data_101
# 
_chem_comp.id                                    101 
_chem_comp.name                                  
;2'-DEOXY-ADENOSINE 3'-MONOPHOSPHATE
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H14 N5 O6 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                        331.222 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     101 
_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        1CS4 
_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 
101 P      P    P 0 1 N N N 55.023 -10.382 55.260 -3.751 1.306  -0.283 P      101 1  
101 O1P    O1P  O 0 1 N N N 56.106 -9.960  56.176 -2.888 2.180  -1.109 O1P    101 2  
101 O2P    O2P  O 0 1 N N N 53.931 -9.426  54.936 -4.380 0.146  -1.205 O2P    101 3  
101 O3P    O3P  O 0 1 N N N 54.402 -11.615 55.816 -4.939 2.181  0.363  O3P    101 4  
101 "O5'"  O5*  O 0 1 N N N 59.690 -12.066 53.734 -2.598 -3.713 0.302  "O5'"  101 5  
101 "C5'"  C5*  C 0 1 N N N 59.117 -11.254 52.717 -2.595 -2.372 -0.190 "C5'"  101 6  
101 "C4'"  C4*  C 0 1 N N R 57.649 -11.579 52.560 -1.699 -1.505 0.698  "C4'"  101 7  
101 "O4'"  O4*  O 0 1 N N N 57.511 -12.868 51.904 -0.307 -1.844 0.507  "O4'"  101 8  
101 "C3'"  C3*  C 0 1 N N S 56.880 -11.674 53.885 -1.774 -0.019 0.263  "C3'"  101 9  
101 "O3'"  O3*  O 0 1 N N N 55.668 -10.900 53.867 -2.874 0.642  0.892  "O3'"  101 10 
101 "C2'"  C2*  C 0 1 N N N 56.575 -13.157 54.018 -0.426 0.538  0.781  "C2'"  101 11 
101 "C1'"  C1*  C 0 1 N N R 56.527 -13.631 52.575 0.462  -0.711 0.942  "C1'"  101 12 
101 N9     N9   N 0 1 Y N N 56.847 -15.055 52.418 1.665  -0.577 0.116  N9     101 13 
101 C8     C8   C 0 1 Y N N 58.041 -15.693 52.657 1.834  -1.064 -1.146 C8     101 14 
101 N7     N7   N 0 1 Y N N 57.975 -16.998 52.536 3.023  -0.764 -1.583 N7     101 15 
101 C5     C5   C 0 1 Y N N 56.656 -17.232 52.174 3.688  -0.064 -0.633 C5     101 16 
101 C6     C6   C 0 1 Y N N 55.937 -18.421 51.936 4.971  0.501  -0.539 C6     101 17 
101 N6     N6   N 0 1 N N N 56.471 -19.638 52.043 5.865  0.406  -1.592 N6     101 18 
101 N1     N1   N 0 1 Y N N 54.633 -18.310 51.581 5.305  1.132  0.582  N1     101 19 
101 C2     C2   C 0 1 Y N N 54.099 -17.088 51.492 4.459  1.227  1.591  C2     101 20 
101 N3     N3   N 0 1 Y N N 54.671 -15.898 51.709 3.249  0.709  1.550  N3     101 21 
101 C4     C4   C 0 1 Y N N 55.961 -16.044 52.060 2.827  0.059  0.470  C4     101 22 
101 HOP2   2HOP H 0 0 N N N 53.443 -9.222  55.725 -4.933 -0.399 -0.630 HOP2   101 23 
101 HOP3   3HOP H 0 0 N N N 54.270 -12.246 55.118 -5.439 2.560  -0.373 HOP3   101 24 
101 "HO5'" HO5* H 0 0 N N N 59.818 -12.947 53.402 -3.173 -4.224 -0.284 "HO5'" 101 25 
101 "H5'1" 1H5* H 0 0 N N N 59.634 -11.449 51.766 -3.611 -1.977 -0.176 "H5'1" 101 26 
101 "H5'2" 2H5* H 0 0 N N N 59.227 -10.195 52.993 -2.215 -2.360 -1.211 "H5'2" 101 27 
101 "H4'"  H4*  H 0 1 N N N 57.225 -10.749 51.977 -1.979 -1.613 1.745  "H4'"  101 28 
101 "H3'"  H3*  H 0 1 N N N 57.460 -11.272 54.728 -1.840 0.066  -0.821 "H3'"  101 29 
101 "H2'1" 1H2* H 0 0 N N N 55.643 -13.356 54.566 -0.562 1.037  1.740  "H2'1" 101 30 
101 "H2'2" 2H2* H 0 0 N N N 57.354 -13.681 54.591 0.008  1.223  0.052  "H2'2" 101 31 
101 "H1'"  H1*  H 0 1 N N N 55.509 -13.503 52.178 0.743  -0.832 1.988  "H1'"  101 32 
101 H8     H8   H 0 1 N N N 58.948 -15.169 52.920 1.091  -1.616 -1.702 H8     101 33 
101 HN61   1HN6 H 0 0 N N N 57.419 -19.826 52.299 6.747  0.804  -1.516 HN61   101 34 
101 HN62   2HN6 H 0 0 N N N 55.787 -20.336 51.831 5.612  -0.061 -2.403 HN62   101 35 
101 H2     H2   H 0 1 N N N 53.059 -17.057 51.204 4.771  1.750  2.483  H2     101 36 
# 
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 
101 P     O1P    DOUB N N 1  
101 P     O2P    SING N N 2  
101 P     O3P    SING N N 3  
101 P     "O3'"  SING N N 4  
101 O2P   HOP2   SING N N 5  
101 O3P   HOP3   SING N N 6  
101 "O5'" "C5'"  SING N N 7  
101 "O5'" "HO5'" SING N N 8  
101 "C5'" "C4'"  SING N N 9  
101 "C5'" "H5'1" SING N N 10 
101 "C5'" "H5'2" SING N N 11 
101 "C4'" "O4'"  SING N N 12 
101 "C4'" "C3'"  SING N N 13 
101 "C4'" "H4'"  SING N N 14 
101 "O4'" "C1'"  SING N N 15 
101 "C3'" "O3'"  SING N N 16 
101 "C3'" "C2'"  SING N N 17 
101 "C3'" "H3'"  SING N N 18 
101 "C2'" "C1'"  SING N N 19 
101 "C2'" "H2'1" SING N N 20 
101 "C2'" "H2'2" SING N N 21 
101 "C1'" N9     SING N N 22 
101 "C1'" "H1'"  SING N N 23 
101 N9    C8     SING Y N 24 
101 N9    C4     SING Y N 25 
101 C8    N7     DOUB Y N 26 
101 C8    H8     SING N N 27 
101 N7    C5     SING Y N 28 
101 C5    C6     SING Y N 29 
101 C5    C4     DOUB Y N 30 
101 C6    N6     SING N N 31 
101 C6    N1     DOUB Y N 32 
101 N6    HN61   SING N N 33 
101 N6    HN62   SING N N 34 
101 N1    C2     SING Y N 35 
101 C2    N3     DOUB Y N 36 
101 C2    H2     SING N N 37 
101 N3    C4     SING Y N 38 
# 
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 
101 SMILES           ACDLabs              10.04 O=P(O)(O)OC3C(OC(n2cnc1c(ncnc12)N)C3)CO                                                                                                                      
101 InChI            InChI                1.02b InChI=1/C10H14N5O6P/c11-9-8-10(13-3-12-9)15(4-14-8)7-1-5(6(2-16)20-7)21-22(17,18)19/h3-7,16H,1-2H2,(H2,11,12,13)(H2,17,18,19)/t5-,6+,7+/m0/s1/f/h17-18H,11H2 
101 InChIKey         InChI                1.02b UEUPTUCWIHOIMK-GDAXCYOODD                                                                                                                                    
101 SMILES_CANONICAL CACTVS               3.341 Nc1ncnc2n(cnc12)[C@H]3C[C@H](O[P](O)(O)=O)[C@@H](CO)O3                                                                                                       
101 SMILES           CACTVS               3.341 Nc1ncnc2n(cnc12)[CH]3C[CH](O[P](O)(O)=O)[CH](CO)O3                                                                                                           
101 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)[C@H]3C[C@@H]([C@H](O3)CO)OP(=O)(O)O)N                                                                                                     
101 SMILES           "OpenEye OEToolkits" 1.5.0 c1nc(c2c(n1)n(cn2)C3CC(C(O3)CO)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 
101 "SYSTEMATIC NAME" ACDLabs              10.04 
;2'-deoxy-3'-adenylic acid
;
101 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(6-aminopurin-9-yl)-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate" 
# 
