data_6MQ # _chem_comp.id 6MQ _chem_comp.name "methyl 5-[(6-amino-8-oxo-7,8-dihydro-3H-imidazo[4,5-g]quinazolin-2-yl)amino]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N6 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-05-09 _chem_comp.pdbx_modified_date 2017-05-19 _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 402.404 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6MQ _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 5JSV _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 6MQ C C1 C 0 1 N N N 14.138 19.365 12.936 -4.914 3.827 -1.023 C 6MQ 1 6MQ C1 C2 C 0 1 N N R 16.386 19.526 12.261 -4.918 1.550 -0.274 C1 6MQ 2 6MQ C2 C3 C 0 1 N N R 17.753 18.172 13.575 -3.186 0.090 0.199 C2 6MQ 3 6MQ C3 C4 C 0 1 N N N 17.119 18.075 14.948 -1.750 -0.272 -0.186 C3 6MQ 4 6MQ C4 C5 C 0 1 Y N N 17.803 17.798 17.277 0.545 0.335 0.471 C4 6MQ 5 6MQ O O1 O 0 1 N N N 15.386 20.022 13.101 -5.277 2.474 -1.304 O 6MQ 6 6MQ C5 C6 C 0 1 Y N N 16.748 17.123 19.026 2.500 -0.375 -0.294 C5 6MQ 7 6MQ C6 C7 C 0 1 Y N N 15.799 16.710 19.962 3.579 -0.964 -0.927 C6 6MQ 8 6MQ C7 C8 C 0 1 Y N N 16.116 16.792 21.324 4.875 -0.611 -0.556 C7 6MQ 9 6MQ C8 C9 C 0 1 N N N 15.372 16.678 23.537 7.175 -0.842 -0.814 C8 6MQ 10 6MQ C9 C10 C 0 1 N N N 17.631 17.445 23.165 6.457 0.693 0.830 C9 6MQ 11 6MQ O1 O2 O 0 1 N N N 16.715 18.188 12.570 -3.487 1.447 -0.189 O1 6MQ 12 6MQ O2 O3 O 0 1 N N N 18.692 17.844 23.632 6.695 1.510 1.701 O2 6MQ 13 6MQ C10 C11 C 0 1 Y N N 17.376 17.261 21.731 5.076 0.348 0.467 C10 6MQ 14 6MQ N N1 N 0 1 N N N 18.086 18.165 16.025 -0.814 0.495 0.640 N 6MQ 15 6MQ C11 C12 C 0 1 Y N N 18.338 17.619 20.791 3.988 0.938 1.102 C11 6MQ 16 6MQ C12 C13 C 0 1 Y N N 18.007 17.556 19.449 2.698 0.580 0.725 C12 6MQ 17 6MQ C13 C14 C 0 1 N N R 18.562 19.444 13.334 -4.196 -0.759 -0.609 C13 6MQ 18 6MQ N2 N2 N 0 1 N N N 15.119 16.475 22.248 5.956 -1.169 -1.157 N2 6MQ 19 6MQ N3 N3 N 0 1 N N N 14.429 16.427 24.449 8.222 -1.447 -1.464 N3 6MQ 20 6MQ N4 N4 N 0 1 N N N 16.568 17.151 23.983 7.455 0.072 0.161 N4 6MQ 21 6MQ N1 N5 N 0 1 Y N N 16.638 17.285 17.646 1.129 -0.509 -0.432 N1 6MQ 22 6MQ N5 N6 N 0 1 Y N N 18.670 17.955 18.302 1.465 0.973 1.149 N5 6MQ 23 6MQ C17 C15 C 0 1 N N R 17.643 20.359 12.509 -5.460 0.150 -0.615 C17 6MQ 24 6MQ O4 O4 O 0 1 N N N 18.357 20.592 11.295 -6.216 -0.340 0.517 O4 6MQ 25 6MQ C14 C16 C 0 1 N N N 19.720 20.223 11.510 -5.954 -1.758 0.515 C14 6MQ 26 6MQ C15 C17 C 0 1 N N N 20.478 21.389 12.091 -6.833 -2.454 -0.525 C15 6MQ 27 6MQ C16 C18 C 0 1 N N N 20.317 19.702 10.230 -6.219 -2.344 1.904 C16 6MQ 28 6MQ O3 O5 O 0 1 N N N 19.660 19.172 12.466 -4.567 -1.907 0.170 O3 6MQ 29 6MQ H1 H1 H 0 1 N N N 13.399 19.802 13.624 -5.221 4.465 -1.852 H1 6MQ 30 6MQ H2 H2 H 0 1 N N N 13.792 19.490 11.899 -5.411 4.154 -0.109 H2 6MQ 31 6MQ H3 H3 H 0 1 N N N 14.256 18.294 13.157 -3.834 3.894 -0.893 H3 6MQ 32 6MQ H4 H4 H 0 1 N N N 16.095 19.621 11.205 -5.323 1.882 0.682 H4 6MQ 33 6MQ H5 H5 H 0 1 N N N 18.408 17.302 13.422 -3.339 -0.044 1.270 H5 6MQ 34 6MQ H6 H6 H 0 1 N N N 16.394 18.895 15.058 -1.589 -1.338 -0.023 H6 6MQ 35 6MQ H7 H7 H 0 1 N N N 16.596 17.110 15.026 -1.585 -0.036 -1.237 H7 6MQ 36 6MQ H8 H8 H 0 1 N N N 14.838 16.334 19.642 3.418 -1.695 -1.706 H8 6MQ 37 6MQ H9 H9 H 0 1 N N N 18.868 17.609 15.743 -1.151 1.117 1.304 H9 6MQ 38 6MQ H10 H10 H 0 1 N N N 19.321 17.939 21.102 4.144 1.669 1.882 H10 6MQ 39 6MQ H11 H11 H 0 1 N N N 18.862 19.920 14.279 -3.841 -1.008 -1.609 H11 6MQ 40 6MQ H12 H12 H 0 1 N N N 13.534 16.087 24.162 9.135 -1.221 -1.228 H12 6MQ 41 6MQ H13 H13 H 0 1 N N N 14.618 16.579 25.419 8.049 -2.100 -2.160 H13 6MQ 42 6MQ H14 H14 H 0 1 N N N 16.679 17.293 24.967 8.379 0.278 0.376 H14 6MQ 43 6MQ H15 H15 H 0 1 N N N 15.855 17.064 17.064 0.668 -1.093 -1.054 H15 6MQ 44 6MQ H17 H17 H 0 1 N N N 17.409 21.285 13.054 -6.010 0.121 -1.556 H17 6MQ 45 6MQ H18 H18 H 0 1 N N N 19.990 21.718 13.020 -6.635 -2.032 -1.510 H18 6MQ 46 6MQ H19 H19 H 0 1 N N N 21.512 21.082 12.309 -6.609 -3.521 -0.536 H19 6MQ 47 6MQ H20 H20 H 0 1 N N N 20.486 22.218 11.368 -7.883 -2.306 -0.272 H20 6MQ 48 6MQ H21 H21 H 0 1 N N N 21.366 19.420 10.402 -7.266 -2.196 2.167 H21 6MQ 49 6MQ H22 H22 H 0 1 N N N 19.751 18.821 9.894 -5.993 -3.410 1.897 H22 6MQ 50 6MQ H23 H23 H 0 1 N N N 20.270 20.485 9.458 -5.586 -1.843 2.636 H23 6MQ 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 6MQ C16 C14 SING N N 1 6MQ O4 C14 SING N N 2 6MQ O4 C17 SING N N 3 6MQ C14 C15 SING N N 4 6MQ C14 O3 SING N N 5 6MQ C1 C17 SING N N 6 6MQ C1 O1 SING N N 7 6MQ C1 O SING N N 8 6MQ O3 C13 SING N N 9 6MQ C17 C13 SING N N 10 6MQ O1 C2 SING N N 11 6MQ C O SING N N 12 6MQ C13 C2 SING N N 13 6MQ C2 C3 SING N N 14 6MQ C3 N SING N N 15 6MQ N C4 SING N N 16 6MQ C4 N1 SING Y N 17 6MQ C4 N5 DOUB Y N 18 6MQ N1 C5 SING Y N 19 6MQ N5 C12 SING Y N 20 6MQ C5 C12 DOUB Y N 21 6MQ C5 C6 SING Y N 22 6MQ C12 C11 SING Y N 23 6MQ C6 C7 DOUB Y N 24 6MQ C11 C10 DOUB Y N 25 6MQ C7 C10 SING Y N 26 6MQ C7 N2 SING N N 27 6MQ C10 C9 SING N N 28 6MQ N2 C8 DOUB N N 29 6MQ C9 O2 DOUB N N 30 6MQ C9 N4 SING N N 31 6MQ C8 N4 SING N N 32 6MQ C8 N3 SING N N 33 6MQ C H1 SING N N 34 6MQ C H2 SING N N 35 6MQ C H3 SING N N 36 6MQ C1 H4 SING N N 37 6MQ C2 H5 SING N N 38 6MQ C3 H6 SING N N 39 6MQ C3 H7 SING N N 40 6MQ C6 H8 SING N N 41 6MQ N H9 SING N N 42 6MQ C11 H10 SING N N 43 6MQ C13 H11 SING N N 44 6MQ N3 H12 SING N N 45 6MQ N3 H13 SING N N 46 6MQ N4 H14 SING N N 47 6MQ N1 H15 SING N N 48 6MQ C17 H17 SING N N 49 6MQ C15 H18 SING N N 50 6MQ C15 H19 SING N N 51 6MQ C15 H20 SING N N 52 6MQ C16 H21 SING N N 53 6MQ C16 H22 SING N N 54 6MQ C16 H23 SING N N 55 # 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 6MQ SMILES ACDLabs 12.01 "COC4C5C(C(CNc3nc1c(cc2c(c1)N=C(NC2=O)N)n3)O4)OC(O5)(C)C" 6MQ InChI InChI 1.03 "InChI=1S/C18H22N6O5/c1-18(2)28-12-11(27-15(26-3)13(12)29-18)6-20-17-22-9-4-7-8(5-10(9)23-17)21-16(19)24-14(7)25/h4-5,11-13,15H,6H2,1-3H3,(H2,20,22,23)(H3,19,21,24,25)/t11-,12-,13-,15-/m1/s1" 6MQ InChIKey InChI 1.03 DVNDKLBXQGGFSV-RGCMKSIDSA-N 6MQ SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1O[C@H](CNc2[nH]c3cc4N=C(N)NC(=O)c4cc3n2)[C@H]5OC(C)(C)O[C@@H]15" 6MQ SMILES CACTVS 3.385 "CO[CH]1O[CH](CNc2[nH]c3cc4N=C(N)NC(=O)c4cc3n2)[CH]5OC(C)(C)O[CH]15" 6MQ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CC1(O[C@@H]2[C@H](O[C@H]([C@@H]2O1)OC)CNc3[nH]c4cc5c(cc4n3)C(=O)NC(=N5)N)C" 6MQ SMILES "OpenEye OEToolkits" 2.0.4 "CC1(OC2C(OC(C2O1)OC)CNc3[nH]c4cc5c(cc4n3)C(=O)NC(=N5)N)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 6MQ "SYSTEMATIC NAME" ACDLabs 12.01 "methyl 5-[(6-amino-8-oxo-7,8-dihydro-3H-imidazo[4,5-g]quinazolin-2-yl)amino]-5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside" 6MQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2-[[(3~{a}~{R},4~{R},6~{R},6~{a}~{R})-4-methoxy-2,2-dimethyl-3~{a},4,6,6~{a}-tetrahydrofuro[3,4-d][1,3]dioxol-6-yl]methylamino]-6-azanyl-3,7-dihydroimidazo[4,5-g]quinazolin-8-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 6MQ "Create component" 2016-05-09 EBI 6MQ "Initial release" 2017-05-24 RCSB #