data_IUG # _chem_comp.id IUG _chem_comp.name "1-(2-NITROPHENYL)ETHYL UDP-GALACTOSE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H30 N3 O19 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2012-12-17 _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 702.430 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IUG _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 3ZGF _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 IUG C1 C1 C 0 1 N N R -11.722 17.873 -23.302 3.451 -3.204 0.235 C1 IUG 1 IUG O1 O1 O 0 1 N N N -11.878 19.275 -23.138 2.077 -2.836 0.098 O1 IUG 2 IUG C2 C2 C 0 1 N N R -10.510 17.420 -22.494 3.611 -4.144 1.432 C2 IUG 3 IUG O2 O2 O 0 1 N N N -10.769 17.472 -21.075 2.779 -5.292 1.252 O2 IUG 4 IUG C3 C3 C 0 1 N N S -9.324 18.284 -22.898 3.197 -3.407 2.710 C3 IUG 5 IUG O3 O3 O 0 1 N N N -8.163 17.866 -22.174 3.412 -4.254 3.841 O3 IUG 6 IUG C4 C4 C 0 1 N N R -9.092 18.166 -24.407 4.043 -2.138 2.851 C4 IUG 7 IUG O4 O4 O 0 1 N N N -8.549 16.887 -24.776 5.419 -2.495 2.996 O4 IUG 8 IUG C5 C5 C 0 1 N N R -10.376 18.371 -25.211 3.866 -1.275 1.599 C5 IUG 9 IUG O5 O5 O 0 1 N N N -11.487 17.629 -24.689 4.240 -2.030 0.445 O5 IUG 10 IUG C6 C6 C 0 1 N N N -10.135 17.879 -26.626 4.755 -0.034 1.706 C6 IUG 11 IUG O6 O6 O 0 1 N N N -11.305 18.027 -27.422 4.504 0.828 0.594 O6 IUG 12 IUG "C1'" "C1'" C 0 1 N N R -16.172 19.623 -16.214 -6.314 -0.044 0.514 "C1'" IUG 13 IUG "C2'" "C2'" C 0 1 N N R -16.982 18.629 -17.021 -6.998 0.271 -0.841 "C2'" IUG 14 IUG "O2'" "O2'" O 0 1 N N N -16.866 17.335 -16.416 -8.411 0.075 -0.757 "O2'" IUG 15 IUG "C3'" "C3'" C 0 1 N N S -16.261 18.587 -18.334 -6.350 -0.772 -1.783 "C3'" IUG 16 IUG "O3'" "O3'" O 0 1 N N N -16.523 17.353 -19.008 -7.206 -1.906 -1.938 "O3'" IUG 17 IUG "C4'" "C4'" C 0 1 N N R -14.815 18.731 -17.875 -5.048 -1.174 -1.062 "C4'" IUG 18 IUG "O4'" "O4'" O 0 1 N N N -14.863 19.663 -16.796 -4.963 -0.387 0.137 "O4'" IUG 19 IUG "C5'" "C5'" C 0 1 N N N -13.862 19.203 -18.955 -3.845 -0.884 -1.962 "C5'" IUG 20 IUG "O5'" "O5'" O 0 1 N N N -14.358 20.409 -19.525 -2.655 -1.366 -1.335 "O5'" IUG 21 IUG OAA OAA O 0 1 N N N -18.321 24.634 -16.465 -6.323 4.331 3.678 OAA IUG 22 IUG OAB OAB O 0 1 N N N -18.447 20.411 -14.959 -5.075 2.264 -0.048 OAB IUG 23 IUG OAC OAC O 0 1 N N N -12.176 14.545 -29.569 6.785 3.869 1.027 OAC IUG 24 IUG OAD OAD O 0 1 N N N -15.606 19.106 -21.368 -1.212 -1.833 -3.353 OAD IUG 25 IUG OAE OAE O 0 1 N N N -13.114 21.188 -24.243 2.173 -1.411 -1.984 OAE IUG 26 IUG OAK OAK O 0 1 N N N -12.352 14.637 -31.667 7.054 5.603 -0.144 OAK IUG 27 IUG OAL OAL O 0 1 N N N -15.559 21.721 -21.256 -0.801 0.328 -2.115 OAL IUG 28 IUG OAM OAM O 0 1 N N N -14.350 18.943 -23.786 1.398 -3.799 -2.253 OAM IUG 29 IUG CAN CAN C 0 1 Y N N -9.147 18.226 -31.130 3.679 3.170 -2.622 CAN IUG 30 IUG CAO CAO C 0 1 Y N N -9.341 17.283 -32.128 4.304 4.386 -2.844 CAO IUG 31 IUG CAP CAP C 0 1 Y N N -9.867 18.131 -29.944 3.997 2.409 -1.509 CAP IUG 32 IUG CAQ CAQ C 0 1 Y N N -10.252 16.255 -31.929 5.249 4.852 -1.958 CAQ IUG 33 IUG CAR CAR C 0 1 N N N -16.644 23.203 -17.119 -7.019 2.174 3.376 CAR IUG 34 IUG CAS CAS C 0 1 N N N -16.123 21.914 -17.034 -7.007 1.089 2.573 CAS IUG 35 IUG CAT CAT C 0 1 N N N -11.527 17.037 -28.455 5.287 2.024 0.598 CAT IUG 36 IUG NAW NAW N 0 1 N N N -18.397 22.522 -15.703 -5.668 3.343 1.793 NAW IUG 37 IUG OBC OBC O 0 1 N N N -13.493 20.412 -21.855 -0.113 -1.992 -1.086 OBC IUG 38 IUG CBD CBD C 0 1 Y N N -10.787 17.102 -29.741 4.943 2.853 -0.613 CBD IUG 39 IUG CBE CBE C 0 1 Y N N -10.972 16.150 -30.740 5.580 4.089 -0.825 CBE IUG 40 IUG CBF CBF C 0 1 N N N -17.812 23.487 -16.423 -6.326 3.340 2.970 CBF IUG 41 IUG CBG CBG C 0 1 N N N -17.873 21.284 -15.640 -5.672 2.247 1.011 CBG IUG 42 IUG NBQ NBQ N 0 1 N N N -16.751 20.975 -16.312 -6.328 1.133 1.385 NBQ IUG 43 IUG NBR NBR N 1 1 N N N -11.876 15.076 -30.633 6.501 4.534 0.047 NBR IUG 44 IUG PBS PBS P 0 1 N N N -14.883 20.387 -21.041 -1.196 -1.229 -2.002 PBS IUG 45 IUG PBT PBT P 0 1 N N N -13.309 19.957 -23.386 1.401 -2.486 -1.321 PBT IUG 46 IUG H1 H1 H 0 1 N N N -12.616 17.334 -22.955 3.785 -3.709 -0.671 H1 IUG 47 IUG H2 H2 H 0 1 N N N -10.284 16.381 -22.778 4.652 -4.458 1.513 H2 IUG 48 IUG HO2 HO2 H 0 1 N N N -9.997 17.185 -20.601 2.982 -5.805 0.458 HO2 IUG 49 IUG H3 H3 H 0 1 N N N -9.556 19.333 -22.661 2.142 -3.139 2.650 H3 IUG 50 IUG HO3 HO3 H 0 1 N N N -7.422 18.404 -22.425 2.911 -5.081 3.814 HO3 IUG 51 IUG H4 H4 H 0 1 N N N -8.382 18.954 -24.700 3.717 -1.579 3.728 H4 IUG 52 IUG HO4 HO4 H 0 1 N N N -8.421 16.856 -25.717 5.602 -3.047 3.769 HO4 IUG 53 IUG H5 H5 H 0 1 N N N -10.614 19.445 -25.238 2.824 -0.969 1.512 H5 IUG 54 IUG H6 H6 H 0 1 N N N -9.318 18.462 -27.076 4.531 0.494 2.633 H6 IUG 55 IUG H6A H6A H 0 1 N N N -9.853 16.816 -26.594 5.802 -0.335 1.703 H6A IUG 56 IUG "H1'" "H1'" H 0 1 N N N -16.126 19.301 -15.163 -6.802 -0.888 1.002 "H1'" IUG 57 IUG "H2'" "H2'" H 0 1 N N N -18.026 18.956 -17.137 -6.767 1.286 -1.166 "H2'" IUG 58 IUG "HO2'" "HO2'" H 0 0 N N N -17.371 16.705 -16.916 -8.884 0.260 -1.580 "HO2'" IUG 59 IUG "H3'" "H3'" H 0 1 N N N -16.546 19.450 -18.954 -6.128 -0.326 -2.752 "H3'" IUG 60 IUG "HO3'" "HO3'" H 0 0 N N N -16.060 17.340 -19.838 -8.064 -1.700 -2.333 "HO3'" IUG 61 IUG "H4'" "H4'" H 0 1 N N N -14.469 17.754 -17.506 -5.077 -2.234 -0.808 "H4'" IUG 62 IUG "H5'" "H5'" H 0 1 N N N -12.870 19.385 -18.516 -3.979 -1.385 -2.921 "H5'" IUG 63 IUG "H5'A" "H5'A" H 0 0 N N N -13.782 18.433 -19.736 -3.762 0.191 -2.122 "H5'A" IUG 64 IUG HOAK HOAK H 0 0 N N N -12.919 13.902 -31.468 7.709 5.882 0.510 HOAK IUG 65 IUG HOAL HOAL H 0 0 N N N -16.433 21.582 -21.601 -0.771 0.789 -1.265 HOAL IUG 66 IUG HOAM HOAM H 0 0 N N N -14.781 19.229 -24.583 0.910 -4.545 -1.880 HOAM IUG 67 IUG HAN HAN H 0 1 N N N -8.440 19.030 -31.273 2.935 2.814 -3.320 HAN IUG 68 IUG HAO HAO H 0 1 N N N -8.787 17.348 -33.053 4.048 4.971 -3.715 HAO IUG 69 IUG HAP HAP H 0 1 N N N -9.711 18.866 -29.168 3.502 1.464 -1.343 HAP IUG 70 IUG HAQ HAQ H 0 1 N N N -10.406 15.524 -32.709 5.736 5.800 -2.133 HAQ IUG 71 IUG HAR HAR H 0 1 N N N -16.153 23.962 -17.710 -7.555 2.155 4.314 HAR IUG 72 IUG HAS HAS H 0 1 N N N -15.208 21.670 -17.553 -7.530 0.191 2.866 HAS IUG 73 IUG HAT HAT H 0 1 N N N -11.294 16.059 -28.008 5.075 2.595 1.502 HAT IUG 74 IUG HATA HATA H 0 0 N N N -12.597 17.080 -28.706 6.346 1.765 0.572 HATA IUG 75 IUG HNAW HNAW H 0 0 N N N -19.239 22.725 -15.203 -5.191 4.137 1.508 HNAW IUG 76 # 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 IUG O5 C1 SING N N 1 IUG C1 O1 SING N N 2 IUG C1 C2 SING N N 3 IUG C1 H1 SING N N 4 IUG PBT O1 SING N N 5 IUG C3 C2 SING N N 6 IUG C2 O2 SING N N 7 IUG C2 H2 SING N N 8 IUG O2 HO2 SING N N 9 IUG C4 C3 SING N N 10 IUG C3 O3 SING N N 11 IUG C3 H3 SING N N 12 IUG O3 HO3 SING N N 13 IUG C5 C4 SING N N 14 IUG O4 C4 SING N N 15 IUG C4 H4 SING N N 16 IUG O4 HO4 SING N N 17 IUG C6 C5 SING N N 18 IUG C5 O5 SING N N 19 IUG C5 H5 SING N N 20 IUG O6 C6 SING N N 21 IUG C6 H6 SING N N 22 IUG C6 H6A SING N N 23 IUG CAT O6 SING N N 24 IUG "C2'" "C1'" SING N N 25 IUG "O4'" "C1'" SING N N 26 IUG NBQ "C1'" SING N N 27 IUG "C1'" "H1'" SING N N 28 IUG "C3'" "C2'" SING N N 29 IUG "C2'" "O2'" SING N N 30 IUG "C2'" "H2'" SING N N 31 IUG "O2'" "HO2'" SING N N 32 IUG "O3'" "C3'" SING N N 33 IUG "C3'" "C4'" SING N N 34 IUG "C3'" "H3'" SING N N 35 IUG "O3'" "HO3'" SING N N 36 IUG "C5'" "C4'" SING N N 37 IUG "C4'" "O4'" SING N N 38 IUG "C4'" "H4'" SING N N 39 IUG "O5'" "C5'" SING N N 40 IUG "C5'" "H5'" SING N N 41 IUG "C5'" "H5'A" SING N N 42 IUG PBS "O5'" SING N N 43 IUG OAA CBF DOUB N N 44 IUG CBG OAB DOUB N N 45 IUG NBR OAC DOUB N N 46 IUG OAD PBS DOUB N N 47 IUG OAE PBT DOUB N N 48 IUG OAK NBR SING N N 49 IUG OAK HOAK SING N N 50 IUG OAL PBS SING N N 51 IUG OAL HOAL SING N N 52 IUG OAM PBT SING N N 53 IUG OAM HOAM SING N N 54 IUG CAO CAN DOUB Y N 55 IUG CAN CAP SING Y N 56 IUG CAN HAN SING N N 57 IUG CAO CAQ SING Y N 58 IUG CAO HAO SING N N 59 IUG CAP CBD DOUB Y N 60 IUG CAP HAP SING N N 61 IUG CAQ CBE DOUB Y N 62 IUG CAQ HAQ SING N N 63 IUG CAR CAS DOUB N N 64 IUG CAR CBF SING N N 65 IUG CAR HAR SING N N 66 IUG CAS NBQ SING N N 67 IUG CAS HAS SING N N 68 IUG CBD CAT SING N N 69 IUG CAT HAT SING N N 70 IUG CAT HATA SING N N 71 IUG CBF NAW SING N N 72 IUG NAW CBG SING N N 73 IUG PBT OBC SING N N 74 IUG OBC PBS SING N N 75 IUG CBE CBD SING Y N 76 IUG CBE NBR SING N N 77 IUG NBQ CBG SING N N 78 IUG NAW HNAW SING N N 79 # 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 IUG SMILES ACDLabs 12.01 "O=C1C=CN(C(=O)N1)C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(O)C(O)C3O)COCc4ccccc4N(=O)O)O)O" IUG InChI InChI 1.03 ;InChI=1S/C22H31N3O19P2/c26-14-5-6-24(22(32)23-14)20-18(30)16(28)13(41-20)9-40-45(35,36)44-46(37,38)43-21-19(31)17(29)15(27)12(42-21)8-39-7-10-3-1-2-4-11(10)25(33)34/h1-6,12-13,15-21,25,27-31H,7-9H2,(H,33,34)(H,35,36)(H,37,38)(H,23,26,32)/t12-,13-,15+,16-,17+,18-,19-,20-,21-/m1/s1 ; IUG InChIKey InChI 1.03 NGBDXGVIYRIOPC-DZEIOYJHSA-N IUG SMILES_CANONICAL CACTVS 3.370 "O[C@H]1[C@@H](O)[C@@H](COCc2ccccc2[N+](O)=O)O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)N4C=CC(=O)NC4=O)[C@@H]1O" IUG SMILES CACTVS 3.370 "O[CH]1[CH](O)[CH](COCc2ccccc2[N+](O)=O)O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]3O[CH]([CH](O)[CH]3O)N4C=CC(=O)NC4=O)[CH]1O" IUG SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)COC[C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)OP(=O)(O)OP(=O)(O)OC[C@@H]3[C@H]([C@H]([C@@H](O3)N4C=CC(=O)NC4=O)O)O)O)O)O)[N+](=O)O" IUG SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(c(c1)COCC2C(C(C(C(O2)OP(=O)(O)OP(=O)(O)OCC3C(C(C(O3)N4C=CC(=O)NC4=O)O)O)O)O)O)[N+](=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 IUG "SYSTEMATIC NAME" ACDLabs 12.01 ;[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[({2-[hydroxy(oxido)-lambda~5~-azanyl]benzyl}oxy)methyl]tetrahydro-2H-pyran-2-yl dihydrogen diphosphate (non-preferred name) ; IUG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[2-[[(2R,3R,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-[2,4-bis(oxidanylidene)pyrimidin-1-yl]-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl]oxy-oxidanyl-phosphoryl]oxy-3,4,5-tris(oxidanyl)oxan-2-yl]methoxymethyl]phenyl]-oxidanyl-oxidanylidene-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site IUG "Create component" 2012-12-17 EBI IUG "Initial release" 2013-01-18 RCSB #