data_AAM
# 
_chem_comp.id                                    AAM 
_chem_comp.name                                  "ALPHA-ADENOSINE MONOPHOSPHATE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O7 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-07-03 
_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                        347.221 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AAM 
_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        1JHA 
_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 
AAM C8A    C8A  C 0 1 Y N N 55.916 40.767 12.974 -1.142 1.285  1.728  C8A    AAM 1  
AAM N9A    N9A  N 0 1 Y N N 56.248 41.470 14.079 -1.667 1.647  2.865  N9A    AAM 2  
AAM C4A    C4A  C 0 1 Y N N 57.433 42.106 13.783 -1.280 0.799  3.836  C4A    AAM 3  
AAM C5A    C5A  C 0 1 Y N N 57.774 41.721 12.488 -0.444 -0.155 3.233  C5A    AAM 4  
AAM N7A    N7A  N 0 1 Y N N 56.773 40.893 11.941 -0.383 0.179  1.897  N7A    AAM 5  
AAM N3A    N3A  N 0 1 Y N N 58.139 42.902 14.620 -1.517 0.706  5.148  N3A    AAM 6  
AAM C2A    C2A  C 0 1 Y N N 59.264 43.349 14.027 -0.982 -0.263 5.858  C2A    AAM 7  
AAM N1A    N1A  N 0 1 Y N N 59.705 43.090 12.753 -0.196 -1.181 5.326  N1A    AAM 8  
AAM C6A    C6A  C 0 1 Y N N 58.992 42.258 11.950 0.095  -1.168 4.028  C6A    AAM 9  
AAM N6A    N6A  N 0 1 N N N 59.529 42.031 10.644 0.921  -2.135 3.478  N6A    AAM 10 
AAM P      P    P 0 1 N N N 59.420 39.283 6.050  -0.769 -0.262 -4.715 P      AAM 11 
AAM O1P    O1P  O 0 1 N N N 59.157 38.042 5.248  -0.539 -1.724 -4.746 O1P    AAM 12 
AAM O2P    O2P  O 0 1 N N N 59.557 40.445 5.126  -2.223 0.064  -5.325 O2P    AAM 13 
AAM O3P    O3P  O 0 1 N N N 60.672 39.123 6.828  0.359  0.477  -5.591 O3P    AAM 14 
AAM "O6'"  O6*  O 0 1 N N N 58.246 39.561 7.102  -0.696 0.259  -3.194 "O6'"  AAM 15 
AAM "C5'"  C5*  C 0 1 N N N 57.672 38.518 7.892  0.610  -0.058 -2.710 "C5'"  AAM 16 
AAM "C4'"  C4*  C 0 1 N N R 57.983 38.820 9.326  0.746  0.414  -1.261 "C4'"  AAM 17 
AAM "O5'"  O5*  O 0 1 N N N 57.706 40.206 9.650  -0.208 -0.258 -0.425 "O5'"  AAM 18 
AAM "C3'"  C3*  C 0 1 N N S 57.238 38.031 10.356 2.132  0.017  -0.693 "C3'"  AAM 19 
AAM "O3'"  O3*  O 0 1 N N N 57.918 38.032 11.611 3.116  1.008  -0.996 "O3'"  AAM 20 
AAM "C2'"  C2*  C 0 1 N N R 56.000 38.878 10.493 1.826  -0.022 0.830  "C2'"  AAM 21 
AAM "O2'"  O2*  O 0 1 N N N 55.440 38.449 11.747 1.926  1.283  1.403  "O2'"  AAM 22 
AAM "C1'"  C1*  C 0 1 N N S 56.572 40.301 10.549 0.368  -0.527 0.857  "C1'"  AAM 23 
AAM H8A    H8A  H 0 1 N N N 55.012 40.136 12.919 -1.292 1.794  0.787  H8A    AAM 24 
AAM H2A    H2A  H 0 1 N N N 59.894 44.000 14.655 -1.194 -0.310 6.916  H2A    AAM 25 
AAM HN61   1HN6 H 0 0 N N N 60.394 42.412 10.261 1.213  -2.887 4.017  HN61   AAM 26 
AAM HN62   2HN6 H 0 0 N N N 58.792 42.288 9.987  1.203  -2.062 2.553  HN62   AAM 27 
AAM HOP2   2HOP H 0 0 N N N 59.723 41.230 5.633  -2.224 -0.263 -6.235 HOP2   AAM 28 
AAM HOP3   3HOP H 0 0 N N N 60.838 39.908 7.335  0.173  1.425  -5.545 HOP3   AAM 29 
AAM "H5'1" 1H5* H 0 0 N N N 56.582 38.378 7.702  1.357  0.441  -3.327 "H5'1" AAM 30 
AAM "H5'2" 2H5* H 0 0 N N N 58.005 37.501 7.579  0.762  -1.136 -2.757 "H5'2" AAM 31 
AAM "H4'"  H4*  H 0 1 N N N 59.062 38.546 9.380  0.607  1.493  -1.201 "H4'"  AAM 32 
AAM "H3'"  H3*  H 0 1 N N N 57.088 36.961 10.079 2.440  -0.962 -1.056 "H3'"  AAM 33 
AAM "HO3'" *HO3 H 0 0 N N N 57.445 37.531 12.265 3.949  0.700  -0.615 "HO3'" AAM 34 
AAM "H2'"  H2*  H 0 1 N N N 55.218 38.813 9.700  2.490  -0.719 1.341  "H2'"  AAM 35 
AAM "HO2'" *HO2 H 0 0 N N N 54.659 38.983 11.833 2.839  1.576  1.274  "HO2'" AAM 36 
AAM "H1'"  H1*  H 0 1 N N N 55.863 41.093 10.213 0.351  -1.599 1.053  "H1'"  AAM 37 
# 
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 
AAM C8A   N9A    DOUB Y N 1  
AAM C8A   N7A    SING Y N 2  
AAM C8A   H8A    SING N N 3  
AAM N9A   C4A    SING Y N 4  
AAM C4A   C5A    DOUB Y N 5  
AAM C4A   N3A    SING Y N 6  
AAM C5A   N7A    SING Y N 7  
AAM C5A   C6A    SING Y N 8  
AAM N7A   "C1'"  SING N N 9  
AAM N3A   C2A    DOUB Y N 10 
AAM C2A   N1A    SING Y N 11 
AAM C2A   H2A    SING N N 12 
AAM N1A   C6A    DOUB Y N 13 
AAM C6A   N6A    SING N N 14 
AAM N6A   HN61   SING N N 15 
AAM N6A   HN62   SING N N 16 
AAM P     O1P    DOUB N N 17 
AAM P     O2P    SING N N 18 
AAM P     O3P    SING N N 19 
AAM P     "O6'"  SING N N 20 
AAM O2P   HOP2   SING N N 21 
AAM O3P   HOP3   SING N N 22 
AAM "O6'" "C5'"  SING N N 23 
AAM "C5'" "C4'"  SING N N 24 
AAM "C5'" "H5'1" SING N N 25 
AAM "C5'" "H5'2" SING N N 26 
AAM "C4'" "O5'"  SING N N 27 
AAM "C4'" "C3'"  SING N N 28 
AAM "C4'" "H4'"  SING N N 29 
AAM "O5'" "C1'"  SING N N 30 
AAM "C3'" "O3'"  SING N N 31 
AAM "C3'" "C2'"  SING N N 32 
AAM "C3'" "H3'"  SING N N 33 
AAM "O3'" "HO3'" SING N N 34 
AAM "C2'" "O2'"  SING N N 35 
AAM "C2'" "C1'"  SING N N 36 
AAM "C2'" "H2'"  SING N N 37 
AAM "O2'" "HO2'" SING N N 38 
AAM "C1'" "H1'"  SING N N 39 
# 
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 
AAM SMILES           ACDLabs              10.04 O=P(O)(O)OCC3OC(n2cnc1ncnc(N)c12)C(O)C3O                                                                                                                                     
AAM InChI            InChI                1.02b InChI=1/C10H14N5O7P/c11-8-5-9(13-2-12-8)14-3-15(5)10-7(17)6(16)4(22-10)1-21-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10+/m1/s1/f/h18-19H,11H2 
AAM InChIKey         InChI                1.02b NVOIXARBSSLBAS-MUWZTMDODA                                                                                                                                                    
AAM SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2ncn([C@H]3O[C@H](CO[P](O)(O)=O)[C@@H](O)[C@H]3O)c12                                                                                                                  
AAM SMILES           CACTVS               3.341 Nc1ncnc2ncn([CH]3O[CH](CO[P](O)(O)=O)[CH](O)[CH]3O)c12                                                                                                                       
AAM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)ncn2[C@@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)O)O)O)N                                                                                                              
AAM SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)ncn2C3C(C(C(O3)COP(=O)(O)O)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 
AAM "SYSTEMATIC NAME" ACDLabs              10.04 7-(5-O-phosphono-alpha-D-ribofuranosyl)-7H-purin-6-amine                                     
AAM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5S)-5-(6-aminopurin-7-yl)-3,4-dihydroxy-oxolan-2-yl]methyl dihydrogen phosphate" 
# 
