data_PPU
# 
_chem_comp.id                                    PPU 
_chem_comp.name                                  "PUROMYCIN-5'-MONOPHOSPHATE" 
_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                     2000-07-31 
_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                     PPU 
_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        1FG0 
_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 
PPU P      P    P 0 1 N N N 73.240 115.864 107.069 -5.287 -0.198 -0.192 P      PPU 1  
PPU OP1    O1P  O 0 1 N N N 72.028 115.645 107.899 -5.460 1.127  -0.826 OP1    PPU 2  
PPU OP2    O2P  O 0 1 N N N 73.888 114.709 106.410 -6.451 -1.190 -0.694 OP2    PPU 3  
PPU OP3    O3P  O 0 1 N Y N 73.919 116.778 107.762 -5.369 -0.042 1.408  OP3    PPU 4  
PPU N      N    N 0 1 N N N 71.715 116.941 100.542 2.379  1.704  3.727  N      PPU 5  
PPU CA     CA   C 0 1 N N S 71.306 117.810 101.704 1.320  0.752  3.365  CA     PPU 6  
PPU C      C    C 0 1 N N N 72.137 117.530 102.914 0.712  1.155  2.046  C      PPU 7  
PPU O      O    O 0 1 N N N 72.521 116.441 103.266 0.681  2.324  1.724  O      PPU 8  
PPU CB     CB   C 0 1 N N N 69.745 117.744 101.936 0.238  0.756  4.447  CB     PPU 9  
PPU CG     CG   C 0 1 Y N N 69.003 118.051 100.655 0.846  0.354  5.766  CG     PPU 10 
PPU CD1    CD1  C 0 1 Y N N 68.042 119.076 100.531 1.368  1.318  6.608  CD1    PPU 11 
PPU CD2    CD2  C 0 1 Y N N 69.306 117.321 99.498  0.882  -0.979 6.131  CD2    PPU 12 
PPU CE1    CE1  C 0 1 Y N N 67.418 119.340 99.314  1.925  0.951  7.818  CE1    PPU 13 
PPU CE2    CE2  C 0 1 Y N N 68.678 117.611 98.259  1.443  -1.351 7.337  CE2    PPU 14 
PPU CZ     CZ   C 0 1 Y N N 67.758 118.596 98.148  1.962  -0.385 8.187  CZ     PPU 15 
PPU OC     OC   O 0 1 N N N 67.097 118.962 97.021  2.510  -0.748 9.377  OC     PPU 16 
PPU CM     CM   C 0 1 N N N 67.353 118.222 95.838  2.399  -2.170 9.466  CM     PPU 17 
PPU "O5'"  O5*  O 0 1 N N N 73.351 116.043 106.386 -3.852 -0.805 -0.599 "O5'"  PPU 18 
PPU "C5'"  C5*  C 0 1 N N N 72.240 116.792 105.940 -2.866 0.114  -0.128 "C5'"  PPU 19 
PPU "C4'"  C4*  C 0 1 N N S 72.534 118.252 105.891 -1.472 -0.405 -0.485 "C4'"  PPU 20 
PPU "O4'"  O4*  O 0 1 N N N 73.296 118.613 107.077 -1.327 -0.514 -1.920 "O4'"  PPU 21 
PPU "C3'"  C3*  C 0 1 N N S 73.435 118.700 104.734 -0.386 0.607  -0.058 "C3'"  PPU 22 
PPU "N3'"  N3*  N 0 1 N N N 72.417 118.765 103.652 0.203  0.216  1.223  "N3'"  PPU 23 
PPU "C2'"  C2*  C 0 1 N N R 74.095 119.944 105.320 0.667  0.531  -1.185 "C2'"  PPU 24 
PPU "O2'"  O2*  O 0 1 N N N 73.280 121.093 105.227 1.927  0.103  -0.665 "O2'"  PPU 25 
PPU "C1'"  C1*  C 0 1 N N R 74.223 119.635 106.776 0.096  -0.520 -2.162 "C1'"  PPU 26 
PPU N9     N9   N 0 1 Y N N 75.581 119.163 107.151 0.382  -0.137 -3.547 N9     PPU 27 
PPU C8     C8   C 0 1 Y N N 76.016 117.882 107.221 -0.408 0.627  -4.352 C8     PPU 28 
PPU N7     N7   N 0 1 Y N N 77.235 117.740 107.545 0.150  0.769  -5.519 N7     PPU 29 
PPU C5     C5   C 0 1 Y N N 77.675 119.045 107.731 1.332  0.106  -5.537 C5     PPU 30 
PPU C6     C6   C 0 1 Y N N 78.937 119.525 108.099 2.341  -0.088 -6.494 C6     PPU 31 
PPU N6     N6   N 0 1 N N N 80.003 118.787 108.350 2.236  0.467  -7.757 N6     PPU 32 
PPU C9     C9   C 0 1 N N N 79.975 117.339 108.275 3.444  0.073  -8.494 C9     PPU 33 
PPU C10    C10  C 0 1 N N N 81.273 119.388 108.731 1.104  -0.195 -8.417 C10    PPU 34 
PPU N1     N1   N 0 1 Y N N 78.964 120.898 108.189 3.399  -0.820 -6.159 N1     PPU 35 
PPU C2     C2   C 0 1 Y N N 77.886 121.675 107.941 3.508  -1.354 -4.957 C2     PPU 36 
PPU C4     C4   C 0 1 Y N N 76.663 119.941 107.500 1.497  -0.479 -4.270 C4     PPU 37 
PPU N3     N3   N 0 1 Y N N 76.698 121.301 107.582 2.588  -1.198 -4.028 N3     PPU 38 
PPU HOP2   2HOP H 0 0 N N N 74.663 114.849 105.879 -7.292 -0.791 -0.431 HOP2   PPU 39 
PPU HOP3   3HOP H 0 0 N N N 74.694 116.918 107.231 -5.251 -0.926 1.781  HOP3   PPU 40 
PPU HN1    1HN  H 0 1 N N N 71.147 117.132 99.716  1.942  2.611  3.795  HN1    PPU 41 
PPU HN2    2HN  H 0 1 N N N 71.693 115.951 100.789 2.683  1.458  4.657  HN2    PPU 42 
PPU HA     HA   H 0 1 N N N 71.519 118.876 101.458 1.744  -0.247 3.279  HA     PPU 43 
PPU HB1    1HB  H 0 1 N N N 69.432 116.766 102.371 -0.546 0.050  4.178  HB1    PPU 44 
PPU HB2    2HB  H 0 1 N N N 69.422 118.409 102.770 -0.185 1.756  4.533  HB2    PPU 45 
PPU HD1    HD1  H 0 1 N N N 67.771 119.687 101.408 1.339  2.358  6.321  HD1    PPU 46 
PPU HD2    HD2  H 0 1 N N N 70.048 116.507 99.563  0.474  -1.730 5.471  HD2    PPU 47 
PPU HE1    HE1  H 0 1 N N N 66.656 120.136 99.273  2.332  1.705  8.476  HE1    PPU 48 
PPU HE2    HE2  H 0 1 N N N 68.915 117.046 97.341  1.470  -2.392 7.622  HE2    PPU 49 
PPU HM1    1HM  H 0 1 N N N 66.809 118.522 94.911  2.827  -2.509 10.408 HM1    PPU 50 
PPU HM2    2HM  H 0 1 N N N 68.449 118.218 95.636  1.348  -2.455 9.420  HM2    PPU 51 
PPU HM3    3HM  H 0 1 N N N 67.172 117.139 96.035  2.936  -2.629 8.636  HM3    PPU 52 
PPU "H5'"  1H5* H 0 1 N N N 71.870 116.420 104.955 -2.950 0.215  0.953  "H5'"  PPU 53 
PPU "H5''" 2H5* H 0 0 N N N 71.336 116.581 106.558 -3.022 1.086  -0.597 "H5''" PPU 54 
PPU "H4'"  H4*  H 0 1 N N N 71.533 118.733 105.788 -1.295 -1.371 -0.012 "H4'"  PPU 55 
PPU "H3'"  H3*  H 0 1 N N N 74.291 118.121 104.314 -0.805 1.611  0.006  "H3'"  PPU 56 
PPU "HN'3" 3HN* H 0 0 N N N 71.926 119.629 103.423 0.228  -0.718 1.481  "HN'3" PPU 57 
PPU "H2'"  H2*  H 0 1 N N N 75.046 120.158 104.780 0.767  1.497  -1.680 "H2'"  PPU 58 
PPU "HO2'" *HO2 H 0 0 N N N 73.691 121.867 105.592 2.542  0.074  -1.410 "HO2'" PPU 59 
PPU "H1'"  H1*  H 0 1 N N N 74.029 120.572 107.347 0.513  -1.504 -1.947 "H1'"  PPU 60 
PPU H8     H8   H 0 1 N N N 75.400 116.988 107.021 -1.358 1.052  -4.065 H8     PPU 61 
PPU H91    1H9  H 0 1 N N N 80.875 116.715 108.486 3.408  0.489  -9.501 H91    PPU 62 
PPU H92    2H9  H 0 1 N N N 79.152 116.981 108.936 4.325  0.451  -7.976 H92    PPU 63 
PPU H93    3H9  H 0 1 N N N 79.600 117.059 107.262 3.496  -1.014 -8.552 H93    PPU 64 
PPU H101   1H10 H 0 0 N N N 82.173 118.764 108.942 0.980  0.211  -9.421 H101   PPU 65 
PPU H102   2H10 H 0 0 N N N 81.548 120.132 107.948 1.296  -1.266 -8.480 H102   PPU 66 
PPU H103   3H10 H 0 0 N N N 81.091 120.040 109.616 0.195  -0.022 -7.841 H103   PPU 67 
PPU H2     H2   H 0 1 N N N 77.990 122.768 108.046 4.384  -1.942 -4.727 H2     PPU 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 
PPU P     OP1    DOUB N N 1  
PPU P     OP2    SING N N 2  
PPU P     OP3    SING N N 3  
PPU P     "O5'"  SING N N 4  
PPU OP2   HOP2   SING N N 5  
PPU OP3   HOP3   SING N N 6  
PPU N     CA     SING N N 7  
PPU N     HN1    SING N N 8  
PPU N     HN2    SING N N 9  
PPU CA    C      SING N N 10 
PPU CA    CB     SING N N 11 
PPU CA    HA     SING N N 12 
PPU C     O      DOUB N N 13 
PPU C     "N3'"  SING N N 14 
PPU CB    CG     SING N N 15 
PPU CB    HB1    SING N N 16 
PPU CB    HB2    SING N N 17 
PPU CG    CD1    DOUB Y N 18 
PPU CG    CD2    SING Y N 19 
PPU CD1   CE1    SING Y N 20 
PPU CD1   HD1    SING N N 21 
PPU CD2   CE2    DOUB Y N 22 
PPU CD2   HD2    SING N N 23 
PPU CE1   CZ     DOUB Y N 24 
PPU CE1   HE1    SING N N 25 
PPU CE2   CZ     SING Y N 26 
PPU CE2   HE2    SING N N 27 
PPU CZ    OC     SING N N 28 
PPU OC    CM     SING N N 29 
PPU CM    HM1    SING N N 30 
PPU CM    HM2    SING N N 31 
PPU CM    HM3    SING N N 32 
PPU "O5'" "C5'"  SING N N 33 
PPU "C5'" "C4'"  SING N N 34 
PPU "C5'" "H5'"  SING N N 35 
PPU "C5'" "H5''" SING N N 36 
PPU "C4'" "O4'"  SING N N 37 
PPU "C4'" "C3'"  SING N N 38 
PPU "C4'" "H4'"  SING N N 39 
PPU "O4'" "C1'"  SING N N 40 
PPU "C3'" "N3'"  SING N N 41 
PPU "C3'" "C2'"  SING N N 42 
PPU "C3'" "H3'"  SING N N 43 
PPU "N3'" "HN'3" SING N N 44 
PPU "C2'" "O2'"  SING N N 45 
PPU "C2'" "C1'"  SING N N 46 
PPU "C2'" "H2'"  SING N N 47 
PPU "O2'" "HO2'" SING N N 48 
PPU "C1'" N9     SING N N 49 
PPU "C1'" "H1'"  SING N N 50 
PPU N9    C8     SING Y N 51 
PPU N9    C4     SING Y N 52 
PPU C8    N7     DOUB Y N 53 
PPU C8    H8     SING N N 54 
PPU N7    C5     SING Y N 55 
PPU C5    C6     DOUB Y N 56 
PPU C5    C4     SING Y N 57 
PPU C6    N6     SING N N 58 
PPU C6    N1     SING Y N 59 
PPU N6    C9     SING N N 60 
PPU N6    C10    SING N N 61 
PPU C9    H91    SING N N 62 
PPU C9    H92    SING N N 63 
PPU C9    H93    SING N N 64 
PPU C10   H101   SING N N 65 
PPU C10   H102   SING N N 66 
PPU C10   H103   SING N N 67 
PPU N1    C2     DOUB Y N 68 
PPU C2    N3     SING Y N 69 
PPU C2    H2     SING N N 70 
PPU 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 
PPU SMILES           ACDLabs              10.04 "O=P(O)(O)OCC4OC(n2cnc1c2ncnc1N(C)C)C(O)C4NC(=O)C(N)Cc3ccc(OC)cc3" 
PPU InChI            InChI                1.02b 
"InChI=1/C22H30N7O8P/c1-28(2)19-17-20(25-10-24-19)29(11-26-17)22-18(30)16(15(37-22)9-36-38(32,33)34)27-21(31)14(23)8-12-4-6-13(35-3)7-5-12/h4-7,10-11,14-16,18,22,30H,8-9,23H2,1-3H3,(H,27,31)(H2,32,33,34)/t14-,15+,16+,18+,22+/m0/s1/f/h27,32-33H" 
PPU InChIKey         InChI                1.02b NYICMZBLMICLBS-FUTBATMFDH 
PPU SMILES_CANONICAL CACTVS               3.341 "COc1ccc(C[C@H](N)C(=O)N[C@H]2[C@@H](O)[C@@H](O[C@@H]2CO[P](O)(O)=O)n3cnc4c(ncnc34)N(C)C)cc1" 
PPU SMILES           CACTVS               3.341 "COc1ccc(C[CH](N)C(=O)N[CH]2[CH](O)[CH](O[CH]2CO[P](O)(O)=O)n3cnc4c(ncnc34)N(C)C)cc1" 
PPU SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)NC(=O)[C@H](Cc4ccc(cc4)OC)N)O" 
PPU SMILES           "OpenEye OEToolkits" 1.5.0 "CN(C)c1c2c(ncn1)n(cn2)C3C(C(C(O3)COP(=O)(O)O)NC(=O)C(Cc4ccc(cc4)OC)N)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 
PPU "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-deoxy-N,N-dimethyl-3'-[(O-methyl-L-tyrosyl)amino]adenosine 5'-(dihydrogen phosphate)
;
PPU "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4R,5R)-3-[[(2S)-2-amino-3-(4-methoxyphenyl)propanoyl]amino]-5-(6-dimethylaminopurin-9-yl)-4-hydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
