data_M33
# 
_chem_comp.id                                    M33 
_chem_comp.name                                  "5'-O-[(S)-hydroxy{[(S)-hydroxy(methyl)phosphoryl]oxy}phosphoryl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C11 H17 N5 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-11-05 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        425.228 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     M33 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        3B2T 
_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 
M33 PB     PB     P 0 1 N N S 39.616 -21.956 -27.156 5.565  1.531  0.449  PB     M33 1  
M33 O1B    O1B    O 0 1 N N N 39.214 -20.756 -27.923 6.800  0.756  0.190  O1B    M33 2  
M33 O2B    O2B    O 0 1 N N N 39.116 -23.329 -27.398 5.290  2.530  -0.783 O2B    M33 3  
M33 C3B    C3B    C 0 1 N N N 40.300 -21.703 -25.500 5.764  2.496  1.982  C3B    M33 4  
M33 PA     PA     P 0 1 N N S 41.257 -22.620 -29.325 3.640  -0.575 -0.355 PA     M33 5  
M33 O1A    O1A    O 0 1 N N N 42.659 -22.366 -29.726 4.508  -1.931 -0.325 O1A    M33 6  
M33 O2A    O2A    O 0 1 N N N 40.171 -22.006 -30.124 3.590  -0.052 -1.739 O2A    M33 7  
M33 O3A    O3A    O 0 1 N N N 41.083 -22.134 -27.798 4.322  0.520  0.608  O3A    M33 8  
M33 "O5'"  "O5'"  O 0 1 N N N 41.001 -24.208 -29.216 2.145  -0.883 0.156  "O5'"  M33 9  
M33 "C5'"  "C5'"  C 0 1 N N N 42.006 -25.124 -29.659 1.241  -1.737 -0.549 "C5'"  M33 10 
M33 "C4'"  "C4'"  C 0 1 N N R 41.742 -26.546 -29.158 -0.086 -1.811 0.208  "C4'"  M33 11 
M33 "O4'"  "O4'"  O 0 1 N N N 42.872 -27.373 -29.483 -0.781 -0.547 0.130  "O4'"  M33 12 
M33 "C3'"  "C3'"  C 0 1 N N S 41.762 -26.538 -27.630 -1.035 -2.825 -0.468 "C3'"  M33 13 
M33 "O3'"  "O3'"  O 0 1 N N N 41.529 -27.861 -27.139 -0.992 -4.081 0.212  "O3'"  M33 14 
M33 "C2'"  "C2'"  C 0 1 N N R 43.238 -26.190 -27.453 -2.433 -2.182 -0.330 "C2'"  M33 15 
M33 "O2'"  "O2'"  O 0 1 N N N 43.663 -26.529 -26.131 -3.296 -3.021 0.440  "O2'"  M33 16 
M33 "C1'"  "C1'"  C 0 1 N N R 43.865 -27.154 -28.464 -2.163 -0.855 0.414  "C1'"  M33 17 
M33 N9     N9     N 0 1 Y N N 45.090 -26.536 -29.010 -3.037 0.204  -0.099 N9     M33 18 
M33 C8     C8     C 0 1 Y N N 45.209 -25.264 -29.394 -2.744 1.074  -1.107 C8     M33 19 
M33 N7     N7     N 0 1 Y N N 46.457 -25.027 -29.782 -3.746 1.880  -1.303 N7     M33 20 
M33 C5     C5     C 0 1 Y N N 47.145 -26.158 -29.647 -4.743 1.580  -0.437 C5     M33 21 
M33 C6     C6     C 0 1 Y N N 48.470 -26.509 -29.873 -6.027 2.096  -0.190 C6     M33 22 
M33 N6     N6     N 0 1 N N N 49.346 -25.592 -30.277 -6.517 3.158  -0.929 N6     M33 23 
M33 N1     N1     N 0 1 Y N N 48.853 -27.769 -29.622 -6.759 1.540  0.771  N1     M33 24 
M33 C2     C2     C 0 1 Y N N 47.994 -28.663 -29.164 -6.299 0.526  1.481  C2     M33 25 
M33 N3     N3     N 0 1 Y N N 46.728 -28.362 -28.931 -5.103 0.011  1.285  N3     M33 26 
M33 C4     C4     C 0 1 Y N N 46.275 -27.123 -29.162 -4.302 0.497  0.343  C4     M33 27 
M33 HO2B   HO2B   H 0 0 N N N 39.009 -23.468 -28.332 4.495  3.071  -0.681 HO2B   M33 28 
M33 H3B1   1H3B   H 0 0 N N N 41.397 -21.652 -25.560 6.606  3.180  1.874  H3B1   M33 29 
M33 H3B2   2H3B   H 0 0 N N N 39.911 -20.762 -25.083 4.855  3.066  2.173  H3B2   M33 30 
M33 H3B3   3H3B   H 0 0 N N N 40.007 -22.541 -24.851 5.950  1.819  2.816  H3B3   M33 31 
M33 HO1A   HO1A   H 0 0 N N N 42.713 -22.312 -30.673 4.583  -2.330 0.553  HO1A   M33 32 
M33 "H5'1" "1H5'" H 0 0 N N N 42.014 -25.134 -30.759 1.068  -1.336 -1.548 "H5'1" M33 33 
M33 "H5'2" "2H5'" H 0 0 N N N 42.974 -24.793 -29.255 1.671  -2.735 -0.628 "H5'2" M33 34 
M33 "H4'"  "H4'"  H 0 1 N N N 40.794 -26.896 -29.593 0.086  -2.088 1.248  "H4'"  M33 35 
M33 "H3'"  "H3'"  H 0 1 N N N 41.030 -25.888 -27.129 -0.774 -2.950 -1.519 "H3'"  M33 36 
M33 "HO3'" "HO3'" H 0 0 N N N 41.477 -28.466 -27.870 -1.569 -4.756 -0.171 "HO3'" M33 37 
M33 "H2'"  "H2'"  H 0 1 N N N 43.490 -25.129 -27.597 -2.864 -1.991 -1.312 "H2'"  M33 38 
M33 "HO2'" "HO2'" H 0 0 N N N 44.610 -26.604 -26.112 -3.451 -3.891 0.048  "HO2'" M33 39 
M33 "H1'"  "H1'"  H 0 1 N N N 44.155 -28.116 -28.016 -2.311 -0.984 1.486  "H1'"  M33 40 
M33 H8     H8     H 0 1 N N N 44.411 -24.536 -29.390 -1.817 1.091  -1.660 H8     M33 41 
M33 HN61   1HN6   H 0 0 N N N 49.566 -24.982 -29.516 -5.973 3.555  -1.627 HN61   M33 42 
M33 HN62   2HN6   H 0 0 N N N 50.180 -26.044 -30.593 -7.405 3.505  -0.749 HN62   M33 43 
M33 H2     H2     H 0 1 N N N 48.337 -29.670 -28.974 -6.927 0.104  2.251  H2     M33 44 
# 
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 
M33 N6    C6     SING N N 1  
M33 O2A   PA     DOUB N N 2  
M33 C6    C5     DOUB N N 3  
M33 C6    N1     SING N N 4  
M33 N7    C5     SING N N 5  
M33 N7    C8     DOUB N N 6  
M33 O1A   PA     SING N N 7  
M33 "C5'" "O5'"  SING N N 8  
M33 "C5'" "C4'"  SING N N 9  
M33 C5    C4     SING N N 10 
M33 N1    C2     DOUB N N 11 
M33 "O4'" "C4'"  SING N N 12 
M33 "O4'" "C1'"  SING N N 13 
M33 C8    N9     SING N N 14 
M33 PA    "O5'"  SING N N 15 
M33 PA    O3A    SING N N 16 
M33 C2    N3     SING N N 17 
M33 C4    N9     SING N N 18 
M33 C4    N3     DOUB N N 19 
M33 "C4'" "C3'"  SING N N 20 
M33 N9    "C1'"  SING N N 21 
M33 "C1'" "C2'"  SING N N 22 
M33 O1B   PB     DOUB N N 23 
M33 O3A   PB     SING N N 24 
M33 "C3'" "C2'"  SING N N 25 
M33 "C3'" "O3'"  SING N N 26 
M33 "C2'" "O2'"  SING N N 27 
M33 O2B   PB     SING N N 28 
M33 PB    C3B    SING N N 29 
M33 O2B   HO2B   SING N N 30 
M33 C3B   H3B1   SING N N 31 
M33 C3B   H3B2   SING Y N 32 
M33 C3B   H3B3   SING N N 33 
M33 O1A   HO1A   SING Y N 34 
M33 "C5'" "H5'1" SING Y N 35 
M33 "C5'" "H5'2" SING Y N 36 
M33 "C4'" "H4'"  SING Y N 37 
M33 "C3'" "H3'"  SING Y N 38 
M33 "O3'" "HO3'" SING N N 39 
M33 "C2'" "H2'"  SING N N 40 
M33 "O2'" "HO2'" SING N N 41 
M33 "C1'" "H1'"  SING Y N 42 
M33 C8    H8     SING Y N 43 
M33 N6    HN61   SING N N 44 
M33 N6    HN62   SING Y N 45 
M33 C2    H2     SING Y N 46 
# 
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 
M33 SMILES           ACDLabs              10.04 O=P(O)(OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C                                                                                                                                                  
M33 InChI            InChI                1.02b InChI=1/C11H17N5O9P2/c1-26(19,20)25-27(21,22)23-2-5-7(17)8(18)11(24-5)16-4-15-6-9(12)13-3-14-10(6)16/h3-5,7-8,11,17-18H,2H2,1H3,(H,19,20)(H,21,22)(H2,12,13,14)/t5-,7-,8-,11-/m1/s1/f/h19,21H,12H2 
M33 InChIKey         InChI                1.02b IPSMXNMCXMRRGZ-CYIZPCLWDO                                                                                                                                                                          
M33 SMILES_CANONICAL CACTVS               3.341 C[P@@](O)(=O)O[P@](O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23                                                                                                                          
M33 SMILES           CACTVS               3.341 C[P](O)(=O)O[P](O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23                                                                                                                                  
M33 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[P@](=O)(O)O[P@@](=O)(O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O                                                                                                                         
M33 SMILES           "OpenEye OEToolkits" 1.5.0 CP(=O)(O)OP(=O)(O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O                                                                                                                                                  
# 
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 
M33 "SYSTEMATIC NAME" ACDLabs              10.04 "5'-O-[(S)-hydroxy{[(S)-hydroxy(methyl)phosphoryl]oxy}phosphoryl]adenosine"                                             
M33 "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]oxy-methyl-phosphinic acid" 
# 
