data_YYG
# 
_chem_comp.id                                    YYG 
_chem_comp.name                                  "4-(3-[5-O-PHOSPHONORIBOFURANOSYL]-4,6-DIMETHYL-8-OXO-4,8-DIHYDRO-3H-1,3,4,5,7A-PENTAAZA-S-INDACEN-YLAMINO-BUTYRIC ACID METHYL ESTER" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C21 H29 N6 O12 P" 
_chem_comp.mon_nstd_parent_comp_id               G 
_chem_comp.pdbx_synonyms                         
;MODIFIED GUANOSINE-5'-PHOSPHATE
;
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-10-04 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                        588.462 
_chem_comp.one_letter_code                       G 
_chem_comp.three_letter_code                     YYG 
_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        486D 
_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 
YYG P      P    P 0 1 N N N 5.752  107.848 270.630 1.682  -0.127 -8.592 P      YYG 1  
YYG OP1    O1P  O 0 1 N N N 6.065  106.876 269.558 2.467  1.073  -8.228 OP1    YYG 2  
YYG OP2    O2P  O 0 1 N N N 5.687  109.273 270.166 2.680  -1.292 -9.081 OP2    YYG 3  
YYG OP3    O3P  O 0 1 N Y N 4.304  107.366 271.137 0.661  0.238  -9.782 OP3    YYG 4  
YYG "O5'"  O5*  O 0 1 N N N 6.605  107.739 271.975 0.852  -0.635 -7.310 "O5'"  YYG 5  
YYG "C5'"  C5*  C 0 1 N N N 5.889  108.177 273.172 -0.010 0.437  -6.925 "C5'"  YYG 6  
YYG "C4'"  C4*  C 0 1 N N R 6.851  107.958 274.314 -0.833 0.017  -5.705 "C4'"  YYG 7  
YYG "O4'"  O4*  O 0 1 N N N 6.553  106.734 274.962 0.036  -0.272 -4.589 "O4'"  YYG 8  
YYG "C3'"  C3*  C 0 1 N N S 8.326  107.836 273.928 -1.718 1.187  -5.222 "C3'"  YYG 9  
YYG "O3'"  O3*  O 0 1 N N N 9.008  109.081 273.707 -3.050 1.046  -5.720 "O3'"  YYG 10 
YYG "C2'"  C2*  C 0 1 N N R 8.896  107.068 275.111 -1.699 1.063  -3.681 "C2'"  YYG 11 
YYG "O2'"  O2*  O 0 1 N N N 9.114  108.003 276.148 -3.019 0.843  -3.180 "O2'"  YYG 12 
YYG "C1'"  C1*  C 0 1 N N R 7.745  106.128 275.462 -0.801 -0.166 -3.417 "C1'"  YYG 13 
YYG N9     N9   N 0 1 Y N N 7.972  104.855 274.853 0.018  0.048  -2.222 N9     YYG 14 
YYG C8     C8   C 0 1 Y N N 7.401  104.414 273.663 1.249  0.637  -2.183 C8     YYG 15 
YYG N7     N7   N 0 1 Y N N 7.788  103.193 273.326 1.683  0.660  -0.957 N7     YYG 16 
YYG C5     C5   C 0 1 Y N N 8.631  102.845 274.336 0.757  0.088  -0.146 C5     YYG 17 
YYG C6     C6   C 0 1 N N N 9.374  101.647 274.566 0.696  -0.154 1.248  C6     YYG 18 
YYG O6     O6   O 0 1 N N N 9.364  100.662 273.793 1.619  0.181  1.968  O6     YYG 19 
YYG N1     N1   N 0 1 Y N N 10.138 101.601 275.669 -0.387 -0.757 1.774  N1     YYG 20 
YYG C2     C2   C 0 1 Y N N 10.153 102.655 276.498 -1.430 -1.141 0.981  C2     YYG 21 
YYG N2     N2   N 0 1 Y N N 11.060 102.267 277.588 -2.342 -1.699 1.747  N2     YYG 22 
YYG N3     N3   N 0 1 N N N 9.507  103.823 276.396 -1.396 -0.916 -0.380 N3     YYG 23 
YYG C3     C3   C 0 1 N N N 9.636  104.811 277.335 -2.523 -1.333 -1.219 C3     YYG 24 
YYG C4     C4   C 0 1 Y N N 8.762  103.835 275.272 -0.308 -0.304 -0.949 C4     YYG 25 
YYG C10    C10  C 0 1 N N N 12.398 100.214 278.062 -2.675 -2.244 4.203  C10    YYG 26 
YYG C11    C11  C 0 1 Y N N 11.446 101.046 277.250 -1.918 -1.695 3.021  C11    YYG 27 
YYG C12    C12  C 0 1 Y N N 10.888 100.616 276.062 -0.709 -1.110 3.066  C12    YYG 28 
YYG C13    C13  C 0 1 N N N 11.089 99.279  275.386 0.136  -0.890 4.294  C13    YYG 29 
YYG C14    C14  C 0 1 N N N 9.858  98.449  275.661 -0.198 0.471  4.906  C14    YYG 30 
YYG C15    C15  C 0 1 N N S 10.202 97.151  276.299 0.659  0.694  6.152  C15    YYG 31 
YYG C16    C16  C 0 1 N N N 9.584  97.035  277.662 0.329  2.035  6.756  C16    YYG 32 
YYG O17    O17  O 0 1 N N N 8.643  97.759  278.002 0.936  3.020  6.408  O17    YYG 33 
YYG O18    O18  O 0 1 N N N 10.092 96.064  278.595 -0.639 2.135  7.679  O18    YYG 34 
YYG C19    C19  C 0 1 N N N 10.814 96.746  279.617 -0.957 3.427  8.261  C19    YYG 35 
YYG N20    N20  N 0 1 N N N 9.622  96.059  275.478 0.385  -0.361 7.130  N20    YYG 36 
YYG C21    C21  C 0 1 N N N 8.333  96.087  275.209 1.352  -0.758 7.981  C21    YYG 37 
YYG O22    O22  O 0 1 N N N 7.561  96.827  275.818 2.450  -0.240 7.938  O22    YYG 38 
YYG O23    O23  O 0 1 N N N 7.807  95.231  274.190 1.100  -1.729 8.880  O23    YYG 39 
YYG C24    C24  C 0 1 N N N 6.915  94.279  274.771 2.141  -2.157 9.797  C24    YYG 40 
YYG HOP2   2HOP H 0 0 N N N 5.486  109.896 270.853 3.157  -0.948 -9.848 HOP2   YYG 41 
YYG HOP3   3HOP H 0 0 N N N 4.103  107.989 271.824 0.171  -0.568 -9.988 HOP3   YYG 42 
YYG "H5'"  1H5* H 0 1 N N N 5.499  109.219 273.106 -0.681 0.677  -7.750 "H5'"  YYG 43 
YYG "H5''" 2H5* H 0 0 N N N 4.902  107.677 273.313 0.587  1.313  -6.677 "H5''" YYG 44 
YYG "H4'"  H4*  H 0 1 N N N 6.718  108.868 274.943 -1.448 -0.850 -5.943 "H4'"  YYG 45 
YYG "H3'"  H3*  H 0 1 N N N 8.455  107.337 272.939 -1.294 2.142  -5.535 "H3'"  YYG 46 
YYG "HO3'" H3T  H 0 0 N Y N 9.924  109.005 273.467 -3.554 1.801  -5.388 "HO3'" YYG 47 
YYG "H2'"  H2*  H 0 1 N N N 9.853  106.526 274.928 -1.264 1.955  -3.231 "H2'"  YYG 48 
YYG "HO2'" 2HO* H 0 0 N N N 9.470  107.523 276.886 -3.544 1.616  -3.428 "HO2'" YYG 49 
YYG "H1'"  H1*  H 0 1 N N N 7.660  105.964 276.561 -1.410 -1.063 -3.303 "H1'"  YYG 50 
YYG H8     H8   H 0 1 N N N 6.697  104.987 273.036 1.780  1.025  -3.039 H8     YYG 51 
YYG H31    1H3  H 0 1 N N N 9.097  105.783 277.250 -3.287 -1.797 -0.596 H31    YYG 52 
YYG H32    2H3  H 0 1 N N N 9.384  104.370 278.327 -2.943 -0.462 -1.722 H32    YYG 53 
YYG H33    3H3  H 0 1 N N N 10.723 105.033 277.446 -2.176 -2.050 -1.963 H33    YYG 54 
YYG H101   1H10 H 0 0 N N N 12.723 99.186  277.777 -2.417 -3.294 4.344  H101   YYG 55 
YYG H102   2H10 H 0 0 N N N 13.321 100.821 278.208 -2.410 -1.681 5.098  H102   YYG 56 
YYG H103   3H10 H 0 0 N N N 11.981 100.152 279.094 -3.746 -2.155 4.022  H103   YYG 57 
YYG H131   1H13 H 0 0 N N N 11.320 99.369  274.299 1.190  -0.915 4.018  H131   YYG 58 
YYG H132   2H13 H 0 0 N N N 12.034 98.772  275.692 -0.067 -1.676 5.021  H132   YYG 59 
YYG H141   1H14 H 0 0 N N N 9.112  99.015  276.267 -1.253 0.495  5.182  H141   YYG 60 
YYG H142   2H14 H 0 0 N N N 9.253  98.300  274.736 0.005  1.256  4.179  H142   YYG 61 
YYG H15    H15  H 0 1 N N N 11.312 97.086  276.378 1.714  0.670  5.877  H15    YYG 62 
YYG H191   1H19 H 0 0 N N N 11.207 95.993  280.339 -1.763 3.311  8.985  H191   YYG 63 
YYG H192   2H19 H 0 0 N N N 11.615 97.403  279.206 -0.075 3.829  8.760  H192   YYG 64 
YYG H193   3H19 H 0 0 N N N 10.205 97.537  280.113 -1.272 4.112  7.473  H193   YYG 65 
YYG HN20   HN20 H 0 0 N N N 10.125 95.263  275.085 -0.491 -0.774 7.165  HN20   YYG 66 
YYG H241   1H24 H 0 0 N N N 6.505  93.612  273.977 1.754  -2.944 10.444 H241   YYG 67 
YYG H242   2H24 H 0 0 N N N 7.395  93.702  275.595 2.991  -2.537 9.230  H242   YYG 68 
YYG H243   3H24 H 0 0 N N N 6.108  94.768  275.365 2.460  -1.311 10.406 H243   YYG 69 
# 
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 
YYG P     OP1    DOUB N N 1  
YYG P     OP2    SING N N 2  
YYG P     OP3    SING N N 3  
YYG P     "O5'"  SING N N 4  
YYG OP2   HOP2   SING N N 5  
YYG OP3   HOP3   SING N N 6  
YYG "O5'" "C5'"  SING N N 7  
YYG "C5'" "C4'"  SING N N 8  
YYG "C5'" "H5'"  SING N N 9  
YYG "C5'" "H5''" SING N N 10 
YYG "C4'" "O4'"  SING N N 11 
YYG "C4'" "C3'"  SING N N 12 
YYG "C4'" "H4'"  SING N N 13 
YYG "O4'" "C1'"  SING N N 14 
YYG "C3'" "O3'"  SING N N 15 
YYG "C3'" "C2'"  SING N N 16 
YYG "C3'" "H3'"  SING N N 17 
YYG "O3'" "HO3'" SING N N 18 
YYG "C2'" "O2'"  SING N N 19 
YYG "C2'" "C1'"  SING N N 20 
YYG "C2'" "H2'"  SING N N 21 
YYG "O2'" "HO2'" SING N N 22 
YYG "C1'" N9     SING N N 23 
YYG "C1'" "H1'"  SING N N 24 
YYG N9    C8     SING Y N 25 
YYG N9    C4     SING Y N 26 
YYG C8    N7     DOUB Y N 27 
YYG C8    H8     SING N N 28 
YYG N7    C5     SING Y N 29 
YYG C5    C6     SING N N 30 
YYG C5    C4     DOUB Y N 31 
YYG C6    O6     DOUB N N 32 
YYG C6    N1     SING N N 33 
YYG N1    C2     SING Y N 34 
YYG N1    C12    SING Y N 35 
YYG C2    N2     DOUB Y N 36 
YYG C2    N3     SING N N 37 
YYG N2    C11    SING Y N 38 
YYG N3    C3     SING N N 39 
YYG N3    C4     SING N N 40 
YYG C3    H31    SING N N 41 
YYG C3    H32    SING N N 42 
YYG C3    H33    SING N N 43 
YYG C10   C11    SING N N 44 
YYG C10   H101   SING N N 45 
YYG C10   H102   SING N N 46 
YYG C10   H103   SING N N 47 
YYG C11   C12    DOUB Y N 48 
YYG C12   C13    SING N N 49 
YYG C13   C14    SING N N 50 
YYG C13   H131   SING N N 51 
YYG C13   H132   SING N N 52 
YYG C14   C15    SING N N 53 
YYG C14   H141   SING N N 54 
YYG C14   H142   SING N N 55 
YYG C15   C16    SING N N 56 
YYG C15   N20    SING N N 57 
YYG C15   H15    SING N N 58 
YYG C16   O17    DOUB N N 59 
YYG C16   O18    SING N N 60 
YYG O18   C19    SING N N 61 
YYG C19   H191   SING N N 62 
YYG C19   H192   SING N N 63 
YYG C19   H193   SING N N 64 
YYG N20   C21    SING N N 65 
YYG N20   HN20   SING N N 66 
YYG C21   O22    DOUB N N 67 
YYG C21   O23    SING N N 68 
YYG O23   C24    SING N N 69 
YYG C24   H241   SING N N 70 
YYG C24   H242   SING N N 71 
YYG C24   H243   SING N N 72 
# 
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 
YYG SMILES           ACDLabs              10.04 "O=C(OC)C(NC(=O)OC)CCc3c(nc4N(c1c(ncn1C2OC(C(O)C2O)COP(=O)(O)O)C(=O)n34)C)C" 
YYG InChI            InChI                1.02b 
"InChI=1/C21H29N6O12P/c1-9-11(6-5-10(19(31)36-3)24-21(32)37-4)27-17(30)13-16(25(2)20(27)23-9)26(8-22-13)18-15(29)14(28)12(39-18)7-38-40(33,34)35/h8,10,12,14-15,18,28-29H,5-7H2,1-4H3,(H,24,32)(H2,33,34,35)/t10-,12+,14+,15+,18+/m0/s1/f/h24,33-34H" 
YYG InChIKey         InChI                1.02b WOMRPCAFQVCGCI-PWDJRDSUDT 
YYG SMILES_CANONICAL CACTVS               3.341 "COC(=O)N[C@@H](CCc1n2C(=O)c3ncn([C@@H]4O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]4O)c3N(C)c2nc1C)C(=O)OC" 
YYG SMILES           CACTVS               3.341 "COC(=O)N[CH](CCc1n2C(=O)c3ncn([CH]4O[CH](CO[P](O)(O)=O)[CH](O)[CH]4O)c3N(C)c2nc1C)C(=O)OC" 
YYG SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "Cc1c(n2c(n1)N(c3c(ncn3[C@H]4[C@@H]([C@@H]([C@H](O4)COP(=O)(O)O)O)O)C2=O)C)CC[C@@H](C(=O)OC)NC(=O)OC" 
YYG SMILES           "OpenEye OEToolkits" 1.5.0 "Cc1c(n2c(n1)N(c3c(ncn3C4C(C(C(O4)COP(=O)(O)O)O)O)C2=O)C)CCC(C(=O)OC)NC(=O)OC" 
# 
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 
YYG "SYSTEMATIC NAME" ACDLabs              10.04 "7-{(3S)-4-methoxy-3-[(methoxycarbonyl)amino]-4-oxobutyl}-4,6-dimethyl-3-(5-O-phosphono-beta-D-ribofuranosyl)-3,4-dihydro-9H-imidazo[1,2-a]purin-9-one"           
YYG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2S)-4-[3-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(phosphonooxymethyl)oxolan-2-yl]-4,6-dimethyl-9-oxo-imidazo[3,2-a]purin-7-yl]-2-(methoxycarbonylamino)butanoate" 
# 
