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                    2008-10-14 
_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 InChI            InChI                1.02b 
;InChI=1/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/f/h16,25,27,29H
;
USQ InChIKey         InChI                1.02b FQANCGQCBCUSMI-CFEJAGJJDX 
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 
# 
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" 
# 
