data_AVC # _chem_comp.id AVC _chem_comp.name "ADENOSINE-5'-MONOPHOSPHATE-2',3'-VANADATE" _chem_comp.type "RNA LINKING" _chem_comp.pdbx_type ATOMN _chem_comp.formula "C10 H13 N5 O9 P V" _chem_comp.mon_nstd_parent_comp_id A _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-07-25 _chem_comp.pdbx_modified_date 2026-06-15 _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 429.154 _chem_comp.one_letter_code A _chem_comp.three_letter_code AVC _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 ? _chem_comp.pdbx_subcomponent_list "A VVB" _chem_comp.pdbx_processing_site RCSB _chem_comp.pdbx_pcm ? # 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.pdbx_n_terminal_atom_flag _chem_comp_atom.pdbx_backbone_atom_flag _chem_comp_atom.pdbx_c_terminal_atom_flag _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 AVC P P P 0 1 N N N N N N 31.327 86.953 19.092 -4.802 -1.911 0.130 P A 1 AVC OP1 O1P O 0 1 N N N N N N 30.277 86.870 20.139 -5.803 -0.931 -0.350 O1P A 2 AVC OP2 O2P O 0 1 N N N N N N 30.965 86.735 17.667 -5.364 -2.653 1.443 O2P A 3 AVC OP3 O3P O 0 1 N Y N N N N ? ? ? -4.521 -2.999 -1.023 O3P A 4 AVC "O5'" "O5'" O 0 1 N N N N N N 32.475 85.925 19.479 -3.432 -1.145 0.490 "O5'" A 5 AVC "C5'" "C5'" C 0 1 N N N N N N 32.152 84.606 19.869 -2.742 -0.306 -0.438 "C5'" A 6 AVC "C4'" "C4'" C 0 1 N N R N N N 33.012 84.192 21.027 -1.485 0.261 0.225 "C4'" A 7 AVC "O4'" "O4'" O 0 1 N N N N N N 33.002 85.255 21.998 -0.534 -0.792 0.502 "O4'" A 8 AVC "C3'" "C3'" C 0 1 N N R N N N 32.574 82.935 21.759 -0.717 1.177 -0.755 "C3'" A 9 AVC "O3'" "O3'" O 0 1 N N N N N N 33.368 81.857 21.409 -1.346 2.465 -0.827 "O3'" A 10 AVC "C2'" "C2'" C 0 1 N N R N N N 32.712 83.259 23.247 0.718 1.135 -0.204 "C2'" A 11 AVC "O2'" "O2'" O 0 1 N N N N N N 33.626 82.422 23.859 0.993 2.221 0.731 "O2'" A 12 AVC "C1'" "C1'" C 0 1 N N R N N N 33.206 84.709 23.277 0.759 -0.175 0.618 "C1'" A 13 AVC N9 N9 N 0 1 Y N N N N N 32.430 85.481 24.245 1.787 -1.068 0.079 N9 A 14 AVC C8 C8 C 0 1 Y N N N N N 31.351 86.298 24.020 1.595 -2.062 -0.834 C8 A 15 AVC N7 N7 N 0 1 Y N N N N N 30.839 86.808 25.116 2.724 -2.657 -1.088 N7 A 16 AVC C5 C5 C 0 1 Y N N N N N 31.644 86.302 26.129 3.710 -2.085 -0.355 C5 A 17 AVC C6 C6 C 0 1 Y N N N N N 31.626 86.463 27.530 5.092 -2.301 -0.219 C6 A 18 AVC N6 N6 N 0 1 N N N N N N 30.733 87.215 28.180 5.727 -3.297 -0.939 N6 A 19 AVC N1 N1 N 0 1 Y N N N N N 32.569 85.818 28.249 5.774 -1.526 0.618 N1 A 20 AVC C2 C2 C 0 1 Y N N N N N 33.467 85.066 27.598 5.176 -0.573 1.310 C2 A 21 AVC N3 N3 N 0 1 Y N N N N N 33.587 84.837 26.291 3.885 -0.335 1.214 N3 A 22 AVC C4 C4 C 0 1 Y N N N N N 32.634 85.491 25.605 3.122 -1.055 0.398 C4 A 23 AVC V V V 0 1 N N N N N N 34.675 81.217 22.722 -0.029 3.565 -0.083 V5 VVB 24 AVC O1V O1V O 0 1 N N N N N N 36.185 81.779 23.005 -0.635 4.567 0.983 O12 VVB 25 AVC O2V O2V O 0 1 N N N N N N 34.436 79.847 23.581 0.927 4.456 -1.378 O13 VVB 26 AVC HOP2 HOP2 H 0 0 N N N N N N 30.034 86.556 17.600 -6.190 -3.136 1.299 HOP2 A 27 AVC HOP3 HOP3 H 0 0 N N N N N N 0.672 0.053 -0.670 -3.873 -3.674 -0.777 HOP3 A 28 AVC "H5'" "H5'1" H 0 1 N N N N N N 31.094 84.562 20.166 -2.459 -0.890 -1.314 "H5'1" A 29 AVC "H5''" "H5'2" H 0 0 N N N N N N 32.324 83.923 19.024 -3.393 0.513 -0.742 "H5'2" A 30 AVC "H4'" "H4'" H 0 1 N N N N N N 34.039 84.040 20.663 -1.742 0.798 1.138 "H4'" A 31 AVC "H3'" "H3'" H 0 1 N N N N N N 31.516 82.737 21.533 -0.723 0.720 -1.745 "H3'" A 32 AVC "H2'" "H2'" H 0 1 N N N N N N 31.724 83.200 23.727 1.446 1.127 -1.015 "H2'" A 33 AVC "H1'" "H1'" H 0 1 N N N N N N 34.272 84.723 23.547 0.970 0.050 1.663 "H1'" A 34 AVC H8 H8 H 0 1 N N N N N N 30.960 86.502 23.034 0.645 -2.318 -1.281 H8 A 35 AVC H61 H61 H 0 1 N N N N N N 30.917 87.178 29.162 5.219 -3.855 -1.548 HN61 A 36 AVC H62 H62 H 0 1 N N N N N N 30.801 88.161 27.863 6.682 -3.436 -0.836 HN62 A 37 AVC H2 H2 H 0 1 N N N N N N 34.199 84.575 28.223 5.768 0.033 1.979 H2 A 38 AVC HV HV H 0 1 N N N N N N 35.220 79.643 24.078 1.618 5.035 -1.029 H2 VVB 39 # 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 AVC OP3 P SING N N 1 AVC OP3 HOP3 SING N N 2 AVC P OP1 DOUB N N 3 AVC P OP2 SING N N 4 AVC P "O5'" SING N N 5 AVC OP2 HOP2 SING N N 6 AVC "O5'" "C5'" SING N N 7 AVC "C5'" "C4'" SING N N 8 AVC "C5'" "H5'" SING N N 9 AVC "C5'" "H5''" SING N N 10 AVC "C4'" "O4'" SING N N 11 AVC "C4'" "C3'" SING N N 12 AVC "C4'" "H4'" SING N N 13 AVC "O4'" "C1'" SING N N 14 AVC "C3'" "O3'" SING N N 15 AVC "C3'" "C2'" SING N N 16 AVC "C3'" "H3'" SING N N 17 AVC "O3'" V SING N N 18 AVC "C2'" "O2'" SING N N 19 AVC "C2'" "C1'" SING N N 20 AVC "C2'" "H2'" SING N N 21 AVC "O2'" V SING N N 22 AVC "C1'" N9 SING N N 23 AVC "C1'" "H1'" SING N N 24 AVC V O1V DOUB N N 25 AVC V O2V SING N N 26 AVC O2V HV SING N N 27 AVC N9 C8 SING Y N 28 AVC N9 C4 SING Y N 29 AVC C8 N7 DOUB Y N 30 AVC C8 H8 SING N N 31 AVC N7 C5 SING Y N 32 AVC C5 C6 SING Y N 33 AVC C5 C4 DOUB Y N 34 AVC C6 N6 SING N N 35 AVC C6 N1 DOUB Y N 36 AVC N6 H61 SING N N 37 AVC N6 H62 SING N N 38 AVC N1 C2 SING Y N 39 AVC C2 N3 DOUB Y N 40 AVC C2 H2 SING N N 41 AVC N3 C4 SING Y N 42 # 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 AVC SMILES ACDLabs 14.52 "O=[V]1(O)OC2C(OC(COP(=O)(O)O)C2O1)n1cnc2c(N)ncnc21" AVC InChI InChI 1.06 "InChI=1S/C10H12N5O7P.H2O.O.V/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(18,19)20;;;/h2-4,6-7,10H,1H2,(H2,11,12,13)(H2,18,19,20);1H2;;/q-2;;;+3/p-1/t4-,6-,7-,10-;;;/m1.../s1" AVC InChIKey InChI 1.06 RQINHAKDRDTLML-MSQVLRTGSA-M AVC SMILES_CANONICAL CACTVS 3.385 "Nc1ncnc2n(cnc12)[C@@H]3O[C@H](CO[P](O)(O)=O)[C@H]4O[V](O)(=O)O[C@@H]34" AVC SMILES CACTVS 3.385 "Nc1ncnc2n(cnc12)[CH]3O[CH](CO[P](O)(O)=O)[CH]4O[V](O)(=O)O[CH]34" AVC SMILES_CANONICAL "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)[C@H]3[C@H]4[C@@H]([C@H](O3)COP(=O)(O)O)O[V](=O)(O4)O)N" AVC SMILES "OpenEye OEToolkits" 3.1.0.0 "c1nc(c2c(n1)n(cn2)C3C4C(C(O3)COP(=O)(O)O)O[V](=O)(O4)O)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 AVC "SYSTEMATIC NAME" ACDLabs 14.52 "[(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-5-[(phosphonooxy)methyl]oxolane-3,4-bis(olato)-kappa~2~O~3~,O~4~]hydroxido(oxido)vanadium (non-preferred name)" AVC "SYSTEMATIC NAME" "OpenEye OEToolkits" 3.1.0.0 "[(1~{R},5~{R},6~{R},8~{R})-8-(6-aminopurin-9-yl)-3-oxidanyl-3-oxidanylidene-2,4,7-trioxa-3$l^{5}-vanadabicyclo[3.3.0]octan-6-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 AVC "Create component" 2002-07-25 RCSB AVC "Modify descriptor" 2011-06-04 RCSB AVC "Modify subcomponent list" 2026-05-18 RCSB AVC "Modify subcomponent list" 2026-06-15 RCSB #