data_A3N # _chem_comp.id A3N _chem_comp.name "5'-deoxy-5'-(prop-2-yn-1-ylamino)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H16 N6 O3" _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 304.305 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A3N _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 3V7Y _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 A3N C13 C13 C 0 1 N N N 15.215 10.563 13.589 -6.469 -2.936 0.905 C13 A3N 1 A3N C12 C12 C 0 1 N N N 14.448 10.429 13.113 -5.941 -2.107 0.263 C12 A3N 2 A3N C11 C11 C 0 1 N N N 13.292 10.235 12.408 -5.279 -1.067 -0.542 C11 A3N 3 A3N N5 N5 N 0 1 N N N 13.531 9.283 11.335 -4.141 -0.519 0.207 N5 A3N 4 A3N C10 C10 C 0 1 N N N 13.851 10.015 10.116 -3.454 0.524 -0.567 C10 A3N 5 A3N C9 C9 C 0 1 N N R 15.308 9.774 9.723 -2.276 1.069 0.243 C9 A3N 6 A3N O1 O1 O 0 1 N N N 15.639 8.409 9.744 -1.280 0.046 0.406 O1 A3N 7 A3N C8 C8 C 0 1 N N S 15.474 10.142 8.277 -1.615 2.237 -0.514 C8 A3N 8 A3N O2 O2 O 0 1 N N N 15.692 11.531 8.185 -1.673 3.434 0.265 O2 A3N 9 A3N C7 C7 C 0 1 N N R 16.705 9.369 7.938 -0.148 1.782 -0.706 C7 A3N 10 A3N O3 O3 O 0 1 N N N 17.764 10.213 7.997 0.756 2.867 -0.487 O3 A3N 11 A3N C6 C6 C 0 1 N N R 16.836 8.331 9.044 0.005 0.704 0.398 C6 A3N 12 A3N N3 N3 N 0 1 Y N N 16.919 6.997 8.448 1.068 -0.243 0.051 N3 A3N 13 A3N C5 C5 C 0 1 Y N N 15.939 6.356 7.845 0.906 -1.443 -0.575 C5 A3N 14 A3N N4 N4 N 0 1 Y N N 16.405 5.196 7.438 2.060 -2.025 -0.727 N4 A3N 15 A3N C2 C2 C 0 1 Y N N 17.680 5.112 7.776 3.033 -1.237 -0.210 C2 A3N 16 A3N C3 C3 C 0 1 Y N N 17.990 6.234 8.402 2.409 -0.082 0.290 C3 A3N 17 A3N N2 N2 N 0 1 Y N N 19.205 6.431 8.851 3.154 0.862 0.856 N2 A3N 18 A3N C4 C4 C 0 1 Y N N 20.136 5.463 8.682 4.460 0.720 0.949 C4 A3N 19 A3N N1 N1 N 0 1 Y N N 19.848 4.363 8.067 5.091 -0.348 0.494 N1 A3N 20 A3N C1 C1 C 0 1 Y N N 18.604 4.179 7.597 4.429 -1.341 -0.091 C1 A3N 21 A3N N6 N6 N 0 1 N N N 18.279 3.065 6.977 5.100 -2.453 -0.569 N6 A3N 22 A3N H1 H1 H 0 1 N N N 16.106 10.719 14.142 -6.942 -3.678 1.479 H1 A3N 23 A3N H2 H2 H 0 1 N N N 12.958 11.192 11.981 -4.925 -1.502 -1.477 H2 A3N 24 A3N H3 H3 H 0 1 N N N 12.515 9.842 13.080 -5.989 -0.269 -0.759 H3 A3N 25 A3N H4 H4 H 0 1 N N N 12.711 8.730 11.189 -3.500 -1.251 0.476 H4 A3N 26 A3N H6 H6 H 0 1 N N N 13.694 11.090 10.286 -3.087 0.100 -1.502 H6 A3N 27 A3N H7 H7 H 0 1 N N N 13.194 9.672 9.303 -4.151 1.333 -0.785 H7 A3N 28 A3N H8 H8 H 0 1 N N N 15.978 10.374 10.356 -2.624 1.406 1.220 H8 A3N 29 A3N H9 H9 H 0 1 N N N 14.613 9.807 7.679 -2.097 2.387 -1.479 H9 A3N 30 A3N H10 H10 H 0 1 N N N 14.892 11.993 8.406 -1.270 4.201 -0.164 H10 A3N 31 A3N H11 H11 H 0 1 N N N 16.601 8.876 6.960 -0.001 1.349 -1.695 H11 A3N 32 A3N H12 H12 H 0 1 N N N 18.559 9.739 7.784 0.637 3.607 -1.098 H12 A3N 33 A3N H13 H13 H 0 1 N N N 17.711 8.546 9.675 0.204 1.169 1.363 H13 A3N 34 A3N H14 H14 H 0 1 N N N 14.931 6.719 7.709 -0.041 -1.851 -0.897 H14 A3N 35 A3N H15 H15 H 0 1 N N N 21.134 5.612 9.067 5.036 1.505 1.414 H15 A3N 36 A3N H16 H16 H 0 1 N N N 19.074 2.459 6.940 4.606 -3.172 -0.993 H16 A3N 37 A3N H17 H17 H 0 1 N N N 17.538 2.612 7.472 6.064 -2.513 -0.481 H17 A3N 38 # 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 A3N N6 C1 SING N N 1 A3N N4 C2 SING Y N 2 A3N N4 C5 DOUB Y N 3 A3N C1 C2 DOUB Y N 4 A3N C1 N1 SING Y N 5 A3N C2 C3 SING Y N 6 A3N C5 N3 SING Y N 7 A3N C7 O3 SING N N 8 A3N C7 C8 SING N N 9 A3N C7 C6 SING N N 10 A3N N1 C4 DOUB Y N 11 A3N O2 C8 SING N N 12 A3N C8 C9 SING N N 13 A3N C3 N3 SING Y N 14 A3N C3 N2 DOUB Y N 15 A3N N3 C6 SING N N 16 A3N C4 N2 SING Y N 17 A3N C6 O1 SING N N 18 A3N C9 O1 SING N N 19 A3N C9 C10 SING N N 20 A3N C10 N5 SING N N 21 A3N N5 C11 SING N N 22 A3N C11 C12 SING N N 23 A3N C12 C13 TRIP N N 24 A3N C13 H1 SING N N 25 A3N C11 H2 SING N N 26 A3N C11 H3 SING N N 27 A3N N5 H4 SING N N 28 A3N C10 H6 SING N N 29 A3N C10 H7 SING N N 30 A3N C9 H8 SING N N 31 A3N C8 H9 SING N N 32 A3N O2 H10 SING N N 33 A3N C7 H11 SING N N 34 A3N O3 H12 SING N N 35 A3N C6 H13 SING N N 36 A3N C5 H14 SING N N 37 A3N C4 H15 SING N N 38 A3N N6 H16 SING N N 39 A3N N6 H17 SING N N 40 # 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 A3N SMILES ACDLabs 12.01 "n2c1c(ncnc1n(c2)C3OC(C(O)C3O)CNCC#C)N" A3N InChI InChI 1.03 "InChI=1S/C13H16N6O3/c1-2-3-15-4-7-9(20)10(21)13(22-7)19-6-18-8-11(14)16-5-17-12(8)19/h1,5-7,9-10,13,15,20-21H,3-4H2,(H2,14,16,17)/t7-,9-,10-,13-/m1/s1" A3N InChIKey InChI 1.03 WYZJLWUBEMXBJJ-QYVSTXNMSA-N A3N SMILES_CANONICAL CACTVS 3.370 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CNCC#C)[C@@H](O)[C@H]3O" A3N SMILES CACTVS 3.370 "Nc1ncnc2n(cnc12)[CH]3O[CH](CNCC#C)[CH](O)[CH]3O" A3N SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "C#CCNC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O" A3N SMILES "OpenEye OEToolkits" 1.7.6 "C#CCNCC1C(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 A3N "SYSTEMATIC NAME" ACDLabs 12.01 "5'-deoxy-5'-(prop-2-yn-1-ylamino)adenosine" A3N "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-[(prop-2-ynylamino)methyl]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 A3N "Create component" 2012-01-05 RCSB #