data_VHI # _chem_comp.id VHI _chem_comp.name "5-{(3aS,4S,6aR)-1-[(benzyloxy)carbonyl]-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 N2 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-09-09 _chem_comp.pdbx_modified_date 2011-12-23 _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 378.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code VHI _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 3VHI _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 VHI N1 N1 N 0 1 N N N -15.957 -8.780 -27.798 -1.196 1.410 -0.484 N1 VHI 1 VHI S1 S1 S 0 1 N N N -16.314 -11.494 -25.782 1.595 1.698 1.308 S1 VHI 2 VHI C2 C2 C 0 1 N N S -15.018 -10.614 -25.025 2.259 1.831 -0.401 C2 VHI 3 VHI N2 N2 N 0 1 N N N -14.049 -9.736 -27.252 0.543 0.595 -1.650 N2 VHI 4 VHI C3 C3 C 0 1 N N N -14.783 -9.387 -28.279 -0.692 0.378 -1.175 C3 VHI 5 VHI O3 O3 O 0 1 N N N -14.346 -9.481 -29.419 -1.298 -0.660 -1.354 O3 VHI 6 VHI C4 C4 C 0 1 N N S -14.759 -9.466 -25.923 0.980 1.942 -1.254 C4 VHI 7 VHI C5 C5 C 0 1 N N R -16.183 -8.989 -26.381 -0.207 2.499 -0.458 C5 VHI 8 VHI C6 C6 C 0 1 N N N -17.260 -9.984 -26.096 0.164 2.813 1.005 C6 VHI 9 VHI C7 C7 C 0 1 N N N -13.684 -11.433 -24.838 3.052 0.577 -0.774 C7 VHI 10 VHI C8 C8 C 0 1 N N N -13.757 -12.221 -23.537 4.309 0.492 0.093 C8 VHI 11 VHI C9 C9 C 0 1 N N N -12.498 -13.157 -23.388 5.102 -0.762 -0.280 C9 VHI 12 VHI C10 C10 C 0 1 N N N -12.610 -14.065 -22.149 6.360 -0.847 0.587 C10 VHI 13 VHI C11 C11 C 0 1 N N N -12.567 -13.260 -20.888 7.141 -2.083 0.220 C11 VHI 14 VHI O11 O11 O 0 1 N N N -11.983 -12.104 -20.864 6.733 -2.820 -0.647 O11 VHI 15 VHI O12 O12 O 0 1 N N N -13.100 -13.752 -19.813 8.289 -2.364 0.855 O12 VHI 16 VHI C17 C17 C 0 1 N N N -16.651 -7.718 -28.372 -2.414 1.446 0.090 C17 VHI 17 VHI O18 O18 O 0 1 N N N -16.376 -7.160 -29.684 -3.236 0.384 -0.007 O18 VHI 18 VHI O19 O19 O 0 1 N N N -17.543 -7.017 -27.769 -2.772 2.436 0.695 O19 VHI 19 VHI C20 C20 C 0 1 N N N -17.364 -6.268 -30.344 -4.533 0.493 0.635 C20 VHI 20 VHI C21 C21 C 0 1 Y N N -16.886 -4.836 -30.205 -5.308 -0.781 0.422 C21 VHI 21 VHI C22 C22 C 0 1 Y N N -16.639 -4.073 -31.384 -5.202 -1.816 1.332 C22 VHI 22 VHI C23 C23 C 0 1 Y N N -16.236 -2.739 -31.293 -5.913 -2.985 1.137 C23 VHI 23 VHI C24 C24 C 0 1 Y N N -16.057 -2.121 -30.032 -6.731 -3.120 0.030 C24 VHI 24 VHI C25 C25 C 0 1 Y N N -16.342 -2.841 -28.829 -6.838 -2.085 -0.880 C25 VHI 25 VHI C26 C26 C 0 1 Y N N -16.780 -4.195 -28.917 -6.130 -0.914 -0.682 C26 VHI 26 VHI H2 H2 H 0 1 N N N -15.323 -10.338 -24.005 2.874 2.724 -0.509 H2 VHI 27 VHI HN2 HN2 H 0 1 N N N -13.134 -10.132 -27.327 1.064 -0.036 -2.171 HN2 VHI 28 VHI H4 H4 H 0 1 N N N -14.113 -8.789 -25.345 1.168 2.553 -2.138 H4 VHI 29 VHI H5 H5 H 0 1 N N N -16.551 -8.100 -25.848 -0.609 3.385 -0.949 H5 VHI 30 VHI H6 H6 H 0 1 N N N -17.949 -10.099 -26.946 -0.663 2.571 1.673 H6 VHI 31 VHI H6A H6A H 0 1 N N N -17.870 -9.693 -25.228 0.457 3.857 1.113 H6A VHI 32 VHI H7 H7 H 0 1 N N N -13.557 -12.127 -25.682 2.435 -0.306 -0.607 H7 VHI 33 VHI H7A H7A H 0 1 N N N -12.829 -10.741 -24.802 3.337 0.626 -1.825 H7A VHI 34 VHI H8 H8 H 0 1 N N N -13.786 -11.518 -22.691 4.926 1.375 -0.075 H8 VHI 35 VHI H8A H8A H 0 1 N N N -14.667 -12.839 -23.540 4.024 0.442 1.143 H8A VHI 36 VHI H9 H9 H 0 1 N N N -12.419 -13.790 -24.284 4.485 -1.645 -0.113 H9 VHI 37 VHI H9A H9A H 0 1 N N N -11.600 -12.529 -23.287 5.388 -0.713 -1.331 H9A VHI 38 VHI H10 H10 H 0 1 N N N -13.564 -14.612 -22.192 6.977 0.036 0.420 H10 VHI 39 VHI H10A H10A H 0 0 N N N -11.770 -14.775 -22.149 6.074 -0.897 1.638 H10A VHI 40 VHI HO12 HO12 H 0 0 N N N -12.979 -13.145 -19.092 8.755 -3.168 0.585 HO12 VHI 41 VHI H20 H20 H 0 1 N N N -17.450 -6.530 -31.409 -4.397 0.661 1.704 H20 VHI 42 VHI H20A H20A H 0 0 N N N -18.347 -6.381 -29.864 -5.083 1.329 0.204 H20A VHI 43 VHI H22 H22 H 0 1 N N N -16.764 -4.530 -32.354 -4.563 -1.711 2.197 H22 VHI 44 VHI H23 H23 H 0 1 N N N -16.059 -2.172 -32.195 -5.830 -3.793 1.848 H23 VHI 45 VHI H24 H24 H 0 1 N N N -15.704 -1.102 -29.978 -7.286 -4.033 -0.123 H24 VHI 46 VHI H25 H25 H 0 1 N N N -16.227 -2.365 -27.866 -7.476 -2.190 -1.745 H25 VHI 47 VHI H26 H26 H 0 1 N N N -17.032 -4.741 -28.020 -6.216 -0.104 -1.391 H26 VHI 48 # 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 VHI N1 C3 SING N N 1 VHI N1 C5 SING N N 2 VHI N1 C17 SING N N 3 VHI S1 C2 SING N N 4 VHI S1 C6 SING N N 5 VHI C2 C4 SING N N 6 VHI C2 C7 SING N N 7 VHI N2 C3 SING N N 8 VHI N2 C4 SING N N 9 VHI C3 O3 DOUB N N 10 VHI C4 C5 SING N N 11 VHI C5 C6 SING N N 12 VHI C7 C8 SING N N 13 VHI C8 C9 SING N N 14 VHI C9 C10 SING N N 15 VHI C10 C11 SING N N 16 VHI C11 O11 DOUB N N 17 VHI C11 O12 SING N N 18 VHI C17 O18 SING N N 19 VHI C17 O19 DOUB N N 20 VHI O18 C20 SING N N 21 VHI C20 C21 SING N N 22 VHI C21 C22 DOUB Y N 23 VHI C21 C26 SING Y N 24 VHI C22 C23 SING Y N 25 VHI C23 C24 DOUB Y N 26 VHI C24 C25 SING Y N 27 VHI C25 C26 DOUB Y N 28 VHI C2 H2 SING N N 29 VHI N2 HN2 SING N N 30 VHI C4 H4 SING N N 31 VHI C5 H5 SING N N 32 VHI C6 H6 SING N N 33 VHI C6 H6A SING N N 34 VHI C7 H7 SING N N 35 VHI C7 H7A SING N N 36 VHI C8 H8 SING N N 37 VHI C8 H8A SING N N 38 VHI C9 H9 SING N N 39 VHI C9 H9A SING N N 40 VHI C10 H10 SING N N 41 VHI C10 H10A SING N N 42 VHI O12 HO12 SING N N 43 VHI C20 H20 SING N N 44 VHI C20 H20A SING N N 45 VHI C22 H22 SING N N 46 VHI C23 H23 SING N N 47 VHI C24 H24 SING N N 48 VHI C25 H25 SING N N 49 VHI C26 H26 SING N N 50 # 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 VHI SMILES ACDLabs 12.01 "O=C(O)CCCCC2SCC3N(C(=O)OCc1ccccc1)C(=O)NC23" VHI InChI InChI 1.03 "InChI=1S/C18H22N2O5S/c21-15(22)9-5-4-8-14-16-13(11-26-14)20(17(23)19-16)18(24)25-10-12-6-2-1-3-7-12/h1-3,6-7,13-14,16H,4-5,8-11H2,(H,19,23)(H,21,22)/t13-,14-,16-/m0/s1" VHI InChIKey InChI 1.03 BWNGWJMPVBQLHD-DZKIICNBSA-N VHI SMILES_CANONICAL CACTVS 3.370 "OC(=O)CCCC[C@@H]1SC[C@H]2[C@@H]1NC(=O)N2C(=O)OCc3ccccc3" VHI SMILES CACTVS 3.370 "OC(=O)CCCC[CH]1SC[CH]2[CH]1NC(=O)N2C(=O)OCc3ccccc3" VHI SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COC(=O)N2[C@H]3CS[C@H]([C@H]3NC2=O)CCCCC(=O)O" VHI SMILES "OpenEye OEToolkits" 1.7.2 "c1ccc(cc1)COC(=O)N2C3CSC(C3NC2=O)CCCCC(=O)O" # 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 VHI "SYSTEMATIC NAME" ACDLabs 12.01 "5-{(3aS,4S,6aR)-1-[(benzyloxy)carbonyl]-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl}pentanoic acid" VHI "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "5-[(3aR,6S,6aS)-2-oxidanylidene-3-phenylmethoxycarbonyl-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl]pentanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site VHI "Create component" 2011-09-09 PDBJ #