data_VMS # _chem_comp.id VMS _chem_comp.name "5'O-[N-(L-VALYL)SULPHAMOYL]ADENOSINE" _chem_comp.type "L-PEPTIDE LINKING" _chem_comp.pdbx_type ATOMP _chem_comp.formula "C15 H23 N7 O7 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-06-09 _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 445.451 _chem_comp.one_letter_code X _chem_comp.three_letter_code VMS _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _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 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 VMS CG2 CG2 C 0 1 N N N 69.886 23.367 22.625 5.553 -1.831 1.354 CG2 VMS 1 VMS CB CB C 0 1 N N N 71.139 24.228 22.442 4.753 -2.870 0.566 CB VMS 2 VMS CG1 CG1 C 0 1 N N N 70.837 25.413 21.522 4.754 -4.198 1.324 CG1 VMS 3 VMS CA CA C 0 1 N N S 72.327 23.424 21.895 3.313 -2.381 0.395 CA VMS 4 VMS N N N 0 1 N N N 71.988 22.788 20.614 2.544 -3.378 -0.362 N VMS 5 VMS C C C 0 1 N N N 72.781 22.354 22.893 3.311 -1.073 -0.352 C VMS 6 VMS O O O 0 1 N N N 73.432 21.375 22.533 3.061 -1.052 -1.539 O VMS 7 VMS NAS NAS N 0 1 N N N 72.272 22.515 24.109 3.588 0.075 0.298 NAS VMS 8 VMS SBD SBD S 0 1 N N N 72.590 21.534 25.372 3.586 1.513 -0.524 SBD VMS 9 VMS OAZ OAZ O 0 1 N N N 71.636 20.390 25.539 3.854 2.513 0.449 OAZ VMS 10 VMS OBC OBC O 0 1 N N N 73.042 22.309 26.575 4.347 1.286 -1.702 OBC VMS 11 VMS "O5'" O5* O 0 1 N N N 73.801 20.742 24.956 2.161 1.766 -0.995 "O5'" VMS 12 VMS "C5'" C5* C 0 1 N N N 75.112 21.063 25.438 1.413 2.174 0.152 "C5'" VMS 13 VMS "C4'" C4* C 0 1 N N R 75.977 19.804 25.546 -0.037 2.445 -0.254 "C4'" VMS 14 VMS "O4'" O4* O 0 1 N N N 76.171 19.272 24.221 -0.670 1.219 -0.656 "O4'" VMS 15 VMS "C3'" C3* C 0 1 N N S 77.378 20.117 26.080 -0.824 2.998 0.950 "C3'" VMS 16 VMS "O3'" O3* O 0 1 N N N 78.012 18.918 26.539 -1.342 4.299 0.663 "O3'" VMS 17 VMS "C2'" C2* C 0 1 N N R 78.035 20.580 24.783 -1.981 1.983 1.140 "C2'" VMS 18 VMS "O2'" O2* O 0 1 N N N 79.459 20.539 24.906 -3.205 2.656 1.444 "O2'" VMS 19 VMS "C1'" C1* C 0 1 N N R 77.555 19.454 23.864 -2.053 1.307 -0.253 "C1'" VMS 20 VMS N9 N9 N 0 1 Y N N 77.686 19.861 22.445 -2.647 -0.029 -0.152 N9 VMS 21 VMS C8 C8 C 0 1 Y N N 77.637 21.116 22.004 -1.975 -1.197 0.050 C8 VMS 22 VMS N7 N7 N 0 1 Y N N 77.800 21.146 20.685 -2.813 -2.192 0.088 N7 VMS 23 VMS C5 C5 C 0 1 Y N N 77.950 19.891 20.275 -4.073 -1.726 -0.087 C5 VMS 24 VMS C4 C4 C 0 1 Y N N 77.871 19.069 21.391 -3.982 -0.332 -0.238 C4 VMS 25 VMS N3 N3 N 0 1 Y N N 77.934 17.738 21.234 -5.094 0.370 -0.433 N3 VMS 26 VMS C2 C2 C 0 1 Y N N 78.069 17.205 20.031 -6.266 -0.227 -0.474 C2 VMS 27 VMS N1 N1 N 0 1 Y N N 78.154 17.962 18.949 -6.402 -1.533 -0.333 N1 VMS 28 VMS C6 C6 C 0 1 Y N N 78.104 19.301 19.026 -5.347 -2.318 -0.139 C6 VMS 29 VMS N6 N6 N 0 1 N N N 78.236 20.053 17.936 -5.499 -3.685 0.009 N6 VMS 30 VMS HG21 1HG2 H 0 0 N N N 70.106 22.503 23.295 5.552 -0.884 0.813 HG21 VMS 31 VMS HG22 2HG2 H 0 0 N N N 69.018 23.966 22.988 5.099 -1.690 2.334 HG22 VMS 32 VMS HG23 3HG2 H 0 0 N N N 69.460 23.038 21.648 6.579 -2.179 1.475 HG23 VMS 33 VMS HB HB H 0 1 N N N 71.430 24.603 23.450 5.207 -3.011 -0.415 HB VMS 34 VMS HG11 1HG1 H 0 0 N N N 71.749 26.039 21.388 4.300 -4.057 2.305 HG11 VMS 35 VMS HG12 2HG1 H 0 0 N N N 70.411 25.084 20.545 4.184 -4.938 0.763 HG12 VMS 36 VMS HG13 3HG1 H 0 0 N N N 69.969 26.012 21.885 5.780 -4.546 1.446 HG13 VMS 37 VMS HA HA H 0 1 N N N 73.164 24.142 21.733 2.858 -2.240 1.376 HA VMS 38 VMS H 1HN H 0 1 N N N 72.777 22.253 20.250 2.998 -3.476 -1.257 H VMS 39 VMS H2 2HN H 0 1 N Y N 71.649 23.468 19.934 2.658 -4.258 0.119 H2 VMS 40 VMS HAS HAS H 0 1 N N N 71.674 23.340 24.075 3.788 0.059 1.247 HAS VMS 41 VMS "H5'1" 1H5* H 0 0 N N N 75.600 21.846 24.812 1.438 1.383 0.902 "H5'1" VMS 42 VMS "H5'2" 2H5* H 0 0 N N N 75.071 21.619 26.403 1.850 3.082 0.568 "H5'2" VMS 43 VMS "H4'" H4* H 0 1 N N N 75.456 19.098 26.234 -0.063 3.163 -1.075 "H4'" VMS 44 VMS "H3'" H3* H 0 1 N N N 77.418 20.834 26.932 -0.192 3.027 1.837 "H3'" VMS 45 VMS "HO3'" H2 H 0 0 N N N 78.881 19.112 26.870 -1.872 4.563 1.427 "HO3'" VMS 46 VMS H1 H1 H 0 1 N N N 77.790 21.617 24.456 -1.738 1.254 1.914 H1 VMS 47 VMS "H2'" H2* H 0 1 N N N 79.868 20.827 24.098 -3.095 3.053 2.319 "H2'" VMS 48 VMS "H1'" H1* H 0 1 N N N 78.147 18.516 23.979 -2.618 1.925 -0.951 "H1'" VMS 49 VMS H8 H8 H 0 1 N N N 77.483 22.003 22.640 -0.904 -1.284 0.163 H8 VMS 50 VMS H3 H3 H 0 1 N N N 78.111 16.107 19.928 -7.150 0.374 -0.630 H3 VMS 51 VMS HN61 1HN6 H 0 0 N N N 78.349 19.620 17.019 -4.721 -4.247 0.150 HN61 VMS 52 VMS HN62 2HN6 H 0 0 N N N 79.013 20.696 18.083 -6.384 -4.081 -0.029 HN62 VMS 53 # 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 VMS CG2 CB SING N N 1 VMS CG2 HG21 SING N N 2 VMS CG2 HG22 SING N N 3 VMS CG2 HG23 SING N N 4 VMS CB CG1 SING N N 5 VMS CB CA SING N N 6 VMS CB HB SING N N 7 VMS CG1 HG11 SING N N 8 VMS CG1 HG12 SING N N 9 VMS CG1 HG13 SING N N 10 VMS CA N SING N N 11 VMS CA C SING N N 12 VMS CA HA SING N N 13 VMS N H SING N N 14 VMS N H2 SING N N 15 VMS C O DOUB N N 16 VMS C NAS SING N N 17 VMS NAS SBD SING N N 18 VMS NAS HAS SING N N 19 VMS SBD OAZ DOUB N N 20 VMS SBD OBC DOUB N N 21 VMS SBD "O5'" SING N N 22 VMS "O5'" "C5'" SING N N 23 VMS "C5'" "C4'" SING N N 24 VMS "C5'" "H5'1" SING N N 25 VMS "C5'" "H5'2" SING N N 26 VMS "C4'" "O4'" SING N N 27 VMS "C4'" "C3'" SING N N 28 VMS "C4'" "H4'" SING N N 29 VMS "O4'" "C1'" SING N N 30 VMS "C3'" "O3'" SING N N 31 VMS "C3'" "C2'" SING N N 32 VMS "C3'" "H3'" SING N N 33 VMS "O3'" "HO3'" SING N N 34 VMS "C2'" "O2'" SING N N 35 VMS "C2'" "C1'" SING N N 36 VMS "C2'" H1 SING N N 37 VMS "O2'" "H2'" SING N N 38 VMS "C1'" N9 SING N N 39 VMS "C1'" "H1'" SING N N 40 VMS N9 C8 SING Y N 41 VMS N9 C4 SING Y N 42 VMS C8 N7 DOUB Y N 43 VMS C8 H8 SING N N 44 VMS N7 C5 SING Y N 45 VMS C5 C4 DOUB Y N 46 VMS C5 C6 SING Y N 47 VMS C4 N3 SING Y N 48 VMS N3 C2 DOUB Y N 49 VMS C2 N1 SING Y N 50 VMS C2 H3 SING N N 51 VMS N1 C6 DOUB Y N 52 VMS C6 N6 SING N N 53 VMS N6 HN61 SING N N 54 VMS N6 HN62 SING N N 55 # 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 VMS SMILES ACDLabs 10.04 "O=C(NS(=O)(=O)OCC3OC(n2cnc1c(ncnc12)N)C(O)C3O)C(N)C(C)C" VMS SMILES_CANONICAL CACTVS 3.341 "CC(C)[C@H](N)C(=O)N[S](=O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23" VMS SMILES CACTVS 3.341 "CC(C)[CH](N)C(=O)N[S](=O)(=O)OC[CH]1O[CH]([CH](O)[CH]1O)n2cnc3c(N)ncnc23" VMS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(C)[C@@H](C(=O)NS(=O)(=O)OC[C@@H]1[C@H]([C@H]([C@@H](O1)n2cnc3c2ncnc3N)O)O)N" VMS SMILES "OpenEye OEToolkits" 1.5.0 "CC(C)C(C(=O)NS(=O)(=O)OCC1C(C(C(O1)n2cnc3c2ncnc3N)O)O)N" VMS InChI InChI 1.03 "InChI=1S/C15H23N7O7S/c1-6(2)8(16)14(25)21-30(26,27)28-3-7-10(23)11(24)15(29-7)22-5-20-9-12(17)18-4-19-13(9)22/h4-8,10-11,15,23-24H,3,16H2,1-2H3,(H,21,25)(H2,17,18,19)/t7-,8+,10-,11-,15-/m1/s1" VMS InChIKey InChI 1.03 TXCZGHBHNXNXMA-CYUGOOACSA-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 VMS "SYSTEMATIC NAME" ACDLabs 10.04 "5'-O-(L-valylsulfamoyl)adenosine" VMS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methyl N-[(2S)-2-amino-3-methyl-butanoyl]sulfamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VMS "Create component" 2004-06-09 RCSB VMS "Modify descriptor" 2011-06-04 RCSB #