data_FAX
# 
_chem_comp.id                                    FAX 
_chem_comp.name                                  "[(1R,2S,4R)-4-{[6-amino-5-(formylamino)pyrimidin-4-yl]amino}-2-hydroxycyclopentyl]methyl dihydrogen phosphate" 
_chem_comp.type                                  "DNA LINKING" 
_chem_comp.pdbx_type                             ATOMN 
_chem_comp.formula                               "C11 H18 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                     2012-09-06 
_chem_comp.pdbx_modified_date                    2013-04-12 
_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                        347.264 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     FAX 
_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        4B9N 
_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 
FAX OP3   OP3   O 0 1 N Y N -14.588 -15.414 20.238 -5.616 -1.308 -1.267 OP3   FAX 1  
FAX P     P     P 0 1 N N N -13.585 -15.576 21.442 -5.663 -0.463 -0.053 P     FAX 2  
FAX N1    N1    N 0 1 Y N N -21.047 -10.450 18.735 5.425  1.606  0.340  N1    FAX 3  
FAX C2    C2    C 0 1 Y N N -20.476 -10.059 19.864 4.306  2.193  0.714  C2    FAX 4  
FAX N3    N3    N 0 1 Y N N -19.627 -10.851 20.510 3.134  1.603  0.594  N3    FAX 5  
FAX C4    C4    C 0 1 Y N N -19.359 -12.080 20.049 3.033  0.377  0.086  C4    FAX 6  
FAX C5    C5    C 0 1 Y N N -19.909 -12.506 18.880 4.194  -0.283 -0.322 C5    FAX 7  
FAX C6    C6    C 0 1 Y N N -20.769 -11.661 18.221 5.415  0.380  -0.178 C6    FAX 8  
FAX N6    N6    N 0 1 N N N -21.350 -12.030 17.076 6.599  -0.230 -0.569 N6    FAX 9  
FAX N7    N7    N 0 1 N N N -19.602 -13.729 18.422 4.136  -1.577 -0.865 N7    FAX 10 
FAX C8    C8    C 0 1 N N N -20.294 -14.329 17.430 4.844  -2.576 -0.302 C8    FAX 11 
FAX O8    O8    O 0 1 N N N -20.059 -15.439 16.972 5.470  -2.376 0.718  O8    FAX 12 
FAX N9    N9    N 0 1 N N N -18.478 -12.849 20.689 1.794  -0.237 -0.035 N9    FAX 13 
FAX "C1'" "C1'" C 0 1 N N R -18.044 -12.456 21.996 0.583  0.465  0.398  "C1'" FAX 14 
FAX "C2'" "C2'" C 0 1 N N N -18.764 -13.291 23.015 -0.014 1.280  -0.768 "C2'" FAX 15 
FAX "C3'" "C3'" C 0 1 N N S -17.681 -13.913 23.848 -1.544 1.168  -0.644 "C3'" FAX 16 
FAX "O3'" "O3'" O 0 1 N N N -17.769 -13.445 25.160 -2.117 2.464  -0.462 "O3'" FAX 17 
FAX "C4'" "C4'" C 0 1 N N R -16.349 -13.549 23.235 -1.822 0.288  0.592  "C4'" FAX 18 
FAX "C5'" "C5'" C 0 1 N N N -15.679 -14.828 22.774 -3.025 -0.624 0.341  "C5'" FAX 19 
FAX "O5'" "O5'" O 0 1 N N N -14.310 -14.659 22.497 -4.207 0.169  0.217  "O5'" FAX 20 
FAX "C6'" "C6'" C 0 1 N N N -16.651 -12.687 22.140 -0.530 -0.548 0.763  "C6'" FAX 21 
FAX OP1   OP1   O 0 1 N N N -13.810 -16.936 21.887 -6.732 0.722  -0.264 OP1   FAX 22 
FAX OP2   OP2   O 0 1 N N N -12.224 -15.115 21.159 -6.100 -1.362 1.209  OP2   FAX 23 
FAX H2    H2    H 0 1 N N N -20.704 -9.083  20.265 4.351  3.188  1.130  H2    FAX 24 
FAX HN6   HN6   H 0 1 N N N -21.947 -11.295 16.752 7.324  0.305  -0.928 HN6   FAX 25 
FAX HN6A  HN6A  H 0 0 N N N -20.646 -12.215 16.390 6.701  -1.191 -0.482 HN6A  FAX 26 
FAX HN7   HN7   H 0 1 N N N -18.830 -14.215 18.831 3.586  -1.752 -1.644 HN7   FAX 27 
FAX H8    H8    H 0 1 N N N -21.124 -13.784 17.005 4.854  -3.555 -0.758 H8    FAX 28 
FAX HN9   HN9   H 0 1 N N N -18.888 -13.757 20.776 1.730  -1.131 -0.406 HN9   FAX 29 
FAX H1    H1    H 0 1 N N N -18.276 -11.395 22.169 0.802  1.113  1.247  H1    FAX 30 
FAX H2A   H2A   H 0 1 N N N -19.417 -12.662 23.638 0.291  2.324  -0.689 H2A   FAX 31 
FAX H2B   H2B   H 0 1 N N N -19.366 -14.068 22.522 0.315  0.865  -1.720 H2B   FAX 32 
FAX H3    H3    H 0 1 N N N -17.796 -15.007 23.823 -1.957 0.699  -1.537 H3    FAX 33 
FAX HO3   HO3   H 0 1 N N N -17.083 -13.840 25.684 -1.957 3.071  -1.197 HO3   FAX 34 
FAX H4    H4    H 0 1 N N N -15.718 -13.042 23.980 -1.994 0.910  1.472  H4    FAX 35 
FAX H5    H5    H 0 1 N N N -15.786 -15.585 23.565 -2.867 -1.187 -0.579 H5    FAX 36 
FAX H5A   H5A   H 0 1 N N N -16.182 -15.178 21.860 -3.137 -1.316 1.175  H5A   FAX 37 
FAX H6    H6    H 0 1 N N N -16.272 -13.146 21.215 -0.523 -1.393 0.075  H6    FAX 38 
FAX H6A   H6A   H 0 1 N N N -16.149 -11.722 22.302 -0.422 -0.886 1.793  H6A   FAX 39 
FAX HOP1  HOP1  H 0 0 N N N -14.479 -17.340 21.346 -7.633 0.414  -0.432 HOP1  FAX 40 
FAX HOP2  HOP2  H 0 0 N N N -12.179 -14.787 20.269 -6.152 -0.872 2.042  HOP2  FAX 41 
# 
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 
FAX OP3   P     DOUB N N 1  
FAX OP2   P     SING N N 2  
FAX P     OP1   SING N N 3  
FAX P     "O5'" SING N N 4  
FAX C6    N1    DOUB Y N 5  
FAX N1    C2    SING Y N 6  
FAX C2    N3    DOUB Y N 7  
FAX C2    H2    SING N N 8  
FAX C4    N3    SING Y N 9  
FAX C5    C4    DOUB Y N 10 
FAX C4    N9    SING N N 11 
FAX C6    C5    SING Y N 12 
FAX N7    C5    SING N N 13 
FAX N6    C6    SING N N 14 
FAX N6    HN6   SING N N 15 
FAX N6    HN6A  SING N N 16 
FAX C8    N7    SING N N 17 
FAX N7    HN7   SING N N 18 
FAX O8    C8    DOUB N N 19 
FAX C8    H8    SING N N 20 
FAX N9    "C1'" SING N N 21 
FAX N9    HN9   SING N N 22 
FAX "C1'" "C6'" SING N N 23 
FAX "C1'" "C2'" SING N N 24 
FAX "C1'" H1    SING N N 25 
FAX "C2'" "C3'" SING N N 26 
FAX "C2'" H2A   SING N N 27 
FAX "C2'" H2B   SING N N 28 
FAX "C4'" "C3'" SING N N 29 
FAX "C3'" "O3'" SING N N 30 
FAX "C3'" H3    SING N N 31 
FAX "O3'" HO3   SING N N 32 
FAX "C6'" "C4'" SING N N 33 
FAX "C5'" "C4'" SING N N 34 
FAX "C4'" H4    SING N N 35 
FAX "O5'" "C5'" SING N N 36 
FAX "C5'" H5    SING N N 37 
FAX "C5'" H5A   SING N N 38 
FAX "C6'" H6    SING N N 39 
FAX "C6'" H6A   SING N N 40 
FAX OP1   HOP1  SING N N 41 
FAX OP2   HOP2  SING N N 42 
# 
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 
FAX SMILES           ACDLabs              12.01 "O=P(O)(O)OCC2CC(Nc1ncnc(N)c1NC=O)CC2O"                                                                                                                        
FAX InChI            InChI                1.03  "InChI=1S/C11H18N5O6P/c12-10-9(15-5-17)11(14-4-13-10)16-7-1-6(8(18)2-7)3-22-23(19,20)21/h4-8,18H,1-3H2,(H,15,17)(H2,19,20,21)(H3,12,13,14,16)/t6-,7-,8+/m1/s1" 
FAX InChIKey         InChI                1.03  DELGOZVNUACBKX-PRJMDXOYSA-N                                                                                                                                    
FAX SMILES_CANONICAL CACTVS               3.370 "Nc1ncnc(N[C@H]2C[C@H](O)[C@@H](CO[P](O)(O)=O)C2)c1NC=O"                                                                                                       
FAX SMILES           CACTVS               3.370 "Nc1ncnc(N[CH]2C[CH](O)[CH](CO[P](O)(O)=O)C2)c1NC=O"                                                                                                           
FAX SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c(c(n1)N[C@@H]2C[C@@H]([C@H](C2)O)COP(=O)(O)O)NC=O)N"                                                                                                    
FAX SMILES           "OpenEye OEToolkits" 1.7.6 "c1nc(c(c(n1)NC2CC(C(C2)O)COP(=O)(O)O)NC=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 
FAX "SYSTEMATIC NAME" ACDLabs              12.01 "[(1R,2S,4R)-4-{[6-amino-5-(formylamino)pyrimidin-4-yl]amino}-2-hydroxycyclopentyl]methyl dihydrogen phosphate" 
FAX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(1R,2S,4R)-4-[(6-azanyl-5-formamido-pyrimidin-4-yl)amino]-2-oxidanyl-cyclopentyl]methyl dihydrogen phosphate" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
FAX "Create component" 2012-09-06 EBI  
FAX "Initial release"  2013-04-17 RCSB 
# 
