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 #