data_1D1 # _chem_comp.id 1D1 _chem_comp.name "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-(1H-pyrrol-2-yl)-7,8-dihydropteridin-6(5H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H23 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-10 _chem_comp.pdbx_modified_date 2013-12-20 _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 325.408 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1D1 _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 4I5P _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 1D1 O23 O23 O 0 1 N N N 13.609 4.241 10.452 -4.041 -1.453 -0.564 O23 1D1 1 1D1 C13 C13 C 0 1 N N N 12.508 4.828 10.447 -2.885 -1.170 -0.334 C13 1D1 2 1D1 N12 N12 N 0 1 N N N 11.326 4.100 10.172 -1.907 -2.082 -0.527 N12 1D1 3 1D1 C24 C24 C 0 1 N N N 11.412 2.658 9.906 -2.233 -3.463 -0.893 C24 1D1 4 1D1 C9 C9 C 0 1 Y N N 10.081 4.759 10.150 -0.576 -1.679 -0.369 C9 1D1 5 1D1 C8 C8 C 0 1 Y N N 8.887 4.097 9.892 0.447 -2.609 -0.279 C8 1D1 6 1D1 N7 N7 N 0 1 Y N N 7.740 4.784 9.890 1.690 -2.180 -0.115 N7 1D1 7 1D1 C14 C14 C 0 1 N N R 12.517 6.295 10.672 -2.523 0.206 0.164 C14 1D1 8 1D1 C21 C21 C 0 1 N N N 13.264 6.831 9.436 -2.394 0.176 1.688 C21 1D1 9 1D1 C22 C22 C 0 1 N N N 12.534 6.603 8.115 -3.742 -0.199 2.306 C22 1D1 10 1D1 N15 N15 N 0 1 N N N 11.199 6.953 10.691 -1.251 0.639 -0.422 N15 1D1 11 1D1 C16 C16 C 0 1 N N N 11.045 8.401 10.986 -0.817 1.921 0.150 C16 1D1 12 1D1 C20 C20 C 0 1 N N N 10.919 9.361 9.813 -1.972 2.942 0.094 C20 1D1 13 1D1 C19 C19 C 0 1 N N N 11.260 10.726 10.415 -1.274 4.288 -0.227 C19 1D1 14 1D1 C18 C18 C 0 1 N N N 12.094 10.477 11.673 -0.165 3.869 -1.224 C18 1D1 15 1D1 C17 C17 C 0 1 N N N 12.147 8.970 11.886 0.331 2.510 -0.688 C17 1D1 16 1D1 C10 C10 C 0 1 Y N N 10.023 6.218 10.426 -0.262 -0.317 -0.298 C10 1D1 17 1D1 N11 N11 N 0 1 Y N N 8.821 6.827 10.405 1.005 0.040 -0.125 N11 1D1 18 1D1 C6 C6 C 0 1 Y N N 7.698 6.118 10.145 1.958 -0.882 -0.037 C6 1D1 19 1D1 C2 C2 C 0 1 Y N N 6.392 6.828 10.117 3.357 -0.450 0.155 C2 1D1 20 1D1 C3 C3 C 0 1 Y N N 5.140 6.460 9.669 3.793 0.838 0.260 C3 1D1 21 1D1 C4 C4 C 0 1 Y N N 4.344 7.563 9.892 5.184 0.795 0.432 C4 1D1 22 1D1 C5 C5 C 0 1 Y N N 5.136 8.555 10.441 5.559 -0.504 0.428 C5 1D1 23 1D1 N1 N1 N 0 1 Y N N 6.401 8.088 10.573 4.449 -1.274 0.264 N1 1D1 24 1D1 H1 H1 H 0 1 N N N 12.462 2.335 9.969 -3.315 -3.573 -0.966 H1 1D1 25 1D1 H2 H2 H 0 1 N N N 10.815 2.112 10.651 -1.778 -3.701 -1.854 H2 1D1 26 1D1 H3 H3 H 0 1 N N N 11.024 2.447 8.899 -1.849 -4.141 -0.131 H3 1D1 27 1D1 H4 H4 H 0 1 N N N 8.885 3.035 9.695 0.234 -3.666 -0.340 H4 1D1 28 1D1 H5 H5 H 0 1 N N N 13.084 6.540 11.582 -3.307 0.909 -0.116 H5 1D1 29 1D1 H6 H6 H 0 1 N N N 14.242 6.331 9.380 -1.645 -0.562 1.975 H6 1D1 30 1D1 H7 H7 H 0 1 N N N 13.413 7.913 9.565 -2.091 1.159 2.047 H7 1D1 31 1D1 H8 H8 H 0 1 N N N 13.133 7.014 7.289 -3.678 -0.121 3.392 H8 1D1 32 1D1 H9 H9 H 0 1 N N N 12.386 5.524 7.960 -4.512 0.479 1.938 H9 1D1 33 1D1 H10 H10 H 0 1 N N N 11.557 7.107 8.145 -3.997 -1.222 2.030 H10 1D1 34 1D1 H11 H11 H 0 1 N N N 10.111 8.501 11.558 -0.493 1.779 1.181 H11 1D1 35 1D1 H12 H12 H 0 1 N N N 9.895 9.355 9.411 -2.675 2.680 -0.697 H12 1D1 36 1D1 H13 H13 H 0 1 N N N 11.628 9.098 9.014 -2.481 2.996 1.056 H13 1D1 37 1D1 H14 H14 H 0 1 N N N 11.838 11.321 9.693 -1.972 4.983 -0.694 H14 1D1 38 1D1 H15 H15 H 0 1 N N N 10.336 11.263 10.677 -0.840 4.721 0.674 H15 1D1 39 1D1 H16 H16 H 0 1 N N N 13.111 10.874 11.536 -0.577 3.756 -2.227 H16 1D1 40 1D1 H17 H17 H 0 1 N N N 11.623 10.964 12.540 0.644 4.598 -1.222 H17 1D1 41 1D1 H18 H18 H 0 1 N N N 11.952 8.722 12.940 1.213 2.655 -0.063 H18 1D1 42 1D1 H19 H19 H 0 1 N N N 13.130 8.573 11.592 0.567 1.845 -1.518 H19 1D1 43 1D1 H20 H20 H 0 1 N N N 4.847 5.514 9.238 3.180 1.726 0.218 H20 1D1 44 1D1 H21 H21 H 0 1 N N N 3.289 7.639 9.676 5.838 1.647 0.547 H21 1D1 45 1D1 H22 H22 H 0 1 N N N 4.800 9.543 10.720 6.569 -0.869 0.539 H22 1D1 46 1D1 H23 H23 H 0 1 N N N 7.187 8.586 10.939 4.433 -2.243 0.229 H23 1D1 47 # 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 1D1 C22 C21 SING N N 1 1D1 C21 C14 SING N N 2 1D1 C3 C4 SING Y N 3 1D1 C3 C2 DOUB Y N 4 1D1 C20 C19 SING N N 5 1D1 C20 C16 SING N N 6 1D1 N7 C8 DOUB Y N 7 1D1 N7 C6 SING Y N 8 1D1 C8 C9 SING Y N 9 1D1 C4 C5 DOUB Y N 10 1D1 C24 N12 SING N N 11 1D1 C2 C6 SING N N 12 1D1 C2 N1 SING Y N 13 1D1 C6 N11 DOUB Y N 14 1D1 C9 N12 SING N N 15 1D1 C9 C10 DOUB Y N 16 1D1 N12 C13 SING N N 17 1D1 N11 C10 SING Y N 18 1D1 C19 C18 SING N N 19 1D1 C10 N15 SING N N 20 1D1 C5 N1 SING Y N 21 1D1 C13 O23 DOUB N N 22 1D1 C13 C14 SING N N 23 1D1 C14 N15 SING N N 24 1D1 N15 C16 SING N N 25 1D1 C16 C17 SING N N 26 1D1 C18 C17 SING N N 27 1D1 C24 H1 SING N N 28 1D1 C24 H2 SING N N 29 1D1 C24 H3 SING N N 30 1D1 C8 H4 SING N N 31 1D1 C14 H5 SING N N 32 1D1 C21 H6 SING N N 33 1D1 C21 H7 SING N N 34 1D1 C22 H8 SING N N 35 1D1 C22 H9 SING N N 36 1D1 C22 H10 SING N N 37 1D1 C16 H11 SING N N 38 1D1 C20 H12 SING N N 39 1D1 C20 H13 SING N N 40 1D1 C19 H14 SING N N 41 1D1 C19 H15 SING N N 42 1D1 C18 H16 SING N N 43 1D1 C18 H17 SING N N 44 1D1 C17 H18 SING N N 45 1D1 C17 H19 SING N N 46 1D1 C3 H20 SING N N 47 1D1 C4 H21 SING N N 48 1D1 C5 H22 SING N N 49 1D1 N1 H23 SING N N 50 # 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 1D1 SMILES ACDLabs 12.01 "O=C1N(c3cnc(nc3N(C1CC)C2CCCC2)c4cccn4)C" 1D1 InChI InChI 1.03 "InChI=1S/C18H23N5O/c1-3-14-18(24)22(2)15-11-20-16(13-9-6-10-19-13)21-17(15)23(14)12-7-4-5-8-12/h6,9-12,14,19H,3-5,7-8H2,1-2H3/t14-/m1/s1" 1D1 InChIKey InChI 1.03 DBHNCRPFJNHKDP-CQSZACIVSA-N 1D1 SMILES_CANONICAL CACTVS 3.370 "CC[C@H]1N(C2CCCC2)c3nc(ncc3N(C)C1=O)c4[nH]ccc4" 1D1 SMILES CACTVS 3.370 "CC[CH]1N(C2CCCC2)c3nc(ncc3N(C)C1=O)c4[nH]ccc4" 1D1 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC[C@@H]1C(=O)N(c2cnc(nc2N1C3CCCC3)c4ccc[nH]4)C" 1D1 SMILES "OpenEye OEToolkits" 1.7.6 "CCC1C(=O)N(c2cnc(nc2N1C3CCCC3)c4ccc[nH]4)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 1D1 "SYSTEMATIC NAME" ACDLabs 12.01 "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-(1H-pyrrol-2-yl)-7,8-dihydropteridin-6(5H)-one" 1D1 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(7R)-8-cyclopentyl-7-ethyl-5-methyl-2-(1H-pyrrol-2-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 1D1 "Create component" 2012-12-10 RCSB 1D1 "Initial release" 2013-12-25 RCSB #