data_3NZ
# 
_chem_comp.id                                    3NZ 
_chem_comp.name                                  "3'-deoxy-3'-[(O-methyl-L-tyrosyl)amino]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C20 H25 N7 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2014-05-14 
_chem_comp.pdbx_modified_date                    2014-05-23 
_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                        443.456 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3NZ 
_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        4QBK 
_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 
3NZ O     O     O 0 1 N N N -2.029  10.619 9.916  1.668  -2.782 1.286  O     3NZ 1  
3NZ C     C     C 0 1 N N N -2.547  11.309 10.749 1.663  -1.593 1.046  C     3NZ 2  
3NZ CA    CA    C 0 1 N N S -1.707  11.027 12.021 2.957  -0.821 1.031  CA    3NZ 3  
3NZ CB    CB    C 0 1 N N N -1.311  9.553  12.223 3.421  -0.630 -0.414 CB    3NZ 4  
3NZ CG    CG    C 0 1 Y N N -2.367  8.520  11.918 4.647  0.246  -0.436 CG    3NZ 5  
3NZ CD2   CD2   C 0 1 Y N N -3.709  8.845  11.794 5.904  -0.325 -0.352 CD2   3NZ 6  
3NZ CE2   CE2   C 0 1 Y N N -4.638  7.856  11.518 7.030  0.476  -0.372 CE2   3NZ 7  
3NZ CZ    CZ    C 0 1 Y N N -4.240  6.543  11.359 6.898  1.853  -0.477 CZ    3NZ 8  
3NZ OM    OM    O 0 1 N N N -5.181  5.597  11.071 8.004  2.642  -0.492 OM    3NZ 9  
3NZ CMZ   CMZ   C 0 1 N N N -6.227  5.869  10.123 9.271  1.987  -0.401 CMZ   3NZ 10 
3NZ CE1   CE1   C 0 1 Y N N -2.898  6.215  11.470 5.636  2.422  -0.562 CE1   3NZ 11 
3NZ CD1   CD1   C 0 1 Y N N -1.961  7.207  11.752 4.514  1.617  -0.547 CD1   3NZ 12 
3NZ N     N     N 0 1 N N N -2.202  11.491 13.291 3.979  -1.565 1.779  N     3NZ 13 
3NZ "N3'" "N3'" N 0 1 N N N -3.701  12.146 10.667 0.500  -0.964 0.785  "N3'" 3NZ 14 
3NZ "C3'" "C3'" C 0 1 N N S -4.859  12.420 9.741  -0.758 -1.715 0.793  "C3'" 3NZ 15 
3NZ "C4'" "C4'" C 0 1 N N S -5.008  11.660 8.402  -1.038 -2.312 -0.599 "C4'" 3NZ 16 
3NZ "C5'" "C5'" C 0 1 N N N -5.578  10.253 8.547  -1.120 -3.837 -0.504 "C5'" 3NZ 17 
3NZ "O5'" "O5'" O 0 1 N N N -6.955  10.296 8.939  -1.264 -4.389 -1.815 "O5'" 3NZ 18 
3NZ "C2'" "C2'" C 0 1 N N R -5.136  13.887 9.280  -1.954 -0.767 1.051  "C2'" 3NZ 19 
3NZ "O2'" "O2'" O 0 1 N N N -4.087  14.812 9.571  -1.519 0.448  1.664  "O2'" 3NZ 20 
3NZ "C1'" "C1'" C 0 1 N N R -5.261  13.763 7.758  -2.476 -0.506 -0.385 "C1'" 3NZ 21 
3NZ "O4'" "O4'" O 0 1 N N N -5.859  12.487 7.577  -2.297 -1.782 -1.046 "O4'" 3NZ 22 
3NZ N9    N9    N 0 1 Y N N -5.918  14.895 7.067  -3.891 -0.127 -0.359 N9    3NZ 23 
3NZ C8    C8    C 0 1 Y N N -5.325  15.884 6.326  -4.954 -0.965 -0.528 C8    3NZ 24 
3NZ N7    N7    N 0 1 Y N N -6.282  16.712 5.855  -6.066 -0.294 -0.444 N7    3NZ 25 
3NZ C5    C5    C 0 1 Y N N -7.464  16.281 6.265  -5.789 1.012  -0.217 C5    3NZ 26 
3NZ C4    C4    C 0 1 Y N N -7.194  15.072 7.063  -4.390 1.134  -0.154 C4    3NZ 27 
3NZ C6    C6    C 0 1 Y N N -8.885  16.658 6.176  -6.564 2.171  -0.042 C6    3NZ 28 
3NZ N6    N6    N 0 1 N N N -9.391  17.740 5.498  -7.946 2.112  -0.087 N6    3NZ 29 
3NZ N1    N1    N 0 1 Y N N -9.768  15.875 6.807  -5.940 3.325  0.169  N1    3NZ 30 
3NZ C2    C2    C 0 1 Y N N -9.433  14.801 7.508  -4.622 3.391  0.215  C2    3NZ 31 
3NZ N3    N3    N 0 1 Y N N -8.179  14.390 7.646  -3.855 2.331  0.063  N3    3NZ 32 
3NZ H1    H1    H 0 1 N N N -0.757  11.556 11.854 2.804  0.153  1.496  H1    3NZ 33 
3NZ H2    H2    H 0 1 N N N -1.017  9.428  13.276 3.659  -1.600 -0.851 H2    3NZ 34 
3NZ H3    H3    H 0 1 N N N -0.447  9.348  11.574 2.626  -0.157 -0.991 H3    3NZ 35 
3NZ H4    H4    H 0 1 N N N -4.030  9.869  11.913 6.005  -1.397 -0.270 H4    3NZ 36 
3NZ H5    H5    H 0 1 N N N -5.683  8.114  11.426 8.011  0.030  -0.305 H5    3NZ 37 
3NZ H6    H6    H 0 1 N N N -6.878  4.987  10.032 9.324  1.427  0.533  H6    3NZ 38 
3NZ H7    H7    H 0 1 N N N -6.820  6.728  10.468 9.388  1.304  -1.242 H7    3NZ 39 
3NZ H8    H8    H 0 1 N N N -5.783  6.100  9.143  10.067 2.731  -0.424 H8    3NZ 40 
3NZ H9    H9    H 0 1 N N N -2.579  5.192  11.338 5.532  3.494  -0.643 H9    3NZ 41 
3NZ H10   H10   H 0 1 N N N -0.916  6.951  11.841 3.531  2.060  -0.613 H10   3NZ 42 
3NZ H11   H11   H 0 1 N N N -1.558  11.238 14.013 3.726  -1.649 2.752  H11   3NZ 43 
3NZ H12   H12   H 0 1 N N N -2.301  12.486 13.267 4.139  -2.473 1.368  H12   3NZ 44 
3NZ H14   H14   H 0 1 N N N -3.759  12.733 11.475 0.495  -0.013 0.593  H14   3NZ 45 
3NZ H15   H15   H 0 1 N N N -5.754  12.141 10.317 -0.726 -2.502 1.547  H15   3NZ 46 
3NZ H16   H16   H 0 1 N N N -4.013  11.584 7.940  -0.246 -2.026 -1.291 H16   3NZ 47 
3NZ H17   H17   H 0 1 N N N -5.494  9.730  7.583  -0.209 -4.222 -0.046 H17   3NZ 48 
3NZ H18   H18   H 0 1 N N N -5.003  9.709  9.311  -1.980 -4.118 0.104  H18   3NZ 49 
3NZ H19   H19   H 0 1 N N N -7.289  9.410  9.023  -1.322 -5.354 -1.831 H19   3NZ 50 
3NZ H20   H20   H 0 1 N N N -6.093  14.226 9.704  -2.715 -1.257 1.658  H20   3NZ 51 
3NZ H21   H21   H 0 1 N N N -3.995  14.901 10.512 -2.233 1.075  1.845  H21   3NZ 52 
3NZ H22   H22   H 0 1 N N N -4.234  13.706 7.369  -1.883 0.266  -0.875 H22   3NZ 53 
3NZ H23   H23   H 0 1 N N N -4.265  15.985 6.148  -4.883 -2.027 -0.706 H23   3NZ 54 
3NZ H24   H24   H 0 1 N N N -10.386 17.760 5.596  -8.390 1.263  -0.242 H24   3NZ 55 
3NZ H25   H25   H 0 1 N N N -9.002  18.581 5.875  -8.470 2.919  0.035  H25   3NZ 56 
3NZ H26   H26   H 0 1 N N N -10.217 14.235 7.989  -4.155 4.349  0.388  H26   3NZ 57 
# 
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 
3NZ N6    C6    SING N N 1  
3NZ N7    C5    SING Y N 2  
3NZ N7    C8    DOUB Y N 3  
3NZ C6    C5    DOUB Y N 4  
3NZ C6    N1    SING Y N 5  
3NZ C5    C4    SING Y N 6  
3NZ C8    N9    SING Y N 7  
3NZ N1    C2    DOUB Y N 8  
3NZ C4    N9    SING Y N 9  
3NZ C4    N3    DOUB Y N 10 
3NZ N9    "C1'" SING N N 11 
3NZ C2    N3    SING Y N 12 
3NZ "O4'" "C1'" SING N N 13 
3NZ "O4'" "C4'" SING N N 14 
3NZ "C1'" "C2'" SING N N 15 
3NZ "C4'" "C5'" SING N N 16 
3NZ "C4'" "C3'" SING N N 17 
3NZ "C5'" "O5'" SING N N 18 
3NZ "C2'" "O2'" SING N N 19 
3NZ "C2'" "C3'" SING N N 20 
3NZ "C3'" "N3'" SING N N 21 
3NZ O     C     DOUB N N 22 
3NZ CMZ   OM    SING N N 23 
3NZ "N3'" C     SING N N 24 
3NZ C     CA    SING N N 25 
3NZ OM    CZ    SING N N 26 
3NZ CZ    CE1   DOUB Y N 27 
3NZ CZ    CE2   SING Y N 28 
3NZ CE1   CD1   SING Y N 29 
3NZ CE2   CD2   DOUB Y N 30 
3NZ CD1   CG    DOUB Y N 31 
3NZ CD2   CG    SING Y N 32 
3NZ CG    CB    SING N N 33 
3NZ CA    CB    SING N N 34 
3NZ CA    N     SING N N 35 
3NZ CA    H1    SING N N 36 
3NZ CB    H2    SING N N 37 
3NZ CB    H3    SING N N 38 
3NZ CD2   H4    SING N N 39 
3NZ CE2   H5    SING N N 40 
3NZ CMZ   H6    SING N N 41 
3NZ CMZ   H7    SING N N 42 
3NZ CMZ   H8    SING N N 43 
3NZ CE1   H9    SING N N 44 
3NZ CD1   H10   SING N N 45 
3NZ N     H11   SING N N 46 
3NZ N     H12   SING N N 47 
3NZ "N3'" H14   SING N N 48 
3NZ "C3'" H15   SING N N 49 
3NZ "C4'" H16   SING N N 50 
3NZ "C5'" H17   SING N N 51 
3NZ "C5'" H18   SING N N 52 
3NZ "O5'" H19   SING N N 53 
3NZ "C2'" H20   SING N N 54 
3NZ "O2'" H21   SING N N 55 
3NZ "C1'" H22   SING N N 56 
3NZ C8    H23   SING N N 57 
3NZ N6    H24   SING N N 58 
3NZ N6    H25   SING N N 59 
3NZ C2    H26   SING N N 60 
# 
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 
3NZ SMILES           ACDLabs              12.01 "O=C(NC3C(OC(n2cnc1c(ncnc12)N)C3O)CO)C(N)Cc4ccc(OC)cc4" 
3NZ InChI            InChI                1.03  
"InChI=1S/C20H25N7O5/c1-31-11-4-2-10(3-5-11)6-12(21)19(30)26-14-13(7-28)32-20(16(14)29)27-9-25-15-17(22)23-8-24-18(15)27/h2-5,8-9,12-14,16,20,28-29H,6-7,21H2,1H3,(H,26,30)(H2,22,23,24)/t12-,13+,14+,16+,20+/m0/s1" 
3NZ InChIKey         InChI                1.03  FEUXXQHFLIJGOX-GJIZYBQMSA-N 
3NZ SMILES_CANONICAL CACTVS               3.385 "COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)n3cnc4c(N)ncnc34)cc1" 
3NZ SMILES           CACTVS               3.385 "COc1ccc(C[CH](N)C(=O)N[CH]2[CH](O)[CH](O[CH]2CO)n3cnc4c(N)ncnc34)cc1" 
3NZ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)C[C@@H](C(=O)N[C@@H]2[C@H](O[C@H]([C@@H]2O)n3cnc4c3ncnc4N)CO)N" 
3NZ SMILES           "OpenEye OEToolkits" 1.7.6 "COc1ccc(cc1)CC(C(=O)NC2C(OC(C2O)n3cnc4c3ncnc4N)CO)N" 
# 
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 
3NZ "SYSTEMATIC NAME" ACDLabs              12.01 "3'-deoxy-3'-[(O-methyl-L-tyrosyl)amino]adenosine"                                                                              
3NZ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S)-N-[(2S,3S,4R,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)-4-oxidanyl-oxolan-3-yl]-2-azanyl-3-(4-methoxyphenyl)propanamide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
3NZ "Create component"   2014-05-14 PDBJ 
3NZ "Other modification" 2014-05-28 RCSB 
# 
