data_EMA
# 
_chem_comp.id                                    EMA 
_chem_comp.name                                  (ADENIN-9-YL-ETHOXYMETHYL)-HYDROXYPHOSPHINYL-DIPHOSPHATE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C8 H14 N5 O10 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "9-(2-PHOSPHONYLMETHOXYETHYL)ADENINE DIPHOSPHATE" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-08-25 
_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                        433.146 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     EMA 
_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        1PK0 
_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 
EMA PG     PG   P 0 1 N N N 2.590  54.884 61.160 1.150  0.235  -5.452 PG     EMA 1  
EMA O1G    O1G  O 0 1 N N N 3.064  55.024 59.783 1.407  1.049  -6.816 O1G    EMA 2  
EMA O2G    O2G  O 0 1 N N N 1.525  53.922 61.346 0.709  -1.140 -5.774 O2G    EMA 3  
EMA O3G    O3G  O 0 1 N N N 2.375  56.180 61.854 2.514  0.175  -4.598 O3G    EMA 4  
EMA PB     PB   P 0 1 N N S 5.351  54.455 62.210 -0.193 0.112  -3.247 PB     EMA 5  
EMA O1B    O1B  O 0 1 N N N 5.997  54.886 60.928 -0.614 -1.260 -3.603 O1B    EMA 6  
EMA O2B    O2B  O 0 1 N N N 5.417  55.362 63.360 1.192  0.054  -2.430 O2B    EMA 7  
EMA O3B    O3B  O 0 1 N N N 3.780  54.097 61.908 0.010  0.976  -4.590 O3B    EMA 8  
EMA PA     PA   P 0 1 N N S 5.877  51.591 61.788 -1.477 -0.110 -1.015 PA     EMA 9  
EMA O1A    O1A  O 0 1 N N N 4.460  51.193 61.729 -1.878 -1.480 -1.405 O1A    EMA 10 
EMA O2A    O2A  O 0 1 N N N 6.667  51.632 60.530 -0.070 -0.164 -0.235 O2A    EMA 11 
EMA O3A    O3A  O 0 1 N N N 5.865  53.002 62.539 -1.326 0.801  -2.333 O3A    EMA 12 
EMA "C5'"  C5*  C 0 1 N N N 6.545  50.562 62.822 -2.749 0.607  0.076  "C5'"  EMA 13 
EMA "O5'"  O5*  O 0 1 N N N 7.930  50.406 63.356 -2.884 -0.201 1.246  "O5'"  EMA 14 
EMA "C4'"  C4*  C 0 1 N N N 8.987  49.928 62.356 -1.963 0.311  2.211  "C4'"  EMA 15 
EMA "C1'"  C1*  C 0 1 N N N 10.332 49.331 63.000 -2.057 -0.514 3.496  "C1'"  EMA 16 
EMA N9     N9   N 0 1 Y N N 10.678 49.132 64.518 -1.113 0.012  4.485  N9     EMA 17 
EMA C8     C8   C 0 1 Y N N 10.451 49.795 65.773 -1.370 0.980  5.409  C8     EMA 18 
EMA N7     N7   N 0 1 Y N N 11.009 49.082 66.804 -0.307 1.204  6.126  N7     EMA 19 
EMA C5     C5   C 0 1 Y N N 11.618 48.027 66.195 0.694  0.391  5.713  C5     EMA 20 
EMA C6     C6   C 0 1 Y N N 12.330 46.880 66.694 2.032  0.198  6.097  C6     EMA 21 
EMA N6     N6   N 0 1 N N N 12.541 46.734 67.988 2.584  0.932  7.132  N6     EMA 22 
EMA N1     N1   N 0 1 Y N N 12.838 45.979 65.819 2.752  -0.709 5.446  N1     EMA 23 
EMA C2     C2   C 0 1 Y N N 12.614 46.137 64.508 2.234  -1.413 4.457  C2     EMA 24 
EMA N3     N3   N 0 1 Y N N 11.921 47.137 63.914 0.988  -1.262 4.060  N3     EMA 25 
EMA C4     C4   C 0 1 Y N N 11.443 48.081 64.856 0.191  -0.378 4.651  C4     EMA 26 
EMA H1G    H1G  H 0 1 N N N 3.763  55.655 59.660 2.095  0.573  -7.301 H1G    EMA 27 
EMA H3G    H3G  H 0 1 N N N 2.067  56.089 62.748 2.766  1.089  -4.409 H3G    EMA 28 
EMA H2B    H2B  H 0 1 N N N 5.007  55.088 64.172 1.430  0.967  -2.218 H2B    EMA 29 
EMA H2A    H2A  H 0 1 N N N 7.580  51.888 60.568 0.153  0.746  0.000  H2A    EMA 30 
EMA "H5'1" 1H5* H 0 0 N N N 5.910  50.646 63.735 -2.454 1.616  0.364  "H5'1" EMA 31 
EMA "H5'2" 2H5* H 0 0 N N N 6.303  49.558 62.399 -3.702 0.643  -0.451 "H5'2" EMA 32 
EMA "H4'1" 1H4* H 0 0 N N N 8.539  49.186 61.653 -0.950 0.252  1.814  "H4'1" EMA 33 
EMA "H4'2" 2H4* H 0 0 N N N 9.237  50.749 61.644 -2.208 1.351  2.429  "H4'2" EMA 34 
EMA "H1'1" 1H1* H 0 0 N N N 10.474 48.332 62.525 -3.070 -0.454 3.893  "H1'1" EMA 35 
EMA "H1'2" 2H1* H 0 0 N N N 11.163 49.943 62.579 -1.812 -1.553 3.278  "H1'2" EMA 36 
EMA H8     H8   H 0 1 N N N 9.909  50.743 65.927 -2.316 1.488  5.528  H8     EMA 37 
EMA HN61   1HN6 H 0 0 N N N 13.045 45.921 68.341 3.508  0.787  7.390  HN61   EMA 38 
EMA HN62   2HN6 H 0 0 N N N 11.641 46.784 68.466 2.049  1.594  7.597  HN62   EMA 39 
EMA H2     H2   H 0 1 N N N 13.044 45.363 63.849 2.855  -2.140 3.956  H2     EMA 40 
# 
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 
EMA PG    O1G    SING N N 1  
EMA PG    O2G    DOUB N N 2  
EMA PG    O3G    SING N N 3  
EMA PG    O3B    SING N N 4  
EMA O1G   H1G    SING N N 5  
EMA O3G   H3G    SING N N 6  
EMA PB    O1B    DOUB N N 7  
EMA PB    O2B    SING N N 8  
EMA PB    O3B    SING N N 9  
EMA PB    O3A    SING N N 10 
EMA O2B   H2B    SING N N 11 
EMA PA    O1A    DOUB N N 12 
EMA PA    O2A    SING N N 13 
EMA PA    O3A    SING N N 14 
EMA PA    "C5'"  SING N N 15 
EMA O2A   H2A    SING N N 16 
EMA "C5'" "O5'"  SING N N 17 
EMA "C5'" "H5'1" SING N N 18 
EMA "C5'" "H5'2" SING N N 19 
EMA "O5'" "C4'"  SING N N 20 
EMA "C4'" "C1'"  SING N N 21 
EMA "C4'" "H4'1" SING N N 22 
EMA "C4'" "H4'2" SING N N 23 
EMA "C1'" N9     SING N N 24 
EMA "C1'" "H1'1" SING N N 25 
EMA "C1'" "H1'2" SING N N 26 
EMA N9    C8     SING Y N 27 
EMA N9    C4     SING Y N 28 
EMA C8    N7     DOUB Y N 29 
EMA C8    H8     SING N N 30 
EMA N7    C5     SING Y N 31 
EMA C5    C6     SING Y N 32 
EMA C5    C4     DOUB Y N 33 
EMA C6    N6     SING N N 34 
EMA C6    N1     DOUB Y N 35 
EMA N6    HN61   SING N N 36 
EMA N6    HN62   SING N N 37 
EMA N1    C2     SING Y N 38 
EMA C2    N3     DOUB Y N 39 
EMA C2    H2     SING N N 40 
EMA N3    C4     SING Y N 41 
# 
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 
EMA InChI            InChI                1.02b InChI=1/C8H14N5O10P3/c9-7-6-8(11-3-10-7)13(4-12-6)1-2-21-5-24(14,15)22-26(19,20)23-25(16,17)18/h3-4H,1-2,5H2,(H,14,15)(H,19,20)(H2,9,10,11)(H2,16,17,18)/f/h14,16-17,19H,9H2 
EMA InChIKey         InChI                1.02b MELHEUHXJKQZNC-XNWSSVFACQ                                                                                                                                                    
EMA SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(CCOC[P@@](O)(=O)O[P@@](O)(=O)O[P](O)(O)=O)cnc12                                                                                                                    
EMA SMILES           CACTVS               3.341 Nc1ncnc2n(CCOC[P](O)(=O)O[P](O)(=O)O[P](O)(O)=O)cnc12                                                                                                                        
EMA SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)CCOC[P@](=O)(O)O[P@](=O)(O)OP(=O)(O)O)N                                                                                                                    
EMA SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)CCOCP(=O)(O)OP(=O)(O)OP(=O)(O)O)N                                                                                                                          
# 
_pdbx_chem_comp_identifier.comp_id           EMA 
_pdbx_chem_comp_identifier.type              "SYSTEMATIC NAME" 
_pdbx_chem_comp_identifier.program           "OpenEye OEToolkits" 
_pdbx_chem_comp_identifier.program_version   1.5.0 
_pdbx_chem_comp_identifier.identifier        "2-(6-aminopurin-9-yl)ethoxymethyl-(hydroxy-phosphonooxy-phosphoryl)oxy-phosphinic acid" 
# 
