data_ZAN
# 
_chem_comp.id                                    ZAN 
_chem_comp.name                                  "5'-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]amino}phosphoryl]adenosine" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C10 H17 N6 O12 P3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2011-12-01 
_chem_comp.pdbx_modified_date                    2012-05-18 
_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                        506.196 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZAN 
_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        3UPQ 
_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 
ZAN PA    PA    P 0 1 N N N 15.672 7.067  -14.122 1.872  0.913  0.390  PA    ZAN 1  
ZAN PB    PB    P 0 1 N N N 18.142 6.970  -15.809 4.601  0.580  0.021  PB    ZAN 2  
ZAN PG    PG    P 0 1 N N N 20.151 7.656  -13.795 7.380  -0.418 -0.232 PG    ZAN 3  
ZAN O1A   O1A   O 0 1 N N N 16.209 6.030  -13.213 2.148  2.062  1.484  O1A   ZAN 4  
ZAN O1B   O1B   O 0 1 N N N 18.266 5.555  -15.388 4.497  1.245  -1.442 O1B   ZAN 5  
ZAN O1G   O1G   O 0 1 N N N 20.249 9.036  -13.260 8.118  0.141  1.085  O1G   ZAN 6  
ZAN O2A   O2A   O 0 1 N N N 15.043 8.276  -13.291 1.754  1.528  -0.951 O2A   ZAN 7  
ZAN O2B   O2B   O 0 1 N N N 18.168 7.132  -17.403 4.877  1.633  1.023  O2B   ZAN 8  
ZAN O2G   O2G   O 0 1 N N N 19.345 6.709  -12.802 7.943  -1.886 -0.580 O2G   ZAN 9  
ZAN N3A   N3A   N 0 1 N N N 16.781 7.765  -15.203 3.149  -0.183 0.394  N3A   ZAN 10 
ZAN O3B   O3B   O 0 1 N N N 19.390 7.755  -15.200 5.795  -0.500 0.035  O3B   ZAN 11 
ZAN O3G   O3G   O 0 1 N N N 21.600 7.040  -14.056 7.643  0.492  -1.369 O3G   ZAN 12 
ZAN "O5'" "O5'" O 0 1 N N N 14.445 6.486  -14.933 0.504  0.145  0.752  "O5'" ZAN 13 
ZAN "C5'" "C5'" C 0 1 N N N 14.668 5.092  -15.134 -0.124 -0.784 -0.134 "C5'" ZAN 14 
ZAN "C4'" "C4'" C 0 1 N N R 14.051 4.769  -16.495 -1.398 -1.327 0.517  "C4'" ZAN 15 
ZAN "O4'" "O4'" O 0 1 N N N 12.629 5.019  -16.434 -2.365 -0.272 0.654  "O4'" ZAN 16 
ZAN "C3'" "C3'" C 0 1 N N S 14.585 5.796  -17.506 -2.026 -2.409 -0.383 "C3'" ZAN 17 
ZAN "O3'" "O3'" O 0 1 N N N 15.818 5.350  -18.081 -2.095 -3.657 0.310  "O3'" ZAN 18 
ZAN "C2'" "C2'" C 0 1 N N R 13.471 5.774  -18.553 -3.447 -1.874 -0.685 "C2'" ZAN 19 
ZAN "O2'" "O2'" O 0 1 N N N 13.622 4.601  -19.350 -4.410 -2.929 -0.633 "O2'" ZAN 20 
ZAN "C1'" "C1'" C 0 1 N N R 12.222 5.670  -17.656 -3.668 -0.867 0.473  "C1'" ZAN 21 
ZAN N9    N9    N 0 1 Y N N 11.760 7.026  -17.406 -4.651 0.149  0.091  N9    ZAN 22 
ZAN C8    C8    C 0 1 Y N N 12.205 7.911  -16.458 -4.379 1.380  -0.428 C8    ZAN 23 
ZAN N7    N7    N 0 1 Y N N 11.547 9.040  -16.571 -5.488 2.024  -0.650 N7    ZAN 24 
ZAN C5    C5    C 0 1 Y N N 10.666 8.940  -17.600 -6.539 1.249  -0.289 C5    ZAN 25 
ZAN C6    C6    C 0 1 Y N N 9.717  9.804  -18.179 -7.935 1.410  -0.301 C6    ZAN 26 
ZAN N6    N6    N 0 1 N N N 9.542  11.092 -17.680 -8.509 2.581  -0.763 N6    ZAN 27 
ZAN N1    N1    N 0 1 Y N N 9.005  9.347  -19.212 -8.691 0.410  0.142  N1    ZAN 28 
ZAN C2    C2    C 0 1 Y N N 9.173  8.125  -19.700 -8.152 -0.711 0.584  C2    ZAN 29 
ZAN N3    N3    N 0 1 Y N N 10.045 7.270  -19.191 -6.850 -0.906 0.614  N3    ZAN 30 
ZAN C4    C4    C 0 1 Y N N 10.793 7.644  -18.143 -6.015 0.035  0.186  C4    ZAN 31 
ZAN H1    H1    H 0 1 N N N 16.070 6.296  -12.312 2.237  1.731  2.388  H1    ZAN 32 
ZAN H2    H2    H 0 1 N N N 18.339 5.001  -16.156 4.317  0.612  -2.150 H2    ZAN 33 
ZAN H3    H3    H 0 1 N N N 21.163 9.280  -13.179 7.989  -0.407 1.871  H3    ZAN 34 
ZAN H4    H4    H 0 1 N N N 19.887 5.966  -12.563 8.894  -1.913 -0.752 H4    ZAN 35 
ZAN H5    H5    H 0 1 N N N 17.128 8.583  -14.744 2.970  -0.949 -0.238 H5    ZAN 36 
ZAN H6    H6    H 0 1 N N N 14.178 4.507  -14.342 -0.378 -0.282 -1.067 H6    ZAN 37 
ZAN H7    H7    H 0 1 N N N 15.746 4.872  -15.139 0.559  -1.609 -0.339 H7    ZAN 38 
ZAN H8    H8    H 0 1 N N N 14.288 3.741  -16.808 -1.165 -1.745 1.496  H8    ZAN 39 
ZAN H9    H9    H 0 1 N N N 14.672 6.791  -17.045 -1.455 -2.516 -1.305 H9    ZAN 40 
ZAN H10   H10   H 0 1 N N N 16.501 5.369  -17.421 -2.482 -4.375 -0.210 H10   ZAN 41 
ZAN H11   H11   H 0 1 N N N 13.459 6.700  -19.147 -3.476 -1.370 -1.650 H11   ZAN 42 
ZAN H12   H12   H 0 1 N N N 14.396 4.685  -19.894 -4.313 -3.585 -1.338 H12   ZAN 43 
ZAN H13   H13   H 0 1 N N N 11.447 5.084  -18.173 -3.984 -1.386 1.378  H13   ZAN 44 
ZAN H14   H14   H 0 1 N N N 12.978 7.710  -15.731 -3.389 1.765  -0.626 H14   ZAN 45 
ZAN H15   H15   H 0 1 N N N 8.835  11.562 -18.209 -7.947 3.303  -1.084 H15   ZAN 46 
ZAN H16   H16   H 0 1 N N N 9.263  11.043 -16.721 -9.474 2.680  -0.766 H16   ZAN 47 
ZAN H17   H17   H 0 1 N N N 8.575  7.816  -20.545 -8.803 -1.498 0.935  H17   ZAN 48 
# 
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 
ZAN C2    N1    DOUB Y N 1  
ZAN C2    N3    SING Y N 2  
ZAN "O2'" "C2'" SING N N 3  
ZAN N1    C6    SING Y N 4  
ZAN N3    C4    DOUB Y N 5  
ZAN "C2'" "C1'" SING N N 6  
ZAN "C2'" "C3'" SING N N 7  
ZAN C6    N6    SING N N 8  
ZAN C6    C5    DOUB Y N 9  
ZAN C4    C5    SING Y N 10 
ZAN C4    N9    SING Y N 11 
ZAN "O3'" "C3'" SING N N 12 
ZAN "C1'" N9    SING N N 13 
ZAN "C1'" "O4'" SING N N 14 
ZAN C5    N7    SING Y N 15 
ZAN "C3'" "C4'" SING N N 16 
ZAN N9    C8    SING Y N 17 
ZAN O2B   PB    DOUB N N 18 
ZAN N7    C8    DOUB Y N 19 
ZAN "C4'" "O4'" SING N N 20 
ZAN "C4'" "C5'" SING N N 21 
ZAN PB    O1B   SING N N 22 
ZAN PB    N3A   SING N N 23 
ZAN PB    O3B   SING N N 24 
ZAN N3A   PA    SING N N 25 
ZAN O3B   PG    SING N N 26 
ZAN "C5'" "O5'" SING N N 27 
ZAN "O5'" PA    SING N N 28 
ZAN PA    O2A   DOUB N N 29 
ZAN PA    O1A   SING N N 30 
ZAN O3G   PG    DOUB N N 31 
ZAN PG    O1G   SING N N 32 
ZAN PG    O2G   SING N N 33 
ZAN O1A   H1    SING N N 34 
ZAN O1B   H2    SING N N 35 
ZAN O1G   H3    SING N N 36 
ZAN O2G   H4    SING N N 37 
ZAN N3A   H5    SING N N 38 
ZAN "C5'" H6    SING N N 39 
ZAN "C5'" H7    SING N N 40 
ZAN "C4'" H8    SING N N 41 
ZAN "C3'" H9    SING N N 42 
ZAN "O3'" H10   SING N N 43 
ZAN "C2'" H11   SING N N 44 
ZAN "O2'" H12   SING N N 45 
ZAN "C1'" H13   SING N N 46 
ZAN C8    H14   SING N N 47 
ZAN N6    H15   SING N N 48 
ZAN N6    H16   SING N N 49 
ZAN C2    H17   SING N N 50 
# 
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 
ZAN SMILES           ACDLabs              12.01 "O=P(O)(O)OP(=O)(O)NP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O"                                                                                                                                                  
ZAN InChI            InChI                1.03  "InChI=1S/C10H17N6O12P3/c11-8-5-9(13-2-12-8)16(3-14-5)10-7(18)6(17)4(27-10)1-26-29(19,20)15-30(21,22)28-31(23,24)25/h2-4,6-7,10,17-18H,1H2,(H2,11,12,13)(H2,23,24,25)(H3,15,19,20,21,22)/t4-,6-,7-,10-/m1/s1" 
ZAN InChIKey         InChI                1.03  WUPFAKUEHUVIDK-KQYNXXCUSA-N                                                                                                                                                                                   
ZAN SMILES_CANONICAL CACTVS               3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(=O)N[P](O)(=O)O[P](O)(O)=O)[C@@H](O)[C@H]3O"                                                                                                                          
ZAN SMILES           CACTVS               3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)N[P](O)(=O)O[P](O)(O)=O)[CH](O)[CH]3O"                                                                                                                                
ZAN SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(NP(=O)(O)OP(=O)(O)O)O)O)O)N"                                                                                                                          
ZAN SMILES           "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(NP(=O)(O)OP(=O)(O)O)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 
ZAN "SYSTEMATIC NAME" ACDLabs              12.01 "5'-O-[(S)-hydroxy{[(S)-hydroxy(phosphonooxy)phosphoryl]amino}phosphoryl]adenosine"                                                 
ZAN "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-N-[oxidanyl(phosphonooxy)phosphoryl]phosphonamidic acid" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ZAN "Create component" 2011-12-01 RCSB 
# 
