data_R
# 
_chem_comp.id                                    R 
_chem_comp.name                                  
;2'-DEOXY-N6-(R)STYRENE OXIDE ADENOSINE MONOPHOSPHATE
;
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C18 H22 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               DA 
_chem_comp.pdbx_synonyms                         ? 
_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                        451.370 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     R 
_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        1AGZ 
_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 
R P      P     P 0 1 N N N -7.385 6.222  17.887 1.704  -0.285 -6.588 P      R 1  
R OP1    O1P   O 0 1 N N N -8.825 6.378  17.576 2.750  0.448  -5.841 OP1    R 2  
R OP2    O2P   O 0 1 N N N -6.757 7.083  18.913 2.333  -1.629 -7.212 OP2    R 3  
R OP3    O3P   O 0 1 N Y N -6.552 6.371  16.520 1.139  0.644  -7.775 OP3    R 4  
R "O5'"  O5*   O 0 1 N N N -7.116 4.688  18.282 0.501  -0.669 -5.589 "O5'"  R 5  
R "C5'"  C5*   C 0 1 N N N -7.734 3.631  17.542 -0.012 0.558  -5.070 "C5'"  R 6  
R "C4'"  C4*   C 0 1 N N R -7.417 2.271  18.150 -1.165 0.262  -4.108 "C4'"  R 7  
R "O4'"  O4*   O 0 1 N N N -6.021 1.922  18.011 -0.689 -0.442 -2.939 "O4'"  R 8  
R "C3'"  C3*   C 0 1 N N S -7.737 2.270  19.634 -1.743 1.578  -3.528 "C3'"  R 9  
R "O3'"  O3*   O 0 1 N N N -8.956 1.555  19.878 -2.736 2.126  -4.398 "O3'"  R 10 
R "C2'"  C2*   C 0 1 N N N -6.536 1.623  20.300 -2.377 1.097  -2.200 "C2'"  R 11 
R "C1'"  C1*   C 0 1 N N R -5.633 1.163  19.170 -1.661 -0.234 -1.901 "C1'"  R 12 
R N9     N9    N 0 1 Y N N -4.201 1.350  19.496 -0.992 -0.159 -0.600 N9     R 13 
R C8     C8    C 0 1 Y N N -3.475 2.485  19.633 0.281  0.266  -0.371 C8     R 14 
R N7     N7    N 0 1 Y N N -2.219 2.359  19.901 0.550  0.203  0.899  N7     R 15 
R C5     C5    C 0 1 Y N N -2.072 0.968  19.954 -0.533 -0.260 1.567  C5     R 16 
R C6     C6    C 0 1 Y N N -0.968 0.130  20.202 -0.820 -0.537 2.914  C6     R 17 
R N6     N6    N 0 1 N N N 0.299  0.594  20.434 0.128  -0.323 3.899  N6     R 18 
R N1     N1    N 0 1 Y N N -1.208 -1.219 20.179 -2.025 -1.005 3.222  N1     R 19 
R C2     C2    C 0 1 Y N N -2.431 -1.685 19.929 -2.936 -1.213 2.289  C2     R 20 
R N3     N3    N 0 1 Y N N -3.525 -0.979 19.685 -2.710 -0.973 1.015  N3     R 21 
R C4     C4    C 0 1 Y N N -3.277 0.348  19.710 -1.534 -0.503 0.612  C4     R 22 
R CA     CA    C 0 1 N N R 0.605  2.062  20.404 -0.190 -0.613 5.299  CA     R 23 
R CB     CB    C 0 1 N N N 1.164  2.511  21.753 0.179  -2.063 5.617  CB     R 24 
R OB     OB    O 0 1 N N N 1.790  1.414  22.395 1.577  -2.258 5.397  OB     R 25 
R CJ     CJ    C 0 1 Y N N 1.624  2.338  19.321 0.592  0.312  6.194  CJ     R 26 
R CO     CO    C 0 1 Y N N 2.850  1.661  19.309 0.074  0.691  7.418  CO     R 27 
R "CO'"  "CO'" C 0 1 Y N N 1.339  3.281  18.331 1.830  0.777  5.794  "CO'"  R 28 
R CM     CM    C 0 1 Y N N 3.786  1.927  18.301 0.792  1.540  8.240  CM     R 29 
R "CM'"  "CM'" C 0 1 Y N N 2.273  3.546  17.324 2.546  1.630  6.613  "CM'"  R 30 
R CP     CP    C 0 1 Y N N 3.495  2.867  17.307 2.028  2.010  7.837  CP     R 31 
R HOP2   2HOP  H 0 0 N N N -5.833 6.983  19.112 3.047  -1.355 -7.803 HOP2   R 32 
R HOP3   3HOP  H 0 0 N N N -5.628 6.271  16.719 0.462  0.130  -8.235 HOP3   R 33 
R "H5'"  1H5*  H 0 1 N N N -7.381 3.656  16.510 -0.374 1.176  -5.891 "H5'"  R 34 
R "H5''" 2H5*  H 0 0 N N N -8.815 3.778  17.552 0.777  1.087  -4.538 "H5''" R 35 
R "H4'"  H4*   H 0 1 N N N -8.023 1.513  17.656 -1.944 -0.311 -4.609 "H4'"  R 36 
R "H3'"  H3*   H 0 1 N N N -7.830 3.302  19.987 -0.950 2.302  -3.341 "H3'"  R 37 
R "HO3'" *HO3  H 0 0 N Y N -9.156 1.554  20.806 -3.120 2.886  -3.940 "HO3'" R 38 
R "H2'"  1H2*  H 0 1 N N N -6.017 2.358  20.917 -3.448 0.935  -2.325 "H2'"  R 39 
R "H2''" 2H2*  H 0 0 N N N -6.844 0.774  20.910 -2.189 1.818  -1.405 "H2''" R 40 
R "H1'"  H1*   H 0 1 N N N -5.822 0.105  18.981 -2.383 -1.051 -1.900 "H1'"  R 41 
R H8     H8    H 0 1 N N N -3.936 3.466  19.527 0.967  0.605  -1.134 H8     R 42 
R H6     H6    H 0 1 N N N 1.044  -0.063 20.610 1.005  0.018  3.662  H6     R 43 
R H2     H2    H 0 1 N N N -2.544 -2.769 19.925 -3.903 -1.594 2.583  H2     R 44 
R HA     HA    H 0 1 N N N -0.295 2.614  20.192 -1.257 -0.465 5.467  HA     R 45 
R HB1    1HB   H 0 1 N N N 0.357  2.891  22.366 -0.387 -2.733 4.969  HB1    R 46 
R HB2    2HB   H 0 1 N N N 1.891  3.290  21.600 -0.058 -2.279 6.659  HB2    R 47 
R HB     HB    H 0 1 N N N 1.296  0.618  22.167 1.767  -3.182 5.608  HB     R 48 
R HO     HO    H 0 1 N N N 3.073  0.932  20.075 -0.891 0.325  7.733  HO     R 49 
R "HO'"  "HO'" H 0 1 N N N 0.395  3.805  18.343 2.236  0.480  4.838  "HO'"  R 50 
R HM     HM    H 0 1 N N N 4.731  1.403  18.290 0.386  1.837  9.196  HM     R 51 
R "HM'"  "HM'" H 0 1 N N N 2.047  4.271  16.556 3.512  1.997  6.299  "HM'"  R 52 
R HP     HP    H 0 1 N N N 4.217  3.072  16.530 2.588  2.674  8.478  HP     R 53 
# 
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 
R P     OP1    DOUB N N 1  
R P     OP2    SING N N 2  
R P     OP3    SING N N 3  
R P     "O5'"  SING N N 4  
R OP2   HOP2   SING N N 5  
R OP3   HOP3   SING N N 6  
R "O5'" "C5'"  SING N N 7  
R "C5'" "C4'"  SING N N 8  
R "C5'" "H5'"  SING N N 9  
R "C5'" "H5''" SING N N 10 
R "C4'" "O4'"  SING N N 11 
R "C4'" "C3'"  SING N N 12 
R "C4'" "H4'"  SING N N 13 
R "O4'" "C1'"  SING N N 14 
R "C3'" "O3'"  SING N N 15 
R "C3'" "C2'"  SING N N 16 
R "C3'" "H3'"  SING N N 17 
R "O3'" "HO3'" SING N N 18 
R "C2'" "C1'"  SING N N 19 
R "C2'" "H2'"  SING N N 20 
R "C2'" "H2''" SING N N 21 
R "C1'" N9     SING N N 22 
R "C1'" "H1'"  SING N N 23 
R N9    C8     SING Y N 24 
R N9    C4     SING Y N 25 
R C8    N7     DOUB Y N 26 
R C8    H8     SING N N 27 
R N7    C5     SING Y N 28 
R C5    C6     SING Y N 29 
R C5    C4     DOUB Y N 30 
R C6    N6     SING N N 31 
R C6    N1     DOUB Y N 32 
R N6    CA     SING N N 33 
R N6    H6     SING N N 34 
R N1    C2     SING Y N 35 
R C2    N3     DOUB Y N 36 
R C2    H2     SING N N 37 
R N3    C4     SING Y N 38 
R CA    CB     SING N N 39 
R CA    CJ     SING N N 40 
R CA    HA     SING N N 41 
R CB    OB     SING N N 42 
R CB    HB1    SING N N 43 
R CB    HB2    SING N N 44 
R OB    HB     SING N N 45 
R CJ    CO     DOUB Y N 46 
R CJ    "CO'"  SING Y N 47 
R CO    CM     SING Y N 48 
R CO    HO     SING N N 49 
R "CO'" "CM'"  DOUB Y N 50 
R "CO'" "HO'"  SING N N 51 
R CM    CP     DOUB Y N 52 
R CM    HM     SING N N 53 
R "CM'" CP     SING Y N 54 
R "CM'" "HM'"  SING N N 55 
R CP    HP     SING N N 56 
# 
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 
R SMILES           ACDLabs              10.04 "O=P(O)(O)OCC4OC(n2cnc1c(ncnc12)NC(c3ccccc3)CO)CC4O" 
R InChI            InChI                1.02b 
"InChI=1/C18H22N5O7P/c24-7-12(11-4-2-1-3-5-11)22-17-16-18(20-9-19-17)23(10-21-16)15-6-13(25)14(30-15)8-29-31(26,27)28/h1-5,9-10,12-15,24-25H,6-8H2,(H,19,20,22)(H2,26,27,28)/t12-,13-,14+,15+/m0/s1/f/h22,26-27H" 
R InChIKey         InChI                1.02b GPBCZRLFTIFYIP-LXZFGDRZDI 
R SMILES_CANONICAL CACTVS               3.341 "OC[C@H](Nc1ncnc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO[P](O)(O)=O)O3)c4ccccc4" 
R SMILES           CACTVS               3.341 "OC[CH](Nc1ncnc2n(cnc12)[CH]3C[CH](O)[CH](CO[P](O)(O)=O)O3)c4ccccc4" 
R SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)[C@H](CO)Nc2c3c(ncn2)n(cn3)[C@H]4C[C@@H]([C@H](O4)COP(=O)(O)O)O" 
R SMILES           "OpenEye OEToolkits" 1.5.0 "c1ccc(cc1)C(CO)Nc2c3c(ncn2)n(cn3)C4CC(C(O4)COP(=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 
R "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-N-[(1R)-2-hydroxy-1-phenylethyl]adenosine 5'-(dihydrogen phosphate)
;
R "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-3-hydroxy-5-[6-[[(1R)-2-hydroxy-1-phenyl-ethyl]amino]purin-9-yl]oxolan-2-yl]methyl dihydrogen phosphate" 
# 
