data_3GW # _chem_comp.id 3GW _chem_comp.name "5-(5-formylthiophen-2-yl)uridine-5'(2-(acetylamino)-2-deoxy-alpha-D-galactosyl)-diphosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H29 N3 O18 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-13 _chem_comp.pdbx_modified_date 2013-01-18 _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 717.487 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3GW _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 3V0N _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 3GW CBD CBD C 0 1 N N N 21.031 8.003 8.486 -9.673 3.601 1.656 CBD 3GW 1 3GW OAD OAD O 0 1 N N N 21.939 8.974 8.934 -10.565 2.826 1.941 OAD 3GW 2 3GW CBE CBE C 0 1 Y N N 21.574 6.557 8.367 -8.484 3.122 1.074 CBE 3GW 3 3GW SBB SBB S 0 1 Y N N 22.720 5.837 9.381 -8.145 1.437 0.703 SBB 3GW 4 3GW CAP CAP C 0 1 Y N N 21.198 5.598 7.419 -7.414 3.900 0.705 CAP 3GW 5 3GW CAQ CAQ C 0 1 Y N N 21.855 4.343 7.583 -6.371 3.212 0.160 CAQ 3GW 6 3GW CBF CBF C 0 1 Y N N 22.771 4.296 8.644 -6.560 1.859 0.068 CBF 3GW 7 3GW CBG CBG C 0 1 N N N 23.500 3.086 9.088 -5.584 0.901 -0.482 CBG 3GW 8 3GW CAR CAR C 0 1 N N N 23.172 1.805 8.610 -5.016 -0.057 0.312 CAR 3GW 9 3GW CBH CBH C 0 1 N N N 24.378 3.124 10.171 -5.200 0.946 -1.902 CBH 3GW 10 3GW OAE OAE O 0 1 N N N 24.738 4.325 10.705 -5.681 1.776 -2.649 OAE 3GW 11 3GW NAV NAV N 0 1 N N N 24.970 2.003 10.622 -4.302 0.046 -2.357 NAV 3GW 12 3GW CBI CBI C 0 1 N N N 24.673 0.815 10.085 -3.775 -0.868 -1.524 CBI 3GW 13 3GW OAF OAF O 0 1 N N N 25.173 -0.183 10.558 -2.969 -1.667 -1.959 OAF 3GW 14 3GW NBS NBS N 0 1 N N N 23.792 0.693 9.083 -4.117 -0.928 -0.227 NBS 3GW 15 3GW "C1'" "C1'" C 0 1 N N R 23.489 -0.610 8.555 -3.510 -1.952 0.627 "C1'" 3GW 16 3GW "O4'" "O4'" O 0 1 N N N 22.961 -0.521 7.168 -2.076 -1.968 0.462 "O4'" 3GW 17 3GW "C2'" "C2'" C 0 1 N N R 22.464 -1.361 9.329 -3.942 -3.369 0.171 "C2'" 3GW 18 3GW "O2'" "O2'" O 0 1 N N N 22.694 -2.707 9.219 -5.183 -3.743 0.772 "O2'" 3GW 19 3GW "C3'" "C3'" C 0 1 N N S 21.221 -0.988 8.632 -2.783 -4.248 0.702 "C3'" 3GW 20 3GW "O3'" "O3'" O 0 1 N N N 20.241 -1.886 8.923 -3.142 -4.849 1.948 "O3'" 3GW 21 3GW "C4'" "C4'" C 0 1 N N R 21.640 -1.024 7.193 -1.617 -3.259 0.896 "C4'" 3GW 22 3GW "C5'" "C5'" C 0 1 N N N 20.790 -0.205 6.365 -0.419 -3.696 0.052 "C5'" 3GW 23 3GW "O5'" "O5'" O 0 1 N N N 20.434 1.099 6.800 0.689 -2.832 0.314 "O5'" 3GW 24 3GW PBT PBT P 0 1 N N N 18.894 1.344 7.269 2.121 -2.999 -0.403 PBT 3GW 25 3GW OAN OAN O 0 1 N N N 18.508 0.163 8.119 2.786 -4.395 0.047 OAN 3GW 26 3GW OAG OAG O 0 1 N N N 18.734 2.645 8.076 1.941 -2.989 -1.872 OAG 3GW 27 3GW OBA OBA O 0 1 N N N 18.071 1.413 5.910 3.082 -1.782 0.028 OBA 3GW 28 3GW PBU PBU P 0 1 N N N 16.507 1.455 5.842 4.418 -1.136 -0.598 PBU 3GW 29 3GW OAO OAO O 0 1 N N N 16.072 2.780 5.422 4.247 -0.969 -2.058 OAO 3GW 30 3GW OAH OAH O 0 1 N N N 15.836 1.222 7.177 5.669 -2.107 -0.312 OAH 3GW 31 3GW O1 O1 O 0 1 N N N 16.043 0.326 4.880 4.687 0.300 0.079 O1 3GW 32 3GW C1 C1 C 0 1 N N R 15.039 0.495 3.980 5.739 1.172 -0.338 C1 3GW 33 3GW O5 O5 O 0 1 N N N 15.616 1.335 2.822 5.260 2.039 -1.368 O5 3GW 34 3GW C5 C5 C 0 1 N N R 16.652 0.596 2.211 4.146 2.845 -0.980 C5 3GW 35 3GW C6 C6 C 0 1 N N N 17.411 1.413 1.185 3.703 3.707 -2.165 C6 3GW 36 3GW O6 O6 O 0 1 N N N 18.217 2.423 1.681 3.214 2.864 -3.210 O6 3GW 37 3GW C4 C4 C 0 1 N N R 16.127 -0.743 1.672 4.553 3.750 0.185 C4 3GW 38 3GW O4 O4 O 0 1 N N N 15.129 -0.423 0.749 5.597 4.630 -0.236 O4 3GW 39 3GW C3 C3 C 0 1 N N R 15.543 -1.611 2.764 5.052 2.882 1.345 C3 3GW 40 3GW O3 O3 O 0 1 N N N 15.003 -2.845 2.221 5.503 3.721 2.410 O3 3GW 41 3GW C2 C2 C 0 1 N N R 14.563 -0.872 3.561 6.211 2.009 0.854 C2 3GW 42 3GW N2 N2 N 0 1 N N N 14.117 -1.637 4.790 6.648 1.121 1.934 N2 3GW 43 3GW CBC CBC C 0 1 N N N 12.694 -1.925 4.953 7.908 0.643 1.946 CBC 3GW 44 3GW CAA CAA C 0 1 N N N 12.184 -2.445 6.208 8.356 -0.270 3.057 CAA 3GW 45 3GW OAC OAC O 0 1 N N N 11.906 -1.709 3.995 8.680 0.947 1.062 OAC 3GW 46 3GW H1 H1 H 0 1 N N N 20.009 8.250 8.238 -9.795 4.658 1.843 H1 3GW 47 3GW H4 H4 H 0 1 N N N 20.478 5.790 6.637 -7.400 4.972 0.837 H4 3GW 48 3GW H5 H5 H 0 1 N N N 21.662 3.496 6.941 -5.466 3.697 -0.175 H5 3GW 49 3GW H7 H7 H 0 1 N N N 22.411 1.703 7.851 -5.277 -0.122 1.358 H7 3GW 50 3GW H8 H8 H 0 1 N N N 25.637 2.059 11.365 -4.036 0.060 -3.290 H8 3GW 51 3GW H9 H9 H 0 1 N N N 24.411 -1.209 8.534 -3.777 -1.787 1.671 H9 3GW 52 3GW H10 H10 H 0 1 N N N 22.443 -1.022 10.375 -4.006 -3.425 -0.916 H10 3GW 53 3GW H11 H11 H 0 1 N N N 22.038 -3.182 9.714 -5.495 -4.622 0.517 H11 3GW 54 3GW H12 H12 H 0 1 N N N 20.929 0.036 8.906 -2.519 -5.014 -0.028 H12 3GW 55 3GW H13 H13 H 0 1 N N N 20.014 -1.821 9.843 -3.908 -5.437 1.895 H13 3GW 56 3GW H14 H14 H 0 1 N N N 21.620 -2.065 6.837 -1.337 -3.219 1.949 H14 3GW 57 3GW H15 H15 H 0 1 N N N 19.852 -0.761 6.221 -0.148 -4.721 0.307 H15 3GW 58 3GW H16 H16 H 0 1 N N N 21.300 -0.091 5.397 -0.679 -3.642 -1.005 H16 3GW 59 3GW H17 H17 H 0 1 N N N 18.245 0.465 8.980 2.933 -4.471 0.999 H17 3GW 60 3GW H18 H18 H 0 1 N N N 15.310 1.980 7.404 5.840 -2.262 0.628 H18 3GW 61 3GW H19 H19 H 0 1 N N N 14.197 1.046 4.425 6.572 0.580 -0.719 H19 3GW 62 3GW H20 H20 H 0 1 N N N 17.379 0.340 2.996 3.322 2.202 -0.671 H20 3GW 63 3GW H21 H21 H 0 1 N N N 16.674 1.873 0.511 2.912 4.385 -1.845 H21 3GW 64 3GW H22 H22 H 0 1 N N N 18.050 0.724 0.614 4.551 4.285 -2.531 H22 3GW 65 3GW H23 H23 H 0 1 N N N 18.645 2.870 0.960 2.915 3.344 -3.995 H23 3GW 66 3GW H24 H24 H 0 1 N N N 16.954 -1.281 1.185 3.693 4.334 0.511 H24 3GW 67 3GW H25 H25 H 0 1 N N N 14.768 -1.222 0.383 5.352 5.207 -0.972 H25 3GW 68 3GW H26 H26 H 0 1 N N N 16.373 -1.880 3.433 4.241 2.245 1.699 H26 3GW 69 3GW H27 H27 H 0 1 N N N 14.643 -3.371 2.926 4.821 4.306 2.766 H27 3GW 70 3GW H28 H28 H 0 1 N N N 13.671 -0.724 2.935 7.041 2.645 0.546 H28 3GW 71 3GW H29 H29 H 0 1 N N N 14.781 -1.938 5.474 6.030 0.878 2.641 H29 3GW 72 3GW H30 H30 H 0 1 N N N 11.096 -2.586 6.132 7.532 -0.429 3.752 H30 3GW 73 3GW H31 H31 H 0 1 N N N 12.664 -3.410 6.427 8.667 -1.227 2.638 H31 3GW 74 3GW H32 H32 H 0 1 N N N 12.406 -1.733 7.017 9.195 0.185 3.585 H32 3GW 75 # 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 3GW O4 C4 SING N N 1 3GW C6 O6 SING N N 2 3GW C6 C5 SING N N 3 3GW C4 C5 SING N N 4 3GW C4 C3 SING N N 5 3GW C5 O5 SING N N 6 3GW O3 C3 SING N N 7 3GW C3 C2 SING N N 8 3GW O5 C1 SING N N 9 3GW C2 C1 SING N N 10 3GW C2 N2 SING N N 11 3GW C1 O1 SING N N 12 3GW OAC CBC DOUB N N 13 3GW N2 CBC SING N N 14 3GW O1 PBU SING N N 15 3GW CBC CAA SING N N 16 3GW OAO PBU DOUB N N 17 3GW PBU OBA SING N N 18 3GW PBU OAH SING N N 19 3GW OBA PBT SING N N 20 3GW "C5'" "O5'" SING N N 21 3GW "C5'" "C4'" SING N N 22 3GW "O5'" PBT SING N N 23 3GW "O4'" "C4'" SING N N 24 3GW "O4'" "C1'" SING N N 25 3GW "C4'" "C3'" SING N N 26 3GW PBT OAG DOUB N N 27 3GW PBT OAN SING N N 28 3GW CAP CAQ SING Y N 29 3GW CAP CBE DOUB Y N 30 3GW CAQ CBF DOUB Y N 31 3GW CBE CBD SING N N 32 3GW CBE SBB SING Y N 33 3GW CBD OAD DOUB N N 34 3GW "C1'" NBS SING N N 35 3GW "C1'" "C2'" SING N N 36 3GW CAR NBS SING N N 37 3GW CAR CBG DOUB N N 38 3GW "C3'" "O3'" SING N N 39 3GW "C3'" "C2'" SING N N 40 3GW CBF CBG SING N N 41 3GW CBF SBB SING Y N 42 3GW NBS CBI SING N N 43 3GW CBG CBH SING N N 44 3GW "O2'" "C2'" SING N N 45 3GW CBI OAF DOUB N N 46 3GW CBI NAV SING N N 47 3GW CBH NAV SING N N 48 3GW CBH OAE DOUB N N 49 3GW CBD H1 SING N N 50 3GW CAP H4 SING N N 51 3GW CAQ H5 SING N N 52 3GW CAR H7 SING N N 53 3GW NAV H8 SING N N 54 3GW "C1'" H9 SING N N 55 3GW "C2'" H10 SING N N 56 3GW "O2'" H11 SING N N 57 3GW "C3'" H12 SING N N 58 3GW "O3'" H13 SING N N 59 3GW "C4'" H14 SING N N 60 3GW "C5'" H15 SING N N 61 3GW "C5'" H16 SING N N 62 3GW OAN H17 SING N N 63 3GW OAH H18 SING N N 64 3GW C1 H19 SING N N 65 3GW C5 H20 SING N N 66 3GW C6 H21 SING N N 67 3GW C6 H22 SING N N 68 3GW O6 H23 SING N N 69 3GW C4 H24 SING N N 70 3GW O4 H25 SING N N 71 3GW C3 H26 SING N N 72 3GW O3 H27 SING N N 73 3GW C2 H28 SING N N 74 3GW N2 H29 SING N N 75 3GW CAA H30 SING N N 76 3GW CAA H31 SING N N 77 3GW CAA H32 SING N N 78 # 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 3GW SMILES ACDLabs 12.01 "O=Cc4sc(C=1C(=O)NC(=O)N(C=1)C3OC(COP(=O)(O)OP(=O)(OC2OC(CO)C(O)C(O)C2NC(=O)C)O)C(O)C3O)cc4" 3GW InChI InChI 1.03 ;InChI=1S/C22H29N3O18P2S/c1-8(28)23-14-17(31)15(29)11(6-27)41-21(14)42-45(37,38)43-44(35,36)39-7-12-16(30)18(32)20(40-12)25-4-10(19(33)24-22(25)34)13-3-2-9(5-26)46-13/h2-5,11-12,14-18,20-21,27,29-32H,6-7H2,1H3,(H,23,28)(H,35,36)(H,37,38)(H,24,33,34)/t11-,12-,14-,15+,16-,17-,18-,20-,21-/m1/s1 ; 3GW InChIKey InChI 1.03 PRYRELLFERSIJT-DVUHHYPWSA-N 3GW SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=C(C(=O)NC3=O)c4sc(C=O)cc4" 3GW SMILES CACTVS 3.370 "CC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)O[CH]1O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=C(C(=O)NC3=O)c4sc(C=O)cc4" 3GW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H]1[C@H]([C@H]([C@H](O[C@@H]1OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=C(C(=O)NC3=O)c4ccc(s4)C=O)O)O)CO)O)O" 3GW SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC1C(C(C(OC1OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=C(C(=O)NC3=O)c4ccc(s4)C=O)O)O)CO)O)O" # 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 3GW "SYSTEMATIC NAME" ACDLabs 12.01 ;(2R,3R,4R,5R,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl {(2R,3S,4R,5R)-5-[5-(5-formylthiophen-2-yl)-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl]-3,4-dihydroxytetrahydrofuran-2-yl}methyl dihydrogen diphosphate (non-preferred name) ; 3GW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3R,4R,5R,6R)-3-acetamido-6-(hydroxymethyl)-4,5-bis(oxidanyl)oxan-2-yl] [[(2R,3S,4R,5R)-5-[5-(5-methanoylthiophen-2-yl)-2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] hydrogen 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 3GW "Create component" 2012-01-13 RCSB 3GW "Initial release" 2013-01-18 RCSB #