data_ATS # _chem_comp.id ATS _chem_comp.name "GAMMA-ARSONO-BETA, GAMMA-METHYLENEADENOSINE-5'-DIPHOSPHATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C11 H18 As N5 O12 P2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-03-28 _chem_comp.pdbx_modified_date 2011-06-04 _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 549.156 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ATS _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 Y _chem_comp.pdbx_model_coordinates_db_code 1GLJ _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 ATS AS1 AS1 AS 0 0 N N N 35.429 11.033 31.021 ? ? ? AS1 ATS 1 ATS OG2 OG2 O 0 1 N N N 34.051 9.954 30.996 ? ? ? OG2 ATS 2 ATS OG3 OG3 O 0 1 N N N 36.367 11.059 29.579 ? ? ? OG3 ATS 3 ATS OG1 OG1 O 0 1 N N N 36.392 10.786 32.339 ? ? ? OG1 ATS 4 ATS PA PA P 0 1 N N S 33.992 14.507 34.254 ? ? ? PA ATS 5 ATS "O5'" "O5'" O 0 1 N N N 34.687 15.934 34.402 ? ? ? "O5'" ATS 6 ATS O11 O11 O 0 1 N N N 34.991 13.437 34.503 ? ? ? O11 ATS 7 ATS O13 O13 O 0 1 N N N 33.355 14.347 32.804 ? ? ? O13 ATS 8 ATS O12 O12 O 0 1 N N N 32.914 14.405 35.262 ? ? ? O12 ATS 9 ATS "C5'" "C5'" C 0 1 N N N 35.593 16.374 33.424 ? ? ? "C5'" ATS 10 ATS "C4'" "C4'" C 0 1 N N R 35.035 17.548 32.640 ? ? ? "C4'" ATS 11 ATS "O4'" "O4'" O 0 1 N N N 34.708 18.643 33.532 ? ? ? "O4'" ATS 12 ATS "C2'" "C2'" C 0 1 N N R 36.451 19.450 32.199 ? ? ? "C2'" ATS 13 ATS "O2'" "O2'" O 0 1 N N N 36.678 20.354 31.164 ? ? ? "O2'" ATS 14 ATS "C3'" "C3'" C 0 1 N N S 35.957 18.139 31.585 ? ? ? "C3'" ATS 15 ATS "O3'" "O3'" O 0 1 N N N 35.294 18.352 30.361 ? ? ? "O3'" ATS 16 ATS "C1'" "C1'" C 0 1 N N R 35.267 19.870 33.069 ? ? ? "C1'" ATS 17 ATS N9 N9 N 0 1 Y N N 35.502 20.690 34.276 ? ? ? N9 ATS 18 ATS C4 C4 C 0 1 Y N N 35.025 21.912 34.680 ? ? ? C4 ATS 19 ATS N3 N3 N 0 1 Y N N 34.414 22.827 33.977 ? ? ? N3 ATS 20 ATS C2 C2 C 0 1 Y N N 34.211 23.937 34.680 ? ? ? C2 ATS 21 ATS N1 N1 N 0 1 Y N N 34.516 24.219 35.929 ? ? ? N1 ATS 22 ATS C6 C6 C 0 1 Y N N 35.148 23.274 36.604 ? ? ? C6 ATS 23 ATS N6 N6 N 0 1 N N N 35.480 23.528 37.862 ? ? ? N6 ATS 24 ATS C5 C5 C 0 1 Y N N 35.422 22.061 35.964 ? ? ? C5 ATS 25 ATS N7 N7 N 0 1 Y N N 36.030 20.935 36.410 ? ? ? N7 ATS 26 ATS C8 C8 C 0 1 Y N N 36.001 20.140 35.389 ? ? ? C8 ATS 27 ATS PB PB P 0 1 N N R 33.310 12.971 31.957 ? ? ? PB ATS 28 ATS OB2 OB2 O 0 1 N N N 32.197 13.040 30.870 ? ? ? OB2 ATS 29 ATS C3B C3B C 0 1 N N N 34.783 12.836 31.067 ? ? ? C3B ATS 30 ATS OB1 OB1 O 0 1 N N N 33.091 11.712 32.855 ? ? ? OB1 ATS 31 ATS HO2 HO2 H 0 1 N N N 33.785 9.759 31.887 ? ? ? HO2 ATS 32 ATS HO3 HO3 H 0 1 N N N 35.789 11.064 28.825 ? ? ? HO3 ATS 33 ATS HOB HOB H 0 1 N N N 35.204 13.006 33.684 ? ? ? HOB ATS 34 ATS "H5'1" "1H5'" H 0 0 N N N 35.778 15.546 32.724 ? ? ? "H5'1" ATS 35 ATS "H5'2" "2H5'" H 0 0 N N N 36.524 16.688 33.918 ? ? ? "H5'2" ATS 36 ATS "H4'" "H4'" H 0 1 N N N 34.162 17.116 32.129 ? ? ? "H4'" ATS 37 ATS "H2'" "H2'" H 0 1 N N N 37.386 19.383 32.774 ? ? ? "H2'" ATS 38 ATS "HO2'" "'HO2" H 0 0 N N N 36.730 21.234 31.517 ? ? ? "HO2'" ATS 39 ATS "H3'" "H3'" H 0 1 N N N 36.785 17.459 31.337 ? ? ? "H3'" ATS 40 ATS "HO3'" "'HO3" H 0 0 N N N 34.357 18.400 30.512 ? ? ? "HO3'" ATS 41 ATS "H1'" "H1'" H 0 1 N N N 34.658 20.523 32.426 ? ? ? "H1'" ATS 42 ATS H2 H2 H 0 1 N N N 33.718 24.733 34.141 ? ? ? H2 ATS 43 ATS HN61 1HN6 H 0 0 N N N 35.068 24.393 38.147 ? ? ? HN61 ATS 44 ATS HN62 2HN6 H 0 0 N N N 36.475 23.592 37.938 ? ? ? HN62 ATS 45 ATS H8 H8 H 0 1 N N N 36.350 19.119 35.432 ? ? ? H8 ATS 46 ATS H3B1 1H3B H 0 0 N N N 34.588 13.156 30.033 ? ? ? H3B1 ATS 47 ATS H3B2 2H3B H 0 0 N N N 35.543 13.470 31.547 ? ? ? H3B2 ATS 48 ATS HB1 HB1 H 0 1 N N N 33.047 10.936 32.308 ? ? ? HB1 ATS 49 # # 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 ATS AS1 OG2 SING N N 1 ATS AS1 OG3 SING N N 2 ATS AS1 OG1 DOUB N N 3 ATS AS1 C3B SING N N 4 ATS OG2 HO2 SING N N 5 ATS OG3 HO3 SING N N 6 ATS PA "O5'" SING N N 7 ATS PA O11 SING N N 8 ATS PA O13 SING N N 9 ATS PA O12 DOUB N N 10 ATS "O5'" "C5'" SING N N 11 ATS O11 HOB SING N N 12 ATS O13 PB SING N N 13 ATS "C5'" "C4'" SING N N 14 ATS "C5'" "H5'1" SING N N 15 ATS "C5'" "H5'2" SING N N 16 ATS "C4'" "O4'" SING N N 17 ATS "C4'" "C3'" SING N N 18 ATS "C4'" "H4'" SING N N 19 ATS "O4'" "C1'" SING N N 20 ATS "C2'" "O2'" SING N N 21 ATS "C2'" "C3'" SING N N 22 ATS "C2'" "C1'" SING N N 23 ATS "C2'" "H2'" SING N N 24 ATS "O2'" "HO2'" SING N N 25 ATS "C3'" "O3'" SING N N 26 ATS "C3'" "H3'" SING N N 27 ATS "O3'" "HO3'" SING N N 28 ATS "C1'" N9 SING N N 29 ATS "C1'" "H1'" SING N N 30 ATS N9 C4 SING Y N 31 ATS N9 C8 SING Y N 32 ATS C4 N3 DOUB Y N 33 ATS C4 C5 SING Y N 34 ATS N3 C2 SING Y N 35 ATS C2 N1 DOUB Y N 36 ATS C2 H2 SING N N 37 ATS N1 C6 SING Y N 38 ATS C6 N6 SING N N 39 ATS C6 C5 DOUB Y N 40 ATS N6 HN61 SING N N 41 ATS N6 HN62 SING N N 42 ATS C5 N7 SING Y N 43 ATS N7 C8 DOUB Y N 44 ATS C8 H8 SING N N 45 ATS PB OB2 DOUB N N 46 ATS PB C3B SING N N 47 ATS PB OB1 SING N N 48 ATS C3B H3B1 SING N N 49 ATS C3B H3B2 SING N N 50 ATS OB1 HB1 SING N N 51 # # 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 ATS SMILES ACDLabs 10.04 "O=[As](O)(O)CP(=O)(O)OP(=O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O" ATS SMILES_CANONICAL CACTVS 3.341 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P@@](O)(=O)O[P@@](O)(=O)C[As](O)(O)=O)[C@@H](O)[C@H]3O" ATS SMILES CACTVS 3.341 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(=O)O[P](O)(=O)C[As](O)(O)=O)[CH](O)[CH]3O" ATS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO[P@](=O)(O)O[P@@](=O)(C[As](=O)(O)O)O)O)O)N" ATS SMILES "OpenEye OEToolkits" 1.5.0 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)COP(=O)(O)OP(=O)(C[As](=O)(O)O)O)O)O)N" ATS InChI InChI 1.03 "InChI=1S/C11H18AsN5O12P2/c13-9-6-10(15-3-14-9)17(4-16-6)11-8(19)7(18)5(28-11)1-27-31(25,26)29-30(23,24)2-12(20,21)22/h3-5,7-8,11,18-19H,1-2H2,(H,23,24)(H,25,26)(H2,13,14,15)(H2,20,21,22)/t5-,7-,8-,11-/m1/s1" ATS InChIKey InChI 1.03 KHQOAQLQNLUEQN-IOSLPCCCSA-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 ATS "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-[(S)-{[(R)-(arsonomethyl)(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]adenosine" ATS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-(arsonomethyl)phosphinic 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 ATS "Create component" 2001-03-28 RCSB ATS "Modify descriptor" 2011-06-04 RCSB ##