data_USQ # _chem_comp.id USQ _chem_comp.name "SULFOQUINOVOSE-URIDINE-C1,5'-DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C15 H24 N2 O19 P2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-02-13 _chem_comp.pdbx_modified_date 2011-06-04 _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 630.366 _chem_comp.one_letter_code ? _chem_comp.three_letter_code USQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1I2B _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 USQ N1 N1 N 0 1 N N N 72.030 103.041 25.088 -6.220 -0.597 -0.847 N1 USQ 1 USQ C2 C2 C 0 1 N N N 72.203 104.417 24.812 -5.703 -1.576 -0.084 C2 USQ 2 USQ N3 N3 N 0 1 N N N 71.661 105.262 25.784 -6.115 -2.850 -0.220 N3 USQ 3 USQ C4 C4 C 0 1 N N N 70.989 104.886 26.954 -7.051 -3.167 -1.137 C4 USQ 4 USQ C5 C5 C 0 1 N N N 70.843 103.449 27.162 -7.600 -2.147 -1.951 C5 USQ 5 USQ C6 C6 C 0 1 N N N 71.361 102.618 26.225 -7.172 -0.876 -1.790 C6 USQ 6 USQ O2 O2 O 0 1 N N N 72.778 104.884 23.821 -4.858 -1.305 0.748 O2 USQ 7 USQ O4 O4 O 0 1 N N N 70.566 105.720 27.743 -7.421 -4.320 -1.265 O4 USQ 8 USQ C1D C1* C 0 1 N N R 72.558 102.052 24.119 -5.755 0.782 -0.672 C1D USQ 9 USQ C2D C2* C 0 1 N N R 73.536 101.022 24.694 -6.046 1.281 0.766 C2D USQ 10 USQ O2D O2* O 0 1 N N N 74.912 101.395 24.771 -7.367 1.818 0.862 O2D USQ 11 USQ C3D C3* C 0 1 N N S 73.275 99.873 23.726 -4.982 2.396 0.944 C3D USQ 12 USQ C4D C4* C 0 1 N N R 71.806 99.924 23.334 -3.908 2.059 -0.108 C4D USQ 13 USQ O4D O4* O 0 1 N N N 71.443 101.302 23.577 -4.316 0.849 -0.768 O4D USQ 14 USQ O3D O3* O 0 1 N N N 74.106 100.046 22.579 -5.556 3.680 0.690 O3D USQ 15 USQ C5D C5* C 0 1 N N N 70.884 99.020 24.166 -2.557 1.848 0.577 C5D USQ 16 USQ O5D O5* O 0 1 N N N 71.199 99.194 25.549 -1.547 1.644 -0.413 O5D USQ 17 USQ PA PA P 0 1 N N R 70.198 98.906 26.738 -0.159 1.430 0.375 PA USQ 18 USQ O1A O1A O 0 1 N N N 70.865 99.293 27.993 0.077 2.577 1.280 O1A USQ 19 USQ O2A O2A O 0 1 N N N 68.843 99.384 26.385 -0.236 0.073 1.238 O2A USQ 20 USQ O3A O3A O 0 1 N N N 70.157 97.314 26.692 1.049 1.324 -0.685 O3A USQ 21 USQ PB PB P 0 1 N N R 71.204 96.111 26.911 2.415 1.513 0.147 PB USQ 22 USQ O1B O1B O 0 1 N N N 72.253 96.554 27.844 2.357 0.699 1.381 O1B USQ 23 USQ O2B O2B O 0 1 N N N 71.591 95.509 25.625 2.596 3.065 0.535 O2B USQ 24 USQ O3B O3B O 0 1 N N N 70.335 95.127 27.844 3.661 1.036 -0.754 O3B USQ 25 USQ "C1'" "C1'" C 0 1 N N R 68.956 94.921 27.836 4.823 1.115 0.074 "C1'" USQ 26 USQ "C2'" "C2'" C 0 1 N N R 68.563 93.983 28.971 6.043 1.427 -0.797 "C2'" USQ 27 USQ "C3'" "C3'" C 0 1 N N S 69.265 92.633 28.765 6.202 0.320 -1.846 "C3'" USQ 28 USQ "C4'" "C4'" C 0 1 N N S 68.829 92.058 27.415 6.235 -1.036 -1.131 "C4'" USQ 29 USQ "C5'" "C5'" C 0 1 N N S 69.212 93.068 26.318 4.999 -1.159 -0.237 "C5'" USQ 30 USQ "C6'" "C6'" C 0 1 N N N 68.586 92.599 25.021 5.006 -2.523 0.456 "C6'" USQ 31 USQ "O2'" "O2'" O 0 1 N N N 68.973 94.561 30.201 5.858 2.686 -1.446 "O2'" USQ 32 USQ "O3'" "O3'" O 0 1 N N N 68.896 91.737 29.809 7.422 0.513 -2.565 "O3'" USQ 33 USQ "O4'" "O4'" O 0 1 N N N 69.483 90.808 27.178 6.233 -2.087 -2.100 "O4'" USQ 34 USQ "O5'" "O5'" O 0 1 N N N 68.573 94.343 26.589 5.011 -0.128 0.748 "O5'" USQ 35 USQ S S S 0 1 N N N 69.954 92.172 23.922 3.470 -2.729 1.399 S USQ 36 USQ O1S O1S O 0 1 N N N 71.143 92.964 24.080 3.434 -1.876 2.535 O1S USQ 37 USQ O2S O2S O 0 1 N N N 70.146 90.760 24.265 3.627 -4.111 2.019 O2S USQ 38 USQ O3S O3S O 0 1 N N N 69.414 92.384 22.602 2.348 -2.894 0.543 O3S USQ 39 USQ HN3 HN3 H 0 1 N N N 71.764 106.244 25.627 -5.734 -3.544 0.341 HN3 USQ 40 USQ H5 H5 H 0 1 N N N 70.339 103.060 28.034 -8.351 -2.381 -2.691 H5 USQ 41 USQ H6 H6 H 0 1 N N N 71.244 101.555 26.375 -7.579 -0.085 -2.401 H6 USQ 42 USQ H1D H1* H 0 1 N N N 73.111 102.645 23.376 -6.220 1.438 -1.408 H1D USQ 43 USQ H2D H2* H 0 1 N N N 73.364 100.821 25.762 -5.899 0.482 1.492 H2D USQ 44 USQ "HO2'" *HO2 H 0 0 N N N 75.268 101.478 23.894 -7.485 2.109 1.776 "HO2'" USQ 45 USQ H3D H3* H 0 1 N N N 73.502 98.899 24.184 -4.558 2.361 1.947 H3D USQ 46 USQ H4D H4* H 0 1 N N N 71.684 99.570 22.300 -3.833 2.869 -0.833 H4D USQ 47 USQ "HO3'" *HO3 H 0 0 N N N 73.565 100.084 21.799 -6.259 3.806 1.341 "HO3'" USQ 48 USQ "H5'1" 1H5* H 0 0 N N N 71.031 97.969 23.878 -2.611 0.973 1.226 "H5'1" USQ 49 USQ "H5'2" 2H5* H 0 0 N N N 69.834 99.295 23.987 -2.310 2.727 1.173 "H5'2" USQ 50 USQ HOA2 2HOA H 0 0 N N N 68.327 99.486 27.176 -0.390 -0.648 0.612 HOA2 USQ 51 USQ HOB2 2HOB H 0 0 N N N 71.674 96.190 24.968 2.629 3.559 -0.295 HOB2 USQ 52 USQ "H1'" "H1'" H 0 1 N N N 68.445 95.885 27.972 4.691 1.910 0.809 "H1'" USQ 53 USQ "H2'" "H2'" H 0 1 N N N 67.474 93.827 28.984 6.936 1.465 -0.174 "H2'" USQ 54 USQ "H3'" "H3'" H 0 1 N N N 70.356 92.770 28.781 5.361 0.348 -2.538 "H3'" USQ 55 USQ "H4'" "H4'" H 0 1 N N N 67.743 91.885 27.411 7.135 -1.105 -0.521 "H4'" USQ 56 USQ "H5'" "H5'" H 0 1 N N N 70.308 93.155 26.275 4.100 -1.067 -0.847 "H5'" USQ 57 USQ "H6'1" "1H6'" H 0 0 N N N 67.951 93.381 24.580 5.080 -3.311 -0.294 "H6'1" USQ 58 USQ "H6'2" "2H6'" H 0 0 N N N 67.945 91.723 25.197 5.858 -2.582 1.132 "H6'2" USQ 59 USQ HO2A "'HO2" H 0 0 N N N 69.065 93.880 30.857 5.757 3.348 -0.748 HO2A USQ 60 USQ HO3A "'HO3" H 0 0 N N N 68.814 90.858 29.458 7.360 1.377 -2.993 HO3A USQ 61 USQ "HO4'" "'HO4" H 0 0 N N N 69.628 90.698 26.246 7.023 -1.967 -2.644 "HO4'" USQ 62 USQ HXT HXT H 0 1 N N N 70.188 90.243 23.469 2.829 -4.276 2.539 HXT USQ 63 # 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 USQ N1 C2 SING N N 1 USQ N1 C6 SING N N 2 USQ N1 C1D SING N N 3 USQ C2 N3 SING N N 4 USQ C2 O2 DOUB N N 5 USQ N3 C4 SING N N 6 USQ N3 HN3 SING N N 7 USQ C4 C5 SING N N 8 USQ C4 O4 DOUB N N 9 USQ C5 C6 DOUB N N 10 USQ C5 H5 SING N N 11 USQ C6 H6 SING N N 12 USQ C1D C2D SING N N 13 USQ C1D O4D SING N N 14 USQ C1D H1D SING N N 15 USQ C2D O2D SING N N 16 USQ C2D C3D SING N N 17 USQ C2D H2D SING N N 18 USQ O2D "HO2'" SING N N 19 USQ C3D C4D SING N N 20 USQ C3D O3D SING N N 21 USQ C3D H3D SING N N 22 USQ C4D O4D SING N N 23 USQ C4D C5D SING N N 24 USQ C4D H4D SING N N 25 USQ O3D "HO3'" SING N N 26 USQ C5D O5D SING N N 27 USQ C5D "H5'1" SING N N 28 USQ C5D "H5'2" SING N N 29 USQ O5D PA SING N N 30 USQ PA O1A DOUB N N 31 USQ PA O2A SING N N 32 USQ PA O3A SING N N 33 USQ O2A HOA2 SING N N 34 USQ O3A PB SING N N 35 USQ PB O1B DOUB N N 36 USQ PB O2B SING N N 37 USQ PB O3B SING N N 38 USQ O2B HOB2 SING N N 39 USQ O3B "C1'" SING N N 40 USQ "C1'" "C2'" SING N N 41 USQ "C1'" "O5'" SING N N 42 USQ "C1'" "H1'" SING N N 43 USQ "C2'" "C3'" SING N N 44 USQ "C2'" "O2'" SING N N 45 USQ "C2'" "H2'" SING N N 46 USQ "C3'" "C4'" SING N N 47 USQ "C3'" "O3'" SING N N 48 USQ "C3'" "H3'" SING N N 49 USQ "C4'" "C5'" SING N N 50 USQ "C4'" "O4'" SING N N 51 USQ "C4'" "H4'" SING N N 52 USQ "C5'" "C6'" SING N N 53 USQ "C5'" "O5'" SING N N 54 USQ "C5'" "H5'" SING N N 55 USQ "C6'" S SING N N 56 USQ "C6'" "H6'1" SING N N 57 USQ "C6'" "H6'2" SING N N 58 USQ "O2'" HO2A SING N N 59 USQ "O3'" HO3A SING N N 60 USQ "O4'" "HO4'" SING N N 61 USQ S O1S DOUB N N 62 USQ S O2S SING N N 63 USQ S O3S DOUB N N 64 USQ O2S HXT 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 USQ SMILES ACDLabs 10.04 "O=P(OC1OC(C(O)C(O)C1O)CS(=O)(=O)O)(O)OP(=O)(O)OCC3OC(N2C=CC(=O)NC2=O)C(O)C3O" USQ SMILES_CANONICAL CACTVS 3.341 "O[C@H]1[C@H](O)[C@@H](C[S](O)(=O)=O)O[C@H](O[P@](O)(=O)O[P@@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)N3C=CC(=O)NC3=O)[C@@H]1O" USQ SMILES CACTVS 3.341 "O[CH]1[CH](O)[CH](C[S](O)(=O)=O)O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)N3C=CC(=O)NC3=O)[CH]1O" USQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)[C@H]2[C@@H]([C@@H]([C@H](O2)CO[P@@](=O)(O)O[P@](=O)(O)O[C@@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CS(=O)(=O)O)O)O)O)O)O" USQ SMILES "OpenEye OEToolkits" 1.5.0 "C1=CN(C(=O)NC1=O)C2C(C(C(O2)COP(=O)(O)OP(=O)(O)OC3C(C(C(C(O3)CS(=O)(=O)O)O)O)O)O)O" USQ InChI InChI 1.03 "InChI=1S/C15H24N2O19P2S/c18-7-1-2-17(15(24)16-7)13-11(22)8(19)5(33-13)3-32-37(25,26)36-38(27,28)35-14-12(23)10(21)9(20)6(34-14)4-39(29,30)31/h1-2,5-6,8-14,19-23H,3-4H2,(H,25,26)(H,27,28)(H,16,18,24)(H,29,30,31)/t5-,6-,8-,9-,10+,11-,12-,13-,14-/m1/s1" USQ InChIKey InChI 1.03 FQANCGQCBCUSMI-JZMIEXBBSA-N # 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 USQ "SYSTEMATIC NAME" ACDLabs 10.04 ;[(2S,3S,4S,5R,6R)-6-{[(R)-{[(R)-{[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl]methanesulfonic acid (non-preferred name) ; USQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4S,5R,6R)-6-[[[(2R,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxy-3,4,5-trihydroxy-oxan-2-yl]methanesulfonic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site USQ "Create component" 2001-02-13 RCSB USQ "Modify descriptor" 2011-06-04 RCSB #