data_U2G
# 
_chem_comp.id                                    U2G 
_chem_comp.name                                  "URIDYLYL-2'-5'-PHOSPHO-GUANOSINE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H24 N7 O13 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         
;PHOSPHORIC ACID-2'-[2'-DEOXY-URIDINE]ESTER-5'-GUANOSINE ESTER
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                        589.407 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     U2G 
_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        11BG 
_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 
U2G N1G    N1G  N 0 1 N N N 1.715  34.045 70.785 -1.306 1.293  8.210  N1G    U2G 1  
U2G C2G    C2G  C 0 1 N N N 1.155  34.999 69.967 0.028  1.230  7.938  C2G    U2G 2  
U2G N2G    N2G  N 0 1 N N N 0.845  36.170 70.531 0.924  1.576  8.919  N2G    U2G 3  
U2G N3G    N3G  N 0 1 N N N 0.918  34.815 68.684 0.481  0.843  6.767  N3G    U2G 4  
U2G C4G    C4G  C 0 1 Y N N 1.307  33.589 68.269 -0.355 0.497  5.782  C4G    U2G 5  
U2G C5G    C5G  C 0 1 Y N N 1.881  32.573 68.993 -1.737 0.546  5.996  C5G    U2G 6  
U2G C6G    C6G  C 0 1 N N N 2.111  32.770 70.371 -2.211 0.965  7.262  C6G    U2G 7  
U2G O6G    O6G  O 0 1 N N N 2.580  31.971 71.188 -3.407 1.023  7.493  O6G    U2G 8  
U2G N7G    N7G  N 0 1 Y N N 2.120  31.468 68.187 -2.337 0.149  4.848  N7G    U2G 9  
U2G C8G    C8G  C 0 1 Y N N 1.687  31.827 67.009 -1.426 -0.133 3.962  C8G    U2G 10 
U2G N9G    N9G  N 0 1 Y N N 1.181  33.105 66.999 -0.186 0.066  4.494  N9G    U2G 11 
U2G C1B    C1*G C 0 1 N N R 0.594  33.858 65.905 1.093  -0.141 3.811  C1B    U2G 12 
U2G C2B    C2*G C 0 1 N N R 1.000  33.557 64.457 1.567  -1.600 3.990  C2B    U2G 13 
U2G O2B    O2*G O 0 1 N N N 1.757  34.626 63.947 2.529  -1.695 5.043  O2B    U2G 14 
U2G C3B    C3*G C 0 1 N N S -0.356 33.412 63.751 2.215  -1.952 2.630  C3B    U2G 15 
U2G O3B    O3*G O 0 1 N N N -0.459 34.273 62.619 3.597  -2.272 2.801  O3B    U2G 16 
U2G C4B    C4*G C 0 1 N N R -1.400 33.887 64.746 2.058  -0.663 1.794  C4B    U2G 17 
U2G O4B    O4*G O 0 1 N N N -0.806 33.814 66.046 0.934  0.025  2.385  O4B    U2G 18 
U2G C5B    C5*G C 0 1 N N N -2.657 33.059 64.676 1.764  -1.005 0.332  C5B    U2G 19 
U2G O5B    O5*G O 0 1 N N N -3.267 32.931 65.978 1.552  0.199  -0.405 O5B    U2G 20 
U2G P      P    P 0 1 N N S -4.462 31.908 66.173 1.250  -0.234 -1.926 P      U2G 21 
U2G O1P    O1P  O 0 1 N N N -4.887 31.332 64.874 0.045  -1.093 -1.964 O1P    U2G 22 
U2G O2P    O2P  O 0 1 N N N -5.447 32.598 67.031 2.508  -1.048 -2.512 O2P    U2G 23 
U2G O5D    O5*U O 0 1 N N N -1.060 31.785 71.178 0.557  1.249  -8.745 O5D    U2G 24 
U2G C5D    C5*U C 0 1 N N N -0.762 30.406 70.858 1.380  0.928  -7.621 C5D    U2G 25 
U2G C4D    C4*U C 0 1 N N R -1.759 29.898 69.848 0.835  1.627  -6.374 C4D    U2G 26 
U2G O4D    O4*U O 0 1 N N N -3.082 29.904 70.418 -0.491 1.156  -6.086 O4D    U2G 27 
U2G C3D    C3*U C 0 1 N N R -1.835 30.794 68.620 1.716  1.288  -5.156 C3D    U2G 28 
U2G O3D    O3*U O 0 1 N N N -1.108 30.187 67.555 2.284  2.475  -4.600 O3D    U2G 29 
U2G C2D    C2*U C 0 1 N N R -3.330 30.966 68.322 0.738  0.633  -4.151 C2D    U2G 30 
U2G O2D    O2*U O 0 1 N N N -3.895 30.691 67.071 0.999  1.081  -2.819 O2D    U2G 31 
U2G C1D    C1*U C 0 1 N N R -3.992 30.073 69.373 -0.635 1.151  -4.649 C1D    U2G 32 
U2G N1U    N1U  N 0 1 N N N -5.295 30.502 69.890 -1.711 0.245  -4.242 N1U    U2G 33 
U2G C2U    C2U  C 0 1 N N N -6.391 29.716 69.538 -1.653 -1.055 -4.583 C2U    U2G 34 
U2G O2U    O2U  O 0 1 N N N -6.287 28.708 68.851 -0.704 -1.464 -5.222 O2U    U2G 35 
U2G N3U    N3U  N 0 1 N N N -7.604 30.156 70.014 -2.626 -1.910 -4.218 N3U    U2G 36 
U2G C4U    C4U  C 0 1 N N N -7.835 31.286 70.780 -3.686 -1.472 -3.509 C4U    U2G 37 
U2G O4U    O4U  O 0 1 N N N -8.998 31.622 71.023 -4.569 -2.244 -3.182 O4U    U2G 38 
U2G C5U    C5U  C 0 1 N N N -6.649 32.041 71.114 -3.762 -0.105 -3.147 C5U    U2G 39 
U2G C6U    C6U  C 0 1 N N N -5.447 31.629 70.670 -2.770 0.729  -3.522 C6U    U2G 40 
U2G H1G    H1G  H 0 1 N N N 1.845  34.300 71.764 -1.607 1.583  9.085  H1G    U2G 41 
U2G H2G1   1H2G H 0 0 N N N 0.429  36.877 69.924 1.877  1.532  8.742  H2G1   U2G 42 
U2G H2G2   2H2G H 0 0 N N N 1.669  36.556 70.991 0.604  1.867  9.787  H2G2   U2G 43 
U2G H8G    H8G  H 0 1 N N N 1.741  31.145 66.143 -1.623 -0.475 2.957  H8G    U2G 44 
U2G "H1G'" *H1G H 0 0 N N N 1.037  34.873 66.028 1.843  0.551  4.193  "H1G'" U2G 45 
U2G "H2G'" *H2G H 0 0 N N N 1.639  32.652 64.329 0.718  -2.254 4.189  "H2G'" U2G 46 
U2G HOG2   2HOG H 0 0 N N N 2.008  34.439 63.050 2.830  -2.614 5.064  HOG2   U2G 47 
U2G "H3G'" *H3G H 0 0 N N N -0.484 32.356 63.415 1.688  -2.780 2.157  "H3G'" U2G 48 
U2G HOG3   3HOG H 0 0 N N N -1.297 34.183 62.182 3.633  -3.083 3.328  HOG3   U2G 49 
U2G "H4G'" *H4G H 0 0 N N N -1.707 34.932 64.509 2.958  -0.052 1.866  "H4G'" U2G 50 
U2G H5G1   1H5G H 0 0 N N N -3.374 33.463 63.924 2.611  -1.546 -0.090 H5G1   U2G 51 
U2G H5G2   2H5G H 0 0 N N N -2.467 32.063 64.211 0.871  -1.627 0.277  H5G2   U2G 52 
U2G HOP2   2HOP H 0 0 N N N -6.163 31.984 67.147 3.270  -0.454 -2.469 HOP2   U2G 53 
U2G HOU5   5HOU H 0 0 N N N -0.431 32.105 71.814 0.934  0.790  -9.507 HOU5   U2G 54 
U2G H5U1   1H5U H 0 0 N N N 0.290  30.270 70.516 2.399  1.264  -7.810 H5U1   U2G 55 
U2G H5U2   2H5U H 0 0 N N N -0.718 29.762 71.767 1.376  -0.149 -7.464 H5U2   U2G 56 
U2G "H4U'" *H4U H 0 0 N N N -1.421 28.874 69.563 0.820  2.706  -6.531 "H4U'" U2G 57 
U2G "H3U'" *H3U H 0 0 N N N -1.373 31.798 68.769 2.501  0.586  -5.437 "H3U'" U2G 58 
U2G HOU3   3HOU H 0 0 N N N -1.155 30.746 66.788 2.883  2.838  -5.267 HOU3   U2G 59 
U2G "H2U'" *H2U H 0 0 N N N -3.500 32.067 68.337 0.788  -0.453 -4.210 "H2U'" U2G 60 
U2G "H1U'" *H1U H 0 0 N N N -4.239 29.119 68.850 -0.822 2.158  -4.278 "H1U'" U2G 61 
U2G H3U    H3U  H 0 1 N N N -8.415 29.586 69.774 -2.566 -2.845 -4.469 H3U    U2G 62 
U2G H5U    H5U  H 0 1 N N N -6.661 32.958 71.725 -4.603 0.264  -2.579 H5U    U2G 63 
U2G H6U    H6U  H 0 1 N N N -4.565 32.229 70.952 -2.811 1.775  -3.256 H6U    U2G 64 
# 
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 
U2G N1G C2G    SING N N 1  
U2G N1G C6G    SING N N 2  
U2G N1G H1G    SING N N 3  
U2G C2G N2G    SING N N 4  
U2G C2G N3G    DOUB N N 5  
U2G N2G H2G1   SING N N 6  
U2G N2G H2G2   SING N N 7  
U2G N3G C4G    SING N N 8  
U2G C4G C5G    DOUB Y N 9  
U2G C4G N9G    SING Y N 10 
U2G C5G C6G    SING N N 11 
U2G C5G N7G    SING Y N 12 
U2G C6G O6G    DOUB N N 13 
U2G N7G C8G    DOUB Y N 14 
U2G C8G N9G    SING Y N 15 
U2G C8G H8G    SING N N 16 
U2G N9G C1B    SING N N 17 
U2G C1B C2B    SING N N 18 
U2G C1B O4B    SING N N 19 
U2G C1B "H1G'" SING N N 20 
U2G C2B O2B    SING N N 21 
U2G C2B C3B    SING N N 22 
U2G C2B "H2G'" SING N N 23 
U2G O2B HOG2   SING N N 24 
U2G C3B O3B    SING N N 25 
U2G C3B C4B    SING N N 26 
U2G C3B "H3G'" SING N N 27 
U2G O3B HOG3   SING N N 28 
U2G C4B O4B    SING N N 29 
U2G C4B C5B    SING N N 30 
U2G C4B "H4G'" SING N N 31 
U2G C5B O5B    SING N N 32 
U2G C5B H5G1   SING N N 33 
U2G C5B H5G2   SING N N 34 
U2G O5B P      SING N N 35 
U2G P   O1P    DOUB N N 36 
U2G P   O2P    SING N N 37 
U2G P   O2D    SING N N 38 
U2G O2P HOP2   SING N N 39 
U2G O5D C5D    SING N N 40 
U2G O5D HOU5   SING N N 41 
U2G C5D C4D    SING N N 42 
U2G C5D H5U1   SING N N 43 
U2G C5D H5U2   SING N N 44 
U2G C4D O4D    SING N N 45 
U2G C4D C3D    SING N N 46 
U2G C4D "H4U'" SING N N 47 
U2G O4D C1D    SING N N 48 
U2G C3D O3D    SING N N 49 
U2G C3D C2D    SING N N 50 
U2G C3D "H3U'" SING N N 51 
U2G O3D HOU3   SING N N 52 
U2G C2D O2D    SING N N 53 
U2G C2D C1D    SING N N 54 
U2G C2D "H2U'" SING N N 55 
U2G C1D N1U    SING N N 56 
U2G C1D "H1U'" SING N N 57 
U2G N1U C2U    SING N N 58 
U2G N1U C6U    SING N N 59 
U2G C2U O2U    DOUB N N 60 
U2G C2U N3U    SING N N 61 
U2G N3U C4U    SING N N 62 
U2G N3U H3U    SING N N 63 
U2G C4U O4U    DOUB N N 64 
U2G C4U C5U    SING N N 65 
U2G C5U C6U    DOUB N N 66 
U2G C5U H5U    SING N N 67 
U2G C6U H6U    SING N N 68 
# 
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 
U2G SMILES           ACDLabs              10.04 O=C1C=CN(C(=O)N1)C5OC(CO)C(O)C5OP(=O)(O)OCC4OC(n3cnc2c3N=C(N)NC2=O)C(O)C4O 
U2G InChI            InChI                1.02b 
;InChI=1/C19H24N7O13P/c20-18-23-14-9(15(32)24-18)21-5-26(14)16-12(31)10(29)7(38-16)4-36-40(34,35)39-13-11(30)6(3-27)37-17(13)25-2-1-8(28)22-19(25)33/h1-2,5-7,10-13,16-17,27,29-31H,3-4H2,(H,34,35)(H,22,28,33)(H3,20,23,24,32)/t6-,7-,10-,11-,12-,13-,16-,17-/m1/s1/f/h22,24,34H,20H2
;
U2G InChIKey         InChI                1.02b DFYLLEBFVZTKHD-JMIXNGNTDC 
U2G SMILES_CANONICAL CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[C@@H]3O[C@H](CO[P@@](O)(=O)O[C@@H]4[C@H](O)[C@@H](CO)O[C@H]4N5C=CC(=O)NC5=O)[C@@H](O)[C@H]3O 
U2G SMILES           CACTVS               3.341 NC1=Nc2n(cnc2C(=O)N1)[CH]3O[CH](CO[P](O)(=O)O[CH]4[CH](O)[CH](CO)O[CH]4N5C=CC(=O)NC5=O)[CH](O)[CH]3O 
U2G SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc2c(n1[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[C@@H]4[C@@H]([C@H](O[C@H]4N5C=CC(=O)NC5=O)CO)O)O)O)N=C(NC2=O)N 
U2G SMILES           "OpenEye OEToolkits" 1.5.0 c1nc2c(n1C3C(C(C(O3)COP(=O)(O)OC4C(C(OC4N5C=CC(=O)NC5=O)CO)O)O)O)N=C(NC2=O)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 
U2G "SYSTEMATIC NAME" ACDLabs              10.04 
"[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1,6-dihydro-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl (2R,3R,4R,5R)-2-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-yl hydrogen (S)-phosphate (non-preferred name)" 
U2G "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl [(2R,3R,4R,5R)-2-(2,4-dioxopyrimidin-1-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate" 
# 
