data_2L8
# 
_chem_comp.id                                    2L8 
_chem_comp.name                                  
"[(2R,3S,5R)-3-[(1-{[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate " 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C23 H30 N7 O12 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-01-26 
_chem_comp.pdbx_modified_date                    2011-12-23 
_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                        627.498 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     2L8 
_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        2L8I 
_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 
2L8 N1     N1     N 0 1 N N N 137.879 3.213  -1.552  7.667  0.747  -0.098 N1     2L8 1  
2L8 P1     P1     P 0 1 N N N 142.636 -2.684 -8.339  -5.001 -4.587 0.170  P1     2L8 2  
2L8 N11    N11    N 0 1 N N N 138.710 -0.212 -5.142  -5.955 2.022  -0.422 N11    2L8 3  
2L8 C2     C2     C 0 1 N N N 136.947 2.744  -0.653  7.905  -0.551 0.161  C2     2L8 4  
2L8 O2     O2     O 0 1 N N N 135.988 3.398  -0.283  7.141  -1.397 -0.262 O2     2L8 5  
2L8 C21    C21    C 0 1 N N N 137.678 0.279  -4.374  -6.278 1.926  0.880  C21    2L8 6  
2L8 O21    O21    O 0 1 N N N 137.246 1.414  -4.484  -5.686 1.135  1.588  O21    2L8 7  
2L8 N3     N3     N 0 1 N N N 137.180 1.473  -0.200  8.977  -0.927 0.883  N3     2L8 8  
2L8 N31    N31    N 0 1 N N N 137.169 -0.610 -3.465  -7.247 2.695  1.411  N31    2L8 9  
2L8 C4     C4     C 0 1 N N N 138.226 0.644  -0.541  9.834  -0.002 1.360  C4     2L8 10 
2L8 O4     O4     O 0 1 N N N 138.301 -0.470 -0.049  10.805 -0.341 2.012  O4     2L8 11 
2L8 C41    C41    C 0 1 N N N 137.576 -1.910 -3.252  -7.912 3.579  0.640  C41    2L8 12 
2L8 O41    O41    O 0 1 N N N 137.021 -2.591 -2.397  -8.789 4.275  1.119  O41    2L8 13 
2L8 C5     C5     C 0 1 N N N 139.169 1.197  -1.488  9.595  1.368  1.094  C5     2L8 14 
2L8 C51    C51    C 0 1 N N N 138.663 -2.361 -4.092  -7.583 3.689  -0.733 C51    2L8 15 
2L8 C6     C6     C 0 1 N N N 138.944 2.433  -1.957  8.512  1.717  0.368  C6     2L8 16 
2L8 C61    C61    C 0 1 N N N 139.175 -1.501 -4.984  -6.607 2.905  -1.239 C61    2L8 17 
2L8 C7     C7     C 0 1 N N N 140.356 0.381  -1.892  10.537 2.423  1.616  C7     2L8 18 
2L8 C71    C71    C 0 1 N N N 139.166 -3.762 -3.935  -8.312 4.668  -1.617 C71    2L8 19 
2L8 "C1'"  "C1'"  C 0 1 N N R 137.720 4.588  -2.068  6.494  1.125  -0.891 "C1'"  2L8 20 
2L8 "C1'1" "C1'1" C 0 0 N N R 139.317 0.677  -6.153  -4.892 1.176  -0.970 "C1'1" 2L8 21 
2L8 C1A    C1A    C 0 1 N N N 142.072 3.903  -7.150  -0.846 0.588  1.179  C1A    2L8 22 
2L8 "C2'"  "C2'"  C 0 1 N N N 137.862 5.664  -1.008  6.636  0.583  -2.326 "C2'"  2L8 23 
2L8 "C2'1" "C2'1" C 0 0 N N N 140.632 1.306  -5.752  -3.542 1.548  -0.327 "C2'1" 2L8 24 
2L8 C2A    C2A    C 0 1 Y N N 141.952 4.450  -5.761  0.608  0.340  0.868  C2A    2L8 25 
2L8 "C3'"  "C3'"  C 0 1 N N S 138.471 6.838  -1.755  5.391  -0.318 -2.515 "C3'"  2L8 26 
2L8 "O3'"  "O3'"  O 0 1 N N N 137.445 7.723  -2.214  4.831  -0.148 -3.819 "O3'"  2L8 27 
2L8 "C3'1" "C3'1" C 0 0 N N S 141.288 1.596  -7.096  -3.059 0.232  0.329  "C3'1" 2L8 28 
2L8 "O3'1" "O3'1" O 0 0 N N N 141.051 2.952  -7.488  -1.655 0.049  0.132  "O3'1" 2L8 29 
2L8 C3A    C3A    C 0 1 Y N N 140.951 5.188  -5.176  1.107  -0.290 -0.220 C3A    2L8 30 
2L8 "C4'"  "C4'"  C 0 1 N N R 139.199 6.197  -2.940  4.430  0.222  -1.426 "C4'"  2L8 31 
2L8 "O4'"  "O4'"  O 0 1 N N N 138.750 4.823  -3.010  5.311  0.537  -0.326 "O4'"  2L8 32 
2L8 "C4'1" "C4'1" C 0 0 N N R 140.596 0.636  -8.072  -3.870 -0.836 -0.448 "C4'1" 2L8 33 
2L8 "O4'1" "O4'1" O 0 0 N N N 139.623 -0.096 -7.290  -5.151 -0.202 -0.653 "O4'1" 2L8 34 
2L8 N4A    N4A    N 0 1 Y N N 142.917 4.264  -4.812  1.658  0.705  1.612  N4A    2L8 35 
2L8 "C5'1" "C5'1" C 0 0 N N N 141.510 -0.347 -8.766  -4.026 -2.108 0.387  "C5'1" 2L8 36 
2L8 "O5'1" "O5'1" O 0 0 N N N 142.000 -1.312 -7.834  -4.674 -3.114 -0.393 "O5'1" 2L8 37 
2L8 N5A    N5A    N 0 1 Y N N 142.567 4.838  -3.697  2.737  0.321  1.025  N5A    2L8 38 
2L8 N6A    N6A    N 0 1 Y N N 141.371 5.404  -3.906  2.453  -0.280 -0.077 N6A    2L8 39 
2L8 C7A    C7A    C 0 1 N N N 140.726 6.128  -2.817  3.420  -0.852 -1.017 C7A    2L8 40 
2L8 OP3    OP3    O 0 1 N N N 142.901 -3.686 -6.966  -5.611 -5.491 -1.013 OP3    2L8 41 
2L8 OP1    OP1    O 0 1 N N N 143.771 -2.364 -9.242  -3.757 -5.209 0.676  OP1    2L8 42 
2L8 H3     H3     H 0 1 N N N 136.516 1.105  0.451   9.134  -1.868 1.061  H3     2L8 43 
2L8 H1N3   H1N3   H 0 0 N N N 136.419 -0.280 -2.892  -7.467 2.614  2.352  H1N3   2L8 44 
2L8 H6     H6     H 0 1 N N N 139.629 2.838  -2.687  8.313  2.758  0.155  H6     2L8 45 
2L8 H1C6   H1C6   H 0 0 N N N 139.991 -1.833 -5.609  -6.341 2.976  -2.283 H1C6   2L8 46 
2L8 "HC2'" "HC2'" H 0 0 N N N 140.483 2.223  -5.164  -2.835 1.877  -1.088 "HC2'" 2L8 47 
2L8 "H2'"  "H2'"  H 0 1 N N N 136.887 5.929  -0.573  6.627  1.401  -3.046 "H2'"  2L8 48 
2L8 "HC5'" "HC5'" H 0 0 N N N 140.950 -0.863 -9.560  -3.042 -2.464 0.694  "HC5'" 2L8 49 
2L8 "H1'"  "H1'"  H 0 1 N N N 136.704 4.649  -2.486  6.397  2.211  -0.913 "H1'"  2L8 50 
2L8 "H11'" "H11'" H 0 0 N N N 138.580 1.478  -6.309  -4.836 1.305  -2.051 "H11'" 2L8 51 
2L8 H1A    H1A    H 0 1 N N N 142.001 4.744  -7.855  -1.104 0.106  2.122  H1A    2L8 52 
2L8 H1AA   H1AA   H 0 0 N N N 143.047 3.401  -7.236  -1.023 1.661  1.259  H1AA   2L8 53 
2L8 "H2'A" "H2'A" H 0 0 N N N 138.513 5.332  -0.185  7.549  -0.004 -2.424 "H2'A" 2L8 54 
2L8 "H12'" "H12'" H 0 0 N N N 141.240 0.625  -5.139  -3.680 2.322  0.428  "H12'" 2L8 55 
2L8 "H3'"  "H3'"  H 0 1 N N N 139.144 7.438  -1.124  5.637  -1.365 -2.333 "H3'"  2L8 56 
2L8 "H13'" "H13'" H 0 0 N N N 142.379 1.459  -7.067  -3.306 0.213  1.390  "H13'" 2L8 57 
2L8 H3A    H3A    H 0 1 N N N 140.030 5.523  -5.630  0.545  -0.716 -1.038 H3A    2L8 58 
2L8 "H4'"  "H4'"  H 0 1 N N N 138.971 6.823  -3.815  3.918  1.119  -1.776 "H4'"  2L8 59 
2L8 "H14'" "H14'" H 0 0 N N N 140.162 1.237  -8.884  -3.395 -1.058 -1.404 "H14'" 2L8 60 
2L8 "H15'" "H15'" H 0 0 N N N 142.360 0.197  -9.204  -4.626 -1.891 1.271  "H15'" 2L8 61 
2L8 H71    H71    H 0 1 N N N 140.964 0.948  -2.612  11.342 1.946  2.174  H71    2L8 62 
2L8 H1C7   H1C7   H 0 0 N N N 139.987 -3.939 -4.645  -9.057 5.203  -1.028 H1C7   2L8 63 
2L8 H73    H73    H 0 1 N N N 140.962 0.150  -1.003  10.955 2.982  0.779  H73    2L8 64 
2L8 H1CA   H1CA   H 0 0 N N N 139.532 -3.907 -2.908  -7.600 5.379  -2.035 H1CA   2L8 65 
2L8 H72    H72    H 0 1 N N N 140.016 -0.556 -2.357  9.993  3.103  2.272  H72    2L8 66 
2L8 H1CB   H1CB   H 0 0 N N N 138.348 -4.470 -4.137  -8.805 4.129  -2.425 H1CB   2L8 67 
2L8 H7AA   H7AA   H 0 0 N N N 141.115 7.157  -2.814  2.897  -1.214 -1.902 H7AA   2L8 68 
2L8 H7AB   H7AB   H 0 0 N N N 140.969 5.615  -1.875  3.944  -1.681 -0.541 H7AB   2L8 69 
2L8 OP2    OP2    O 0 1 N N N 141.711 -3.733 -9.340  -6.071 -4.477 1.368  OP2    2L8 70 
2L8 "HO3'" "HO3'" H 0 0 N N N 137.839 8.452  -2.679  5.431  -0.388 -4.539 "HO3'" 2L8 71 
2L8 HOP3   HOP3   H 0 0 N N N 143.815 -3.945 -6.934  -5.832 -6.394 -0.745 HOP3   2L8 72 
2L8 HOP2   HOP2   H 0 0 N N N 142.145 -3.835 -10.179 -6.913 -4.078 1.109  HOP2   2L8 73 
# 
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 
2L8 N1     C2     SING N N 1  
2L8 N1     C6     SING N N 2  
2L8 N1     "C1'"  SING N N 3  
2L8 P1     "O5'1" SING N N 4  
2L8 P1     OP3    SING N N 5  
2L8 P1     OP1    DOUB N N 6  
2L8 P1     OP2    SING N N 7  
2L8 N11    C21    SING N N 8  
2L8 N11    C61    SING N N 9  
2L8 N11    "C1'1" SING N N 10 
2L8 C2     O2     DOUB N N 11 
2L8 C2     N3     SING N N 12 
2L8 C21    O21    DOUB N N 13 
2L8 C21    N31    SING N N 14 
2L8 C4     N3     SING N N 15 
2L8 N3     H3     SING N N 16 
2L8 N31    C41    SING N N 17 
2L8 N31    H1N3   SING N N 18 
2L8 C4     O4     DOUB N N 19 
2L8 C4     C5     SING N N 20 
2L8 C41    O41    DOUB N N 21 
2L8 C41    C51    SING N N 22 
2L8 C5     C6     DOUB N N 23 
2L8 C5     C7     SING N N 24 
2L8 C51    C61    DOUB N N 25 
2L8 C51    C71    SING N N 26 
2L8 C6     H6     SING N N 27 
2L8 C61    H1C6   SING N N 28 
2L8 C7     H71    SING N N 29 
2L8 C7     H73    SING N N 30 
2L8 C7     H72    SING N N 31 
2L8 C71    H1C7   SING N N 32 
2L8 C71    H1CA   SING N N 33 
2L8 C71    H1CB   SING N N 34 
2L8 "C1'"  "C2'"  SING N N 35 
2L8 "C1'"  "O4'"  SING N N 36 
2L8 "C1'"  "H1'"  SING N N 37 
2L8 "C1'1" "C2'1" SING N N 38 
2L8 "C1'1" "O4'1" SING N N 39 
2L8 "C1'1" "H11'" SING N N 40 
2L8 C1A    C2A    SING N N 41 
2L8 C1A    "O3'1" SING N N 42 
2L8 C1A    H1A    SING N N 43 
2L8 C1A    H1AA   SING N N 44 
2L8 "C2'"  "C3'"  SING N N 45 
2L8 "C2'"  "H2'"  SING N N 46 
2L8 "C2'"  "H2'A" SING N N 47 
2L8 "C2'1" "C3'1" SING N N 48 
2L8 "C2'1" "HC2'" SING N N 49 
2L8 "C2'1" "H12'" SING N N 50 
2L8 C2A    C3A    DOUB Y N 51 
2L8 C2A    N4A    SING Y N 52 
2L8 "C3'"  "O3'"  SING N N 53 
2L8 "C3'"  "C4'"  SING N N 54 
2L8 "C3'"  "H3'"  SING N N 55 
2L8 "O3'"  "HO3'" SING N N 56 
2L8 "C3'1" "O3'1" SING N N 57 
2L8 "C3'1" "C4'1" SING N N 58 
2L8 "C3'1" "H13'" SING N N 59 
2L8 C3A    N6A    SING Y N 60 
2L8 C3A    H3A    SING N N 61 
2L8 "C4'"  "O4'"  SING N N 62 
2L8 "C4'"  C7A    SING N N 63 
2L8 "C4'"  "H4'"  SING N N 64 
2L8 "C4'1" "O4'1" SING N N 65 
2L8 "C4'1" "C5'1" SING N N 66 
2L8 "C4'1" "H14'" SING N N 67 
2L8 N4A    N5A    DOUB Y N 68 
2L8 "C5'1" "O5'1" SING N N 69 
2L8 "C5'1" "HC5'" SING N N 70 
2L8 "C5'1" "H15'" SING N N 71 
2L8 N5A    N6A    SING Y N 72 
2L8 N6A    C7A    SING N N 73 
2L8 C7A    H7AA   SING N N 74 
2L8 C7A    H7AB   SING N N 75 
2L8 OP3    HOP3   SING N N 76 
2L8 OP2    HOP2   SING N N 77 
# 
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 
2L8 SMILES           ACDLabs              12.01 "O=C1C(=CN(C(=O)N1)C2OC(C(O)C2)Cn3nnc(c3)COC5C(OC(N4C(=O)NC(=O)C(=C4)C)C5)COP(=O)(O)O)C" 
2L8 SMILES_CANONICAL CACTVS               3.370 "CC1=CN([C@H]2C[C@H](O)[C@@H](Cn3cc(CO[C@H]4C[C@@H](O[C@@H]4CO[P](O)(O)=O)N5C=C(C)C(=O)NC5=O)nn3)O2)C(=O)NC1=O" 
2L8 SMILES           CACTVS               3.370 "CC1=CN([CH]2C[CH](O)[CH](Cn3cc(CO[CH]4C[CH](O[CH]4CO[P](O)(O)=O)N5C=C(C)C(=O)NC5=O)nn3)O2)C(=O)NC1=O" 
2L8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)Cn3cc(nn3)CO[C@H]4C[C@@H](O[C@@H]4COP(=O)(O)O)N5C=C(C(=O)NC5=O)C)O" 
2L8 SMILES           "OpenEye OEToolkits" 1.7.0 "CC1=CN(C(=O)NC1=O)C2CC(C(O2)Cn3cc(nn3)COC4CC(OC4COP(=O)(O)O)N5C=C(C(=O)NC5=O)C)O" 
2L8 InChI            InChI                1.03  
;InChI=1S/C23H30N7O12P/c1-11-5-29(22(34)24-20(11)32)18-3-14(31)16(41-18)8-28-7-13(26-27-28)9-39-15-4-19(42-17(15)10-40-43(36,37)38)30-6-12(2)21(33)25-23(30)35/h5-7,14-19,31H,3-4,8-10H2,1-2H3,(H,24,32,34)(H,25,33,35)(H2,36,37,38)/t14-,15-,16+,17+,18+,19+/m0/s1
;
2L8 InChIKey         InChI                1.03  GCOPBTIRIXNQDW-GRUVHVDGSA-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 
2L8 "SYSTEMATIC NAME" ACDLabs              12.01 
;[(2R,3S,5R)-3-[(1-{[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl}-1H-1,2,3-triazol-4-yl)methoxy]-5-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)tetrahydrofuran-2-yl]methyl dihydrogen phosphate (non-preferred name)
;
2L8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[(2R,3S,5R)-3-[[1-[[(2R,3S,5R)-3-hydroxy-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl]-1,2,3-triazol-4-yl]methoxy]-5-(5-methyl-2,4-dioxo-pyrimidin-1-yl)oxolan-2-yl]methyl dihydrogen 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 
2L8 "Create component"   2011-01-26 RCSB 
2L8 "Other modification" 2011-02-09 RCSB 
2L8 "Modify descriptor"  2011-06-04 RCSB 
# 
