data_AOC # _chem_comp.id AOC _chem_comp.name "5'-O-prop-2-yn-1-yladenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H15 N5 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-01-05 _chem_comp.pdbx_modified_date 2012-03-09 _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 305.289 _chem_comp.one_letter_code ? _chem_comp.three_letter_code AOC _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 3V80 _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 AOC CAA CAA C 0 1 N N N 13.257 8.346 13.199 -6.340 -2.949 0.980 CAA AOC 1 AOC CAE CAE C 0 1 N N N 14.083 9.139 13.101 -5.849 -2.124 0.304 CAE AOC 2 AOC CAH CAH C 0 1 N N N 15.134 10.101 12.951 -5.234 -1.090 -0.543 CAH AOC 3 AOC "O5'" O5* O 0 1 N N N 15.004 10.622 11.691 -4.119 -0.514 0.141 O5* AOC 4 AOC "C5'" C5* C 0 1 N N N 14.751 9.646 10.723 -3.447 0.507 -0.599 C5* AOC 5 AOC "C4'" C4* C 0 1 N N R 16.022 9.614 9.971 -2.278 1.049 0.226 C4* AOC 6 AOC "O4'" O4* O 0 1 N N N 16.325 8.303 9.880 -1.278 0.029 0.385 O4* AOC 7 AOC "C3'" C3* C 0 1 N N S 15.762 10.011 8.543 -1.619 2.230 -0.513 C3* AOC 8 AOC "O3'" O3* O 0 1 N N N 15.764 11.418 8.412 -1.689 3.417 0.280 O3* AOC 9 AOC "C2'" C2* C 0 1 N N R 16.973 9.347 7.921 -0.148 1.786 -0.701 C2* AOC 10 AOC "O2'" O2* O 0 1 N N N 18.040 10.231 7.889 0.748 2.874 -0.463 O2* AOC 11 AOC "C1'" C1* C 0 1 N N R 17.291 8.223 8.911 0.004 0.693 0.393 C1* AOC 12 AOC N9 N9 N 0 1 Y N N 17.133 6.910 8.320 1.074 -0.244 0.042 N9 AOC 13 AOC C8 C8 C 0 1 Y N N 16.053 6.394 7.792 0.923 -1.437 -0.600 C8 AOC 14 AOC N7 N7 N 0 1 Y N N 16.326 5.180 7.365 2.082 -2.010 -0.750 N7 AOC 15 AOC C5 C5 C 0 1 Y N N 17.583 4.914 7.624 3.047 -1.224 -0.217 C5 AOC 16 AOC C4 C4 C 0 1 Y N N 18.080 6.024 8.229 2.413 -0.078 0.292 C4 AOC 17 AOC N3 N3 N 0 1 Y N N 19.329 6.053 8.605 3.149 0.863 0.875 N3 AOC 18 AOC C2 C2 C 0 1 Y N N 20.103 5.039 8.410 4.455 0.726 0.975 C2 AOC 19 AOC N1 N1 N 0 1 Y N N 19.682 3.964 7.828 5.095 -0.332 0.512 N1 AOC 20 AOC C6 C6 C 0 1 Y N N 18.442 3.845 7.413 4.443 -1.322 -0.090 C6 AOC 21 AOC N6 N6 N 0 1 N N N 18.100 2.723 6.846 5.123 -2.424 -0.577 N6 AOC 22 AOC HAA H1 H 0 1 N N N 12.495 7.615 13.289 -6.779 -3.687 1.585 H1 AOC 23 AOC HAH1 H2 H 0 0 N N N 16.114 9.614 13.062 -4.894 -1.540 -1.476 H2 AOC 24 AOC HAH2 H3 H 0 0 N N N 15.032 10.896 13.704 -5.968 -0.314 -0.760 H3 AOC 25 AOC "H5'" H4 H 0 1 N N N 13.911 9.936 10.074 -3.070 0.090 -1.533 H4 AOC 26 AOC "H5''" H5 H 0 0 N N N 14.537 8.671 11.186 -4.144 1.316 -0.817 H5 AOC 27 AOC "H4'" H6 H 0 1 N N N 16.801 10.235 10.436 -2.634 1.375 1.203 H6 AOC 28 AOC "H3'" H7 H 0 1 N N N 14.832 9.556 8.171 -2.096 2.389 -1.480 H7 AOC 29 AOC "HO3'" H8 H 0 0 N N N 14.984 11.776 8.819 -1.288 4.192 -0.137 H8 AOC 30 AOC "H2'" H9 H 0 1 N N N 16.729 8.934 6.931 0.008 1.366 -1.694 H9 AOC 31 AOC "HO2'" H10 H 0 0 N N N 18.793 9.805 7.497 0.628 3.621 -1.066 H10 AOC 32 AOC "H1'" H11 H 0 1 N N N 18.305 8.356 9.317 0.194 1.147 1.366 H11 AOC 33 AOC H8 H12 H 0 1 N N N 15.094 6.885 7.719 -0.019 -1.847 -0.933 H12 AOC 34 AOC H2 H13 H 0 1 N N N 21.130 5.090 8.742 5.024 1.509 1.454 H13 AOC 35 AOC H61 H14 H 0 1 N N N 18.888 2.107 6.822 4.636 -3.141 -1.013 H14 AOC 36 AOC H62 H15 H 0 1 N N N 17.360 2.298 7.368 6.087 -2.480 -0.483 H15 AOC 37 # 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 AOC N6 C6 SING N N 1 AOC N7 C5 SING Y N 2 AOC N7 C8 DOUB Y N 3 AOC C6 C5 DOUB Y N 4 AOC C6 N1 SING Y N 5 AOC C5 C4 SING Y N 6 AOC C8 N9 SING Y N 7 AOC N1 C2 DOUB Y N 8 AOC "O2'" "C2'" SING N N 9 AOC "C2'" "C3'" SING N N 10 AOC "C2'" "C1'" SING N N 11 AOC C4 N9 SING Y N 12 AOC C4 N3 DOUB Y N 13 AOC N9 "C1'" SING N N 14 AOC C2 N3 SING Y N 15 AOC "O3'" "C3'" SING N N 16 AOC "C3'" "C4'" SING N N 17 AOC "C1'" "O4'" SING N N 18 AOC "O4'" "C4'" SING N N 19 AOC "C4'" "C5'" SING N N 20 AOC "C5'" "O5'" SING N N 21 AOC "O5'" CAH SING N N 22 AOC CAH CAE SING N N 23 AOC CAE CAA TRIP N N 24 AOC CAA HAA SING N N 25 AOC CAH HAH1 SING N N 26 AOC CAH HAH2 SING N N 27 AOC "C5'" "H5'" SING N N 28 AOC "C5'" "H5''" SING N N 29 AOC "C4'" "H4'" SING N N 30 AOC "C3'" "H3'" SING N N 31 AOC "O3'" "HO3'" SING N N 32 AOC "C2'" "H2'" SING N N 33 AOC "O2'" "HO2'" SING N N 34 AOC "C1'" "H1'" SING N N 35 AOC C8 H8 SING N N 36 AOC C2 H2 SING N N 37 AOC N6 H61 SING N N 38 AOC N6 H62 SING N N 39 # 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 AOC SMILES ACDLabs 12.01 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)COCC#C)N" AOC InChI InChI 1.03 "InChI=1S/C13H15N5O4/c1-2-3-21-4-7-9(19)10(20)13(22-7)18-6-17-8-11(14)15-5-16-12(8)18/h1,5-7,9-10,13,19-20H,3-4H2,(H2,14,15,16)/t7-,9-,10-,13-/m1/s1" AOC InChIKey InChI 1.03 UZXXJOZIXHEZOC-QYVSTXNMSA-N AOC SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COCC#C)[C@@H](O)[C@H]3O" AOC SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](COCC#C)[CH](O)[CH]3O" AOC SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C#CCOC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" AOC SMILES "OpenEye OEToolkits" 1.7.6 "C#CCOCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O" # 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 AOC "SYSTEMATIC NAME" ACDLabs 12.01 "5'-O-prop-2-yn-1-yladenosine" AOC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(prop-2-ynoxymethyl)oxolane-3,4-diol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site AOC "Create component" 2012-01-05 RCSB #