data_PU
# 
_chem_comp.id                                    PU 
_chem_comp.name                                  "PUROMYCIN-N-AMINOPHOSPHONIC ACID" 
_chem_comp.type                                  "RNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C22 H30 N7 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-08-02 
_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                        551.489 
_chem_comp.one_letter_code                       A 
_chem_comp.three_letter_code                     PU 
_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        1FFZ 
_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 
PU P      P    P 0 1 N N N 72.764 117.658 99.420  0.507  2.285  4.270   P      PU 1  
PU OP1    O1P  O 0 1 N N N 72.997 119.126 99.345  0.214  3.394  5.205   OP1    PU 2  
PU OP2    O2P  O 0 1 N N N 72.050 116.980 98.292  1.494  1.230  4.981   OP2    PU 3  
PU OP3    O3P  O 0 1 N Y N 74.131 117.050 99.988  1.211  2.870  2.946   OP3    PU 4  
PU N      N    N 0 1 N N N 71.879 117.470 100.624 -0.927 1.513  3.848   N      PU 5  
PU CA     CA   C 0 1 N N S 71.975 118.481 101.603 -0.568 0.429  2.924   CA     PU 6  
PU C      C    C 0 1 N N N 73.171 118.420 102.635 -1.262 0.644  1.604   C      PU 7  
PU O      O    O 0 1 N N N 74.314 118.079 102.233 -2.335 1.207  1.567   O      PU 8  
PU CB     CB   C 0 1 N N N 70.686 118.046 102.441 -1.004 -0.911 3.517   CB     PU 9  
PU CG     CG   C 0 1 Y N N 69.327 118.368 101.655 -0.310 -1.125 4.838   CG     PU 10 
PU CD1    CD1  C 0 1 Y N N 68.377 119.340 101.982 -0.898 -0.679 6.007   CD1    PU 11 
PU CD2    CD2  C 0 1 Y N N 68.886 117.564 100.595 0.913  -1.767 4.878   CD2    PU 12 
PU CE1    CE1  C 0 1 Y N N 66.968 119.570 101.147 -0.264 -0.875 7.219   CE1    PU 13 
PU CE2    CE2  C 0 1 Y N N 67.499 117.795 99.791  1.553  -1.960 6.087   CE2    PU 14 
PU CZ     CZ   C 0 1 Y N N 66.655 118.767 100.239 0.963  -1.519 7.262   CZ     PU 15 
PU OC     OC   O 0 1 N N N 65.553 118.758 99.529  1.588  -1.712 8.453   OC     PU 16 
PU CM     CM   C 0 1 N N N 64.509 119.774 99.922  2.813  -2.392 8.170   CM     PU 17 
PU "O5'"  O5*  O 0 1 N N N 73.788 116.268 105.850 -4.469 -1.699 -1.237  "O5'"  PU 18 
PU "C5'"  C5*  C 0 1 N N N 73.056 117.144 106.749 -3.688 -0.577 -0.821  "C5'"  PU 19 
PU "C4'"  C4*  C 0 1 N N S 73.262 118.578 106.335 -2.222 -0.813 -1.186  "C4'"  PU 20 
PU "O4'"  O4*  O 0 1 N N N 74.154 119.253 107.252 -2.075 -0.948 -2.619  "O4'"  PU 21 
PU "C3'"  C3*  C 0 1 N N S 73.854 118.765 104.963 -1.364 0.418  -0.820  "C3'"  PU 22 
PU "N3'"  N3*  N 0 1 N N N 72.862 118.728 103.883 -0.689 0.209  0.463   "N3'"  PU 23 
PU "C2'"  C2*  C 0 1 N N R 74.494 120.136 105.081 -0.331 0.514  -1.964  "C2'"  PU 24 
PU "O2'"  O2*  O 0 1 N N N 73.149 120.556 104.921 0.996  0.377  -1.454  "O2'"  PU 25 
PU "C1'"  C1*  C 0 1 N N R 74.972 120.157 106.549 -0.684 -0.671 -2.889  "C1'"  PU 26 
PU N9     N9   N 0 1 Y N N 76.345 119.795 106.884 -0.500 -0.295 -4.293  N9     PU 27 
PU C8     C8   C 0 1 Y N N 76.847 118.513 106.839 -1.441 0.257  -5.110  C8     PU 28 
PU N7     N7   N 0 1 Y N N 78.103 118.420 107.203 -0.938 0.463  -6.293  N7     PU 29 
PU C5     C5   C 0 1 Y N N 78.447 119.732 107.551 0.354  0.057  -6.309  C5     PU 30 
PU C6     C6   C 0 1 Y N N 79.624 120.308 108.012 1.370  0.035  -7.280  C6     PU 31 
PU N6     N6   N 0 1 N N N 80.742 119.629 108.251 1.137  0.506  -8.560  N6     PU 32 
PU C9     C9   C 0 1 N N N 80.794 118.193 107.992 2.392  0.339  -9.306  C9     PU 33 
PU C10    C10  C 0 1 N N N 81.945 120.240 108.723 0.158  -0.402 -9.172  C10    PU 34 
PU N1     N1   N 0 1 Y N N 79.650 121.653 108.251 2.560  -0.447 -6.939  N1     PU 35 
PU C2     C2   C 0 1 Y N N 78.513 122.336 108.029 2.792  -0.899 -5.720  C2     PU 36 
PU C4     C4   C 0 1 Y N N 77.363 120.573 107.368 0.652  -0.428 -5.025  C4     PU 37 
PU N3     N3   N 0 1 Y N N 77.345 121.912 107.595 1.871  -0.898 -4.779  N3     PU 38 
PU HOP2   2HOP H 0 0 N N N 71.901 116.042 98.339  2.302  1.711  5.207   HOP2   PU 39 
PU HOP3   3HOP H 0 0 N N N 73.982 116.112 100.035 1.385  2.117  2.365   HOP3   PU 40 
PU HN1    1HN  H 0 1 N N N 72.048 116.556 101.045 -1.469 2.179  3.317   HN1    PU 41 
PU HA     HA   H 0 1 N N N 72.090 119.484 101.131 0.510  0.425  2.771   HA     PU 42 
PU HB1    1HB  H 0 1 N N N 70.738 116.972 102.737 -0.737 -1.715 2.832   HB1    PU 43 
PU HB2    2HB  H 0 1 N N N 70.686 118.508 103.455 -2.083 -0.907 3.670   HB2    PU 44 
PU HD1    HD1  H 0 1 N N N 68.725 119.903 102.864 -1.854 -0.178 5.973   HD1    PU 45 
PU HD2    HD2  H 0 1 N N N 69.618 116.763 100.396 1.370  -2.115 3.964   HD2    PU 46 
PU HE1    HE1  H 0 1 N N N 66.166 120.325 101.200 -0.724 -0.526 8.132   HE1    PU 47 
PU HE2    HE2  H 0 1 N N N 67.113 117.268 98.901  2.509  -2.462 6.118   HE2    PU 48 
PU HM1    1HM  H 0 1 N N N 63.571 119.766 99.318  3.352  -2.570 9.101   HM1    PU 49 
PU HM2    2HM  H 0 1 N N N 64.263 119.666 101.004 2.596  -3.346 7.688   HM2    PU 50 
PU HM3    3HM  H 0 1 N N N 64.954 120.796 99.918  3.424  -1.780 7.507   HM3    PU 51 
PU "HO5'" H5T  H 0 0 N Y N 73.658 115.363 106.111 -5.385 -1.510 -0.988  "HO5'" PU 52 
PU "H5'"  1H5* H 0 1 N N N 71.975 116.875 106.811 -3.778 -0.451 0.257   "H5'"  PU 53 
PU "H5''" 2H5* H 0 0 N N N 73.325 116.971 107.817 -4.048 0.321  -1.323  "H5''" PU 54 
PU "H4'"  H4*  H 0 1 N N N 72.231 119.004 106.337 -1.843 -1.701 -0.681  "H4'"  PU 55 
PU "H3'"  H3*  H 0 1 N N N 74.558 117.945 104.688 -1.980 1.316  -0.785  "H3'"  PU 56 
PU "HN'3" 3HN* H 0 0 N N N 71.871 118.934 104.010 0.168  -0.240 0.493   "HN'3" PU 57 
PU "H2'"  H2*  H 0 1 N N N 75.318 120.597 104.489 -0.438 1.459  -2.497  "H2'"  PU 58 
PU "HO2'" *HO2 H 0 0 N N N 73.549 121.414 104.994 1.595  0.445  -2.210  "HO2'" PU 59 
PU "H1'"  H1*  H 0 1 N N N 74.911 121.238 106.814 -0.070 -1.538 -2.646  "H1'"  PU 60 
PU H8     H8   H 0 1 N N N 76.279 117.618 106.531 -2.455 0.489  -4.820  H8     PU 61 
PU H91    1H9  H 0 1 N N N 81.731 117.623 108.192 2.258  0.697  -10.327 H91    PU 62 
PU H92    2H9  H 0 1 N N N 79.959 117.704 108.546 3.182  0.911  -8.820  H92    PU 63 
PU H93    3H9  H 0 1 N N N 80.492 118.014 106.933 2.666  -0.715 -9.324  H93    PU 64 
PU H101   1H10 H 0 0 N N N 82.882 119.670 108.923 -0.058 -0.071 -10.187 H101   PU 65 
PU H102   2H10 H 0 0 N N N 82.200 121.061 108.013 0.567  -1.412 -9.198  H102   PU 66 
PU H103   3H10 H 0 0 N N N 81.690 120.798 109.654 -0.759 -0.397 -8.584  H103   PU 67 
PU H2     H2   H 0 1 N N N 78.543 123.418 108.236 3.773  -1.283 -5.485  H2     PU 68 
# 
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 
PU P     OP1    DOUB N N 1  
PU P     OP2    SING N N 2  
PU P     OP3    SING N N 3  
PU P     N      SING N N 4  
PU OP2   HOP2   SING N N 5  
PU OP3   HOP3   SING N N 6  
PU N     CA     SING N N 7  
PU N     HN1    SING N N 8  
PU CA    C      SING N N 9  
PU CA    CB     SING N N 10 
PU CA    HA     SING N N 11 
PU C     O      DOUB N N 12 
PU C     "N3'"  SING N N 13 
PU CB    CG     SING N N 14 
PU CB    HB1    SING N N 15 
PU CB    HB2    SING N N 16 
PU CG    CD1    DOUB Y N 17 
PU CG    CD2    SING Y N 18 
PU CD1   CE1    SING Y N 19 
PU CD1   HD1    SING N N 20 
PU CD2   CE2    DOUB Y N 21 
PU CD2   HD2    SING N N 22 
PU CE1   CZ     DOUB Y N 23 
PU CE1   HE1    SING N N 24 
PU CE2   CZ     SING Y N 25 
PU CE2   HE2    SING N N 26 
PU CZ    OC     SING N N 27 
PU OC    CM     SING N N 28 
PU CM    HM1    SING N N 29 
PU CM    HM2    SING N N 30 
PU CM    HM3    SING N N 31 
PU "O5'" "C5'"  SING N N 32 
PU "O5'" "HO5'" SING N N 33 
PU "C5'" "C4'"  SING N N 34 
PU "C5'" "H5'"  SING N N 35 
PU "C5'" "H5''" SING N N 36 
PU "C4'" "O4'"  SING N N 37 
PU "C4'" "C3'"  SING N N 38 
PU "C4'" "H4'"  SING N N 39 
PU "O4'" "C1'"  SING N N 40 
PU "C3'" "N3'"  SING N N 41 
PU "C3'" "C2'"  SING N N 42 
PU "C3'" "H3'"  SING N N 43 
PU "N3'" "HN'3" SING N N 44 
PU "C2'" "O2'"  SING N N 45 
PU "C2'" "C1'"  SING N N 46 
PU "C2'" "H2'"  SING N N 47 
PU "O2'" "HO2'" SING N N 48 
PU "C1'" N9     SING N N 49 
PU "C1'" "H1'"  SING N N 50 
PU N9    C8     SING Y N 51 
PU N9    C4     SING Y N 52 
PU C8    N7     DOUB Y N 53 
PU C8    H8     SING N N 54 
PU N7    C5     SING Y N 55 
PU C5    C6     DOUB Y N 56 
PU C5    C4     SING Y N 57 
PU C6    N6     SING N N 58 
PU C6    N1     SING Y N 59 
PU N6    C9     SING N N 60 
PU N6    C10    SING N N 61 
PU C9    H91    SING N N 62 
PU C9    H92    SING N N 63 
PU C9    H93    SING N N 64 
PU C10   H101   SING N N 65 
PU C10   H102   SING N N 66 
PU C10   H103   SING N N 67 
PU N1    C2     DOUB Y N 68 
PU C2    N3     SING Y N 69 
PU C2    H2     SING N N 70 
PU C4    N3     DOUB Y N 71 
# 
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 
PU SMILES           ACDLabs              10.04 "O=P(O)(O)NC(C(=O)NC3C(OC(n2cnc1c2ncnc1N(C)C)C3O)CO)Cc4ccc(OC)cc4" 
PU InChI            InChI                1.02b 
"InChI=1/C22H30N7O8P/c1-28(2)19-17-20(24-10-23-19)29(11-25-17)22-18(31)16(15(9-30)37-22)26-21(32)14(27-38(33,34)35)8-12-4-6-13(36-3)7-5-12/h4-7,10-11,14-16,18,22,30-31H,8-9H2,1-3H3,(H,26,32)(H3,27,33,34,35)/t14-,15+,16+,18+,22+/m0/s1/f/h26-27,33-34H" 
PU InChIKey         InChI                1.02b FHDMBNGCWMYGNF-HZSYUAOUDV 
PU SMILES_CANONICAL CACTVS               3.341 "COc1ccc(C[C@H](N[P](O)(O)=O)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO)n3cnc4c(ncnc34)N(C)C)cc1" 
PU SMILES           CACTVS               3.341 "COc1ccc(C[CH](N[P](O)(O)=O)C(=O)N[CH]2[CH](O)[CH](O[CH]2CO)n3cnc4c(ncnc34)N(C)C)cc1" 
PU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)NC(=O)[C@H](Cc4ccc(cc4)OC)NP(=O)(O)O)O" 
PU SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)C3C(C(C(O3)CO)NC(=O)C(Cc4ccc(cc4)OC)NP(=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 
PU "SYSTEMATIC NAME" ACDLabs              10.04 "3'-deoxy-N,N-dimethyl-3'-[(O-methyl-N-phosphono-L-tyrosyl)amino]adenosine"                                                                                        
PU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2S)-1-[[(2S,3S,4R,5R)-5-(6-dimethylaminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]amino]-3-(4-methoxyphenyl)-1-oxo-propan-2-yl]amino]phosphonic acid" 
# 
