data_OAD
# 
_chem_comp.id                                    OAD 
_chem_comp.name                                  
;2'-O-ACETYL ADENOSINE-5-DIPHOSPHORIBOSE
;
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C17 H25 N5 O15 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2002-06-28 
_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                        601.352 
_chem_comp.one_letter_code                       N 
_chem_comp.three_letter_code                     OAD 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1M2N 
_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 
OAD PA     PA   P 0 1 N N S -1.318 49.780 42.103 -0.097 -2.308 -0.020 PA     OAD 1  
OAD O1A    O1A  O 0 1 N N N -2.072 49.858 43.419 0.041  -3.907 -0.151 O1A    OAD 2  
OAD O2A    O2A  O 0 1 N N N -2.203 50.460 41.004 -0.132 -1.703 -1.370 O2A    OAD 3  
OAD "O5'"  O5*  O 0 1 N N N -1.044 48.256 41.627 -1.456 -1.949 0.765  "O5'"  OAD 4  
OAD "C5'"  C5*  C 0 1 N N N -0.307 47.428 42.389 -2.537 -2.384 -0.062 "C5'"  OAD 5  
OAD "C4'"  C4*  C 0 1 N N R -0.204 46.097 41.721 -3.866 -2.070 0.629  "C4'"  OAD 6  
OAD "O4'"  O4*  O 0 1 N N N 0.510  45.315 42.495 -4.050 -0.647 0.711  "O4'"  OAD 7  
OAD "C3'"  C3*  C 0 1 N N S -1.463 45.408 41.506 -5.034 -2.641 -0.198 "C3'"  OAD 8  
OAD "O3'"  O3*  O 0 1 N N N -1.577 45.299 40.127 -5.780 -3.591 0.566  "O3'"  OAD 9  
OAD "C2'"  C2*  C 0 1 N N R -1.384 44.135 42.276 -5.907 -1.399 -0.522 "C2'"  OAD 10 
OAD "O2'"  O2*  O 0 1 N N N -1.977 42.974 41.835 -7.297 -1.709 -0.401 "O2'"  OAD 11 
OAD "C1'"  C1*  C 0 1 N N R 0.048  44.055 42.524 -5.466 -0.397 0.576  "C1'"  OAD 12 
OAD N9     N9   N 0 1 Y N N 0.402  43.569 43.778 -5.708 0.982  0.146  N9     OAD 13 
OAD C8     C8   C 0 1 Y N N -0.180 43.555 45.096 -4.830 1.785  -0.521 C8     OAD 14 
OAD N7     N7   N 0 1 Y N N 0.565  42.948 46.009 -5.372 2.947  -0.744 N7     OAD 15 
OAD C5     C5   C 0 1 Y N N 1.639  42.537 45.395 -6.628 2.964  -0.237 C5     OAD 16 
OAD C6     C6   C 0 1 Y N N 2.829  41.805 45.859 -7.659 3.917  -0.180 C6     OAD 17 
OAD N6     N6   N 0 1 N N N 2.979  41.408 47.171 -7.490 5.175  -0.732 N6     OAD 18 
OAD N1     N1   N 0 1 Y N N 3.856  41.512 44.867 -8.799 3.583  0.415  N1     OAD 19 
OAD C2     C2   C 0 1 Y N N 3.740  41.909 43.478 -8.969 2.385  0.944  C2     OAD 20 
OAD N3     N3   N 0 1 Y N N 2.567  42.612 43.084 -8.032 1.461  0.915  N3     OAD 21 
OAD C4     C4   C 0 1 Y N N 1.549  42.912 44.033 -6.860 1.702  0.336  C4     OAD 22 
OAD O3A    O3A  O 0 1 N N N 0.093  50.492 42.245 1.164  -1.726 0.795  O3A    OAD 23 
OAD PB     PB   P 0 1 N N R 0.871  51.054 40.968 2.389  -1.633 -0.245 PB     OAD 24 
OAD O1B    O1B  O 0 1 N N N 0.756  50.147 39.708 2.968  -3.109 -0.524 O1B    OAD 25 
OAD O2B    O2B  O 0 1 N N N 2.416  51.186 41.091 1.913  -1.041 -1.515 O2B    OAD 26 
OAD O2D    RO2* O 0 1 N N N 0.916  57.532 42.138 8.071  2.211  0.036  O2D    OAD 27 
OAD O5D    RO5* O 0 1 N N N 0.156  52.508 40.762 3.551  -0.709 0.376  O5D    OAD 28 
OAD C5D    RC5* C 0 1 N N N 0.538  53.307 39.771 4.552  -0.569 -0.635 C5D    OAD 29 
OAD C4D    RC4* C 0 1 N N R 0.632  54.760 40.132 5.692  0.304  -0.107 C4D    OAD 30 
OAD O4D    RO4* O 0 1 N N N -0.513 55.472 40.099 6.378  -0.366 0.962  O4D    OAD 31 
OAD C3D    RC3* C 0 1 N N R 1.204  55.107 41.511 6.766  0.517  -1.210 C3D    OAD 32 
OAD O3D    RO3* O 0 1 N N N 2.468  55.477 41.387 6.438  1.633  -2.040 O3D    OAD 33 
OAD C2D    RC2* C 0 1 N N R 0.378  56.255 41.949 8.019  0.810  -0.340 C2D    OAD 34 
OAD C1D    RC1* C 0 1 N N S -0.725 56.152 41.163 7.781  -0.083 0.896  C1D    OAD 35 
OAD O1D    RO1* O 0 1 N N N -1.182 57.366 40.625 8.194  0.606  2.078  O1D    OAD 36 
OAD C6D    RC6* C 0 1 N N N 0.741  58.332 43.255 9.252  2.795  0.289  C6D    OAD 37 
OAD O6D    RO6* O 0 1 N N N 1.288  58.148 44.469 10.273 2.155  0.202  O6D    OAD 38 
OAD C7D    RC7* C 0 1 N N N -0.156 59.550 43.095 9.306  4.250  0.679  C7D    OAD 39 
OAD HOA2   2HOA H 0 0 N N N -1.731 50.411 40.181 ?      ?      ?      HOA2   OAD 40 
OAD "H5'1" 1H5* H 0 0 N N N -0.702 47.348 43.429 -2.495 -1.865 -1.019 "H5'1" OAD 41 
OAD "H5'2" 2H5* H 0 0 N N N 0.693  47.857 42.631 -2.459 -3.458 -0.227 "H5'2" OAD 42 
OAD "H'4"  4H*  H 0 1 N N N 0.238  46.299 40.718 -3.874 -2.503 1.630  "H'4"  OAD 43 
OAD "H'3"  3H*  H 0 1 N N N -2.388 45.914 41.869 -4.664 -3.097 -1.116 "H'3"  OAD 44 
OAD "HO'3" 3HO* H 0 0 N N N -2.401 44.848 39.986 -6.529 -3.864 0.018  "HO'3" OAD 45 
OAD "H'2"  2H*  H 0 1 N N N -2.052 44.194 43.167 -5.681 -1.012 -1.515 "H'2"  OAD 46 
OAD "HO'2" 2HO* H 0 0 N N N -1.927 42.162 42.326 -7.506 -2.333 -1.109 "HO'2" OAD 47 
OAD "H'1"  1H*  H 0 1 N N N 0.464  43.360 41.758 -5.983 -0.602 1.513  "H'1"  OAD 48 
OAD H8     H8   H 0 1 N N N -1.150 43.989 45.392 -3.833 1.499  -0.819 H8     OAD 49 
OAD H61    1H6  H 0 1 N N N 2.158  40.859 47.425 -6.653 5.407  -1.164 H61    OAD 50 
OAD H62    2H6  H 0 1 N N N 3.804  40.901 47.493 -8.209 5.825  -0.687 H62    OAD 51 
OAD H2     H2   H 0 1 N N N 4.526  41.682 42.738 -9.912 2.155  1.418  H2     OAD 52 
OAD HOB2   2HOB H 0 0 N N N 2.879  51.520 40.332 ?      ?      ?      HOB2   OAD 53 
OAD H5R1   1H5R H 0 0 N N N -0.129 53.172 38.888 4.114  -0.100 -1.517 H5R1   OAD 54 
OAD H5R2   2H5R H 0 0 N N N 1.504  52.953 39.341 4.940  -1.552 -0.901 H5R2   OAD 55 
OAD "HR'4" 4HR* H 0 0 N N N 1.331  55.038 39.309 5.305  1.264  0.235  "HR'4" OAD 56 
OAD "HR'3" 3HR* H 0 0 N N N 1.179  54.254 42.229 6.902  -0.386 -1.806 "HR'3" OAD 57 
OAD HOR3   3HOR H 0 0 N N N 2.823  55.692 42.242 7.142  1.708  -2.699 HOR3   OAD 58 
OAD "HR'2" 2HR* H 0 0 N N N 0.185  56.163 43.043 8.930  0.516  -0.861 "HR'2" OAD 59 
OAD "HR'1" 1HR* H 0 0 N N N -1.453 55.695 41.873 8.341  -1.012 0.795  "HR'1" OAD 60 
OAD HOR1   1HOR H 0 0 N N N -1.339 57.871 41.414 8.027  0.010  2.822  HOR1   OAD 61 
OAD H7R1   1H7R H 0 0 N N N -1.151 59.232 42.705 10.343 4.544  0.843  H7R1   OAD 62 
OAD H7R2   2H7R H 0 0 N N N -0.297 60.194 43.994 8.877  4.856  -0.118 H7R2   OAD 63 
OAD H7R3   3H7R H 0 0 N N N 0.209  60.172 42.245 8.736  4.401  1.596  H7R3   OAD 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 
OAD PA    O1A    DOUB N N 1  
OAD PA    O2A    SING N N 2  
OAD PA    "O5'"  SING N N 3  
OAD PA    O3A    SING N N 4  
OAD O2A   HOA2   SING N N 5  
OAD "O5'" "C5'"  SING N N 6  
OAD "C5'" "C4'"  SING N N 7  
OAD "C5'" "H5'1" SING N N 8  
OAD "C5'" "H5'2" SING N N 9  
OAD "C4'" "O4'"  SING N N 10 
OAD "C4'" "C3'"  SING N N 11 
OAD "C4'" "H'4"  SING N N 12 
OAD "O4'" "C1'"  SING N N 13 
OAD "C3'" "O3'"  SING N N 14 
OAD "C3'" "C2'"  SING N N 15 
OAD "C3'" "H'3"  SING N N 16 
OAD "O3'" "HO'3" SING N N 17 
OAD "C2'" "O2'"  SING N N 18 
OAD "C2'" "C1'"  SING N N 19 
OAD "C2'" "H'2"  SING N N 20 
OAD "O2'" "HO'2" SING N N 21 
OAD "C1'" N9     SING N N 22 
OAD "C1'" "H'1"  SING N N 23 
OAD N9    C8     SING Y N 24 
OAD N9    C4     SING Y N 25 
OAD C8    N7     DOUB Y N 26 
OAD C8    H8     SING N N 27 
OAD N7    C5     SING Y N 28 
OAD C5    C6     DOUB Y N 29 
OAD C5    C4     SING Y N 30 
OAD C6    N6     SING N N 31 
OAD C6    N1     SING Y N 32 
OAD N6    H61    SING N N 33 
OAD N6    H62    SING N N 34 
OAD N1    C2     DOUB Y N 35 
OAD C2    N3     SING Y N 36 
OAD C2    H2     SING N N 37 
OAD N3    C4     DOUB Y N 38 
OAD O3A   PB     SING N N 39 
OAD PB    O1B    DOUB N N 40 
OAD PB    O2B    SING N N 41 
OAD PB    O5D    SING N N 42 
OAD O2B   HOB2   SING N N 43 
OAD O2D   C2D    SING N N 44 
OAD O2D   C6D    SING N N 45 
OAD O5D   C5D    SING N N 46 
OAD C5D   C4D    SING N N 47 
OAD C5D   H5R1   SING N N 48 
OAD C5D   H5R2   SING N N 49 
OAD C4D   O4D    SING N N 50 
OAD C4D   C3D    SING N N 51 
OAD C4D   "HR'4" SING N N 52 
OAD O4D   C1D    SING N N 53 
OAD C3D   O3D    SING N N 54 
OAD C3D   C2D    SING N N 55 
OAD C3D   "HR'3" SING N N 56 
OAD O3D   HOR3   SING N N 57 
OAD C2D   C1D    SING N N 58 
OAD C2D   "HR'2" SING N N 59 
OAD C1D   O1D    SING N N 60 
OAD C1D   "HR'1" SING N N 61 
OAD O1D   HOR1   SING N N 62 
OAD C6D   O6D    DOUB N N 63 
OAD C6D   C7D    SING N N 64 
OAD C7D   H7R1   SING N N 65 
OAD C7D   H7R2   SING N N 66 
OAD C7D   H7R3   SING N N 67 
# 
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 
OAD SMILES           ACDLabs              10.04 "O=C(OC1C(O)C(OC1O)COP(=O)(O)OP(=O)(O)OCC4OC(n2c3ncnc(N)c3nc2)C(O)C4O)C" 
OAD InChI            InChI                1.02b 
;InChI=1/C17H25N5O15P2/c1-6(23)34-13-11(25)8(36-17(13)27)3-33-39(30,31)37-38(28,29)32-2-7-10(24)12(26)16(35-7)22-5-21-9-14(18)19-4-20-15(9)22/h4-5,7-8,10-13,16-17,24-27H,2-3H2,1H3,(H,28,29)(H,30,31)(H2,18,19,20)/t7-,8-,10-,11-,12-,13-,16-,17+/m1/s1/f/h28,30H,18H2
;
OAD InChIKey         InChI                1.02b BFNOPXRXIQJDHO-FIQMFZPKDI 
OAD SMILES_CANONICAL CACTVS               3.341 "CC(=O)O[C@H]1[C@@H](O)O[C@H](CO[P@](O)(=O)O[P@](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4c(N)ncnc34)[C@H]1O" 
OAD SMILES           CACTVS               3.341 "CC(=O)O[CH]1[CH](O)O[CH](CO[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4c(N)ncnc34)[CH]1O" 
OAD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)O[C@@H]1[C@@H]([C@H](O[C@@H]1O)CO[P@@](=O)(O)O[P@@](=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3ncnc4N)O)O)O" 
OAD SMILES           "OpenEye OEToolkits" 1.5.0 "CC(=O)OC1C(C(OC1O)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3ncnc4N)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 
OAD "SYSTEMATIC NAME" ACDLabs              10.04 
"(2S,3R,4R,5R)-5-({[(R)-{[(S)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-2,4-dihydroxytetrahydrofuran-3-yl acetate (non-preferred name)" 
OAD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3R,4R,5R)-5-[[[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxymethyl]-2,4-dihydroxy-oxolan-3-yl] ethanoate" 
# 
