data_IVH # _chem_comp.id IVH _chem_comp.name "2-(butylsulfanyl)adenosine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H21 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-19 _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 355.413 _chem_comp.one_letter_code ? _chem_comp.three_letter_code IVH _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 3PN1 _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 IVH S S S 0 1 N N N 110.699 91.281 24.473 -3.158 -1.253 0.358 S IVH 1 IVH C1 C1 C 0 1 N N N 108.923 94.993 23.184 -8.377 -1.551 0.294 C1 IVH 2 IVH N1 N1 N 0 1 Y N N 111.387 89.060 25.502 -2.484 1.285 -0.123 N1 IVH 3 IVH O1 O1 O 0 1 N N N 111.412 92.106 30.148 3.733 0.228 0.784 O1 IVH 4 IVH C2 C2 C 0 1 N N N 109.229 93.713 23.954 -7.207 -0.578 0.131 C2 IVH 5 IVH N2 N2 N 0 1 Y N N 111.653 90.940 26.882 -0.719 -0.186 0.207 N2 IVH 6 IVH O2 O2 O 0 1 N N N 109.361 93.620 31.042 6.573 0.491 1.350 O2 IVH 7 IVH C3 C3 C 0 1 N N N 110.377 93.970 24.924 -5.888 -1.333 0.310 C3 IVH 8 IVH N3 N3 N 0 1 Y N N 112.592 90.360 29.085 1.543 0.854 0.057 N3 IVH 9 IVH O3 O3 O 0 1 N N N 112.990 95.111 29.131 4.031 -2.980 -0.343 O3 IVH 10 IVH C4 C4 C 0 1 N N N 111.397 92.848 24.941 -4.718 -0.361 0.146 C4 IVH 11 IVH N4 N4 N 0 1 Y N N 112.692 88.179 28.715 0.821 2.873 -0.357 N4 IVH 12 IVH O4 O4 O 0 1 N N N 114.447 93.124 30.010 1.867 -1.962 -1.365 O4 IVH 13 IVH C5 C5 C 0 1 Y N N 111.284 90.378 25.746 -2.015 0.068 0.126 C5 IVH 14 IVH N5 N5 N 0 1 N N N 111.864 86.895 26.087 -2.162 3.577 -0.565 N5 IVH 15 IVH C6 C6 C 0 1 Y N N 111.831 88.236 26.407 -1.663 2.313 -0.306 C6 IVH 16 IVH C7 C7 C 0 1 Y N N 112.218 88.769 27.608 -0.278 2.089 -0.229 C7 IVH 17 IVH C8 C8 C 0 1 Y N N 112.123 90.154 27.849 0.173 0.785 0.037 C8 IVH 18 IVH C9 C9 C 0 1 Y N N 112.928 89.155 29.589 1.890 2.151 -0.189 C9 IVH 19 IVH C10 C10 C 0 1 N N R 112.731 91.605 29.885 2.464 -0.259 0.298 C10 IVH 20 IVH C11 C11 C 0 1 N N R 113.432 92.697 29.134 2.832 -0.962 -1.033 C11 IVH 21 IVH C12 C12 C 0 1 N N S 112.405 93.838 29.003 4.199 -1.604 -0.694 C12 IVH 22 IVH C13 C13 C 0 1 N N R 111.464 93.562 30.115 4.706 -0.797 0.517 C13 IVH 23 IVH C14 C14 C 0 1 N N N 110.053 94.025 29.834 6.056 -0.158 0.187 C14 IVH 24 IVH H1 H1 H 0 1 N N N 108.095 94.811 22.483 -8.303 -2.337 -0.458 H1 IVH 25 IVH H1A H1A H 0 1 N N N 108.637 95.786 23.890 -8.344 -1.995 1.289 H1A IVH 26 IVH H1B H1B H 0 1 N N N 109.816 95.306 22.623 -9.317 -1.013 0.166 H1B IVH 27 IVH H2 H2 H 0 1 N N N 108.337 93.400 24.515 -7.239 -0.134 -0.864 H2 IVH 28 IVH H2A H2A H 0 1 N N N 109.515 92.919 23.248 -7.280 0.208 0.882 H2A IVH 29 IVH HO2 HO2 H 0 1 N N N 108.445 93.864 30.980 7.430 0.919 1.214 HO2 IVH 30 IVH H3 H3 H 0 1 N N N 110.886 94.896 24.620 -5.856 -1.777 1.304 H3 IVH 31 IVH H3A H3A H 0 1 N N N 109.959 94.073 25.936 -5.814 -2.119 -0.442 H3A IVH 32 IVH HO3 HO3 H 0 1 N N N 112.320 95.778 29.043 4.857 -3.432 -0.120 HO3 IVH 33 IVH H4 H4 H 0 1 N N N 111.799 92.759 25.961 -4.792 0.426 0.898 H4 IVH 34 IVH H4A H4A H 0 1 N N N 112.200 93.097 24.231 -4.751 0.083 -0.849 H4A IVH 35 IVH HO4 HO4 H 0 1 N N N 114.944 93.824 29.603 2.053 -2.430 -2.191 HO4 IVH 36 IVH HN5 HN5 H 0 1 N N N 111.521 86.765 25.157 -3.120 3.720 -0.615 HN5 IVH 37 IVH HN5A HN5A H 0 0 N N N 112.805 86.562 26.145 -1.553 4.321 -0.696 HN5A IVH 38 IVH H9 H9 H 0 1 N N N 113.337 89.001 30.577 2.903 2.523 -0.237 H9 IVH 39 IVH H10 H10 H 0 1 N N N 113.306 91.352 30.788 2.030 -0.969 1.003 H10 IVH 40 IVH H11 H11 H 0 1 N N N 113.823 92.398 28.150 2.932 -0.237 -1.841 H11 IVH 41 IVH H12 H12 H 0 1 N N N 111.926 93.861 28.013 4.885 -1.507 -1.535 H12 IVH 42 IVH H13 H13 H 0 1 N N N 111.800 94.070 31.031 4.804 -1.450 1.383 H13 IVH 43 IVH H14 H14 H 0 1 N N N 109.632 93.548 28.936 5.927 0.574 -0.610 H14 IVH 44 IVH H14A H14A H 0 0 N N N 109.999 95.111 29.670 6.754 -0.930 -0.138 H14A IVH 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 IVH S C4 SING N N 1 IVH S C5 SING N N 2 IVH C1 C2 SING N N 3 IVH C1 H1 SING N N 4 IVH C1 H1A SING N N 5 IVH C1 H1B SING N N 6 IVH N1 C5 DOUB Y N 7 IVH N1 C6 SING Y N 8 IVH C10 O1 SING N N 9 IVH C13 O1 SING N N 10 IVH C2 C3 SING N N 11 IVH C2 H2 SING N N 12 IVH C2 H2A SING N N 13 IVH C5 N2 SING Y N 14 IVH N2 C8 DOUB Y N 15 IVH C14 O2 SING N N 16 IVH O2 HO2 SING N N 17 IVH C3 C4 SING N N 18 IVH C3 H3 SING N N 19 IVH C3 H3A SING N N 20 IVH C8 N3 SING Y N 21 IVH N3 C9 SING Y N 22 IVH N3 C10 SING N N 23 IVH C12 O3 SING N N 24 IVH O3 HO3 SING N N 25 IVH C4 H4 SING N N 26 IVH C4 H4A SING N N 27 IVH C7 N4 SING Y N 28 IVH N4 C9 DOUB Y N 29 IVH C11 O4 SING N N 30 IVH O4 HO4 SING N N 31 IVH N5 C6 SING N N 32 IVH N5 HN5 SING N N 33 IVH N5 HN5A SING N N 34 IVH C6 C7 DOUB Y N 35 IVH C7 C8 SING Y N 36 IVH C9 H9 SING N N 37 IVH C11 C10 SING N N 38 IVH C10 H10 SING N N 39 IVH C12 C11 SING N N 40 IVH C11 H11 SING N N 41 IVH C12 C13 SING N N 42 IVH C12 H12 SING N N 43 IVH C14 C13 SING N N 44 IVH C13 H13 SING N N 45 IVH C14 H14 SING N N 46 IVH C14 H14A 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 IVH SMILES ACDLabs 12.01 "n2c1c(nc(SCCCC)nc1n(c2)C3OC(C(O)C3O)CO)N" IVH SMILES_CANONICAL CACTVS 3.370 "CCCCSc1nc(N)c2ncn([C@@H]3O[C@H](CO)[C@@H](O)[C@H]3O)c2n1" IVH SMILES CACTVS 3.370 "CCCCSc1nc(N)c2ncn([CH]3O[CH](CO)[CH](O)[CH]3O)c2n1" IVH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CCCCSc1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N" IVH SMILES "OpenEye OEToolkits" 1.7.0 "CCCCSc1nc(c2c(n1)n(cn2)C3C(C(C(O3)CO)O)O)N" IVH InChI InChI 1.03 "InChI=1S/C14H21N5O4S/c1-2-3-4-24-14-17-11(15)8-12(18-14)19(6-16-8)13-10(22)9(21)7(5-20)23-13/h6-7,9-10,13,20-22H,2-5H2,1H3,(H2,15,17,18)/t7-,9-,10-,13-/m1/s1" IVH InChIKey InChI 1.03 JUZWTKSKLZRPBL-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 IVH "SYSTEMATIC NAME" ACDLabs 12.01 "2-(butylsulfanyl)adenosine" IVH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(2R,3R,4S,5R)-2-(6-azanyl-2-butylsulfanyl-purin-9-yl)-5-(hydroxymethyl)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 IVH "Create component" 2010-11-19 RCSB IVH "Modify aromatic_flag" 2011-06-04 RCSB IVH "Modify descriptor" 2011-06-04 RCSB #