data_AMO
# 
_chem_comp.id                                    AMO 
_chem_comp.name                                  "ASPARTYL-ADENOSINE-5'-MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C14 H19 N6 O10 P" 
_chem_comp.mon_nstd_parent_comp_id               A 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2000-11-16 
_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                        462.309 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AMO 
_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        1IL2 
_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 
AMO P      P    P 0 1 N N S 3.241  0.374  -5.656 1.383  0.338  2.537  P      AMO 1  
AMO O1P    O1P  O 0 1 N N N 4.610  0.817  -6.069 0.929  1.725  2.295  O1P    AMO 2  
AMO O2P    O2P  O 0 1 N N N 2.101  0.561  -6.591 2.910  0.354  3.046  O2P    AMO 3  
AMO O3P    O3P  O 0 1 N N N 3.301  -1.277 -5.740 0.450  -0.343 3.659  O3P    AMO 4  
AMO "O5'"  O5*  O 0 1 N N N 2.860  1.181  -4.333 1.281  -0.505 1.170  "O5'"  AMO 5  
AMO "C5'"  C5*  C 0 1 N N N 1.495  1.285  -3.892 2.126  0.146  0.219  "C5'"  AMO 6  
AMO "C4'"  C4*  C 0 1 N N R 1.081  2.734  -3.803 2.075  -0.609 -1.110 "C4'"  AMO 7  
AMO "O4'"  O4*  O 0 1 N N N 1.926  3.415  -2.840 0.735  -0.596 -1.628 "O4'"  AMO 8  
AMO "C1'"  C1*  C 0 1 N N R 2.098  4.762  -3.236 0.840  -0.540 -3.067 "C1'"  AMO 9  
AMO N9     N9   N 0 1 Y N N 3.526  5.047  -3.341 -0.398 -0.026 -3.656 N9     AMO 10 
AMO C4     C4   C 0 1 Y N N 4.177  6.062  -2.686 -0.886 -0.317 -4.905 C4     AMO 11 
AMO N3     N3   N 0 1 Y N N 3.638  6.975  -1.863 -0.484 -1.083 -5.914 N3     AMO 12 
AMO C2     C2   C 0 1 Y N N 4.568  7.797  -1.404 -1.196 -1.165 -7.018 C2     AMO 13 
AMO N1     N1   N 0 1 Y N N 5.877  7.814  -1.665 -2.330 -0.508 -7.181 N1     AMO 14 
AMO C6     C6   C 0 1 Y N N 6.389  6.881  -2.496 -2.814 0.276  -6.225 C6     AMO 15 
AMO N6     N6   N 0 1 N N N 7.691  6.903  -2.749 -4.003 0.961  -6.405 N6     AMO 16 
AMO C5     C5   C 0 1 Y N N 5.498  5.959  -3.057 -2.090 0.396  -5.027 C5     AMO 17 
AMO N7     N7   N 0 1 Y N N 5.686  4.897  -3.933 -2.267 1.081  -3.871 N7     AMO 18 
AMO C8     C8   C 0 1 Y N N 4.482  4.393  -4.069 -1.275 0.834  -3.065 C8     AMO 19 
AMO "C2'"  C2*  C 0 1 N N R 1.332  4.980  -4.546 2.012  0.445  -3.306 "C2'"  AMO 20 
AMO "C3'"  C3*  C 0 1 N N S 1.227  3.552  -5.076 2.977  0.090  -2.145 "C3'"  AMO 21 
AMO "O3'"  O3*  O 0 1 N N N 0.088  3.390  -5.913 4.004  -0.792 -2.601 "O3'"  AMO 22 
AMO N      N    N 0 1 N N N 3.765  -4.370 -4.143 0.079  -0.200 7.267  N      AMO 23 
AMO CA     CA   C 0 1 N N S 3.086  -3.433 -5.080 -0.494 -0.446 5.937  CA     AMO 24 
AMO CB     CB   C 0 1 N N N 1.567  -3.458 -4.874 -1.899 0.157  5.869  CB     AMO 25 
AMO CG     CG   C 0 1 N N N 0.927  -4.732 -5.391 -2.771 -0.481 6.919  CG     AMO 26 
AMO OD1    OD1  O 0 1 N N N 0.030  -5.269 -4.710 -2.317 -1.331 7.647  OD1    AMO 27 
AMO OD2    OD2  O 0 1 N N N 1.418  -5.277 -6.394 -4.054 -0.104 7.045  OD2    AMO 28 
AMO C      C    C 0 1 N N N 3.608  -2.027 -4.858 0.377  0.192  4.887  C      AMO 29 
AMO O      O    O 0 1 N N N 4.238  -1.745 -3.841 1.011  1.186  5.151  O      AMO 30 
AMO "O2'"  O2*  O 0 1 N N N 0.092  5.594  -4.250 2.629  0.206  -4.572 "O2'"  AMO 31 
AMO HOP2   2HOP H 0 0 N N N 1.232  0.279  -6.328 3.166  -0.567 3.191  HOP2   AMO 32 
AMO "H5'1" 1H5* H 0 0 N N N 0.803  0.694  -4.537 1.782  1.169  0.068  "H5'1" AMO 33 
AMO "H5'2" 2H5* H 0 0 N N N 1.326  0.744  -2.931 3.150  0.158  0.591  "H5'2" AMO 34 
AMO "H4'"  H4*  H 0 1 N N N 0.000  2.679  -3.538 2.406  -1.637 -0.964 "H4'"  AMO 35 
AMO "H1'"  H1*  H 0 1 N N N 1.683  5.475  -2.485 1.077  -1.524 -3.473 "H1'"  AMO 36 
AMO H2     H2   H 0 1 N N N 4.202  8.572  -0.710 -0.839 -1.793 -7.821 H2     AMO 37 
AMO H61    1H6  H 0 1 N N N 8.077  6.198  -3.376 -4.494 0.870  -7.237 H61    AMO 38 
AMO H62    2H6  H 0 1 N N N 8.200  6.874  -1.865 -4.346 1.531  -5.700 H62    AMO 39 
AMO H8     H8   H 0 1 N N N 4.295  3.521  -4.719 -1.164 1.249  -2.075 H8     AMO 40 
AMO "H2'2" 2H2* H 0 0 N N N 1.800  5.656  -5.298 1.673  1.478  -3.229 "H2'2" AMO 41 
AMO "H3'"  H3*  H 0 1 N N N 2.098  3.253  -5.703 3.413  0.994  -1.721 "H3'"  AMO 42 
AMO "HO'3" 3HO* H 0 0 N N N 0.179  3.901  -6.708 4.495  -0.319 -3.287 "HO'3" AMO 43 
AMO H      H    H 0 1 N N N 4.775  -4.353 -4.280 0.112  0.800  7.388  H      AMO 44 
AMO HN2    HN2  H 0 1 N N N 3.390  -5.315 -4.218 -0.585 -0.552 7.939  HN2    AMO 45 
AMO HA     HA   H 0 1 N N N 3.304  -3.756 -6.124 -0.551 -1.519 5.758  HA     AMO 46 
AMO HB1    1HB  H 0 1 N N N 1.305  -3.284 -3.804 -1.842 1.231  6.048  HB1    AMO 47 
AMO HB2    2HB  H 0 1 N N N 1.087  -2.558 -5.324 -2.325 -0.024 4.882  HB2    AMO 48 
AMO HD2    HD2  H 0 1 N N N 1.017  -6.075 -6.717 -4.613 -0.514 7.719  HD2    AMO 49 
AMO "H2'1" 1H2* H 0 0 N N N -0.382 5.729  -5.061 3.346  0.849  -4.659 "H2'1" AMO 50 
# 
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 
AMO P     O1P    DOUB N N 1  
AMO P     O2P    SING N N 2  
AMO P     O3P    SING N N 3  
AMO P     "O5'"  SING N N 4  
AMO O2P   HOP2   SING N N 5  
AMO O3P   C      SING N N 6  
AMO "O5'" "C5'"  SING N N 7  
AMO "C5'" "C4'"  SING N N 8  
AMO "C5'" "H5'1" SING N N 9  
AMO "C5'" "H5'2" SING N N 10 
AMO "C4'" "O4'"  SING N N 11 
AMO "C4'" "C3'"  SING N N 12 
AMO "C4'" "H4'"  SING N N 13 
AMO "O4'" "C1'"  SING N N 14 
AMO "C1'" N9     SING N N 15 
AMO "C1'" "C2'"  SING N N 16 
AMO "C1'" "H1'"  SING N N 17 
AMO N9    C4     SING Y N 18 
AMO N9    C8     SING Y N 19 
AMO C4    N3     SING Y N 20 
AMO C4    C5     DOUB Y N 21 
AMO N3    C2     DOUB Y N 22 
AMO C2    N1     SING Y N 23 
AMO C2    H2     SING N N 24 
AMO N1    C6     DOUB Y N 25 
AMO C6    N6     SING N N 26 
AMO C6    C5     SING Y N 27 
AMO N6    H61    SING N N 28 
AMO N6    H62    SING N N 29 
AMO C5    N7     SING Y N 30 
AMO N7    C8     DOUB Y N 31 
AMO C8    H8     SING N N 32 
AMO "C2'" "C3'"  SING N N 33 
AMO "C2'" "O2'"  SING N N 34 
AMO "C2'" "H2'2" SING N N 35 
AMO "C3'" "O3'"  SING N N 36 
AMO "C3'" "H3'"  SING N N 37 
AMO "O3'" "HO'3" SING N N 38 
AMO N     CA     SING N N 39 
AMO N     H      SING N N 40 
AMO N     HN2    SING N N 41 
AMO CA    CB     SING N N 42 
AMO CA    C      SING N N 43 
AMO CA    HA     SING N N 44 
AMO CB    CG     SING N N 45 
AMO CB    HB1    SING N N 46 
AMO CB    HB2    SING N N 47 
AMO CG    OD1    DOUB N N 48 
AMO CG    OD2    SING N N 49 
AMO OD2   HD2    SING N N 50 
AMO C     O      DOUB N N 51 
AMO "O2'" "H2'1" SING N N 52 
# 
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 
AMO SMILES           ACDLabs              10.04 O=C(O)CC(N)C(=O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O 
AMO InChI            InChI                1.02b 
InChI=1/C14H19N6O10P/c15-5(1-7(21)22)14(25)30-31(26,27)28-2-6-9(23)10(24)13(29-6)20-4-19-8-11(16)17-3-18-12(8)20/h3-6,9-10,13,23-24H,1-2,15H2,(H,21,22)(H,26,27)(H2,16,17,18)/t5-,6+,9+,10+,13+/m0/s1/f/h21,26H,16H2 
AMO InChIKey         InChI                1.02b QPBSGQWTJLPZNF-LUHLGIPQDN 
AMO SMILES_CANONICAL CACTVS               3.341 N[C@@H](CC(O)=O)C(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23 
AMO SMILES           CACTVS               3.341 N[CH](CC(O)=O)C(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23 
AMO 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](CC(=O)O)N)O)O)N 
AMO SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OC(=O)C(CC(=O)O)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 
AMO "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-{[(2S)-2-amino-3-carboxypropanoyl]oxy}(hydroxy)phosphoryl]adenosine"                                                     
AMO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-amino-4-[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-4-oxo-butanoic acid" 
# 
