data_ANK # _chem_comp.id ANK _chem_comp.name "9-{5-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-beta-L-ribofuranosyl}-9H-purin-6-amine" _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 2010-09-13 _chem_comp.pdbx_modified_date 2011-09-02 _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 ANK _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 3AN0 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 ANK N1 N1 N 0 1 Y N N -31.339 21.991 23.032 -7.649 2.469 -0.671 N1 ANK 1 ANK C2 C2 C 0 1 Y N N -30.216 21.676 23.694 -7.332 1.495 -1.504 C2 ANK 2 ANK N3 N3 N 0 1 Y N N -28.978 21.682 23.168 -6.246 0.765 -1.357 N3 ANK 3 ANK C4 C4 C 0 1 Y N N -28.816 22.028 21.882 -5.413 0.986 -0.345 C4 ANK 4 ANK C5 C5 C 0 1 Y N N -30.010 22.385 21.084 -5.707 2.012 0.569 C5 ANK 5 ANK C6 C6 C 0 1 Y N N -31.328 22.361 21.745 -6.877 2.763 0.370 C6 ANK 6 ANK N6 N6 N 0 1 N N N -32.468 22.691 21.080 -7.218 3.786 1.237 N6 ANK 7 ANK N7 N7 N 0 1 Y N N -29.593 22.692 19.854 -4.712 2.024 1.489 N7 ANK 8 ANK C8 C8 C 0 1 Y N N -28.255 22.533 19.867 -3.848 1.093 1.204 C8 ANK 9 ANK N9 N9 N 0 1 Y N N -27.780 22.143 21.065 -4.236 0.425 0.081 N9 ANK 10 ANK PA PA P 0 1 N N N -23.948 23.573 17.354 2.143 -1.653 0.577 PA ANK 11 ANK PB PB P 0 1 N N N -22.335 21.649 16.028 4.527 0.067 0.205 PB ANK 12 ANK PG PG P 0 1 N N N -23.028 22.970 13.290 6.460 1.855 -0.668 PG ANK 13 ANK "C1'" C1* C 0 1 N N S -26.329 21.881 21.211 -3.526 -0.688 -0.554 C1* ANK 14 ANK O1A O1A O 0 1 N N N -25.213 22.776 17.131 2.067 -1.354 2.024 O1A ANK 15 ANK O1B O1B O 0 1 N N N -21.048 21.074 16.560 4.450 0.768 1.506 O1B ANK 16 ANK O1G O1G O 0 1 N N N -24.451 22.823 13.804 6.393 2.634 0.740 O1G ANK 17 ANK "C2'" C2* C 0 1 N N S -25.596 21.080 22.248 -4.095 -2.038 -0.064 C2* ANK 18 ANK "O2'" O2* O 0 1 N N N -26.000 19.733 22.180 -5.025 -2.564 -1.013 O2* ANK 19 ANK O2A O2A O 0 1 N N N -23.588 24.853 16.628 2.751 -3.129 0.365 O2A ANK 20 ANK O2B O2B O 0 1 N N N -23.502 20.708 15.740 5.630 -1.103 0.290 O2B ANK 21 ANK O2G O2G O 0 1 N N N -22.763 21.920 12.233 7.490 0.795 -0.597 O2G ANK 22 ANK "C3'" C3* C 0 1 N N R -24.236 21.173 21.581 -2.853 -2.952 0.042 C3* ANK 23 ANK "O3'" O3* O 0 1 N N N -23.920 19.936 20.954 -2.979 -4.071 -0.839 O3* ANK 24 ANK O3A O3A O 0 1 N N N -22.648 22.653 17.213 3.092 -0.573 -0.146 O3A ANK 25 ANK N3B N3B N 0 1 N N N -21.966 22.625 14.616 4.962 1.162 -0.997 N3B ANK 26 ANK O3G O3G O 0 1 N N N -22.473 24.372 12.993 6.839 2.894 -1.838 O3G ANK 27 ANK "C4'" C4* C 0 1 N N S -24.487 22.173 20.466 -1.682 -2.046 -0.398 C4* ANK 28 ANK "O4'" O4* O 0 1 N N N -25.499 22.983 21.046 -2.141 -0.700 -0.145 O4* ANK 29 ANK "C5'" C5* C 0 1 N N N -23.333 22.985 19.919 -0.434 -2.348 0.435 C5* ANK 30 ANK "O5'" O5* O 0 1 N N N -23.895 23.880 18.938 0.667 -1.584 -0.063 O5* ANK 31 ANK H2 H2 H 0 1 N N N -30.313 21.395 24.732 -7.987 1.289 -2.337 H2 ANK 32 ANK HN6 HN6 H 0 1 N N N -33.250 22.608 21.697 -8.028 4.298 1.089 HN6 ANK 33 ANK HN6A HN6A H 0 0 N N N -32.401 23.633 20.752 -6.646 3.991 1.994 HN6A ANK 34 ANK H8 H8 H 0 1 N N N -27.627 22.701 19.004 -2.954 0.882 1.773 H8 ANK 35 ANK "H1'" H1* H 0 1 N N N -26.508 21.145 20.413 -3.602 -0.616 -1.639 H1* ANK 36 ANK HO1G HO1G H 0 0 N N N -24.878 22.103 13.355 5.738 3.344 0.766 HO1G ANK 37 ANK "H2'" H2* H 0 1 N N N -25.703 21.401 23.294 -4.569 -1.921 0.910 H2* ANK 38 ANK "HO2'" HO2* H 0 0 N N N -25.535 19.229 22.837 -5.412 -3.412 -0.755 HO2* ANK 39 ANK HO2A HO2A H 0 0 N N N -24.278 25.074 16.014 2.829 -3.393 -0.562 HO2A ANK 40 ANK HO2B HO2B H 0 0 N N N -23.249 19.816 15.948 5.734 -1.605 -0.530 HO2B ANK 41 ANK "H3'" H3* H 0 1 N N N -23.432 21.434 22.285 -2.714 -3.289 1.069 H3* ANK 42 ANK "HO3'" HO3* H 0 0 N N N -23.068 20.000 20.538 -3.735 -4.641 -0.645 HO3* ANK 43 ANK HN3B HN3B H 0 0 N N N -21.746 23.525 14.993 4.959 0.722 -1.905 HN3B ANK 44 ANK HO3G HO3G H 0 0 N N N -22.028 24.366 12.154 7.692 3.332 -1.713 HO3G ANK 45 ANK "H4'" H4* H 0 1 N N N -24.743 21.640 19.538 -1.473 -2.183 -1.459 H4* ANK 46 ANK "H5'" H5* H 0 1 N N N -22.845 23.553 20.725 -0.619 -2.083 1.476 H5* ANK 47 ANK "H5'A" H5*A H 0 0 N N N -22.584 22.326 19.456 -0.200 -3.410 0.366 H5*A ANK 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 ANK N1 C2 DOUB Y N 1 ANK N1 C6 SING Y N 2 ANK C2 N3 SING Y N 3 ANK N3 C4 DOUB Y N 4 ANK C4 C5 SING Y N 5 ANK C4 N9 SING Y N 6 ANK C5 C6 DOUB Y N 7 ANK C5 N7 SING Y N 8 ANK C6 N6 SING N N 9 ANK N7 C8 DOUB Y N 10 ANK C8 N9 SING Y N 11 ANK N9 "C1'" SING N N 12 ANK PA O1A DOUB N N 13 ANK PA O2A SING N N 14 ANK PA O3A SING N N 15 ANK PA "O5'" SING N N 16 ANK PB O1B DOUB N N 17 ANK PB O2B SING N N 18 ANK PB O3A SING N N 19 ANK PB N3B SING N N 20 ANK PG O1G SING N N 21 ANK PG O2G DOUB N N 22 ANK PG N3B SING N N 23 ANK PG O3G SING N N 24 ANK "C1'" "C2'" SING N N 25 ANK "C1'" "O4'" SING N N 26 ANK "C2'" "O2'" SING N N 27 ANK "C2'" "C3'" SING N N 28 ANK "C3'" "O3'" SING N N 29 ANK "C3'" "C4'" SING N N 30 ANK "C4'" "O4'" SING N N 31 ANK "C4'" "C5'" SING N N 32 ANK "C5'" "O5'" SING N N 33 ANK C2 H2 SING N N 34 ANK N6 HN6 SING N N 35 ANK N6 HN6A SING N N 36 ANK C8 H8 SING N N 37 ANK "C1'" "H1'" SING N N 38 ANK O1G HO1G SING N N 39 ANK "C2'" "H2'" SING N N 40 ANK "O2'" "HO2'" SING N N 41 ANK O2A HO2A SING N N 42 ANK O2B HO2B SING N N 43 ANK "C3'" "H3'" SING N N 44 ANK "O3'" "HO3'" SING N N 45 ANK N3B HN3B SING N N 46 ANK O3G HO3G SING N N 47 ANK "C4'" "H4'" SING N N 48 ANK "C5'" "H5'" SING N N 49 ANK "C5'" "H5'A" 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 ANK SMILES ACDLabs 12.01 "O=P(O)(O)NP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" ANK SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@H]3O[C@@H](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[C@H](O)[C@@H]3O" ANK SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)N[P](O)(O)=O)[CH](O)[CH]3O" ANK SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)[C@@H]3[C@H]([C@H]([C@@H](O3)CO[P@@](=O)(O)O[P@](=O)(NP(=O)(O)O)O)O)O)N" ANK SMILES "OpenEye OEToolkits" 1.7.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(NP(=O)(O)O)O)O)O)N" ANK 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)1-26-31(24,25)28-30(22,23)15-29(19,20)21/h2-4,6-7,10,17-18H,1H2,(H,24,25)(H2,11,12,13)(H4,15,19,20,21,22,23)/t4-,6-,7-,10-/m0/s1" ANK InChIKey InChI 1.03 PVKSNHVPLWYQGJ-DEGSGYPDSA-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 ANK "SYSTEMATIC NAME" ACDLabs 12.01 "9-{5-O-[(R)-hydroxy{[(S)-hydroxy(phosphonoamino)phosphoryl]oxy}phosphoryl]-beta-L-ribofuranosyl}-9H-purin-6-amine" ANK "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "[[[[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]amino]phosphonic 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 ANK "Create component" 2010-09-13 PDBJ ANK "Modify aromatic_flag" 2011-06-04 RCSB ANK "Modify descriptor" 2011-06-04 RCSB #