data_A2L # _chem_comp.id A2L _chem_comp.name ;3'-O-METHYOXYETHYL-ADENOSINE 5'-MONOPHOSPHATE ; _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C13 H20 N5 O8 P" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-10-29 _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 405.300 _chem_comp.one_letter_code A _chem_comp.three_letter_code A2L _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code ? _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 A2L "O2'" O2* O 0 1 N N N -3.501 -4.516 6.200 -0.210 1.445 1.415 "O2'" A2L 1 A2L "C2'" C2* C 0 1 N N R -2.624 -4.014 5.211 0.518 0.913 0.310 "C2'" A2L 2 A2L "C1'" C1* C 0 1 N N R -1.178 -3.948 5.691 0.622 1.976 -0.784 "C1'" A2L 3 A2L "O4'" O4* O 0 1 N N N -0.420 -4.653 4.710 1.933 2.574 -0.689 "O4'" A2L 4 A2L "C4'" C4* C 0 1 N N R -1.131 -4.706 3.481 2.595 2.031 0.465 "C4'" A2L 5 A2L "C5'" C5* C 0 1 N N N -1.003 -3.480 2.545 4.092 1.980 0.223 "C5'" A2L 6 A2L "O5'" O5* O 0 1 N N N -2.243 -2.834 2.307 4.566 3.301 0.029 "O5'" A2L 7 A2L P P P 0 1 N N N -2.375 -1.513 1.389 6.145 3.523 -0.251 P A2L 8 A2L OP1 O1P O 0 1 N N N -1.674 -1.765 0.111 6.560 4.952 -0.444 OP1 A2L 9 A2L OP3 O3P O 0 1 N Y N ? ? ? 6.456 2.538 -1.495 OP3 A2L 10 A2L OP2 O2P O 0 1 N N N -3.802 -1.126 1.369 6.843 2.773 1.000 OP2 A2L 11 A2L "C3'" C3* C 0 1 N N S -2.529 -4.993 4.037 1.969 0.663 0.677 "C3'" A2L 12 A2L "O3'" O3* O 0 1 N N N -2.580 -6.365 4.424 2.143 0.197 1.998 "O3'" A2L 13 A2L "CA'" CA* C 0 1 N N N -2.933 -7.230 3.353 1.460 -1.029 2.206 "CA'" A2L 14 A2L "CB'" CB* C 0 1 N N N -2.776 -8.688 3.789 1.700 -1.494 3.629 "CB'" A2L 15 A2L "OC'" OC* O 0 1 N N N -3.726 -9.023 4.787 3.094 -1.697 3.822 "OC'" A2L 16 A2L "CD'" CD* C 0 1 N N N -3.591 -10.368 5.208 3.381 -2.113 5.150 "CD'" A2L 17 A2L N9 N9 N 0 1 Y N N -0.419 -2.683 5.655 0.424 1.450 -2.136 N9 A2L 18 A2L C8 C8 C 0 1 Y N N -0.712 -1.485 5.060 1.390 0.903 -2.940 C8 A2L 19 A2L N7 N7 N 0 1 Y N N 0.200 -0.569 5.225 0.910 0.517 -4.103 N7 A2L 20 A2L C5 C5 C 0 1 Y N N 1.171 -1.208 5.987 -0.426 0.827 -4.052 C5 A2L 21 A2L C4 C4 C 0 1 Y N N 0.798 -2.500 6.263 -0.749 1.408 -2.837 C4 A2L 22 A2L N3 N3 N 0 1 Y N N 1.496 -3.419 6.986 -1.956 1.836 -2.437 N3 A2L 23 A2L C2 C2 C 0 1 Y N N 2.692 -2.953 7.328 -2.875 1.627 -3.404 C2 A2L 24 A2L N1 N1 N 0 1 Y N N 3.207 -1.746 7.094 -2.709 1.075 -4.630 N1 A2L 25 A2L C6 C6 C 0 1 Y N N 2.460 -0.841 6.434 -1.462 0.665 -4.967 C6 A2L 26 A2L N6 N6 N 0 1 N N N 2.987 0.368 6.243 -1.225 0.085 -6.225 N6 A2L 27 A2L "HO2'" 2HO* H 0 0 N N N -4.402 -4.557 5.901 -1.062 1.768 1.071 "HO2'" A2L 28 A2L "H2'" H2* H 0 1 N N N -2.968 -3.047 4.849 -0.000 0.001 -0.003 "H2'" A2L 29 A2L "H1'" H1* H 0 1 N N N -1.111 -4.473 6.628 -0.125 2.769 -0.673 "H1'" A2L 30 A2L "H4'" H4* H 0 1 N N N -0.751 -5.536 2.898 2.399 2.693 1.317 "H4'" A2L 31 A2L "H5'" 1H5* H 0 1 N N N -0.588 -3.813 1.594 4.308 1.388 -0.668 "H5'" A2L 32 A2L "H5''" 2H5* H 0 0 N N N -0.299 -2.768 2.965 4.597 1.541 1.085 "H5''" A2L 33 A2L HOP3 3HOP H 0 0 N N N -0.078 0.778 -0.540 7.351 2.548 -1.896 HOP3 A2L 34 A2L HOP2 2HOP H 0 0 N N N -3.880 -0.348 0.829 7.814 2.842 1.113 HOP2 A2L 35 A2L "H3'" H3* H 0 1 N N N -3.314 -4.759 3.345 2.403 -0.065 -0.019 "H3'" A2L 36 A2L "HA'1" 1HA* H 0 0 N N N -2.284 -7.054 2.496 0.394 -0.862 2.020 "HA'1" A2L 37 A2L "HA'2" 2HA* H 0 0 N N N -3.966 -7.047 3.054 1.848 -1.762 1.493 "HA'2" A2L 38 A2L "HB'1" 1HB* H 0 0 N N N -1.764 -8.836 4.166 1.187 -2.440 3.827 "HB'1" A2L 39 A2L "HB'2" 2HB* H 0 0 N N N -2.928 -9.329 2.920 1.362 -0.735 4.342 "HB'2" A2L 40 A2L "HD'1" 1HD* H 0 0 N N N -3.774 -11.042 4.370 3.405 -1.242 5.809 "HD'1" A2L 41 A2L "HD'2" 2HD* H 0 0 N N N -4.319 -10.572 5.994 4.345 -2.626 5.172 "HD'2" A2L 42 A2L "HD'3" 3HD* H 0 0 N N N -2.588 -10.538 5.601 2.598 -2.798 5.484 "HD'3" A2L 43 A2L H8 H8 H 0 1 N N N -1.622 -1.329 4.503 2.421 0.814 -2.623 H8 A2L 44 A2L H2 H2 H 0 1 N N N 3.319 -3.647 7.863 -3.885 1.945 -3.168 H2 A2L 45 A2L H61 1H6 H 0 1 N N N 3.913 0.562 6.597 -0.293 -0.186 -6.475 H61 A2L 46 A2L H62 2H6 H 0 1 N N N 2.459 1.073 5.751 -1.971 0.035 -6.893 H62 A2L 47 # 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 A2L "O2'" "C2'" SING N N 1 A2L "O2'" "HO2'" SING N N 2 A2L "C2'" "C1'" SING N N 3 A2L "C2'" "C3'" SING N N 4 A2L "C2'" "H2'" SING N N 5 A2L "C1'" "O4'" SING N N 6 A2L "C1'" N9 SING N N 7 A2L "C1'" "H1'" SING N N 8 A2L "O4'" "C4'" SING N N 9 A2L "C4'" "C5'" SING N N 10 A2L "C4'" "C3'" SING N N 11 A2L "C4'" "H4'" SING N N 12 A2L "C5'" "O5'" SING N N 13 A2L "C5'" "H5'" SING N N 14 A2L "C5'" "H5''" SING N N 15 A2L "O5'" P SING N N 16 A2L P OP1 DOUB N N 17 A2L P OP3 SING N N 18 A2L P OP2 SING N N 19 A2L OP3 HOP3 SING N N 20 A2L OP2 HOP2 SING N N 21 A2L "C3'" "O3'" SING N N 22 A2L "C3'" "H3'" SING N N 23 A2L "O3'" "CA'" SING N N 24 A2L "CA'" "CB'" SING N N 25 A2L "CA'" "HA'1" SING N N 26 A2L "CA'" "HA'2" SING N N 27 A2L "CB'" "OC'" SING N N 28 A2L "CB'" "HB'1" SING N N 29 A2L "CB'" "HB'2" SING N N 30 A2L "OC'" "CD'" SING N N 31 A2L "CD'" "HD'1" SING N N 32 A2L "CD'" "HD'2" SING N N 33 A2L "CD'" "HD'3" SING N N 34 A2L N9 C8 SING Y N 35 A2L N9 C4 SING Y N 36 A2L C8 N7 DOUB Y N 37 A2L C8 H8 SING N N 38 A2L N7 C5 SING Y N 39 A2L C5 C4 DOUB Y N 40 A2L C5 C6 SING Y N 41 A2L C4 N3 SING Y N 42 A2L N3 C2 DOUB Y N 43 A2L C2 N1 SING Y N 44 A2L C2 H2 SING N N 45 A2L N1 C6 DOUB Y N 46 A2L C6 N6 SING N N 47 A2L N6 H61 SING N N 48 A2L N6 H62 SING N N 49 # 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 A2L SMILES ACDLabs 10.04 "O=P(O)(O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3OCCOC" A2L SMILES_CANONICAL CACTVS 3.341 "COCCO[C@H]1[C@@H](O)[C@@H](O[C@@H]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23" A2L SMILES CACTVS 3.341 "COCCO[CH]1[CH](O)[CH](O[CH]1CO[P](O)(O)=O)n2cnc3c(N)ncnc23" A2L SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "COCCO[C@@H]1[C@H](O[C@H]([C@@H]1O)n2cnc3c2ncnc3N)COP(=O)(O)O" A2L SMILES "OpenEye OEToolkits" 1.5.0 "COCCOC1C(OC(C1O)n2cnc3c2ncnc3N)COP(=O)(O)O" A2L InChI InChI 1.03 "InChI=1S/C13H20N5O8P/c1-23-2-3-24-10-7(4-25-27(20,21)22)26-13(9(10)19)18-6-17-8-11(14)15-5-16-12(8)18/h5-7,9-10,13,19H,2-4H2,1H3,(H2,14,15,16)(H2,20,21,22)/t7-,9-,10-,13-/m1/s1" A2L InChIKey InChI 1.03 LISGIEGLNMXMPT-QYVSTXNMSA-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 A2L "SYSTEMATIC NAME" ACDLabs 10.04 ;3'-O-(2-methoxyethyl)adenosine 5'-(dihydrogen phosphate) ; A2L "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(2-methoxyethoxy)oxolan-2-yl]methyl dihydrogen phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site A2L "Create component" 2004-10-29 RCSB A2L "Modify descriptor" 2011-06-04 RCSB #