data_IQG # _chem_comp.id IQG _chem_comp.name ;N-(2-amino-3-methyl-3H-imidazo[4,5-f]quinolin-5-yl)-2'-deoxyguanosine 5'-(dihydrogen phosphate) ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H22 N9 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-11-06 _chem_comp.pdbx_modified_date 2014-05-09 _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 543.429 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IQG _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2MAV _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 IQG P P P 0 1 N N N -1.593 -10.368 12.056 6.921 0.844 -0.444 P IQG 1 IQG OP1 OP1 O 0 1 N N N -2.259 -10.558 10.746 7.462 -0.508 -0.180 OP1 IQG 2 IQG OP2 OP2 O 0 1 N N N -0.774 -11.479 12.561 7.195 1.241 -1.980 OP2 IQG 3 IQG "O5'" "O5'" O 0 1 N N N -0.667 -9.068 11.962 5.336 0.853 -0.162 "O5'" IQG 4 IQG "C5'" "C5'" C 0 1 N N N -1.164 -7.834 11.451 4.764 0.442 1.082 "C5'" IQG 5 IQG "C4'" "C4'" C 0 1 N N R -0.159 -6.710 11.655 3.242 0.573 1.011 "C4'" IQG 6 IQG "O4'" "O4'" O 0 1 N N N -0.141 -6.350 13.028 2.694 -0.364 0.060 "O4'" IQG 7 IQG "C1'" "C1'" C 0 1 N N R 1.209 -6.197 13.404 1.310 -0.549 0.402 "C1'" IQG 8 IQG N9 N9 N 0 1 Y N N 1.375 -6.203 14.878 0.906 -1.928 0.116 N9 IQG 9 IQG C8 C8 C 0 1 Y N N 1.779 -7.192 15.747 1.730 -3.014 0.054 C8 IQG 10 IQG N7 N7 N 0 1 Y N N 2.029 -6.759 16.957 1.036 -4.079 -0.221 N7 IQG 11 IQG C5 C5 C 0 1 Y N N 1.717 -5.379 16.893 -0.270 -3.742 -0.352 C5 IQG 12 IQG C6 C6 C 0 1 N N N 1.768 -4.290 17.842 -1.451 -4.467 -0.641 C6 IQG 13 IQG O6 O6 O 0 1 N N N 2.071 -4.334 19.040 -1.413 -5.670 -0.834 O6 IQG 14 IQG N1 N1 N 0 1 N N N 1.453 -3.050 17.298 -2.620 -3.792 -0.697 N1 IQG 15 IQG C2 C2 C 0 1 N N N 1.067 -2.848 16.019 -2.650 -2.446 -0.480 C2 IQG 16 IQG N2 N2 N 0 1 N N N 0.875 -1.586 15.660 -3.853 -1.787 -0.543 N2 IQG 17 IQG C23 C23 C 0 1 Y N N 0.619 -1.003 14.454 -3.892 -0.392 -0.436 C23 IQG 18 IQG C22 C22 C 0 1 Y N N 0.743 0.427 14.352 -4.997 0.228 0.192 C22 IQG 19 IQG N21 N21 N 0 1 Y N N 1.046 1.145 15.470 -6.004 -0.498 0.685 N21 IQG 20 IQG C20 C20 C 0 1 Y N N 1.020 2.552 15.388 -7.032 0.070 1.268 C20 IQG 21 IQG C19 C19 C 0 1 Y N N 0.861 3.176 14.135 -7.126 1.451 1.403 C19 IQG 22 IQG C18 C18 C 0 1 Y N N 0.716 2.429 12.966 -6.127 2.252 0.920 C18 IQG 23 IQG C17 C17 C 0 1 Y N N 0.523 1.048 13.090 -5.032 1.639 0.297 C17 IQG 24 IQG C16 C16 C 0 1 Y N N 0.166 0.304 11.962 -3.924 2.418 -0.246 C16 IQG 25 IQG N15 N15 N 0 1 Y N N -0.054 0.666 10.688 -3.656 3.744 -0.315 N15 IQG 26 IQG C14 C14 C 0 1 Y N N -0.474 -0.480 10.057 -2.508 3.928 -0.921 C14 IQG 27 IQG N14 N14 N 0 1 N N N -0.807 -0.572 8.719 -1.925 5.156 -1.164 N14 IQG 28 IQG N13 N13 N 0 1 Y N N -0.565 -1.576 10.895 -1.977 2.722 -1.275 N13 IQG 29 IQG C13 C13 C 0 1 N N N -0.803 -2.970 10.474 -0.706 2.503 -1.970 C13 IQG 30 IQG C12 C12 C 0 1 Y N N -0.073 -1.097 12.084 -2.862 1.743 -0.855 C12 IQG 31 IQG C11 C11 C 0 1 Y N N 0.186 -1.709 13.309 -2.863 0.350 -0.934 C11 IQG 32 IQG N3 N3 N 0 1 N N N 0.994 -3.832 15.146 -1.560 -1.762 -0.211 N3 IQG 33 IQG C4 C4 C 0 1 Y N N 1.334 -5.053 15.625 -0.368 -2.363 -0.133 C4 IQG 34 IQG "C3'" "C3'" C 0 1 N N S 1.278 -7.081 11.270 2.594 0.146 2.353 "C3'" IQG 35 IQG "C2'" "C2'" C 0 1 N N N 1.939 -7.298 12.648 1.169 -0.264 1.910 "C2'" IQG 36 IQG "O3'" "O3'" O 0 1 N N N 1.834 -5.972 10.592 2.548 1.242 3.269 "O3'" IQG 37 IQG "HO2'" "HO2'" H 0 0 N N N -0.793 -12.196 11.938 8.131 1.256 -2.221 "HO2'" IQG 38 IQG "H5'2" "H5'2" H 0 0 N N N -2.098 -7.579 11.973 5.030 -0.597 1.278 "H5'2" IQG 39 IQG "H5'1" "H5'1" H 0 0 N N N -1.364 -7.946 10.375 5.147 1.073 1.883 "H5'1" IQG 40 IQG "H4'" "H4'" H 0 1 N N N -0.470 -5.848 11.046 2.957 1.593 0.753 "H4'" IQG 41 IQG "H1'" "H1'" H 0 1 N N N 1.579 -5.233 13.024 0.691 0.144 -0.168 "H1'" IQG 42 IQG H8 H8 H 0 1 N N N 1.880 -8.228 15.458 2.798 -2.992 0.211 H8 IQG 43 IQG H1 H1 H 0 1 N N N 1.517 -2.251 17.896 -3.443 -4.267 -0.894 H1 IQG 44 IQG H2 H2 H 0 1 N N N 0.928 -0.937 16.419 -4.675 -2.288 -0.662 H2 IQG 45 IQG H20 H20 H 0 1 N N N 1.122 3.149 16.282 -7.827 -0.551 1.654 H20 IQG 46 IQG H19 H19 H 0 1 N N N 0.851 4.254 14.078 -7.985 1.891 1.888 H19 IQG 47 IQG H18 H18 H 0 1 N N N 0.752 2.901 11.995 -6.182 3.326 1.015 H18 IQG 48 IQG H14 H14 H 0 1 N N N -0.695 0.322 8.285 -2.371 5.969 -0.879 H14 IQG 49 IQG "H14'" "H14'" H 0 0 N N N -0.209 -1.237 8.272 -1.071 5.205 -1.620 "H14'" IQG 50 IQG H13 H13 H 0 1 N N N -0.825 -3.622 11.359 0.107 2.487 -1.244 H13 IQG 51 IQG "H13'" "H13'" H 0 0 N N N -1.766 -3.034 9.947 -0.740 1.550 -2.498 "H13'" IQG 52 IQG H12 H12 H 0 1 N N N 0.005 -3.293 9.801 -0.539 3.309 -2.685 "H13'1" IQG 53 IQG H11 H11 H 0 1 N N N 0.049 -2.777 13.387 -2.033 -0.152 -1.408 H11 IQG 54 IQG "H3'" "H3'" H 0 1 N N N 1.302 -8.005 10.673 3.125 -0.700 2.789 "H3'" IQG 55 IQG "H2'1" "H2'1" H 0 0 N N N 1.729 -8.296 13.059 0.467 0.553 2.080 "H2'1" IQG 56 IQG "H2'2" "H2'2" H 0 0 N N N 3.026 -7.134 12.620 0.848 -1.161 2.439 "H2'2" IQG 57 IQG H3 H3 H 0 1 N N N 2.728 -6.171 10.339 2.151 1.025 4.123 H3 IQG 58 IQG OP3 OP3 O 0 1 N N N ? ? ? 7.643 1.910 0.523 OP3 IQG 59 IQG "HO3'" "HO3'" H 0 0 N N N ? ? ? 7.337 2.819 0.404 "HO3'" IQG 60 # 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 IQG N14 C14 SING N N 1 IQG C14 N15 DOUB Y N 2 IQG C14 N13 SING Y N 3 IQG C13 N13 SING N N 4 IQG "O3'" "C3'" SING N N 5 IQG N15 C16 SING Y N 6 IQG OP1 P DOUB N N 7 IQG N13 C12 SING Y N 8 IQG "C3'" "C4'" SING N N 9 IQG "C3'" "C2'" SING N N 10 IQG "C5'" "C4'" SING N N 11 IQG "C5'" "O5'" SING N N 12 IQG "C4'" "O4'" SING N N 13 IQG "O5'" P SING N N 14 IQG C16 C12 SING Y N 15 IQG C16 C17 DOUB Y N 16 IQG P OP2 SING N N 17 IQG C12 C11 DOUB Y N 18 IQG "C2'" "C1'" SING N N 19 IQG C18 C17 SING Y N 20 IQG C18 C19 DOUB Y N 21 IQG "O4'" "C1'" SING N N 22 IQG C17 C22 SING Y N 23 IQG C11 C23 SING Y N 24 IQG "C1'" N9 SING N N 25 IQG C19 C20 SING Y N 26 IQG C22 C23 DOUB Y N 27 IQG C22 N21 SING Y N 28 IQG C23 N2 SING N N 29 IQG N9 C4 SING Y N 30 IQG N9 C8 SING Y N 31 IQG N3 C4 SING N N 32 IQG N3 C2 DOUB N N 33 IQG C20 N21 DOUB Y N 34 IQG C4 C5 DOUB Y N 35 IQG N2 C2 SING N N 36 IQG C8 N7 DOUB Y N 37 IQG C2 N1 SING N N 38 IQG C5 N7 SING Y N 39 IQG C5 C6 SING N N 40 IQG N1 C6 SING N N 41 IQG C6 O6 DOUB N N 42 IQG OP2 "HO2'" SING N N 43 IQG "C5'" "H5'2" SING N N 44 IQG "C5'" "H5'1" SING N N 45 IQG "C4'" "H4'" SING N N 46 IQG "C1'" "H1'" SING N N 47 IQG C8 H8 SING N N 48 IQG N1 H1 SING N N 49 IQG N2 H2 SING N N 50 IQG C20 H20 SING N N 51 IQG C19 H19 SING N N 52 IQG C18 H18 SING N N 53 IQG N14 H14 SING N N 54 IQG N14 "H14'" SING N N 55 IQG C13 H13 SING N N 56 IQG C13 "H13'" SING N N 57 IQG C13 H12 SING N N 58 IQG C11 H11 SING N N 59 IQG "C3'" "H3'" SING N N 60 IQG "C2'" "H2'1" SING N N 61 IQG "C2'" "H2'2" SING N N 62 IQG "O3'" H3 SING N N 63 IQG P OP3 SING N N 64 IQG OP3 "HO3'" SING N N 65 # 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 IQG SMILES ACDLabs 12.01 "O=P(O)(O)OCC6OC(n5cnc4c5N=C(Nc3c1ncccc1c2nc(N)n(c2c3)C)NC4=O)CC6O" IQG InChI InChI 1.03 "InChI=1S/C21H22N9O7P/c1-29-11-5-10(15-9(3-2-4-23-15)16(11)26-20(29)22)25-21-27-18-17(19(32)28-21)24-8-30(18)14-6-12(31)13(37-14)7-36-38(33,34)35/h2-5,8,12-14,31H,6-7H2,1H3,(H2,22,26)(H2,33,34,35)(H2,25,27,28,32)/t12-,13+,14+/m0/s1" IQG InChIKey InChI 1.03 UREWNNCFPTXEDO-BFHYXJOUSA-N IQG SMILES_CANONICAL CACTVS 3.385 "Cn1c(N)nc2c1cc(NC3=Nc4n(cnc4C(=O)N3)[C@H]5C[C@H](O)[C@@H](CO[P](O)(O)=O)O5)c6ncccc26" IQG SMILES CACTVS 3.385 "Cn1c(N)nc2c1cc(NC3=Nc4n(cnc4C(=O)N3)[CH]5C[CH](O)[CH](CO[P](O)(O)=O)O5)c6ncccc26" IQG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cn1c2cc(c3c(c2nc1N)cccn3)NC4=Nc5c(ncn5[C@H]6C[C@@H]([C@H](O6)COP(=O)(O)O)O)C(=O)N4" IQG SMILES "OpenEye OEToolkits" 1.7.6 "Cn1c2cc(c3c(c2nc1N)cccn3)NC4=Nc5c(ncn5C6CC(C(O6)COP(=O)(O)O)O)C(=O)N4" # 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 IQG "SYSTEMATIC NAME" ACDLabs 12.01 ;N-(2-amino-3-methyl-3H-imidazo[4,5-f]quinolin-5-yl)-2'-deoxyguanosine 5'-(dihydrogen phosphate) ; IQG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,5R)-5-[2-[(2-azanyl-3-methyl-imidazo[4,5-f]quinolin-5-yl)amino]-6-oxidanylidene-1H-purin-9-yl]-3-oxidanyl-oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IQG "Create component" 2013-11-06 RCSB IQG "Initial release" 2014-05-14 RCSB #