data_EH9 # _chem_comp.id EH9 _chem_comp.name "(2S,3R)-3-(6-amino-9H-purin-9-yl)nonan-2-ol" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H23 N5 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Erythro-9-[3-(2-hydroxynonyl)] adenine; EHNA" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2007-08-22 _chem_comp.pdbx_modified_date 2020-05-27 _chem_comp.pdbx_ambiguous_flag ? _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 277.365 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EH9 _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 2Z7G _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 EH9 C1 C1 C 0 1 Y N N 11.128 12.493 20.806 2.895 -2.184 -0.197 C1 EH9 1 EH9 C2 C2 C 0 1 Y N N 11.289 13.541 21.669 2.126 -1.090 -0.628 C2 EH9 2 EH9 C3 C3 C 0 1 Y N N 11.317 14.844 21.158 1.520 -0.280 0.347 C3 EH9 3 EH9 C5 C5 C 0 1 Y N N 11.030 14.077 19.018 2.424 -1.611 1.989 C5 EH9 4 EH9 C14 C14 C 0 1 Y N N 11.514 14.878 23.339 1.042 0.473 -1.669 C14 EH9 5 EH9 N4 N4 N 0 1 Y N N 11.189 15.142 19.832 1.694 -0.575 1.631 N4 EH9 6 EH9 N6 N6 N 0 1 Y N N 10.999 12.805 19.473 3.008 -2.404 1.109 N6 EH9 7 EH9 N13 N13 N 0 1 Y N N 11.492 15.666 22.235 0.844 0.697 -0.339 N13 EH9 8 EH9 N15 N15 N 0 1 Y N N 11.429 13.578 22.982 1.795 -0.576 -1.836 N15 EH9 9 EH9 C20 C20 C 0 1 N N R 11.606 17.134 22.408 0.054 1.781 0.249 C20 EH9 10 EH9 C21 C21 C 0 1 N N N 10.305 17.931 22.190 -1.394 1.678 -0.236 C21 EH9 11 EH9 N24 N24 N 0 1 N N N 11.092 11.199 21.203 3.516 -3.017 -1.111 N24 EH9 12 EH9 C26 C26 C 0 1 N N N 9.685 17.746 20.814 -2.022 0.391 0.302 C26 EH9 13 EH9 C28 C28 C 0 1 N N N 8.360 18.418 20.498 -3.431 0.232 -0.273 C28 EH9 14 EH9 C30 C30 C 0 1 N N N 7.876 17.843 19.152 -4.059 -1.056 0.265 C30 EH9 15 EH9 C31 C31 C 0 1 N N N 8.006 16.297 19.082 -5.468 -1.215 -0.310 C31 EH9 16 EH9 C34 C34 C 0 1 N N N 6.794 15.575 18.496 -6.096 -2.502 0.228 C34 EH9 17 EH9 C36 C36 C 0 1 N N S 12.910 17.748 21.908 0.640 3.128 -0.177 C36 EH9 18 EH9 O38 O38 O 0 1 N N N 13.961 17.319 22.734 -0.089 4.185 0.452 O38 EH9 19 EH9 C40 C40 C 0 1 N N N 13.190 17.830 20.408 2.109 3.201 0.243 C40 EH9 20 EH9 H5 H5 H 0 1 N N N 10.923 14.249 17.957 2.541 -1.826 3.041 H5 EH9 21 EH9 H14 H14 H 0 1 N N N 11.589 15.237 24.355 0.634 1.076 -2.467 H14 EH9 22 EH9 H20 H20 H 0 1 N N N 11.729 17.265 23.493 0.079 1.701 1.336 H20 EH9 23 EH9 H211 1H21 H 0 0 N N N 10.537 18.999 22.316 -1.960 2.537 0.124 H211 EH9 24 EH9 H212 2H21 H 0 0 N N N 9.575 17.556 22.922 -1.411 1.663 -1.326 H212 EH9 25 EH9 H241 1H24 H 0 0 N N N 11.083 10.604 20.400 3.423 -2.849 -2.062 H241 EH9 26 EH9 H242 2H24 H 0 0 N N N 11.899 10.998 21.758 4.044 -3.770 -0.801 H242 EH9 27 EH9 H261 1H26 H 0 0 N N N 9.520 16.665 20.693 -1.411 -0.463 0.007 H261 EH9 28 EH9 H262 2H26 H 0 0 N N N 10.399 18.232 20.133 -2.076 0.440 1.389 H262 EH9 29 EH9 H281 1H28 H 0 0 N N N 8.492 19.507 20.423 -4.042 1.085 0.022 H281 EH9 30 EH9 H282 2H28 H 0 0 N N N 7.624 18.228 21.293 -3.376 0.182 -1.360 H282 EH9 31 EH9 H301 1H30 H 0 0 N N N 8.486 18.280 18.348 -3.448 -1.909 -0.030 H301 EH9 32 EH9 H302 2H30 H 0 0 N N N 6.811 18.095 19.044 -4.113 -1.007 1.352 H302 EH9 33 EH9 H311 1H31 H 0 0 N N N 8.152 15.927 20.108 -6.079 -0.362 -0.015 H311 EH9 34 EH9 H312 2H31 H 0 0 N N N 8.850 16.086 18.409 -5.413 -1.264 -1.397 H312 EH9 35 EH9 H341 1H34 H 0 0 N N N 6.051 15.401 19.289 -5.485 -3.355 -0.067 H341 EH9 36 EH9 H342 2H34 H 0 0 N N N 6.347 16.193 17.704 -6.150 -2.453 1.316 H342 EH9 37 EH9 H343 3H34 H 0 0 N N N 7.111 14.610 18.074 -7.100 -2.615 -0.181 H343 EH9 38 EH9 H36 H36 H 0 1 N N N 12.782 18.835 22.017 0.566 3.231 -1.260 H36 EH9 39 EH9 HO38 HO38 H 0 0 N N N 14.752 17.222 22.216 -1.007 4.259 0.159 HO38 EH9 40 EH9 H401 1H40 H 0 0 N N N 12.238 17.850 19.857 2.664 2.395 -0.237 H401 EH9 41 EH9 H402 2H40 H 0 0 N N N 13.758 18.747 20.191 2.526 4.161 -0.060 H402 EH9 42 EH9 H403 3H40 H 0 0 N N N 13.776 16.953 20.096 2.183 3.099 1.326 H403 EH9 43 # 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 EH9 C34 C31 SING N N 1 EH9 C5 N6 DOUB Y N 2 EH9 C5 N4 SING Y N 3 EH9 C31 C30 SING N N 4 EH9 C30 C28 SING N N 5 EH9 N6 C1 SING Y N 6 EH9 N4 C3 DOUB Y N 7 EH9 C40 C36 SING N N 8 EH9 C28 C26 SING N N 9 EH9 C1 N24 SING N N 10 EH9 C1 C2 DOUB Y N 11 EH9 C26 C21 SING N N 12 EH9 C3 C2 SING Y N 13 EH9 C3 N13 SING Y N 14 EH9 C2 N15 SING Y N 15 EH9 C36 C20 SING N N 16 EH9 C36 O38 SING N N 17 EH9 C21 C20 SING N N 18 EH9 N13 C20 SING N N 19 EH9 N13 C14 SING Y N 20 EH9 N15 C14 DOUB Y N 21 EH9 C5 H5 SING N N 22 EH9 C14 H14 SING N N 23 EH9 C20 H20 SING N N 24 EH9 C21 H211 SING N N 25 EH9 C21 H212 SING N N 26 EH9 N24 H241 SING N N 27 EH9 N24 H242 SING N N 28 EH9 C26 H261 SING N N 29 EH9 C26 H262 SING N N 30 EH9 C28 H281 SING N N 31 EH9 C28 H282 SING N N 32 EH9 C30 H301 SING N N 33 EH9 C30 H302 SING N N 34 EH9 C31 H311 SING N N 35 EH9 C31 H312 SING N N 36 EH9 C34 H341 SING N N 37 EH9 C34 H342 SING N N 38 EH9 C34 H343 SING N N 39 EH9 C36 H36 SING N N 40 EH9 O38 HO38 SING N N 41 EH9 C40 H401 SING N N 42 EH9 C40 H402 SING N N 43 EH9 C40 H403 SING N N 44 # 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 EH9 SMILES ACDLabs 10.04 "n1c(c2ncn(c2nc1)C(CCCCCC)C(O)C)N" EH9 SMILES_CANONICAL CACTVS 3.341 "CCCCCC[C@H]([C@H](C)O)n1cnc2c(N)ncnc12" EH9 SMILES CACTVS 3.341 "CCCCCC[CH]([CH](C)O)n1cnc2c(N)ncnc12" EH9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCC[C@H]([C@H](C)O)n1cnc2c1ncnc2N" EH9 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCCC(C(C)O)n1cnc2c1ncnc2N" EH9 InChI InChI 1.03 "InChI=1S/C14H23N5O/c1-3-4-5-6-7-11(10(2)20)19-9-18-12-13(15)16-8-17-14(12)19/h8-11,20H,3-7H2,1-2H3,(H2,15,16,17)/t10-,11+/m0/s1" EH9 InChIKey InChI 1.03 IOSAAWHGJUZBOG-WDEREUQCSA-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 EH9 "SYSTEMATIC NAME" ACDLabs 10.04 "(2S,3R)-3-(6-amino-9H-purin-9-yl)nonan-2-ol" EH9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2S,3R)-3-(6-aminopurin-9-yl)nonan-2-ol" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site EH9 "Create component" 2007-08-22 RCSB EH9 "Modify aromatic_flag" 2011-06-04 RCSB EH9 "Modify descriptor" 2011-06-04 RCSB EH9 "Modify synonyms" 2020-05-27 PDBE # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 EH9 "Erythro-9-[3-(2-hydroxynonyl)] adenine" ? ? 2 EH9 EHNA ? ? #