data_LAD
# 
_chem_comp.id                                    LAD 
_chem_comp.name                                  "ADENOSINE-5'-[LYSYL-PHOSPHATE]" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C16 H26 N7 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-05-11 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        475.394 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LAD 
_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        1E1T 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
LAD N      N      N 0 1 N N N 20.720 66.319 32.758 -1.223 0.323  6.946  N      LAD 1  
LAD CA     CA     C 0 1 N N S 20.320 66.009 34.132 -0.492 0.555  5.694  CA     LAD 2  
LAD CB     CB     C 0 1 N N N 19.748 64.589 34.174 0.911  -0.043 5.804  CB     LAD 3  
LAD CG     CG     C 0 1 N N N 18.617 64.356 33.199 1.659  0.619  6.961  CG     LAD 4  
LAD CD     CD     C 0 1 N N N 17.474 65.302 33.490 3.062  0.020  7.071  CD     LAD 5  
LAD CE     CE     C 0 1 N N N 16.248 64.916 32.687 3.811  0.683  8.229  CE     LAD 6  
LAD NZ     NZ     N 0 1 N N N 16.286 65.506 31.313 5.158  0.108  8.335  NZ     LAD 7  
LAD C      C      C 0 1 N N N 21.534 66.157 35.085 -1.229 -0.097 4.553  C      LAD 8  
LAD O      O      O 0 1 N N N 22.680 66.306 34.626 -1.888 -1.090 4.750  O      LAD 9  
LAD PA     PA     P 0 1 N N R 22.140 66.691 37.678 -1.941 -0.273 2.100  PA     LAD 10 
LAD "O5'"  "O5'"  O 0 1 N N N 23.050 65.381 37.759 -1.676 0.555  0.745  "O5'"  LAD 11 
LAD "C5'"  "C5'"  C 0 1 N N N 22.492 64.063 37.794 -2.398 -0.110 -0.293 "C5'"  LAD 12 
LAD "C4'"  "C4'"  C 0 1 N N R 22.950 63.352 39.049 -2.188 0.630  -1.615 "C4'"  LAD 13 
LAD "O4'"  "O4'"  O 0 1 N N N 24.396 63.265 39.029 -0.794 0.616  -1.967 "O4'"  LAD 14 
LAD "C1'"  "C1'"  C 0 1 N N R 24.876 63.162 40.359 -0.724 0.543  -3.407 "C1'"  LAD 15 
LAD N9     N9     N 0 1 Y N N 26.009 64.072 40.506 0.578  0.027  -3.834 N9     LAD 16 
LAD C4     C4     C 0 1 Y N N 27.249 63.748 41.012 1.213  0.306  -5.018 C4     LAD 17 
LAD N3     N3     N 0 1 Y N N 27.664 62.545 41.449 0.935  1.058  -6.077 N3     LAD 18 
LAD C2     C2     C 0 1 Y N N 28.922 62.608 41.875 1.775  1.131  -7.088 C2     LAD 19 
LAD N1     N1     N 0 1 Y N N 29.755 63.662 41.901 2.922  0.477  -7.105 N1     LAD 20 
LAD C6     C6     C 0 1 Y N N 29.315 64.849 41.435 3.288  -0.296 -6.087 C6     LAD 21 
LAD N6     N6     N 0 1 N N N 30.169 65.882 41.424 4.492  -0.978 -6.114 N6     LAD 22 
LAD C5     C5     C 0 1 Y N N 27.990 64.921 40.969 2.424  -0.405 -4.985 C5     LAD 23 
LAD N7     N7     N 0 1 Y N N 27.232 65.956 40.437 2.461  -1.075 -3.808 N7     LAD 24 
LAD C8     C8     C 0 1 Y N N 26.071 65.402 40.181 1.378  -0.823 -3.132 C8     LAD 25 
LAD "C2'"  "C2'"  C 0 1 N N R 23.692 63.427 41.291 -1.856 -0.448 -3.775 "C2'"  LAD 26 
LAD "O2'"  "O2'"  O 0 1 N N N 23.198 62.194 41.759 -2.315 -0.226 -5.109 "O2'"  LAD 27 
LAD "C3'"  "C3'"  C 0 1 N N S 22.688 64.088 40.354 -2.956 -0.083 -2.743 "C3'"  LAD 28 
LAD "O3'"  "O3'"  O 0 1 N N N 21.351 63.912 40.811 -3.922 0.790  -3.331 "O3'"  LAD 29 
LAD O1A    O1A    O 0 1 N N N 21.429 66.761 38.970 -3.392 -0.287 2.394  O1A    LAD 30 
LAD O2A    O2A    O 0 1 N N N 23.071 67.808 37.388 -1.416 -1.784 1.917  O2A    LAD 31 
LAD O3A    O3A    O 0 1 N N N 21.115 66.348 36.461 -1.154 0.424  3.319  O3A    LAD 32 
LAD H2A    2H     H 0 1 N N N 21.101 67.264 32.730 -0.646 0.684  7.691  H2A    LAD 33 
LAD H1     1H     H 0 1 N N N 19.958 66.186 32.092 -1.269 -0.676 7.074  H1     LAD 34 
LAD HA     HA     H 0 1 N N N 19.534 66.722 34.473 -0.416 1.627  5.511  HA     LAD 35 
LAD HB2    2HB    H 0 1 N N N 20.556 63.835 34.024 1.453  0.129  4.874  HB2    LAD 36 
LAD HB1    1HB    H 0 1 N N N 19.433 64.323 35.210 0.835  -1.115 5.986  HB1    LAD 37 
LAD HG2    2HG    H 0 1 N N N 18.958 64.428 32.140 1.116  0.447  7.891  HG2    LAD 38 
LAD HG1    1HG    H 0 1 N N N 18.285 63.291 33.192 1.735  1.691  6.779  HG1    LAD 39 
LAD HD2    2HD    H 0 1 N N N 17.252 65.361 34.581 3.605  0.192  6.142  HD2    LAD 40 
LAD HD1    1HD    H 0 1 N N N 17.762 66.365 33.320 2.987  -1.051 7.254  HD1    LAD 41 
LAD HE2    2HE    H 0 1 N N N 16.114 63.809 32.652 3.268  0.511  9.159  HE2    LAD 42 
LAD HE1    1HE    H 0 1 N N N 15.307 65.186 33.221 3.887  1.755  8.046  HE1    LAD 43 
LAD HZ2    2HZ    H 0 1 N N N 15.460 65.246 30.772 5.612  0.572  9.107  HZ2    LAD 44 
LAD HZ1    1HZ    H 0 1 N N N 17.146 65.258 30.823 5.041  -0.856 8.605  HZ1    LAD 45 
LAD "H5'2" "2H5'" H 0 0 N N N 21.381 64.073 37.697 -2.036 -1.134 -0.388 "H5'2" LAD 46 
LAD "H5'1" "1H5'" H 0 0 N N N 22.726 63.482 36.871 -3.460 -0.121 -0.047 "H5'1" LAD 47 
LAD "H4'"  "H4'"  H 0 1 N N N 22.386 62.389 39.032 -2.536 1.659  -1.522 "H4'"  LAD 48 
LAD "H1'"  "H1'"  H 0 1 N N N 25.267 62.152 40.624 -0.912 1.521  -3.850 "H1'"  LAD 49 
LAD H2     H2     H 0 1 N N N 29.329 61.657 42.258 1.517  1.748  -7.936 H2     LAD 50 
LAD H62    2H6    H 0 1 N N N 29.836 66.779 41.071 5.080  -0.894 -6.881 H62    LAD 51 
LAD H61    1H6    H 0 1 N N N 31.009 65.613 40.911 4.748  -1.539 -5.365 H61    LAD 52 
LAD H8     H8     H 0 1 N N N 25.243 65.986 39.743 1.148  -1.228 -2.157 H8     LAD 53 
LAD "H2'"  "H2'"  H 0 1 N N N 23.929 64.045 42.187 -1.526 -1.479 -3.645 "H2'"  LAD 54 
LAD H2O1   1H2O   H 0 0 N N N 22.462 62.358 42.337 -3.015 -0.872 -5.275 H2O1   LAD 55 
LAD "H3'"  "H3'"  H 0 1 N N N 22.802 65.194 40.271 -3.438 -0.985 -2.365 "H3'"  LAD 56 
LAD H3O1   1H3O   H 0 0 N N N 21.187 64.371 41.626 -4.325 0.307  -4.066 H3O1   LAD 57 
LAD H2AO   OH2A   H 0 0 N N N 22.529 68.587 37.339 -0.469 -1.729 1.727  H2AO   LAD 58 
# 
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 
LAD N     CA     SING N N 1  
LAD N     H2A    SING N N 2  
LAD N     H1     SING N N 3  
LAD CA    CB     SING N N 4  
LAD CA    C      SING N N 5  
LAD CA    HA     SING N N 6  
LAD CB    CG     SING N N 7  
LAD CB    HB2    SING N N 8  
LAD CB    HB1    SING N N 9  
LAD CG    CD     SING N N 10 
LAD CG    HG2    SING N N 11 
LAD CG    HG1    SING N N 12 
LAD CD    CE     SING N N 13 
LAD CD    HD2    SING N N 14 
LAD CD    HD1    SING N N 15 
LAD CE    NZ     SING N N 16 
LAD CE    HE2    SING N N 17 
LAD CE    HE1    SING N N 18 
LAD NZ    HZ2    SING N N 19 
LAD NZ    HZ1    SING N N 20 
LAD C     O      DOUB N N 21 
LAD C     O3A    SING N N 22 
LAD PA    "O5'"  SING N N 23 
LAD PA    O1A    DOUB N N 24 
LAD PA    O2A    SING N N 25 
LAD PA    O3A    SING N N 26 
LAD "O5'" "C5'"  SING N N 27 
LAD "C5'" "C4'"  SING N N 28 
LAD "C5'" "H5'2" SING N N 29 
LAD "C5'" "H5'1" SING N N 30 
LAD "C4'" "O4'"  SING N N 31 
LAD "C4'" "C3'"  SING N N 32 
LAD "C4'" "H4'"  SING N N 33 
LAD "O4'" "C1'"  SING N N 34 
LAD "C1'" N9     SING N N 35 
LAD "C1'" "C2'"  SING N N 36 
LAD "C1'" "H1'"  SING N N 37 
LAD N9    C4     SING Y N 38 
LAD N9    C8     SING Y N 39 
LAD C4    N3     DOUB Y N 40 
LAD C4    C5     SING Y N 41 
LAD N3    C2     SING Y N 42 
LAD C2    N1     DOUB Y N 43 
LAD C2    H2     SING N N 44 
LAD N1    C6     SING Y N 45 
LAD C6    N6     SING N N 46 
LAD C6    C5     DOUB Y N 47 
LAD N6    H62    SING N N 48 
LAD N6    H61    SING N N 49 
LAD C5    N7     SING Y N 50 
LAD N7    C8     DOUB Y N 51 
LAD C8    H8     SING N N 52 
LAD "C2'" "O2'"  SING N N 53 
LAD "C2'" "C3'"  SING N N 54 
LAD "C2'" "H2'"  SING N N 55 
LAD "O2'" H2O1   SING N N 56 
LAD "C3'" "O3'"  SING N N 57 
LAD "C3'" "H3'"  SING N N 58 
LAD "O3'" H3O1   SING N N 59 
LAD O2A   H2AO   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 
LAD SMILES           ACDLabs              10.04 O=C(OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)CCCCN 
LAD InChI            InChI                1.02b 
InChI=1/C16H26N7O8P/c17-4-2-1-3-8(18)16(26)31-32(27,28)29-5-9-11(24)12(25)15(30-9)23-7-22-10-13(19)20-6-21-14(10)23/h6-9,11-12,15,24-25H,1-5,17-18H2,(H,27,28)(H2,19,20,21)/t8-,9+,11+,12+,15+/m0/s1/f/h27H,19H2 
LAD InChIKey         InChI                1.02b RZWIOOBQBMRZTQ-MHSAHPNPDW 
LAD SMILES_CANONICAL CACTVS               3.341 NCCCC[C@H](N)C(=O)O[P@@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 
LAD SMILES           CACTVS               3.341 NCCCC[CH](N)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23 
LAD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@@](=O)(O)OC(=O)[C@H](CCCCN)N)O)O)N 
LAD SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C(CCCCN)N)O)O)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 
LAD "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(R)-{[(2S)-2,6-diaminohexanoyl]oxy}(hydroxy)phosphoryl]adenosine"                                                
LAD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl] (2S)-2,6-diaminohexanoate" 
# 
