data_OOP
# 
_chem_comp.id                                    OOP 
_chem_comp.name                                  "1-deoxy-1-[(4aR)-4a-[(2R)-1-hydroxy-5-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylidenepentan-2-yl]-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C23 H35 N4 O17 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-06-17 
_chem_comp.pdbx_modified_date                    2011-10-28 
_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                        732.462 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OOP 
_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        3B04 
_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 
OOP P      P      P 0 1 N N N 63.749 26.820 15.215 -9.480  -2.218 0.096  P      OOP 1  
OOP N1     N1     N 0 1 N N N 61.172 18.569 17.084 -1.933  2.908  0.090  N1     OOP 2  
OOP C2     C2     C 0 1 N N N 61.150 17.322 17.637 -1.855  4.187  -0.294 C2     OOP 3  
OOP O2     O2     O 0 1 N N N 61.439 17.227 18.858 -2.759  4.948  -0.003 O2     OOP 4  
OOP N3     N3     N 0 1 N N N 61.198 16.208 16.838 -0.807  4.656  -0.991 N3     OOP 5  
OOP C4     C4     C 0 1 N N N 60.982 16.325 15.500 0.295   3.904  -1.173 C4     OOP 6  
OOP O4     O4     O 0 1 N N N 61.093 15.360 14.730 1.210   4.331  -1.844 O4     OOP 7  
OOP N5     N5     N 0 1 N N N 60.863 17.701 13.560 0.942   1.560  -1.493 N5     OOP 8  
OOP C6     C6     C 0 1 Y N N 61.249 18.989 11.615 1.782   -0.714 -1.559 C6     OOP 9  
OOP C7     C7     C 0 1 Y N N 61.486 20.225 11.036 1.689   -2.033 -1.150 C7     OOP 10 
OOP C8     C8     C 0 1 Y N N 61.875 21.304 11.826 0.678   -2.424 -0.291 C8     OOP 11 
OOP C9     C9     C 0 1 Y N N 61.604 21.243 13.173 -0.251  -1.505 0.160  C9     OOP 12 
OOP PA     PA     P 0 1 N N N 55.250 13.901 14.082 6.312   -0.450 0.715  PA     OOP 13 
OOP PB     PB     P 0 1 N N N 56.117 11.293 14.674 7.787   -2.853 -0.198 PB     OOP 14 
OOP "C1'"  "C1'"  C 0 1 N N N 61.209 21.178 16.020 -2.296  0.302  0.936  "C1'"  OOP 15 
OOP C10    C10    C 0 1 N N N 61.174 18.683 15.721 -0.948  2.068  -0.078 C10    OOP 16 
OOP N10    N10    N 0 1 N N N 61.175 19.971 15.166 -1.118  0.751  0.190  N10    OOP 17 
OOP C11    C11    C 0 1 N N N 56.713 15.837 14.959 4.451   1.462  0.580  C11    OOP 18 
OOP O11    O11    O 0 1 N N N 56.406 14.476 15.031 5.320   0.539  -0.079 O11    OOP 19 
OOP C12    C12    C 0 1 N N N 57.581 16.089 13.728 3.650   2.243  -0.464 C12    OOP 20 
OOP C13    C13    C 0 1 N N R 58.944 17.905 15.062 1.327   2.630  0.662  C13    OOP 21 
OOP C14    C14    C 0 1 N N N 58.225 17.337 16.281 0.721   3.574  1.703  C14    OOP 22 
OOP C15    C15    C 0 1 N N N 57.806 18.419 13.034 2.992   4.405  0.461  C15    OOP 23 
OOP O15    O15    O 0 1 N N N 57.510 18.431 16.878 -0.499  3.017  2.197  O15    OOP 24 
OOP C16    C16    C 0 1 N N N 58.114 17.492 13.893 2.673   3.155  0.231  C16    OOP 25 
OOP O1A    O1A    O 0 1 N N N 54.020 13.598 14.947 7.421   0.416  1.496  O1A    OOP 26 
OOP O1B    O1B    O 0 1 N N N 54.829 10.577 14.361 8.603   -2.866 1.036  O1B    OOP 27 
OOP O1P    O1P    O 0 1 N N N 65.260 26.997 15.362 -9.289  -3.612 0.879  O1P    OOP 28 
OOP "C2'"  "C2'"  C 0 1 N N S 62.661 21.710 16.159 -3.430  -0.012 -0.042 "C2'"  OOP 29 
OOP "O2'"  "O2'"  O 0 1 N N N 63.512 20.747 16.848 -3.757  1.164  -0.786 "O2'"  OOP 30 
OOP O2A    O2A    O 0 1 N N N 55.127 14.636 12.763 5.536   -1.251 1.688  O2A    OOP 31 
OOP O2B    O2B    O 0 1 N N N 56.217 11.838 16.089 6.693   -4.032 -0.132 O2B    OOP 32 
OOP O2P    O2P    O 0 1 N N N 62.971 28.137 15.330 -10.417 -2.452 -1.193 O2P    OOP 33 
OOP "C3'"  "C3'"  C 0 1 N N S 62.746 23.067 16.901 -4.660  -0.480 0.738  "C3'"  OOP 34 
OOP "O3'"  "O3'"  O 0 1 N N N 62.451 22.807 18.263 -4.333  -1.656 1.481  "O3'"  OOP 35 
OOP O3A    O3A    O 0 1 N N N 55.974 12.522 13.656 7.039   -1.434 -0.332 O3A    OOP 36 
OOP O3B    O3B    O 0 1 N N N 57.327 10.583 14.122 8.742   -3.079 -1.475 O3B    OOP 37 
OOP O3P    O3P    O 0 1 N N N 63.339 26.024 14.028 -10.116 -1.230 0.995  O3P    OOP 38 
OOP "C4'"  "C4'"  C 0 1 N N R 61.747 24.123 16.413 -5.794  -0.794 -0.240 "C4'"  OOP 39 
OOP "O4'"  "O4'"  O 0 1 N N N 61.789 24.080 15.000 -6.121  0.381  -0.984 "O4'"  OOP 40 
OOP C4A    C4A    C 0 1 N N R 60.498 17.646 14.947 0.400   2.546  -0.552 C4A    OOP 41 
OOP "C5'"  "C5'"  C 0 1 N N N 62.052 25.574 16.875 -7.025  -1.263 0.539  "C5'"  OOP 42 
OOP "O5'"  "O5'"  O 0 1 N N N 63.419 25.961 16.547 -8.044  -1.667 -0.377 "O5'"  OOP 43 
OOP C5A    C5A    C 0 1 Y N N 61.132 18.890 13.001 0.860   0.211  -1.105 C5A    OOP 44 
OOP C7M    C7M    C 0 1 N N N 61.867 20.201 9.572  2.691   -3.045 -1.642 C7M    OOP 45 
OOP C8M    C8M    C 0 1 N N N 62.200 22.696 11.236 0.589   -3.861 0.156  C8M    OOP 46 
OOP C9A    C9A    C 0 1 Y N N 61.242 20.051 13.768 -0.169  -0.182 -0.246 C9A    OOP 47 
OOP HN3    HN3    H 0 1 N N N 61.391 15.312 17.238 -0.845  5.548  -1.370 HN3    OOP 48 
OOP HN5    HN5    H 0 1 N N N 61.693 17.151 13.465 1.337   1.824  -2.339 HN5    OOP 49 
OOP H6     H6     H 0 1 N N N 61.155 18.108 10.997 2.571   -0.409 -2.230 H6     OOP 50 
OOP H9     H9     H 0 1 N N N 61.675 22.138 13.773 -1.039  -1.817 0.829  H9     OOP 51 
OOP "H1'"  "H1'"  H 0 1 N N N 60.582 21.959 15.564 -2.046  -0.595 1.503  "H1'"  OOP 52 
OOP "H1'A" "H1'A" H 0 0 N N N 60.822 20.923 17.018 -2.614  1.089  1.621  "H1'A" OOP 53 
OOP H11    H11    H 0 1 N N N 55.784 16.421 14.881 3.766   0.917  1.230  H11    OOP 54 
OOP H11A   H11A   H 0 0 N N N 57.260 16.140 15.864 5.043   2.156  1.177  H11A   OOP 55 
OOP H12    H12    H 0 1 N N N 58.404 15.361 13.674 4.331   2.837  -1.074 H12    OOP 56 
OOP H12A   H12A   H 0 0 N N N 56.987 16.002 12.806 3.106   1.546  -1.101 H12A   OOP 57 
OOP H13    H13    H 0 1 N N N 59.003 19.001 15.139 1.447   1.638  1.097  H13    OOP 58 
OOP H14    H14    H 0 1 N N N 57.529 16.540 15.981 1.422   3.703  2.528  H14    OOP 59 
OOP H14A   H14A   H 0 0 N N N 58.949 16.916 16.994 0.519   4.541  1.242  H14A   OOP 60 
OOP H15    H15    H 0 1 N N N 58.149 19.432 13.186 2.292   5.059  0.959  H15    OOP 61 
OOP H15A   H15A   H 0 0 N N N 57.207 18.176 12.169 3.956   4.781  0.152  H15A   OOP 62 
OOP HO15   HO15   H 0 0 N N N 57.044 18.123 17.646 -0.939  3.563  2.862  HO15   OOP 63 
OOP HO1A   HO1A   H 0 0 N N N 53.241 13.936 14.521 7.968   0.967  0.920  HO1A   OOP 64 
OOP HO1P   HO1P   H 0 0 N N N 65.702 26.555 14.647 -8.876  -4.308 0.349  HO1P   OOP 65 
OOP "H2'"  "H2'"  H 0 1 N N N 63.016 21.862 15.129 -3.112  -0.798 -0.726 "H2'"  OOP 66 
OOP "HO2'" "HO2'" H 0 0 N N N 64.393 21.096 16.920 -4.048  1.907  -0.239 "HO2'" OOP 67 
OOP HO2B   HO2B   H 0 0 N N N 55.421 11.631 16.565 6.122   -4.083 -0.910 HO2B   OOP 68 
OOP HO2P   HO2P   H 0 0 N N N 62.357 28.207 14.609 -11.300 -2.785 -0.982 HO2P   OOP 69 
OOP "H3'"  "H3'"  H 0 1 N N N 63.752 23.475 16.721 -4.978  0.306  1.422  "H3'"  OOP 70 
OOP "HO3'" "HO3'" H 0 0 N N N 62.492 23.618 18.757 -4.042  -2.399 0.935  "HO3'" OOP 71 
OOP HO3B   HO3B   H 0 0 N N N 57.052 9.796  13.667 9.226   -3.916 -1.461 HO3B   OOP 72 
OOP "H4'"  "H4'"  H 0 1 N N N 60.764 23.882 16.843 -5.477  -1.581 -0.925 "H4'"  OOP 73 
OOP "HO4'" "HO4'" H 0 0 N N N 62.345 24.779 14.678 -6.413  1.124  -0.438 "HO4'" OOP 74 
OOP "H5'"  "H5'"  H 0 1 N N N 61.358 26.261 16.369 -6.753  -2.106 1.175  "H5'"  OOP 75 
OOP "H5'A" "H5'A" H 0 0 N N N 61.918 25.635 17.965 -7.395  -0.446 1.158  "H5'A" OOP 76 
OOP H7M    H7M    H 0 1 N N N 60.992 20.465 8.960  3.537   -3.082 -0.955 H7M    OOP 77 
OOP H7MA   H7MA   H 0 0 N N N 62.673 20.927 9.391  2.221   -4.027 -1.692 H7MA   OOP 78 
OOP H7MB   H7MB   H 0 0 N N N 62.214 19.193 9.300  3.041   -2.758 -2.634 H7MB   OOP 79 
OOP H8M    H8M    H 0 1 N N N 61.264 23.237 11.035 1.169   -3.994 1.069  H8M    OOP 80 
OOP H8MA   H8MA   H 0 0 N N N 62.806 23.267 11.955 -0.453  -4.118 0.347  H8MA   OOP 81 
OOP H8MB   H8MB   H 0 0 N N N 62.762 22.574 10.298 0.986   -4.509 -0.625 H8MB   OOP 82 
# 
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 
OOP P     O1P    SING N N 1  
OOP P     O2P    SING N N 2  
OOP P     O3P    DOUB N N 3  
OOP P     "O5'"  SING N N 4  
OOP N1    C2     SING N N 5  
OOP N1    C10    DOUB N N 6  
OOP C2    O2     DOUB N N 7  
OOP C2    N3     SING N N 8  
OOP N3    C4     SING N N 9  
OOP C4    O4     DOUB N N 10 
OOP C4    C4A    SING N N 11 
OOP N5    C4A    SING N N 12 
OOP N5    C5A    SING N N 13 
OOP C6    C7     DOUB Y N 14 
OOP C6    C5A    SING Y N 15 
OOP C7    C8     SING Y N 16 
OOP C7    C7M    SING N N 17 
OOP C8    C9     DOUB Y N 18 
OOP C8    C8M    SING N N 19 
OOP C9    C9A    SING Y N 20 
OOP PA    O11    SING N N 21 
OOP PA    O1A    SING N N 22 
OOP PA    O2A    DOUB N N 23 
OOP PA    O3A    SING N N 24 
OOP PB    O1B    DOUB N N 25 
OOP PB    O2B    SING N N 26 
OOP PB    O3A    SING N N 27 
OOP PB    O3B    SING N N 28 
OOP "C1'" N10    SING N N 29 
OOP "C1'" "C2'"  SING N N 30 
OOP C10   N10    SING N N 31 
OOP C10   C4A    SING N N 32 
OOP N10   C9A    SING N N 33 
OOP C11   O11    SING N N 34 
OOP C11   C12    SING N N 35 
OOP C12   C16    SING N N 36 
OOP C13   C14    SING N N 37 
OOP C13   C16    SING N N 38 
OOP C13   C4A    SING N N 39 
OOP C14   O15    SING N N 40 
OOP C15   C16    DOUB N N 41 
OOP "C2'" "O2'"  SING N N 42 
OOP "C2'" "C3'"  SING N N 43 
OOP "C3'" "O3'"  SING N N 44 
OOP "C3'" "C4'"  SING N N 45 
OOP "C4'" "O4'"  SING N N 46 
OOP "C4'" "C5'"  SING N N 47 
OOP "C5'" "O5'"  SING N N 48 
OOP C5A   C9A    DOUB Y N 49 
OOP N3    HN3    SING N N 50 
OOP N5    HN5    SING N N 51 
OOP C6    H6     SING N N 52 
OOP C9    H9     SING N N 53 
OOP "C1'" "H1'"  SING N N 54 
OOP "C1'" "H1'A" SING N N 55 
OOP C11   H11    SING N N 56 
OOP C11   H11A   SING N N 57 
OOP C12   H12    SING N N 58 
OOP C12   H12A   SING N N 59 
OOP C13   H13    SING N N 60 
OOP C14   H14    SING N N 61 
OOP C14   H14A   SING N N 62 
OOP C15   H15    SING N N 63 
OOP C15   H15A   SING N N 64 
OOP O15   HO15   SING N N 65 
OOP O1A   HO1A   SING N N 66 
OOP O1P   HO1P   SING N N 67 
OOP "C2'" "H2'"  SING N N 68 
OOP "O2'" "HO2'" SING N N 69 
OOP O2B   HO2B   SING N N 70 
OOP O2P   HO2P   SING N N 71 
OOP "C3'" "H3'"  SING N N 72 
OOP "O3'" "HO3'" SING N N 73 
OOP O3B   HO3B   SING N N 74 
OOP "C4'" "H4'"  SING N N 75 
OOP "O4'" "HO4'" SING N N 76 
OOP "C5'" "H5'"  SING N N 77 
OOP "C5'" "H5'A" SING N N 78 
OOP C7M   H7M    SING N N 79 
OOP C7M   H7MA   SING N N 80 
OOP C7M   H7MB   SING N N 81 
OOP C8M   H8M    SING N N 82 
OOP C8M   H8MA   SING N N 83 
OOP C8M   H8MB   SING N N 84 
# 
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 
OOP SMILES           ACDLabs              12.01 "O=P(O)(O)OCC(O)C(O)C(O)CN2C3=NC(=O)NC(=O)C3(Nc1cc(c(cc12)C)C)C(C(=C)/CCOP(=O)(O)OP(=O)(O)O)CO" 
OOP InChI            InChI                1.03  
;InChI=1S/C23H35N4O17P3/c1-11(4-5-42-47(40,41)44-46(37,38)39)14(9-28)23-20(24-22(33)25-21(23)32)27(16-7-13(3)12(2)6-15(16)26-23)8-17(29)19(31)18(30)10-43-45(34,35)36/h6-7,14,17-19,26,28-31H,1,4-5,8-10H2,2-3H3,(H,40,41)(H,25,32,33)(H2,34,35,36)(H2,37,38,39)/t14-,17+,18-,19+,23-/m1/s1
;
OOP InChIKey         InChI                1.03  KSKIGIXASYOSHG-TUUFUFLPSA-N 
OOP SMILES_CANONICAL CACTVS               3.370 "Cc1cc2N[C@@]3([C@H](CO)C(=C)CCO[P](O)(=O)O[P](O)(O)=O)C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO[P](O)(O)=O)c2cc1C" 
OOP SMILES           CACTVS               3.370 "Cc1cc2N[C]3([CH](CO)C(=C)CCO[P](O)(=O)O[P](O)(O)=O)C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO[P](O)(O)=O)c2cc1C" 
OOP SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)[C@@]3(N2)[C@H](CO)C(=C)CCO[P@](=O)(O)OP(=O)(O)O)C[C@@H]([C@@H]([C@@H](COP(=O)(O)O)O)O)O" 
OOP SMILES           "OpenEye OEToolkits" 1.7.2 "Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3(N2)C(CO)C(=C)CCOP(=O)(O)OP(=O)(O)O)CC(C(C(COP(=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 
OOP "SYSTEMATIC NAME" ACDLabs              12.01 "1-deoxy-1-[(4aR)-4a-[(2R)-1-hydroxy-5-{[(S)-hydroxy(phosphonooxy)phosphoryl]oxy}-3-methylidenepentan-2-yl]-7,8-dimethyl-2,4-dioxo-3,4,4a,5-tetrahydrobenzo[g]pteridin-10(2H)-yl]-5-O-phosphono-D-ribitol" 
OOP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "[(4R)-4-[(4aR)-7,8-dimethyl-2,4-bis(oxidanylidene)-10-[(2S,3S,4R)-2,3,4-tris(oxidanyl)-5-phosphonooxy-pentyl]-5H-benzo[g]pteridin-4a-yl]-3-methylidene-5-oxidanyl-pentyl] phosphono hydrogen 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 
OOP "Create component" 2011-06-17 PDBJ 
# 
