data_ACK # _chem_comp.id ACK _chem_comp.name ;2',3'- cyclic AMP ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C10 H12 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 2006-06-16 _chem_comp.pdbx_modified_date 2017-12-13 _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 329.206 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ACK _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 2IVS _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 ACK O3P O1 O 0 1 N N N 8.120 8.326 -1.931 -2.919 2.490 -1.620 O3P ACK 1 ACK P P1 P 0 1 N N N 7.439 7.283 -2.739 -2.680 1.899 -0.142 P ACK 2 ACK O1P O2 O 0 1 N N N 5.929 7.357 -2.895 -3.165 2.842 0.890 O1P ACK 3 ACK "O2'" O3 O 0 1 N N N 7.696 5.765 -2.205 -1.107 1.527 0.095 "O2'" ACK 4 ACK "O3'" O4 O 0 1 N N N 8.142 7.069 -4.160 -3.379 0.432 0.024 "O3'" ACK 5 ACK "C3'" C1 C 0 1 N N R 8.862 5.828 -4.242 -2.388 -0.461 -0.516 "C3'" ACK 6 ACK "C4'" C2 C 0 1 N N R 8.579 5.052 -5.528 -2.250 -1.678 0.426 "C4'" ACK 7 ACK "O4'" O5 O 0 1 N N N 7.771 3.910 -5.169 -0.835 -1.969 0.445 "O4'" ACK 8 ACK "C5'" C3 C 0 1 N N N 9.884 4.586 -6.196 -3.032 -2.871 -0.127 "C5'" ACK 9 ACK "O5'" O6 O 0 1 N N N 10.592 3.707 -5.329 -2.925 -3.971 0.779 "O5'" ACK 10 ACK "C1'" C4 C 0 1 N N R 7.324 4.067 -3.830 -0.182 -0.682 0.490 "C1'" ACK 11 ACK N9 N1 N 0 1 Y N N 7.091 2.739 -3.219 1.204 -0.797 0.028 N9 ACK 12 ACK C8 C5 C 0 1 Y N N 7.904 1.662 -3.279 1.702 -1.763 -0.795 C8 ACK 13 ACK N7 N2 N 0 1 Y N N 7.340 0.609 -2.645 2.971 -1.560 -1.001 N7 ACK 14 ACK C5 C6 C 0 1 Y N N 6.161 1.041 -2.170 3.366 -0.454 -0.326 C5 ACK 15 ACK C6 C7 C 0 1 Y N N 5.105 0.427 -1.384 4.585 0.230 -0.177 C6 ACK 16 ACK N6 N3 N 0 1 N N N 5.267 -0.865 -0.985 5.730 -0.218 -0.811 N6 ACK 17 ACK N1 N4 N 0 1 Y N N 4.056 1.207 -1.056 4.611 1.318 0.586 N1 ACK 18 ACK C2 C8 C 0 1 Y N N 3.942 2.506 -1.433 3.523 1.753 1.194 C2 ACK 19 ACK N3 N5 N 0 1 Y N N 4.865 3.145 -2.171 2.361 1.145 1.084 N3 ACK 20 ACK C4 C9 C 0 1 Y N N 5.991 2.448 -2.549 2.236 0.052 0.338 C4 ACK 21 ACK "C2'" C10 C 0 1 N N R 8.364 4.925 -3.120 -0.998 0.208 -0.473 "C2'" ACK 22 ACK H1 H1 H 0 1 N N N 7.476 8.940 -1.598 -3.838 2.725 -1.806 H1 ACK 23 ACK H2 H2 H 0 1 N N N 9.945 5.991 -4.137 -2.646 -0.761 -1.532 H2 ACK 24 ACK H3 H3 H 0 1 N N N 8.032 5.701 -6.227 -2.599 -1.425 1.427 H3 ACK 25 ACK H4 H4 H 0 1 N N N 9.645 4.059 -7.132 -4.080 -2.596 -0.243 H4 ACK 26 ACK H5 H5 H 0 1 N N N 10.512 5.462 -6.418 -2.622 -3.157 -1.095 H5 ACK 27 ACK H6 H6 H 0 1 N N N 11.395 3.425 -5.750 -3.398 -4.764 0.492 H6 ACK 28 ACK H7 H7 H 0 1 N N N 6.373 4.621 -3.829 -0.211 -0.276 1.502 H7 ACK 29 ACK H8 H8 H 0 1 N N N 8.868 1.644 -3.765 1.129 -2.577 -1.213 H8 ACK 30 ACK H9 H9 H 0 1 N N N 4.491 -1.138 -0.416 5.698 -1.013 -1.366 H9 ACK 31 ACK H10 H10 H 0 1 N N N 5.316 -1.458 -1.789 6.565 0.263 -0.701 H10 ACK 32 ACK H11 H11 H 0 1 N N N 3.064 3.054 -1.124 3.589 2.641 1.806 H11 ACK 33 ACK H12 H12 H 0 1 N N N 9.171 4.324 -2.676 -0.545 0.231 -1.464 H12 ACK 34 # 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 ACK "C5'" "C4'" SING N N 1 ACK "C5'" "O5'" SING N N 2 ACK "C4'" "O4'" SING N N 3 ACK "C4'" "C3'" SING N N 4 ACK "O4'" "C1'" SING N N 5 ACK "C3'" "O3'" SING N N 6 ACK "C3'" "C2'" SING N N 7 ACK "O3'" P SING N N 8 ACK "C1'" N9 SING N N 9 ACK "C1'" "C2'" SING N N 10 ACK C8 N9 SING Y N 11 ACK C8 N7 DOUB Y N 12 ACK N9 C4 SING Y N 13 ACK "C2'" "O2'" SING N N 14 ACK O1P P DOUB N N 15 ACK P "O2'" SING N N 16 ACK P O3P SING N N 17 ACK N7 C5 SING Y N 18 ACK C4 N3 DOUB Y N 19 ACK C4 C5 SING Y N 20 ACK N3 C2 SING Y N 21 ACK C5 C6 DOUB Y N 22 ACK C2 N1 DOUB Y N 23 ACK C6 N1 SING Y N 24 ACK C6 N6 SING N N 25 ACK O3P H1 SING N N 26 ACK "C3'" H2 SING N N 27 ACK "C4'" H3 SING N N 28 ACK "C5'" H4 SING N N 29 ACK "C5'" H5 SING N N 30 ACK "O5'" H6 SING N N 31 ACK "C1'" H7 SING N N 32 ACK C8 H8 SING N N 33 ACK N6 H9 SING N N 34 ACK N6 H10 SING N N 35 ACK C2 H11 SING N N 36 ACK "C2'" H12 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 ACK InChI InChI 1.03 "InChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7-6(4(1-16)19-10)20-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1" ACK InChIKey InChI 1.03 KMYWVDDIPVNLME-KQYNXXCUSA-N ACK SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO)[C@H]4O[P](O)(=O)O[C@@H]34" ACK SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO)[CH]4O[P](O)(=O)O[CH]34" ACK SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@H](O3)CO)OP(=O)(O4)O)N" ACK SMILES "OpenEye OEToolkits" 2.0.6 "c1nc(c2c(n1)n(cn2)C3C4C(C(O3)CO)OP(=O)(O4)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 ACK "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "[(3~{a}~{R},4~{R},6~{R},6~{a}~{R})-4-(6-aminopurin-9-yl)-2-oxidanyl-2-oxidanylidene-3~{a},4,6,6~{a}-tetrahydrofuro[3,4-d][1,3,2]dioxaphosphol-6-yl]methanol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site ACK "Create component" 2006-06-16 EBI ACK "Modify descriptor" 2011-06-04 RCSB ACK "Other modification" 2017-12-13 EBI #