data_YG
# 
_chem_comp.id                                    YG 
_chem_comp.name                                  WYBUTOSINE 
_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                         "Y-BASE; 1H-IMIDAZO(1,2-ALPHA)PURINE-7-BUTANOIC ACID,4,9-DIHYDRO-ALPHA-((METHOXYCARBONYL)AMINO)-4,6-DIMETHYL-9-OXO-METHYL ESTER" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                     YG 
_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        1EVV 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  PDBJ 
# 
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 
YG N1     N1   N 0 1 Y N N 44.744 -13.942 1.252  -0.938 -0.917 1.913  N1     YG 1  
YG N2     N2   N 0 1 Y N N 44.558 -15.668 2.736  -2.990 -1.594 1.713  N2     YG 2  
YG C2     C2   C 0 1 Y N N 43.937 -14.598 2.123  -1.962 -1.130 1.036  C2     YG 3  
YG N3     N3   N 0 1 N N N 42.650 -14.255 2.388  -1.803 -0.859 -0.308 N3     YG 4  
YG C3     C3   C 0 1 N N N 41.796 -15.012 3.368  -2.910 -1.093 -1.238 C3     YG 5  
YG C4     C4   C 0 1 Y N N 42.253 -13.151 1.661  -0.607 -0.372 -0.773 C4     YG 6  
YG C5     C5   C 0 1 Y N N 42.998 -12.415 0.752  0.438  -0.153 0.115  C5     YG 7  
YG C6     C6   C 0 1 N N N 44.362 -12.803 0.487  0.248  -0.439 1.490  C6     YG 8  
YG O6     O6   O 0 1 N N N 45.175 -12.285 -0.291 1.152  -0.255 2.284  O6     YG 9  
YG N7     N7   N 0 1 Y N N 42.247 -11.366 0.234  1.485  0.324  -0.605 N7     YG 10 
YG C8     C8   C 0 1 Y N N 41.083 -11.473 0.822  1.140  0.406  -1.856 C8     YG 11 
YG N9     N9   N 0 1 Y N N 41.016 -12.527 1.705  -0.148 -0.015 -2.004 N9     YG 12 
YG C10    C10  C 0 1 N N N 46.936 -16.678 2.574  -3.564 -2.187 4.112  C10    YG 13 
YG C11    C11  C 0 1 Y N N 45.847 -15.692 2.226  -2.661 -1.695 3.010  C11    YG 14 
YG C12    C12  C 0 1 Y N N 45.937 -14.639 1.330  -1.393 -1.276 3.163  C12    YG 15 
YG C13    C13  C 0 1 N N N 47.181 -14.328 0.528  -0.617 -1.215 4.452  C13    YG 16 
YG C14    C14  C 0 1 N N N 47.458 -15.392 -0.513 -0.819 0.153  5.106  C14    YG 17 
YG C15    C15  C 0 1 N N R 48.845 -16.050 -0.454 -0.031 0.214  6.416  C15    YG 18 
YG C16    C16  C 0 1 N N N 49.306 -16.490 -1.848 -0.230 1.562  7.059  C16    YG 19 
YG O17    O17  O 0 1 N N N 49.152 -15.747 -2.819 -1.141 1.732  7.835  O17    YG 20 
YG O18    O18  O 0 1 N N N 49.854 -17.722 -1.968 0.603  2.573  6.771  O18    YG 21 
YG C19    C19  C 0 1 N N N 51.257 -17.925 -2.286 0.411  3.872  7.391  C19    YG 22 
YG N20    N20  N 0 1 N N N 48.845 -17.176 0.482  1.393  0.011  6.138  N20    YG 23 
YG C21    C21  C 0 1 N N N 49.763 -17.348 1.434  2.184  -0.564 7.064  C21    YG 24 
YG O22    O22  O 0 1 N N N 50.637 -16.503 1.658  1.717  -0.915 8.129  O22    YG 25 
YG O23    O23  O 0 1 N N N 49.718 -18.480 2.178  3.493  -0.750 6.809  O23    YG 26 
YG C24    C24  C 0 1 N N N 50.557 -18.696 3.340  4.346  -1.371 7.807  C24    YG 27 
YG "C1'"  C1*  C 0 1 N N R 39.868 -12.898 2.535  -0.901 -0.074 -3.259 "C1'"  YG 28 
YG "C2'"  C2*  C 0 1 N N R 40.093 -12.669 4.036  -1.614 1.270  -3.523 "C2'"  YG 29 
YG "O2'"  O2*  O 0 1 N N N 39.528 -13.723 4.791  -2.984 1.204  -3.121 "O2'"  YG 30 
YG "C3'"  C3*  C 0 1 N N S 39.388 -11.338 4.253  -1.507 1.456  -5.054 "C3'"  YG 31 
YG "O3'"  O3*  O 0 1 N N N 38.968 -11.194 5.600  -2.807 1.508  -5.645 "O3'"  YG 32 
YG "C4'"  C4*  C 0 1 N N R 38.194 -11.472 3.333  -0.746 0.200  -5.533 "C4'"  YG 33 
YG "O4'"  O4*  O 0 1 N N N 38.766 -12.092 2.154  -0.002 -0.243 -4.377 "O4'"  YG 34 
YG "C5'"  C5*  C 0 1 N N N 37.541 -10.173 2.951  0.208  0.556  -6.675 "C5'"  YG 35 
YG "O5'"  O5*  O 0 1 N N N 38.443 -9.380  2.192  0.953  -0.602 -7.053 "O5'"  YG 36 
YG P      P    P 0 1 N N N 37.928 -8.086  1.424  1.930  -0.157 -8.252 P      YG 37 
YG OP1    O1P  O 0 1 N N N 39.097 -7.469  0.736  2.833  0.915  -7.779 OP1    YG 38 
YG OP2    O2P  O 0 1 N N N 37.108 -7.272  2.363  2.805  -1.422 -8.729 OP2    YG 39 
YG OP3    O3P  O 0 1 N Y N 36.937 -8.673  0.301  1.052  0.384  -9.487 OP3    YG 40 
YG H31    1H3  H 0 1 N N N 40.739 -14.730 3.585  -3.770 -1.478 -0.690 H31    YG 41 
YG H32    2H3  H 0 1 N N N 41.802 -16.084 3.061  -3.179 -0.156 -1.725 H32    YG 42 
YG H33    3H3  H 0 1 N N N 42.343 -15.040 4.339  -2.604 -1.819 -1.992 H33    YG 43 
YG H8     H8   H 0 1 N N N 40.264 -10.766 0.602  1.777  0.755  -2.656 H8     YG 44 
YG H101   1H10 H 0 0 N N N 47.972 -16.697 2.163  -3.452 -3.266 4.219  H101   YG 45 
YG H102   2H10 H 0 0 N N N 47.041 -16.645 3.683  -3.294 -1.699 5.048  H102   YG 46 
YG H103   3H10 H 0 0 N N N 46.509 -17.690 2.386  -4.600 -1.952 3.865  H103   YG 47 
YG H131   1H13 H 0 0 N N N 47.124 -13.314 0.067  0.442  -1.366 4.246  H131   YG 48 
YG H132   2H13 H 0 0 N N N 48.063 -14.169 1.191  -0.970 -1.995 5.126  H132   YG 49 
YG H141   1H14 H 0 0 N N N 46.666 -16.175 -0.472 -1.879 0.303  5.312  H141   YG 50 
YG H142   2H14 H 0 0 N N N 47.279 -14.978 -1.532 -0.466 0.933  4.432  H142   YG 51 
YG H15    H15  H 0 1 N N N 49.572 -15.291 -0.081 -0.384 -0.565 7.090  H15    YG 52 
YG H191   1H19 H 0 0 N N N 51.708 -18.939 -2.384 1.178  4.561  7.038  H191   YG 53 
YG H192   2H19 H 0 0 N N N 51.472 -17.367 -3.227 -0.573 4.259  7.127  H192   YG 54 
YG H193   3H19 H 0 0 N N N 51.857 -17.361 -1.534 0.483  3.772  8.474  H193   YG 55 
YG HN2    HN2  H 0 1 N N N 48.137 -17.910 0.469  1.766  0.292  5.288  HN2    YG 56 
YG H241   1H24 H 0 0 N N N 50.520 -19.627 3.952  5.364  -1.437 7.424  H241   YG 57 
YG H242   2H24 H 0 0 N N N 51.614 -18.550 3.019  4.338  -0.770 8.716  H242   YG 58 
YG H243   3H24 H 0 0 N N N 50.396 -17.836 4.031  3.976  -2.372 8.029  H243   YG 59 
YG "H1'"  H1*  H 0 1 N N N 39.696 -13.988 2.375  -1.625 -0.888 -3.229 "H1'"  YG 60 
YG "H2'"  H2*  H 0 1 N N N 41.161 -12.648 4.355  -1.103 2.080  -3.003 "H2'"  YG 61 
YG "HO2'" *HO2 H 0 0 N N N 39.667 -13.581 5.720  -3.388 2.048  -3.366 "HO2'" YG 62 
YG "H3'"  H3*  H 0 1 N N N 40.029 -10.449 4.047  -0.944 2.358  -5.292 "H3'"  YG 63 
YG "HO3'" *HO3 H 0 0 N Y N 38.527 -10.363 5.735  -3.234 2.309  -5.311 "HO3'" YG 64 
YG "H4'"  H4*  H 0 1 N N N 37.378 -12.043 3.833  -1.447 -0.570 -5.852 "H4'"  YG 65 
YG "H5'"  1H5* H 0 1 N N N 36.574 -10.332 2.418  -0.366 0.914  -7.530 "H5'"  YG 66 
YG "H5''" 2H5* H 0 0 N N N 37.149 -9.625  3.839  0.893  1.337  -6.346 "H5''" YG 67 
YG HOP2   2HOP H 0 0 N N N 36.800 -6.499  1.904  3.375  -1.113 -9.446 HOP2   YG 68 
YG HOP3   3HOP H 0 0 N N N 36.629 -7.900  -0.157 0.479  -0.344 -9.764 HOP3   YG 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 
YG N1    C2     SING Y N 1  
YG N1    C6     SING N N 2  
YG N1    C12    SING Y N 3  
YG N2    C2     DOUB Y N 4  
YG N2    C11    SING Y N 5  
YG C2    N3     SING N N 6  
YG N3    C3     SING N N 7  
YG N3    C4     SING N N 8  
YG C3    H31    SING N N 9  
YG C3    H32    SING N N 10 
YG C3    H33    SING N N 11 
YG C4    C5     DOUB Y N 12 
YG C4    N9     SING Y N 13 
YG C5    C6     SING N N 14 
YG C5    N7     SING Y N 15 
YG C6    O6     DOUB N N 16 
YG N7    C8     DOUB Y N 17 
YG C8    N9     SING Y N 18 
YG C8    H8     SING N N 19 
YG N9    "C1'"  SING N N 20 
YG C10   C11    SING N N 21 
YG C10   H101   SING N N 22 
YG C10   H102   SING N N 23 
YG C10   H103   SING N N 24 
YG C11   C12    DOUB Y N 25 
YG C12   C13    SING N N 26 
YG C13   C14    SING N N 27 
YG C13   H131   SING N N 28 
YG C13   H132   SING N N 29 
YG C14   C15    SING N N 30 
YG C14   H141   SING N N 31 
YG C14   H142   SING N N 32 
YG C15   C16    SING N N 33 
YG C15   N20    SING N N 34 
YG C15   H15    SING N N 35 
YG C16   O17    DOUB N N 36 
YG C16   O18    SING N N 37 
YG O18   C19    SING N N 38 
YG C19   H191   SING N N 39 
YG C19   H192   SING N N 40 
YG C19   H193   SING N N 41 
YG N20   C21    SING N N 42 
YG N20   HN2    SING N N 43 
YG C21   O22    DOUB N N 44 
YG C21   O23    SING N N 45 
YG O23   C24    SING N N 46 
YG C24   H241   SING N N 47 
YG C24   H242   SING N N 48 
YG C24   H243   SING N N 49 
YG "C1'" "C2'"  SING N N 50 
YG "C1'" "O4'"  SING N N 51 
YG "C1'" "H1'"  SING N N 52 
YG "C2'" "O2'"  SING N N 53 
YG "C2'" "C3'"  SING N N 54 
YG "C2'" "H2'"  SING N N 55 
YG "O2'" "HO2'" SING N N 56 
YG "C3'" "O3'"  SING N N 57 
YG "C3'" "C4'"  SING N N 58 
YG "C3'" "H3'"  SING N N 59 
YG "O3'" "HO3'" SING N N 60 
YG "C4'" "O4'"  SING N N 61 
YG "C4'" "C5'"  SING N N 62 
YG "C4'" "H4'"  SING N N 63 
YG "C5'" "O5'"  SING N N 64 
YG "C5'" "H5'"  SING N N 65 
YG "C5'" "H5''" SING N N 66 
YG "O5'" P      SING N N 67 
YG P     OP1    DOUB N N 68 
YG P     OP2    SING N N 69 
YG P     OP3    SING N N 70 
YG OP2   HOP2   SING N N 71 
YG OP3   HOP3   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 
YG 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" 
YG 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-/m1/s1/f/h24,33-34H" 
YG InChIKey         InChI                1.02b WOMRPCAFQVCGCI-TUXLGRKJDV 
YG 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" 
YG 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" 
YG 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" 
YG 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 
YG "SYSTEMATIC NAME" ACDLabs              10.04 "7-{(3R)-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"           
YG "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "methyl (2R)-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" 
# 
