data_2AM
# 
_chem_comp.id                                    2AM 
_chem_comp.name                                  "ADENOSINE-2'-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                     1999-07-08 
_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                     2AM 
_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        ? 
_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 
2AM P      P    P 0 1 N N N 19.667 13.828 1.377  2.609  -0.329 -0.368 P      2AM 1  
2AM O1P    O1P  O 0 1 N N N 20.808 14.487 1.961  2.908  -1.522 -1.191 O1P    2AM 2  
2AM O2P    O2P  O 0 1 N N N 19.730 12.384 1.818  3.972  0.473  -0.071 O2P    2AM 3  
2AM O3P    O3P  O 0 1 N N N 18.382 14.473 1.214  1.943  -0.790 1.023  O3P    2AM 4  
2AM "C5'"  C5*  C 0 1 N N N 24.232 14.379 -2.509 -2.109 -0.281 -4.124 "C5'"  2AM 5  
2AM "O5'"  O5*  O 0 1 N N N 24.901 13.985 -1.285 -3.405 0.314  -4.199 "O5'"  2AM 6  
2AM "C4'"  C4*  C 0 1 N N R 22.847 13.772 -2.521 -1.275 0.443  -3.066 "C4'"  2AM 7  
2AM "O4'"  O4*  O 0 1 N N N 22.864 12.360 -2.088 -1.894 0.320  -1.767 "O4'"  2AM 8  
2AM "C3'"  C3*  C 0 1 N N R 21.852 14.606 -1.631 0.105  -0.231 -2.910 "C3'"  2AM 9  
2AM "O3'"  O3*  O 0 1 N N N 20.681 15.001 -2.377 1.096  0.475  -3.659 "O3'"  2AM 10 
2AM "C2'"  C2*  C 0 1 N N R 21.483 13.452 -0.657 0.401  -0.139 -1.395 "C2'"  2AM 11 
2AM "O2'"  O2*  O 0 1 N N N 20.163 13.628 -0.188 1.585  0.626  -1.162 "O2'"  2AM 12 
2AM "C1'"  C1*  C 0 1 N N R 21.604 12.145 -1.411 -0.837 0.578  -0.816 "C1'"  2AM 13 
2AM N9     N9   N 0 1 Y N N 21.751 10.903 -0.629 -1.183 0.021  0.493  N9     2AM 14 
2AM C8     C8   C 0 1 Y N N 22.599 10.623 0.430  -2.005 -1.041 0.727  C8     2AM 15 
2AM N7     N7   N 0 1 Y N N 22.632 9.342  0.756  -2.090 -1.265 2.006  N7     2AM 16 
2AM C5     C5   C 0 1 Y N N 21.721 8.757  -0.105 -1.326 -0.366 2.673  C5     2AM 17 
2AM C6     C6   C 0 1 Y N N 21.336 7.384  -0.121 -1.045 -0.121 4.027  C6     2AM 18 
2AM N6     N6   N 0 1 N N N 21.648 6.534  0.752  -1.598 -0.911 5.020  N6     2AM 19 
2AM N1     N1   N 0 1 Y N N 20.541 7.093  -1.220 -0.231 0.883  4.333  N1     2AM 20 
2AM C2     C2   C 0 1 Y N N 20.158 8.070  -2.125 0.301  1.643  3.392  C2     2AM 21 
2AM N3     N3   N 0 1 Y N N 20.448 9.403  -2.090 0.061  1.454  2.112  N3     2AM 22 
2AM C4     C4   C 0 1 Y N N 21.380 9.644  -1.113 -0.740 0.473  1.710  C4     2AM 23 
2AM HOP2   2HOP H 0 0 N N N 18.977 11.949 1.433  4.556  -0.133 0.404  HOP2   2AM 24 
2AM HOP3   3HOP H 0 0 N N N 17.629 14.038 0.829  1.764  0.015  1.527  HOP3   2AM 25 
2AM "H5'1" 1H5* H 0 0 N N N 24.214 15.485 -2.648 -1.615 -0.201 -5.093 "H5'1" 2AM 26 
2AM "H5'2" 2H5* H 0 0 N N N 24.820 14.118 -3.419 -2.207 -1.332 -3.852 "H5'2" 2AM 27 
2AM "HO5'" *HO5 H 0 0 N N N 25.771 14.366 -1.277 -3.897 -0.170 -4.875 "HO5'" 2AM 28 
2AM "H4'"  H4*  H 0 1 N N N 22.487 13.802 -3.576 -1.155 1.493  -3.331 "H4'"  2AM 29 
2AM "H3'"  H3*  H 0 1 N N N 22.247 15.554 -1.198 0.059  -1.273 -3.229 "H3'"  2AM 30 
2AM "HO3'" *HO3 H 0 0 N N N 20.080 15.504 -1.839 0.826  0.435  -4.587 "HO3'" 2AM 31 
2AM "H2'"  H2*  H 0 1 N N N 22.168 13.448 0.222  0.501  -1.135 -0.964 "H2'"  2AM 32 
2AM "H1'"  H1*  H 0 1 N N N 20.672 11.967 -1.997 -0.653 1.649  -0.735 "H1'"  2AM 33 
2AM H8     H8   H 0 1 N N N 23.204 11.366 0.974  -2.510 -1.613 -0.037 H8     2AM 34 
2AM HN61   1HN6 H 0 0 N N N 21.372 5.551  0.740  -1.392 -0.734 5.951  HN61   2AM 35 
2AM HN62   2HN6 H 0 0 N N N 21.345 6.912  1.649  -2.194 -1.639 4.784  HN62   2AM 36 
2AM H2     H2   H 0 1 N N N 19.544 7.745  -2.982 0.957  2.449  3.685  H2     2AM 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 
2AM P     O1P    DOUB N N 1  
2AM P     O2P    SING N N 2  
2AM P     O3P    SING N N 3  
2AM P     "O2'"  SING N N 4  
2AM O2P   HOP2   SING N N 5  
2AM O3P   HOP3   SING N N 6  
2AM "C5'" "O5'"  SING N N 7  
2AM "C5'" "C4'"  SING N N 8  
2AM "C5'" "H5'1" SING N N 9  
2AM "C5'" "H5'2" SING N N 10 
2AM "O5'" "HO5'" SING N N 11 
2AM "C4'" "O4'"  SING N N 12 
2AM "C4'" "C3'"  SING N N 13 
2AM "C4'" "H4'"  SING N N 14 
2AM "O4'" "C1'"  SING N N 15 
2AM "C3'" "O3'"  SING N N 16 
2AM "C3'" "C2'"  SING N N 17 
2AM "C3'" "H3'"  SING N N 18 
2AM "O3'" "HO3'" SING N N 19 
2AM "C2'" "O2'"  SING N N 20 
2AM "C2'" "C1'"  SING N N 21 
2AM "C2'" "H2'"  SING N N 22 
2AM "C1'" N9     SING N N 23 
2AM "C1'" "H1'"  SING N N 24 
2AM N9    C8     SING Y N 25 
2AM N9    C4     SING Y N 26 
2AM C8    N7     DOUB Y N 27 
2AM C8    H8     SING N N 28 
2AM N7    C5     SING Y N 29 
2AM C5    C6     SING Y N 30 
2AM C5    C4     DOUB Y N 31 
2AM C6    N6     SING N N 32 
2AM C6    N1     DOUB Y N 33 
2AM N6    HN61   SING N N 34 
2AM N6    HN62   SING N N 35 
2AM N1    C2     SING Y N 36 
2AM C2    N3     DOUB Y N 37 
2AM C2    H2     SING N N 38 
2AM N3    C4     SING Y 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 
2AM SMILES           ACDLabs              10.04 O=P(O)(O)OC3C(O)C(OC3n2cnc1c(ncnc12)N)CO                                                                                                                                     
2AM InChI            InChI                1.02b InChI=1/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/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 
2AM InChIKey         InChI                1.02b QDFHPFSBQFLLSW-WLZLVAIBDW                                                                                                                                                    
2AM SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O[P](O)(O)=O                                                                                                                 
2AM SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH](O)[CH]3O[P](O)(O)=O                                                                                                                       
2AM SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)OP(=O)(O)O)N                                                                                                             
2AM SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)OP(=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 
2AM "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-adenylic acid
;
2AM "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
