data_3AN
# 
_chem_comp.id                                    3AN 
_chem_comp.name                                  
;3'-DEOXY 3'-AMINO ADENOSINE-5'-DIPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H16 N6 O9 P2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2001-01-08 
_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                        426.216 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3AN 
_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        1HIY 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
3AN PB     PB   P 0 1 N N N 66.558 29.032 0.274  -1.117 0.245  -5.699 PB     3AN 1  
3AN O1B    O1B  O 0 1 N N N 67.284 29.822 1.278  -1.698 -1.102 -5.507 O1B    3AN 2  
3AN O2B    O2B  O 0 1 N N N 67.381 27.947 -0.362 -2.130 1.148  -6.565 O2B    3AN 3  
3AN O3B    O3B  O 0 1 N N N 65.194 28.592 0.633  0.287  0.119  -6.475 O3B    3AN 4  
3AN PA     PA   P 0 1 N N R 67.125 30.387 -2.214 0.139  -0.015 -3.455 PA     3AN 5  
3AN O1A    O1A  O 0 1 N N N 67.561 29.014 -2.684 -0.513 -1.477 -3.284 O1A    3AN 6  
3AN O2A    O2A  O 0 1 N N N 66.349 31.295 -3.072 1.411  -0.127 -4.203 O2A    3AN 7  
3AN O3A    O3A  O 0 1 N N N 66.315 30.150 -0.853 -0.877 0.935  -4.264 O3A    3AN 8  
3AN "O5'"  O5*  O 0 1 N N N 68.381 31.217 -1.721 0.424  0.617  -2.002 "O5'"  3AN 9  
3AN "C5'"  C5*  C 0 1 N N N 68.216 32.592 -1.579 1.328  -0.267 -1.337 "C5'"  3AN 10 
3AN "C4'"  C4*  C 0 1 N N S 68.572 33.206 -0.186 1.643  0.278  0.056  "C4'"  3AN 11 
3AN "O4'"  O4*  O 0 1 N N N 68.977 34.575 -0.323 0.436  0.358  0.850  "O4'"  3AN 12 
3AN "C3'"  C3*  C 0 1 N N S 67.324 33.281 0.674  2.557  -0.696 0.830  "C3'"  3AN 13 
3AN "N3'"  N3*  N 0 1 N N N 67.427 32.432 1.681  3.958  -0.260 0.753  "N3'"  3AN 14 
3AN "C2'"  C2*  C 0 1 N N R 67.161 34.753 1.050  2.046  -0.620 2.286  "C2'"  3AN 15 
3AN "O2'"  O2*  O 0 1 N N N 67.914 35.283 2.198  3.078  -0.149 3.155  "O2'"  3AN 16 
3AN "C1'"  C1*  C 0 1 N N R 67.807 35.407 -0.161 0.883  0.394  2.223  "C1'"  3AN 17 
3AN N9     N9   N 0 1 Y N N 66.992 35.714 -1.408 -0.198 -0.012 3.124  N9     3AN 18 
3AN C8     C8   C 0 1 Y N N 66.343 34.882 -2.323 -1.253 -0.815 2.807  C8     3AN 19 
3AN N7     N7   N 0 1 Y N N 65.510 35.463 -3.123 -2.022 -0.969 3.846  N7     3AN 20 
3AN C5     C5   C 0 1 Y N N 65.593 36.802 -2.742 -1.510 -0.278 4.892  C5     3AN 21 
3AN C6     C6   C 0 1 Y N N 64.912 37.934 -3.219 -1.896 -0.079 6.229  C6     3AN 22 
3AN N6     N6   N 0 1 N N N 63.779 37.731 -3.862 -3.044 -0.667 6.729  N6     3AN 23 
3AN N1     N1   N 0 1 Y N N 65.202 39.168 -2.683 -1.132 0.685  7.002  N1     3AN 24 
3AN C2     C2   C 0 1 Y N N 66.100 39.219 -1.662 -0.034 1.250  6.533  C2     3AN 25 
3AN N3     N3   N 0 1 Y N N 66.792 38.195 -1.075 0.365  1.092  5.289  N3     3AN 26 
3AN C4     C4   C 0 1 Y N N 66.481 36.983 -1.700 -0.331 0.340  4.443  C4     3AN 27 
3AN HOB2   2HOB H 0 0 N N N 66.911 27.436 -1.011 -2.246 0.700  -7.415 HOB2   3AN 28 
3AN HOB3   3HOB H 0 0 N N N 64.724 28.081 -0.016 0.630  1.017  -6.579 HOB3   3AN 29 
3AN HOA1   1HOA H 0 0 N N N 68.062 28.427 -2.129 -1.338 -1.359 -2.793 HOA1   3AN 30 
3AN "H5'1" 1H5* H 0 0 N N N 67.173 32.873 -1.855 2.250  -0.345 -1.913 "H5'1" 3AN 31 
3AN "H5'2" 2H5* H 0 0 N N N 68.788 33.120 -2.377 0.872  -1.253 -1.246 "H5'2" 3AN 32 
3AN "HC'4" 4HC* H 0 0 N N N 69.365 32.607 0.319  2.113  1.259  -0.017 "HC'4" 3AN 33 
3AN "HC'3" 3HC* H 0 0 N N N 66.450 32.980 0.050  2.451  -1.709 0.441  "HC'3" 3AN 34 
3AN "H3'1" 1H3* H 0 0 N N N 66.520 32.486 2.306  4.496  -0.915 1.300  "H3'1" 3AN 35 
3AN "H3'2" 2H3* H 0 0 N N N 67.545 31.369 1.410  4.246  -0.378 -0.206 "H3'2" 3AN 36 
3AN "HC'2" 2HC* H 0 0 N N N 66.083 35.028 1.122  1.685  -1.594 2.616  "HC'2" 3AN 37 
3AN "HO'2" 2HO* H 0 0 N N N 67.813 36.198 2.432  2.702  -0.122 4.046  "HO'2" 3AN 38 
3AN "HC'1" 1HC* H 0 0 N N N 68.187 36.392 0.198  1.236  1.392  2.481  "HC'1" 3AN 39 
3AN HC8    8HC  H 0 1 N N N 66.530 33.796 -2.361 -1.426 -1.257 1.837  HC8    3AN 40 
3AN HN61   1HN6 H 0 0 N N N 63.244 38.620 -4.237 -3.300 -0.523 7.654  HN61   3AN 41 
3AN HN62   2HN6 H 0 0 N N N 63.547 36.742 -4.292 -3.594 -1.224 6.155  HN62   3AN 42 
3AN HC2    2HC  H 0 1 N N N 66.297 40.223 -1.251 0.557  1.864  7.195  HC2    3AN 43 
# 
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 
3AN PB    O1B    DOUB N N 1  
3AN PB    O2B    SING N N 2  
3AN PB    O3B    SING N N 3  
3AN PB    O3A    SING N N 4  
3AN O2B   HOB2   SING N N 5  
3AN O3B   HOB3   SING N N 6  
3AN PA    O1A    SING N N 7  
3AN PA    O2A    DOUB N N 8  
3AN PA    O3A    SING N N 9  
3AN PA    "O5'"  SING N N 10 
3AN O1A   HOA1   SING N N 11 
3AN "O5'" "C5'"  SING N N 12 
3AN "C5'" "C4'"  SING N N 13 
3AN "C5'" "H5'1" SING N N 14 
3AN "C5'" "H5'2" SING N N 15 
3AN "C4'" "O4'"  SING N N 16 
3AN "C4'" "C3'"  SING N N 17 
3AN "C4'" "HC'4" SING N N 18 
3AN "O4'" "C1'"  SING N N 19 
3AN "C3'" "N3'"  SING N N 20 
3AN "C3'" "C2'"  SING N N 21 
3AN "C3'" "HC'3" SING N N 22 
3AN "N3'" "H3'1" SING N N 23 
3AN "N3'" "H3'2" SING N N 24 
3AN "C2'" "O2'"  SING N N 25 
3AN "C2'" "C1'"  SING N N 26 
3AN "C2'" "HC'2" SING N N 27 
3AN "O2'" "HO'2" SING N N 28 
3AN "C1'" N9     SING N N 29 
3AN "C1'" "HC'1" SING N N 30 
3AN N9    C8     SING Y N 31 
3AN N9    C4     SING Y N 32 
3AN C8    N7     DOUB Y N 33 
3AN C8    HC8    SING N N 34 
3AN N7    C5     SING Y N 35 
3AN C5    C6     DOUB Y N 36 
3AN C5    C4     SING Y N 37 
3AN C6    N6     SING N N 38 
3AN C6    N1     SING Y N 39 
3AN N6    HN61   SING N N 40 
3AN N6    HN62   SING N N 41 
3AN N1    C2     DOUB Y N 42 
3AN C2    N3     SING Y N 43 
3AN C2    HC2    SING N N 44 
3AN N3    C4     DOUB Y N 45 
# 
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 
3AN SMILES           ACDLabs              10.04 O=P(O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3N                                                                                                                                                   
3AN InChI            InChI                1.02b InChI=1/C10H16N6O9P2/c11-5-4(1-23-27(21,22)25-26(18,19)20)24-10(7(5)17)16-3-15-6-8(12)13-2-14-9(6)16/h2-5,7,10,17H,1,11H2,(H,21,22)(H2,12,13,14)(H2,18,19,20)/t4-,5-,7-,10-/m1/s1/f/h18-19,21H,12H2 
3AN InChIKey         InChI                1.02b VKODIDNZKBYXJO-CKDPOSGMDI                                                                                                                                                                           
3AN SMILES_CANONICAL CACTVS               3.341 N[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P@](O)(=O)O[P](O)(O)=O)n2cnc3c(N)ncnc23                                                                                                                           
3AN SMILES           CACTVS               3.341 N[CH]1[CH](O)[CH](O[CH]1CO[P](O)(=O)O[P](O)(O)=O)n2cnc3c(N)ncnc23                                                                                                                                   
3AN 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)OP(=O)(O)O)N)O)N                                                                                                                       
3AN SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)N)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 
3AN "SYSTEMATIC NAME" ACDLabs              10.04 
;3'-amino-3'-deoxyadenosine 5'-(trihydrogen diphosphate)
;
3AN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2S,3S,4R,5R)-3-amino-5-(6-aminopurin-9-yl)-4-hydroxy-oxolan-2-yl]methyl phosphono hydrogen phosphate" 
# 
