data_A1P
# 
_chem_comp.id                                    A1P 
_chem_comp.name                                  "9-{2-DEOXY-5-O-[HYDROXY(OXIDO)PHOSPHINO]-BETA-L-ERYTHRO-PENTOFURANOSYL}-9H-PURIN-2-AMINE" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_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                     2005-11-25 
_chem_comp.pdbx_modified_date                    2009-01-07 
_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                       N 
_chem_comp.three_letter_code                     A1P 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2C7O 
_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 
A1P P      P    P 0 1 N N S -24.022 47.055 84.133 1.584 -0.526 -4.792 P      A1P 1  
A1P O1P    O1P  O 0 1 N N N -24.370 46.293 82.906 2.522 -0.605 -5.968 O1P    A1P 2  
A1P O2P    O2P  O 0 1 N N N -24.939 47.034 85.302 0.247 -1.418 -5.034 O2P    A1P 3  
A1P "O5'"  O5*  O 0 1 N N N -22.602 46.580 84.669 2.211 -1.232 -3.468 "O5'"  A1P 4  
A1P N9     N9   N 0 1 Y N N -20.869 47.397 87.906 1.818 1.923  -0.049 N9     A1P 5  
A1P C4     C4   C 0 1 Y N N -20.337 48.060 88.992 1.885 2.954  0.847  C4     A1P 6  
A1P N3     N3   N 0 1 Y N N -19.046 48.030 89.388 2.221 2.889  2.144  N3     A1P 7  
A1P C2     C2   C 0 1 Y N N -18.842 48.754 90.478 2.173 4.115  2.707  C2     A1P 8  
A1P N2     N2   N 0 1 N N N -17.606 48.841 90.993 2.510 4.172  4.079  N2     A1P 9  
A1P N1     N1   N 0 1 Y N N -19.831 49.445 91.136 1.846 5.300  2.137  N1     A1P 10 
A1P C6     C6   C 0 1 Y N N -21.167 49.493 90.746 1.516 5.292  0.823  C6     A1P 11 
A1P C5     C5   C 0 1 Y N N -21.398 48.727 89.568 1.528 4.085  0.130  C5     A1P 12 
A1P N7     N7   N 0 1 Y N N -22.565 48.510 88.848 1.249 3.765  -1.175 N7     A1P 13 
A1P C8     C8   C 0 1 Y N N -22.204 47.716 87.875 1.432 2.463  -1.249 C8     A1P 14 
A1P "C2'"  C2*  C 0 1 N N N -20.830 45.190 86.703 0.878 -0.312 0.578  "C2'"  A1P 15 
A1P "C5'"  C5*  C 0 1 N N N -21.441 46.637 83.844 1.348 -1.500 -2.377 "C5'"  A1P 16 
A1P "C4'"  C4*  C 0 1 N N R -20.226 46.236 84.647 2.156 -1.432 -1.088 "C4'"  A1P 17 
A1P "O4'"  O4*  O 0 1 N N N -20.068 47.182 85.732 2.678 -0.093 -0.958 "O4'"  A1P 18 
A1P "C1'"  C1*  C 0 1 N N R -20.148 46.521 86.983 2.101 0.516  0.211  "C1'"  A1P 19 
A1P "C3'"  C3*  C 0 1 N N S -20.332 44.859 85.305 1.309 -1.697 0.152  "C3'"  A1P 20 
A1P "O3'"  O3*  O 0 1 N N N -19.034 44.263 85.392 2.127 -2.250 1.180  "O3'"  A1P 21 
A1P H2P    H2P  H 0 1 N N N -24.716 47.521 86.087 0.346 -2.328 -5.388 H2P    A1P 22 
A1P H2N1   1H2N H 0 0 N N N -17.449 49.399 91.832 2.998 3.404  4.490  H2N1   A1P 23 
A1P H2N2   2H2N H 0 0 N N N -16.872 48.328 90.505 2.171 4.932  4.630  H2N2   A1P 24 
A1P H6     H6   H 0 1 N N N -21.949 50.055 91.283 1.256 6.243  0.376  H6     A1P 25 
A1P H8     H8   H 0 1 N N N -22.901 47.340 87.107 1.302 1.859  -2.137 H8     A1P 26 
A1P "H2'1" 1H2* H 0 0 N N N -21.939 45.197 86.818 0.008 0.008  -0.009 "H2'1" A1P 27 
A1P "H2'2" 2H2* H 0 0 N N N -20.648 44.398 87.467 0.635 -0.225 1.641  "H2'2" A1P 28 
A1P "H5'1" 1H5* H 0 0 N N N -21.316 47.635 83.363 0.551 -0.756 -2.359 "H5'1" A1P 29 
A1P "H5'2" 2H5* H 0 0 N N N -21.553 46.026 82.918 0.917 -2.495 -2.497 "H5'2" A1P 30 
A1P "H4'"  H4*  H 0 1 N N N -19.323 46.266 83.994 3.008 -2.117 -1.157 "H4'"  A1P 31 
A1P "H1'"  H1*  H 0 1 N N N -19.120 46.337 87.372 2.853 0.503  1.007  "H1'"  A1P 32 
A1P "H3'"  H3*  H 0 1 N N N -21.049 44.200 84.761 0.475 -2.383 -0.018 "H3'"  A1P 33 
A1P HA     HA   H 0 1 N N N -18.723 44.056 84.519 2.928 -1.706 1.218  HA     A1P 34 
A1P HP1    HP1  H 0 1 N Y N -24.089 48.389 83.652 1.082 0.702  -4.309 HP1    A1P 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 
A1P P     O1P    DOUB N N 1  
A1P P     O2P    SING N N 2  
A1P P     "O5'"  SING N N 3  
A1P O2P   H2P    SING N N 4  
A1P "O5'" "C5'"  SING N N 5  
A1P N9    C4     SING Y N 6  
A1P N9    C8     SING Y N 7  
A1P N9    "C1'"  SING N N 8  
A1P C4    N3     DOUB Y N 9  
A1P C4    C5     SING Y N 10 
A1P N3    C2     SING Y N 11 
A1P C2    N2     SING N N 12 
A1P C2    N1     DOUB Y N 13 
A1P N2    H2N1   SING N N 14 
A1P N2    H2N2   SING N N 15 
A1P N1    C6     SING Y N 16 
A1P C6    C5     DOUB Y N 17 
A1P C6    H6     SING N N 18 
A1P C5    N7     SING Y N 19 
A1P N7    C8     DOUB Y N 20 
A1P C8    H8     SING N N 21 
A1P "C2'" "C1'"  SING N N 22 
A1P "C2'" "C3'"  SING N N 23 
A1P "C2'" "H2'1" SING N N 24 
A1P "C2'" "H2'2" SING N N 25 
A1P "C5'" "C4'"  SING N N 26 
A1P "C5'" "H5'1" SING N N 27 
A1P "C5'" "H5'2" SING N N 28 
A1P "C4'" "O4'"  SING N N 29 
A1P "C4'" "C3'"  SING N N 30 
A1P "C4'" "H4'"  SING N N 31 
A1P "O4'" "C1'"  SING N N 32 
A1P "C1'" "H1'"  SING N N 33 
A1P "C3'" "O3'"  SING N N 34 
A1P "C3'" "H3'"  SING N N 35 
A1P "O3'" HA     SING N N 36 
A1P HP1   P      SING N 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 
A1P SMILES           ACDLabs              10.04 "O=P(O)OCC3OC(n2cnc1cnc(nc12)N)CC3O"                                                                                                                         
A1P InChI            InChI                1.02b "InChI=1/C10H14N5O5P/c11-10-12-2-5-9(14-10)15(4-13-5)8-1-6(16)7(20-8)3-19-21(17)18/h2,4,6-8,16,21H,1,3H2,(H,17,18)(H2,11,12,14)/t6-,7+,8+/m0/s1/f/h17H,11H2" 
A1P InChIKey         InChI                1.02b XHZLYOLDUZBSPU-BCGKMYMSDA                                                                                                                                    
A1P SMILES_CANONICAL CACTVS               3.341 "Nc1ncc2ncn([C@H]3C[C@H](O)[C@@H](CO[P@H](O)=O)O3)c2n1"                                                                                                      
A1P SMILES           CACTVS               3.341 "Nc1ncc2ncn([CH]3C[CH](O)[CH](CO[PH](O)=O)O3)c2n1"                                                                                                           
A1P SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)[C@H]3C[C@@H]([C@H](O3)CO[P@@H](=O)O)O"                                                                                                 
A1P SMILES           "OpenEye OEToolkits" 1.5.0 "c1c2c(nc(n1)N)n(cn2)C3CC(C(O3)COP(=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 
A1P "SYSTEMATIC NAME" ACDLabs              10.04 "9-{2-deoxy-5-O-[(S)-hydroxy(oxido)phosphanyl]-beta-D-erythro-pentofuranosyl}-9H-purin-2-amine" 
A1P "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,5R)-5-(2-aminopurin-9-yl)-3-hydroxy-oxolan-2-yl]methoxyphosphinic acid"                
# 
