data_A7C # _chem_comp.id A7C _chem_comp.name "3-[1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl]-1-[5-O-(trihydroxy-lambda~5~-phosphanyl)-beta-D-ribofuranosyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" _chem_comp.type "RNA linking" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C18 H20 Br N8 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-11-01 _chem_comp.pdbx_modified_date 2017-12-01 _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 571.279 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A7C _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 6BGB _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 A7C "C1'" C1 C 0 1 N N R 5.921 6.260 29.777 3.663 -1.270 -0.702 "C1'" A7C 1 A7C C2 C2 C 0 1 Y N N 1.679 7.567 30.790 2.851 -5.465 0.559 C2 A7C 2 A7C "C2'" C3 C 0 1 N N R 5.726 5.526 28.452 3.553 -0.964 -2.213 "C2'" A7C 3 A7C C21 C4 C 0 1 Y N N 5.295 11.070 29.082 -1.100 -1.968 0.666 C21 A7C 4 A7C C22 C5 C 0 1 Y N N 6.425 11.426 28.364 -1.876 -1.012 0.084 C22 A7C 5 A7C C26 C6 C 0 1 Y N N 7.050 13.553 27.585 -4.238 -0.337 0.345 C26 A7C 6 A7C C27 C7 C 0 1 Y N N 6.540 14.575 26.782 -4.154 0.667 -0.610 C27 A7C 7 A7C C28 C8 C 0 1 Y N N 7.337 15.449 26.055 -5.265 1.433 -0.905 C28 A7C 8 A7C C29 C9 C 0 1 Y N N 8.715 15.328 26.099 -6.461 1.200 -0.249 C29 A7C 9 A7C "C3'" C10 C 0 1 N N S 6.912 6.065 27.666 4.238 0.412 -2.368 "C3'" A7C 10 A7C C30 C11 C 0 1 Y N N 9.271 14.319 26.881 -6.547 0.200 0.704 C30 A7C 11 A7C C31 C12 C 0 1 Y N N 8.444 13.453 27.600 -5.439 -0.569 1.002 C31 A7C 12 A7C C4 C13 C 0 1 Y N N 3.904 7.764 30.106 2.368 -3.258 0.123 C4 A7C 13 A7C "C4'" C14 C 0 1 N N R 7.998 6.053 28.728 4.681 0.774 -0.933 "C4'" A7C 14 A7C C5 C15 C 0 1 Y N N 3.690 9.195 29.914 1.036 -3.492 0.516 C5 A7C 15 A7C "C5'" C16 C 0 1 N N N 9.214 6.893 28.459 4.514 2.275 -0.687 "C5'" A7C 16 A7C C6 C17 C 0 1 Y N N 2.354 9.746 30.207 0.678 -4.783 0.938 C6 A7C 17 A7C C7 C18 C 0 1 Y N N 5.016 9.658 29.464 0.332 -2.219 0.371 C7 A7C 18 A7C N1 N1 N 0 1 Y N N 1.413 8.872 30.630 1.613 -5.728 0.942 N1 A7C 19 A7C N23 N2 N 0 1 Y N N 6.216 12.737 28.242 -3.113 -1.120 0.641 N23 A7C 20 A7C N24 N3 N 0 1 Y N N 5.012 13.210 28.778 -3.042 -2.169 1.570 N24 A7C 21 A7C N25 N4 N 0 1 Y N N 4.415 12.060 29.331 -1.844 -2.641 1.556 N25 A7C 22 A7C N3 N5 N 0 1 Y N N 2.874 7.001 30.531 3.233 -4.271 0.162 N3 A7C 23 A7C N6 N6 N 0 1 N N N 2.076 11.060 30.061 -0.615 -5.065 1.333 N6 A7C 24 A7C N8 N7 N 0 1 Y N N 5.908 8.662 29.360 1.200 -1.339 -0.069 N8 A7C 25 A7C N9 N8 N 0 1 Y N N 5.183 7.525 29.783 2.451 -1.944 -0.229 N9 A7C 26 A7C "O2'" O1 O 0 1 N N N 5.873 4.136 28.702 4.242 -1.956 -2.976 "O2'" A7C 27 A7C "O3'" O2 O 0 1 N N N 7.235 5.327 26.497 5.372 0.312 -3.231 "O3'" A7C 28 A7C "O4'" O3 O 0 1 N N N 7.305 6.532 29.909 3.797 0.022 -0.073 "O4'" A7C 29 A7C "O5'" O4 O 0 1 N N N 8.872 8.126 27.850 5.037 2.608 0.601 "O5'" A7C 30 A7C OP1 O5 O 0 1 N N N 9.307 10.475 27.072 3.505 4.862 1.804 OP1 A7C 31 A7C OP2 O6 O 0 1 N N N 11.087 8.601 26.790 6.180 5.359 0.591 OP2 A7C 32 A7C P P1 P 0 1 N N N 9.986 9.234 27.602 4.907 4.276 0.999 P A7C 33 A7C BR3 BR1 BR 0 0 N N N 9.790 16.528 25.102 -7.980 2.251 -0.654 BR3 A7C 34 A7C H1 H1 H 0 1 N N N 5.572 5.618 30.599 4.541 -1.884 -0.501 H1 A7C 35 A7C H2 H2 H 0 1 N N N 0.885 6.929 31.149 3.579 -6.262 0.578 H2 A7C 36 A7C H3 H3 H 0 1 N N N 4.768 5.787 27.978 2.507 -0.909 -2.516 H3 A7C 37 A7C H4 H4 H 0 1 N N N 7.241 10.816 28.006 -1.569 -0.306 -0.673 H4 A7C 38 A7C H5 H5 H 0 1 N N N 5.468 14.692 26.723 -3.221 0.849 -1.123 H5 A7C 39 A7C H6 H6 H 0 1 N N N 6.882 16.223 25.455 -5.200 2.214 -1.648 H6 A7C 40 A7C H7 H7 H 0 1 N N N 6.702 7.111 27.397 3.532 1.150 -2.747 H7 A7C 41 A7C H8 H8 H 0 1 N N N 10.344 14.206 26.932 -7.481 0.021 1.215 H8 A7C 42 A7C H9 H9 H 0 1 N N N 8.901 12.674 28.192 -5.508 -1.352 1.742 H9 A7C 43 A7C H10 H10 H 0 1 N N N 8.317 5.013 28.889 5.716 0.475 -0.768 H10 A7C 44 A7C H11 H11 H 0 1 N N N 9.889 6.340 27.790 5.055 2.831 -1.453 H11 A7C 45 A7C H12 H12 H 0 1 N N N 9.726 7.095 29.411 3.456 2.534 -0.728 H12 A7C 46 A7C H13 H13 H 0 1 N N N 1.122 11.229 30.308 -1.340 -4.472 1.082 H13 A7C 47 A7C H14 H14 H 0 1 N N N 2.674 11.595 30.657 -0.798 -5.858 1.862 H14 A7C 48 A7C H15 H15 H 0 1 N N N 5.123 3.821 29.193 4.205 -1.812 -3.932 H15 A7C 49 A7C H16 H16 H 0 1 N N N 7.982 5.726 26.066 5.158 0.028 -4.131 H16 A7C 50 A7C H17 H17 H 0 1 N N N 8.640 10.758 27.686 2.845 4.180 1.992 H17 A7C 51 A7C H18 H18 H 0 1 N N N 11.417 7.835 27.245 6.925 4.938 0.141 H18 A7C 52 A7C OP3 OP3 O 0 1 N Y N 10.616 9.493 29.062 5.653 3.971 2.519 OP3 A7C 53 A7C H19 H19 H 0 1 N N N ? ? ? 4.270 4.536 -0.300 H19 A7C 54 A7C H20 H20 H 0 1 N N N 9.962 9.894 29.623 5.757 4.759 3.070 H20 A7C 55 # 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 A7C BR3 C29 SING N N 1 A7C C28 C29 DOUB Y N 2 A7C C28 C27 SING Y N 3 A7C C29 C30 SING Y N 4 A7C "O3'" "C3'" SING N N 5 A7C C27 C26 DOUB Y N 6 A7C OP2 P SING N N 7 A7C C30 C31 DOUB Y N 8 A7C OP1 P SING N N 9 A7C C26 C31 SING Y N 10 A7C C26 N23 SING N N 11 A7C P "O5'" SING N N 12 A7C "C3'" "C2'" SING N N 13 A7C "C3'" "C4'" SING N N 14 A7C "O5'" "C5'" SING N N 15 A7C N23 C22 SING Y N 16 A7C N23 N24 SING Y N 17 A7C C22 C21 DOUB Y N 18 A7C "C2'" "O2'" SING N N 19 A7C "C2'" "C1'" SING N N 20 A7C "C5'" "C4'" SING N N 21 A7C "C4'" "O4'" SING N N 22 A7C N24 N25 DOUB Y N 23 A7C C21 N25 SING Y N 24 A7C C21 C7 SING N N 25 A7C N8 C7 DOUB Y N 26 A7C N8 N9 SING Y N 27 A7C C7 C5 SING Y N 28 A7C "C1'" N9 SING N N 29 A7C "C1'" "O4'" SING N N 30 A7C N9 C4 SING Y N 31 A7C C5 C4 DOUB Y N 32 A7C C5 C6 SING Y N 33 A7C N6 C6 SING N N 34 A7C C4 N3 SING Y N 35 A7C C6 N1 DOUB Y N 36 A7C N3 C2 DOUB Y N 37 A7C N1 C2 SING Y N 38 A7C "C1'" H1 SING N N 39 A7C C2 H2 SING N N 40 A7C "C2'" H3 SING N N 41 A7C C22 H4 SING N N 42 A7C C27 H5 SING N N 43 A7C C28 H6 SING N N 44 A7C "C3'" H7 SING N N 45 A7C C30 H8 SING N N 46 A7C C31 H9 SING N N 47 A7C "C4'" H10 SING N N 48 A7C "C5'" H11 SING N N 49 A7C "C5'" H12 SING N N 50 A7C N6 H13 SING N N 51 A7C N6 H14 SING N N 52 A7C "O2'" H15 SING N N 53 A7C "O3'" H16 SING N N 54 A7C OP1 H17 SING N N 55 A7C OP2 H18 SING N N 56 A7C P OP3 SING N N 57 A7C P H19 SING N N 58 A7C OP3 H20 SING N N 59 # 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 A7C SMILES ACDLabs 12.01 "C5(n4c1ncnc(c1c(c2nnn(c2)c3ccc(cc3)Br)n4)N)OC(C(C5O)O)COP(O)(O)O" A7C InChI InChI 1.03 "InChI=1S/C18H20BrN8O7P/c19-8-1-3-9(4-2-8)26-5-10(23-25-26)13-12-16(20)21-7-22-17(12)27(24-13)18-15(29)14(28)11(34-18)6-33-35(30,31)32/h1-5,7,11,14-15,18,28-32,35H,6H2,(H2,20,21,22)/t11-,14-,15-,18-/m1/s1" A7C InChIKey InChI 1.03 KXENPULOVKGSQX-XKLVTHTNSA-N A7C SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(nc(c3cn(nn3)c4ccc(Br)cc4)c12)[C@@H]5O[C@H](CO[PH](O)(O)O)[C@@H](O)[C@H]5O" A7C SMILES CACTVS 3.385 "Nc1ncnc2n(nc(c3cn(nn3)c4ccc(Br)cc4)c12)[CH]5O[CH](CO[PH](O)(O)O)[CH](O)[CH]5O" A7C SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2cc(nn2)c3c4c(ncnc4n(n3)[C@H]5[C@@H]([C@@H]([C@H](O5)COP(O)(O)O)O)O)N)Br" A7C SMILES "OpenEye OEToolkits" 2.0.6 "c1cc(ccc1n2cc(nn2)c3c4c(ncnc4n(n3)C5C(C(C(O5)COP(O)(O)O)O)O)N)Br" # 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 A7C "SYSTEMATIC NAME" ACDLabs 12.01 "3-[1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl]-1-[5-O-(trihydroxy-lambda~5~-phosphanyl)-beta-D-ribofuranosyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine" A7C "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{R},3~{R},4~{S},5~{R})-2-[4-azanyl-3-[1-(4-bromophenyl)-1,2,3-triazol-4-yl]pyrazolo[3,4-d]pyrimidin-1-yl]-5-[[tris(oxidanyl)-$l^{5}-phosphanyl]oxymethyl]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 A7C "Create component" 2017-11-01 RCSB A7C "Initial release" 2017-12-06 RCSB #