data_103
# 
_chem_comp.id                                    103 
_chem_comp.name                                  
;2',5'-DIDEOXY-ADENOSINE 3'-MONOPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O5 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-08-17 
_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                        315.222 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     103 
_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        1CUL 
_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 
103 P      P    P 0 1 N N N 54.834 -9.476  53.032 -1.061 0.103  -3.461 P      103 1  
103 O1P    O1P  O 0 1 N N N 53.853 -9.945  54.046 -0.686 1.534  -3.445 O1P    103 2  
103 O2P    O2P  O 0 1 N N N 56.002 -8.665  53.455 -1.529 -0.312 -4.944 O2P    103 3  
103 O3P    O3P  O 0 1 N N N 54.097 -8.724  51.986 -2.269 -0.145 -2.427 O3P    103 4  
103 "C5'"  C5*  C 0 1 N N N 58.963 -11.266 51.999 2.185  1.556  -1.683 "C5'"  103 5  
103 "C4'"  C4*  C 0 1 N N R 57.560 -11.603 51.583 2.061  0.032  -1.648 "C4'"  103 6  
103 "O4'"  O4*  O 0 1 N N N 57.490 -12.970 51.095 2.598  -0.470 -0.419 "O4'"  103 7  
103 "C3'"  C3*  C 0 1 N N S 56.496 -11.487 52.685 0.573  -0.374 -1.711 "C3'"  103 8  
103 "O3'"  O3*  O 0 1 N N N 55.372 -10.742 52.203 0.207  -0.788 -3.028 "O3'"  103 9  
103 "C2'"  C2*  C 0 1 N N N 56.083 -12.924 52.947 0.518  -1.570 -0.719 "C2'"  103 10 
103 "C1'"  C1*  C 0 1 N N R 56.324 -13.588 51.602 1.567  -1.131 0.332  "C1'"  103 11 
103 N9     N9   N 0 1 Y N N 56.569 -15.028 51.669 0.968  -0.205 1.295  N9     103 12 
103 C8     C8   C 0 1 Y N N 57.733 -15.661 52.031 1.044  1.155  1.261  C8     103 13 
103 N7     N7   N 0 1 Y N N 57.646 -16.966 52.016 0.397  1.662  2.270  N7     103 14 
103 C5     C5   C 0 1 Y N N 56.338 -17.210 51.615 -0.134 0.662  3.013  C5     103 15 
103 C6     C6   C 0 1 Y N N 55.620 -18.397 51.414 -0.910 0.606  4.183  C6     103 16 
103 N6     N6   N 0 1 N N N 56.153 -19.611 51.577 -1.295 1.765  4.834  N6     103 17 
103 N1     N1   N 0 1 Y N N 54.323 -18.297 51.026 -1.266 -0.586 4.650  N1     103 18 
103 C2     C2   C 0 1 Y N N 53.808 -17.081 50.843 -0.904 -1.697 4.035  C2     103 19 
103 N3     N3   N 0 1 Y N N 54.387 -15.892 50.994 -0.177 -1.692 2.937  N3     103 20 
103 C4     C4   C 0 1 Y N N 55.667 -16.028 51.391 0.220  -0.547 2.394  C4     103 21 
103 HOP2   2HOP H 0 0 N N N 56.628 -8.365  52.807 -2.289 0.243  -5.164 HOP2   103 22 
103 HOP3   3HOP H 0 0 N N N 54.723 -8.424  51.338 -2.482 -1.088 -2.468 HOP3   103 23 
103 "H5'1" 1H5* H 0 0 N N N 59.016 -10.217 52.373 3.178  1.848  -1.342 "H5'1" 103 24 
103 "H5'2" 2H5* H 0 0 N N N 59.361 -11.993 52.744 2.032  1.910  -2.703 "H5'2" 103 25 
103 "H5'3" 3H5* H 0 0 N N N 59.695 -11.451 51.178 1.431  1.997  -1.030 "H5'3" 103 26 
103 "H4'"  H4*  H 0 1 N N N 57.330 -10.842 50.801 2.599  -0.401 -2.491 "H4'"  103 27 
103 "H3'"  H3*  H 0 1 N N N 56.873 -10.967 53.596 -0.065 0.440  -1.371 "H3'"  103 28 
103 "H2'1" 1H2* H 0 0 N N N 56.598 -13.409 53.808 0.816  -2.498 -1.208 "H2'1" 103 29 
103 "H2'2" 2H2* H 0 0 N N N 55.051 -13.048 53.352 -0.470 -1.665 -0.272 "H2'2" 103 30 
103 "H1'"  H1*  H 0 1 N N N 55.410 -13.466 50.974 1.974  -2.001 0.847  "H1'"  103 31 
103 H8     H8   H 0 1 N N N 58.672 -15.156 52.314 1.565  1.728  0.508  H8     103 32 
103 HN61   1HN6 H 0 0 N N N 55.630 -20.474 51.430 -1.831 1.712  5.641  HN61   103 33 
103 HN62   2HN6 H 0 0 N N N 56.543 -19.647 52.518 -1.029 2.629  4.484  HN62   103 34 
103 H2     H2   H 0 1 N N N 52.753 -17.055 50.521 -1.215 -2.645 4.449  H2     103 35 
# 
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 
103 P     O1P    DOUB N N 1  
103 P     O2P    SING N N 2  
103 P     O3P    SING N N 3  
103 P     "O3'"  SING N N 4  
103 O2P   HOP2   SING N N 5  
103 O3P   HOP3   SING N N 6  
103 "C5'" "C4'"  SING N N 7  
103 "C5'" "H5'1" SING N N 8  
103 "C5'" "H5'2" SING N N 9  
103 "C5'" "H5'3" SING N N 10 
103 "C4'" "O4'"  SING N N 11 
103 "C4'" "C3'"  SING N N 12 
103 "C4'" "H4'"  SING N N 13 
103 "O4'" "C1'"  SING N N 14 
103 "C3'" "O3'"  SING N N 15 
103 "C3'" "C2'"  SING N N 16 
103 "C3'" "H3'"  SING N N 17 
103 "C2'" "C1'"  SING N N 18 
103 "C2'" "H2'1" SING N N 19 
103 "C2'" "H2'2" SING N N 20 
103 "C1'" N9     SING N N 21 
103 "C1'" "H1'"  SING N N 22 
103 N9    C8     SING Y N 23 
103 N9    C4     SING Y N 24 
103 C8    N7     DOUB Y N 25 
103 C8    H8     SING N N 26 
103 N7    C5     SING Y N 27 
103 C5    C6     SING Y N 28 
103 C5    C4     DOUB Y N 29 
103 C6    N6     SING N N 30 
103 C6    N1     DOUB Y N 31 
103 N6    HN61   SING N N 32 
103 N6    HN62   SING N N 33 
103 N1    C2     SING Y N 34 
103 C2    N3     DOUB Y N 35 
103 C2    H2     SING N N 36 
103 N3    C4     SING Y N 37 
# 
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 
103 SMILES           ACDLabs              10.04 O=P(O)(O)OC3C(OC(n2cnc1c(ncnc12)N)C3)C                                                                                                                    
103 InChI            InChI                1.02b InChI=1/C10H14N5O5P/c1-5-6(20-21(16,17)18)2-7(19-5)15-4-14-8-9(11)12-3-13-10(8)15/h3-7H,2H2,1H3,(H2,11,12,13)(H2,16,17,18)/t5-,6+,7-/m1/s1/f/h16-17H,11H2 
103 InChIKey         InChI                1.02b NFGZMOICZSFFLB-QDLCYFBUDG                                                                                                                                 
103 SMILES_CANONICAL CACTVS               3.341 C[C@H]1O[C@H](C[C@@H]1O[P](O)(O)=O)n2cnc3c(N)ncnc23                                                                                                       
103 SMILES           CACTVS               3.341 C[CH]1O[CH](C[CH]1O[P](O)(O)=O)n2cnc3c(N)ncnc23                                                                                                           
103 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 C[C@@H]1[C@H](C[C@@H](O1)n2cnc3c2ncnc3N)OP(=O)(O)O                                                                                                        
103 SMILES           "OpenEye OEToolkits" 1.5.0 CC1C(CC(O1)n2cnc3c2ncnc3N)OP(=O)(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 
103 "SYSTEMATIC NAME" ACDLabs              10.04 
;2',5'-dideoxy-3'-adenylic acid
;
103 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-methyl-oxolan-3-yl] dihydrogen phosphate" 
# 
