data_GJV # _chem_comp.id GJV _chem_comp.name "9-(7-{[amino(iminio)methyl]amino}-5,6,7-trideoxy-beta-D-ribo-heptofuranosyl)-9H-purin-6-amine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C13 H21 N8 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2016-02-17 _chem_comp.pdbx_modified_date 2017-02-24 _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 337.358 _chem_comp.one_letter_code ? _chem_comp.three_letter_code GJV _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 ? _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 GJV N1 N1 N 0 1 Y N N -27.586 9.875 -21.093 -5.815 -0.962 -0.395 N1 GJV 1 GJV C2 C2 C 0 1 Y N N -26.881 10.848 -20.505 -5.377 0.207 -0.827 C2 GJV 2 GJV N3 N3 N 0 1 Y N N -25.947 10.751 -19.557 -4.107 0.549 -0.775 N3 GJV 3 GJV C4 C4 C 0 1 Y N N -25.746 9.472 -19.201 -3.201 -0.285 -0.275 C4 GJV 4 GJV C5 C5 C 0 1 Y N N -26.404 8.365 -19.727 -3.616 -1.541 0.198 C5 GJV 5 GJV C6 C6 C 0 1 Y N N -27.366 8.596 -20.716 -4.983 -1.861 0.121 C6 GJV 6 GJV N6 N6 N 0 1 N N N -28.080 7.630 -21.302 -5.451 -3.083 0.571 N6 GJV 7 GJV N7 N7 N 0 1 Y N N -25.933 7.207 -19.120 -2.511 -2.184 0.647 N7 GJV 8 GJV C8 C8 C 0 1 Y N N -25.032 7.628 -18.272 -1.470 -1.421 0.483 C8 GJV 9 GJV N9 N9 N 0 1 Y N N -24.871 8.993 -18.270 -1.843 -0.238 -0.082 N9 GJV 10 GJV N10 N10 N 0 1 N N N -17.574 4.307 -17.396 7.101 -1.083 1.108 N10 GJV 11 GJV N11 N11 N 1 1 N N N -19.109 3.079 -16.231 7.417 -2.215 -0.877 N11 GJV 12 GJV "C1'" "C1'" C 0 1 N N R -23.949 9.757 -17.433 -0.957 0.878 -0.422 "C1'" GJV 13 GJV "C2'" "C2'" C 0 1 N N R -23.997 9.379 -15.954 -0.933 1.923 0.722 "C2'" GJV 14 GJV "O2'" "O2'" O 0 1 N N N -24.960 10.174 -15.272 -2.003 2.859 0.581 "O2'" GJV 15 GJV "C3'" "C3'" C 0 1 N N S -22.570 9.705 -15.512 0.436 2.612 0.502 "C3'" GJV 16 GJV "O3'" "O3'" O 0 1 N N N -22.410 11.082 -15.188 0.271 3.831 -0.226 "O3'" GJV 17 GJV "C4'" "C4'" C 0 1 N N R -21.748 9.324 -16.741 1.243 1.594 -0.327 "C4'" GJV 18 GJV "O4'" "O4'" O 0 1 N N N -22.629 9.497 -17.873 0.414 0.433 -0.502 "O4'" GJV 19 GJV "C5'" "C5'" C 0 1 N N N -21.255 7.894 -16.800 2.524 1.215 0.418 "C5'" GJV 20 GJV "C6'" "C6'" C 0 1 N N N -19.789 7.744 -16.431 3.377 0.302 -0.466 "C6'" GJV 21 GJV "C7'" "C7'" C 0 1 N N N -19.138 6.607 -17.193 4.658 -0.077 0.279 "C7'" GJV 22 GJV "N8'" "N8'" N 0 1 N N N -19.499 5.303 -16.663 5.475 -0.951 -0.567 "N8'" GJV 23 GJV "C9'" "C9'" C 0 1 N N N -18.730 4.220 -16.765 6.675 -1.421 -0.108 "C9'" GJV 24 GJV H2 H2 H 0 1 N N N -27.098 11.850 -20.844 -6.088 0.908 -1.239 H2 GJV 25 GJV H1N6 H1N6 H 0 0 N N N -28.704 8.035 -21.970 -6.396 -3.292 0.512 H1N6 GJV 26 GJV H2N6 H2N6 H 0 0 N N N -27.463 6.994 -21.765 -4.833 -3.730 0.945 H2N6 GJV 27 GJV H8 H8 H 0 1 N N N -24.467 6.966 -17.633 -0.459 -1.686 0.756 H8 GJV 28 GJV H10 H10 H 0 1 N N N -16.983 3.504 -17.469 6.561 -0.504 1.668 H10 GJV 29 GJV "H20'" "H20'" H 0 0 N N N -17.289 5.176 -17.801 7.952 -1.416 1.433 "H20'" GJV 30 GJV H11 H11 H 0 1 N N N -19.980 3.020 -15.744 7.106 -2.461 -1.763 H11 GJV 31 GJV H21 H21 H 0 1 N N N -18.526 2.271 -16.312 8.268 -2.548 -0.552 H21 GJV 32 GJV "H1'" "H1'" H 0 1 N N N -24.173 10.830 -17.527 -1.268 1.341 -1.359 "H1'" GJV 33 GJV "H2'" "H2'" H 0 1 N N N -24.197 8.303 -15.840 -0.970 1.435 1.696 "H2'" GJV 34 GJV "HO2'" "HO2'" H 0 0 N N N -24.980 9.930 -14.354 -2.030 3.533 1.274 "HO2'" GJV 35 GJV "H3'" "H3'" H 0 1 N N N -22.289 9.062 -14.665 0.925 2.802 1.457 "H3'" GJV 36 GJV "HO3'" "HO3'" H 0 0 N N N -22.931 11.290 -14.422 -0.278 4.487 0.225 "HO3'" GJV 37 GJV "H4'" "H4'" H 0 1 N N N -20.889 10.006 -16.823 1.492 2.021 -1.299 "H4'" GJV 38 GJV "H15'" "H15'" H 0 0 N N N -21.853 7.290 -16.102 3.086 2.118 0.656 "H15'" GJV 39 GJV "H25'" "H25'" H 0 0 N N N -21.397 7.519 -17.824 2.268 0.692 1.339 "H25'" GJV 40 GJV "H16'" "H16'" H 0 0 N N N -19.711 7.542 -15.352 2.815 -0.601 -0.704 "H16'" GJV 41 GJV "H26'" "H26'" H 0 0 N N N -19.263 8.681 -16.668 3.633 0.825 -1.387 "H26'" GJV 42 GJV "H17'" "H17'" H 0 0 N N N -18.046 6.722 -17.133 5.220 0.826 0.518 "H17'" GJV 43 GJV "H27'" "H27'" H 0 0 N N N -19.455 6.660 -18.245 4.402 -0.600 1.201 "H27'" GJV 44 GJV "HN8'" "HN8'" H 0 0 N N N -20.377 5.213 -16.194 5.164 -1.197 -1.452 "HN8'" GJV 45 # 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 GJV N6 C6 SING N N 1 GJV N1 C6 DOUB Y N 2 GJV N1 C2 SING Y N 3 GJV C6 C5 SING Y N 4 GJV C2 N3 DOUB Y N 5 GJV C5 C4 DOUB Y N 6 GJV C5 N7 SING Y N 7 GJV N3 C4 SING Y N 8 GJV C4 N9 SING Y N 9 GJV N7 C8 DOUB Y N 10 GJV C8 N9 SING Y N 11 GJV N9 "C1'" SING N N 12 GJV "O4'" "C1'" SING N N 13 GJV "O4'" "C4'" SING N N 14 GJV "C1'" "C2'" SING N N 15 GJV N10 "C9'" SING N N 16 GJV "C7'" "N8'" SING N N 17 GJV "C7'" "C6'" SING N N 18 GJV "C5'" "C4'" SING N N 19 GJV "C5'" "C6'" SING N N 20 GJV "C9'" "N8'" SING N N 21 GJV "C9'" N11 DOUB N N 22 GJV "C4'" "C3'" SING N N 23 GJV "C2'" "C3'" SING N N 24 GJV "C2'" "O2'" SING N N 25 GJV "C3'" "O3'" SING N N 26 GJV C2 H2 SING N N 27 GJV N6 H1N6 SING N N 28 GJV N6 H2N6 SING N N 29 GJV C8 H8 SING N N 30 GJV N10 H10 SING N N 31 GJV N10 "H20'" SING N N 32 GJV N11 H11 SING N N 33 GJV N11 H21 SING N N 34 GJV "C1'" "H1'" SING N N 35 GJV "C2'" "H2'" SING N N 36 GJV "O2'" "HO2'" SING N N 37 GJV "C3'" "H3'" SING N N 38 GJV "O3'" "HO3'" SING N N 39 GJV "C4'" "H4'" SING N N 40 GJV "C5'" "H15'" SING N N 41 GJV "C5'" "H25'" SING N N 42 GJV "C6'" "H16'" SING N N 43 GJV "C6'" "H26'" SING N N 44 GJV "C7'" "H17'" SING N N 45 GJV "C7'" "H27'" SING N N 46 GJV "N8'" "HN8'" SING N N 47 # 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 GJV SMILES ACDLabs 12.01 "n1c(c2c(nc1)n(cn2)C3C(C(O)C(O3)CCCNC(\N)=[NH2+])O)N" GJV InChI InChI 1.03 "InChI=1S/C13H20N8O3/c14-10-7-11(19-4-18-10)21(5-20-7)12-9(23)8(22)6(24-12)2-1-3-17-13(15)16/h4-6,8-9,12,22-23H,1-3H2,(H2,14,18,19)(H4,15,16,17)/p+1/t6-,8-,9-,12-/m1/s1" GJV InChIKey InChI 1.03 NGQAXJZDWQDSQY-WOUKDFQISA-O GJV SMILES_CANONICAL CACTVS 3.385 "NC(=[NH2+])NCCC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" GJV SMILES CACTVS 3.385 "NC(=[NH2+])NCCC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" GJV SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CCCNC(=[NH2+])N)O)O)N" GJV SMILES "OpenEye OEToolkits" 1.7.6 "c1nc(c2c(n1)n(cn2)C3C(C(C(O3)CCCNC(=[NH2+])N)O)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 GJV "SYSTEMATIC NAME" ACDLabs 12.01 "9-(7-{[amino(iminio)methyl]amino}-5,6,7-trideoxy-beta-D-ribo-heptofuranosyl)-9H-purin-6-amine" GJV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[3-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]propylamino]-azanyl-methylidene]azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site GJV "Create component" 2016-02-17 AM GJV "Initial release" 2017-03-01 RCSB #