.993 3.102 0.431 H17 1C8 46 1C8 H18 H18 H 0 1 N N N 13.264 8.026 11.809 0.882 1.809 1.659 H18 1C8 47 1C8 H19 H19 H 0 1 N N N 8.953 3.033 9.689 -0.454 -2.960 -1.024 H19 1C8 48 1C8 H20 H20 H 0 1 N N N 5.805 5.702 8.709 -0.830 2.775 -2.178 H20 1C8 49 1C8 H21 H21 H 0 1 N N N 3.868 7.450 9.215 -3.163 3.965 -2.233 H21 1C8 50 1C8 H22 H22 H 0 1 N N N 7.854 6.638 13.061 -5.919 0.719 -0.003 H22 1C8 51 1C8 H23 H23 H 0 1 N N N 8.293 11.309 13.296 -3.391 -2.713 1.708 H23 1C8 52 # 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 1C8 C14 C13 SING N N 1 1C8 C13 C8 SING N N 2 1C8 C24 C23 DOUB Y N 3 1C8 C24 N20 SING Y N 4 1C8 C23 N22 SING Y N 5 1C8 C19 C18 SING N N 6 1C8 C19 C15 SING N N 7 1C8 C11 N10 SING N N 8 1C8 C1 N6 DOUB Y N 9 1C8 C1 C2 SING Y N 10 1C8 N6 C5 SING Y N 11 1C8 N10 C2 SING N N 12 1C8 N10 C9 SING N N 13 1C8 C2 C3 DOUB Y N 14 1C8 O12 C9 DOUB N N 15 1C8 C9 C8 SING N N 16 1C8 C5 N20 SING N N 17 1C8 C5 N4 DOUB Y N 18 1C8 N20 C21 SING Y N 19 1C8 C3 N4 SING Y N 20 1C8 C3 N7 SING N N 21 1C8 C18 C17 SING N N 22 1C8 C8 N7 SING N N 23 1C8 N7 C15 SING N N 24 1C8 N22 C21 DOUB Y N 25 1C8 C15 C16 SING N N 26 1C8 C21 C25 SING N N 27 1C8 C17 C16 SING N N 28 1C8 C25 N26 SING Y N 29 1C8 C25 C29 DOUB Y N 30 1C8 N26 C27 DOUB Y N 31 1C8 C29 S28 SING Y N 32 1C8 C27 S28 SING Y N 33 1C8 C11 H1 SING N N 34 1C8 C11 H2 SING N N 35 1C8 C11 H3 SING N N 36 1C8 C8 H4 SING N N 37 1C8 C13 H5 SING N N 38 1C8 C13 H6 SING N N 39 1C8 C14 H7 SING N N 40 1C8 C14 H8 SING N N 41 1C8 C14 H9 SING N N 42 1C8 C15 H10 SING N N 43 1C8 C19 H11 SING N N 44 1C8 C19 H12 SING N N 45 1C8 C18 H13 SING N N 46 1C8 C18 H14 SING N N 47 1C8 C17 H15 SING N N 48 1C8 C17 H16 SING N N 49 1C8 C16 H17 SING N N 50 1C8 C16 H18 SING N N 51 1C8 C1 H19 SING N N 52 1C8 C24 H20 SING N N 53 1C8 C23 H21 SING N N 54 1C8 C29 H22 SING N N 55 1C8 C27 H23 SING N N 56 # 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 1C8 SMILES ACDLabs 12.01 "O=C5N(c1c(nc(nc1)n2ccnc2c3ncsc3)N(C4CCCC4)C5CC)C" 1C8 InChI InChI 1.03 "InChI=1S/C20H23N7OS/c1-3-15-19(28)25(2)16-10-22-20(24-18(16)27(15)13-6-4-5-7-13)26-9-8-21-17(26)14-11-29-12-23-14/h8-13,15H,3-7H2,1-2H3/t15-/m1/s1" 1C8 InChIKey InChI 1.03 HGHXLCCYGNWFLX-OAHLLOKOSA-N 1C8 SMILES_CANONICAL CACTVS 3.370 "CC[C@H]1N(C2CCCC2)c3nc(ncc3N(C)C1=O)n4ccnc4c5cscn5" 1C8 SMILES CACTVS 3.370 "CC[CH]1N(C2CCCC2)c3nc(ncc3N(C)C1=O)n4ccnc4c5cscn5" 1C8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H]1C(=O)N(c2cnc(nc2N1C3CCCC3)n4ccnc4c5cscn5)C" 1C8 SMILES "OpenEye OEToolkits" 1.7.6 "CCC1C(=O)N(c2cnc(nc2N1C3CCCC3)n4ccnc4c5cscn5)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 1C8 "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-[2-(1,3-thiazol-4-yl)-1H-imidazol-1-yl]-7,8-dihydropteridin-6(5H)-one" 1C8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-[2-(1,3-thiazol-4-yl)imidazol-1-yl]-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 1C8 "Create component" 2012-12-03 RCSB 1C8 "Initial release" 2013-08-14 RCSB #