data_SB2 # _chem_comp.id SB2 _chem_comp.name "4-[5-(4-FLUORO-PHENYL)-2-(4-METHANESULFINYL-PHENYL)-3H-IMIDAZOL-4-YL]-PYRIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H16 F N3 O S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 1999-07-08 _chem_comp.pdbx_modified_date 2012-01-05 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces 577 _chem_comp.formula_weight 377.435 _chem_comp.one_letter_code ? _chem_comp.three_letter_code SB2 _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 1A9U _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 SB2 O2 O2 O 0 1 N N N -0.940 21.570 27.801 6.952 1.414 -0.665 O2 SB2 1 SB2 C1 C1 C 0 1 N N N 1.767 22.346 28.287 7.154 0.020 1.581 C1 SB2 2 SB2 S1 S1 S 0 1 N N S 0.588 21.264 27.403 6.712 0.101 -0.176 S1 SB2 3 SB2 CA1 CA1 C 0 1 Y N N 0.463 17.215 27.773 2.823 1.095 -0.041 CA1 SB2 4 SB2 CA2 CA2 C 0 1 Y N N 0.075 18.563 27.590 4.201 1.163 -0.065 CA2 SB2 5 SB2 CA3 CA3 C 0 1 Y N N 1.069 19.579 27.613 4.953 0.005 -0.147 CA3 SB2 6 SB2 CA4 CA4 C 0 1 Y N N 2.444 19.278 27.802 4.330 -1.229 -0.208 CA4 SB2 7 SB2 CA5 CA5 C 0 1 Y N N 2.826 17.933 27.981 2.953 -1.312 -0.186 CA5 SB2 8 SB2 CA6 CA6 C 0 1 Y N N 1.852 16.853 27.972 2.188 -0.147 -0.102 CA6 SB2 9 SB2 NB1 NB1 N 0 1 Y N N 0.469 9.354 28.905 -4.664 -3.614 -0.171 NB1 SB2 10 SB2 CB2 CB2 C 0 1 Y N N 0.033 10.130 27.884 -4.660 -2.555 -0.959 CB2 SB2 11 SB2 CB3 CB3 C 0 1 Y N N 0.560 11.449 27.685 -3.595 -1.679 -0.963 CB3 SB2 12 SB2 CB4 CB4 C 0 1 Y N N 1.572 11.953 28.598 -2.508 -1.929 -0.114 CB4 SB2 13 SB2 CB5 CB5 C 0 1 Y N N 1.989 11.057 29.683 -2.556 -3.065 0.705 CB5 SB2 14 SB2 CB6 CB6 C 0 1 Y N N 1.408 9.765 29.789 -3.661 -3.886 0.643 CB6 SB2 15 SB2 NC1 NC1 N 0 1 Y N N 1.347 14.432 28.206 -0.017 -1.379 -0.131 NC1 SB2 16 SB2 CC2 CC2 C 0 1 Y N N 2.255 15.490 28.183 0.712 -0.228 -0.078 CC2 SB2 17 SB2 NC3 NC3 N 0 1 Y N N 3.576 15.169 28.381 -0.105 0.798 -0.001 NC3 SB2 18 SB2 CC4 CC4 C 0 1 Y N N 3.553 13.784 28.563 -1.374 0.362 -0.001 CC4 SB2 19 SB2 CC5 CC5 C 0 1 Y N N 2.150 13.303 28.479 -1.346 -1.021 -0.084 CC5 SB2 20 SB2 CD1 CD1 C 0 1 Y N N 5.338 13.337 30.169 -3.658 0.826 0.882 CD1 SB2 21 SB2 CD2 CD2 C 0 1 Y N N 6.535 12.707 30.543 -4.787 1.617 0.948 CD2 SB2 22 SB2 CD3 CD3 C 0 1 Y N N 7.189 11.834 29.638 -4.859 2.789 0.213 CD3 SB2 23 SB2 CD4 CD4 C 0 1 Y N N 6.636 11.584 28.339 -3.798 3.172 -0.593 CD4 SB2 24 SB2 CD5 CD5 C 0 1 Y N N 5.427 12.219 27.960 -2.665 2.388 -0.665 CD5 SB2 25 SB2 CD6 CD6 C 0 1 Y N N 4.755 13.110 28.880 -2.589 1.208 0.073 CD6 SB2 26 SB2 FD3 FD3 F 0 1 N N N 8.355 11.233 30.035 -5.966 3.560 0.280 FD3 SB2 27 SB2 H11 1H1 H 0 1 N N N 2.826 22.133 28.011 6.697 0.857 2.110 H11 SB2 28 SB2 H12 2H1 H 0 1 N N N 1.518 23.422 28.132 6.793 -0.917 2.004 H12 SB2 29 SB2 H13 3H1 H 0 1 N N N 1.618 22.285 29.390 8.238 0.072 1.686 H13 SB2 30 SB2 HA1 HA1 H 0 1 N N N -0.322 16.441 27.760 2.238 1.999 0.027 HA1 SB2 31 SB2 HA2 HA2 H 0 1 N N N -0.986 18.818 27.431 4.694 2.123 -0.018 HA2 SB2 32 SB2 HA4 HA4 H 0 1 N N N 3.204 20.077 27.809 4.923 -2.130 -0.273 HA4 SB2 33 SB2 HA5 HA5 H 0 1 N N N 3.898 17.723 28.129 2.468 -2.275 -0.233 HA5 SB2 34 SB2 HB2 HB2 H 0 1 N N N -0.738 9.695 27.225 -5.502 -2.371 -1.610 HB2 SB2 35 SB2 HB3 HB3 H 0 1 N N N 0.194 12.064 26.845 -3.598 -0.815 -1.611 HB3 SB2 36 SB2 HB5 HB5 H 0 1 N N N 2.746 11.357 30.426 -1.739 -3.295 1.373 HB5 SB2 37 SB2 HB6 HB6 H 0 1 N N N 1.695 9.057 30.584 -3.708 -4.764 1.270 HB6 SB2 38 SB2 HN1 HN1 H 0 1 N N N 0.338 14.473 28.058 0.334 -2.281 -0.195 HN1 SB2 39 SB2 HD1 HD1 H 0 1 N N N 4.852 14.014 30.892 -3.602 -0.085 1.459 HD1 SB2 40 SB2 HD2 HD2 H 0 1 N N N 6.959 12.897 31.543 -5.616 1.322 1.575 HD2 SB2 41 SB2 HD4 HD4 H 0 1 N N N 7.140 10.903 27.632 -3.859 4.086 -1.165 HD4 SB2 42 SB2 HD5 HD5 H 0 1 N N N 5.012 12.021 26.957 -1.840 2.688 -1.293 HD5 SB2 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 SB2 O2 S1 DOUB N N 1 SB2 C1 S1 SING N N 2 SB2 C1 H11 SING N N 3 SB2 C1 H12 SING N N 4 SB2 C1 H13 SING N N 5 SB2 S1 CA3 SING N N 6 SB2 CA1 CA2 DOUB Y N 7 SB2 CA1 CA6 SING Y N 8 SB2 CA1 HA1 SING N N 9 SB2 CA2 CA3 SING Y N 10 SB2 CA2 HA2 SING N N 11 SB2 CA3 CA4 DOUB Y N 12 SB2 CA4 CA5 SING Y N 13 SB2 CA4 HA4 SING N N 14 SB2 CA5 CA6 DOUB Y N 15 SB2 CA5 HA5 SING N N 16 SB2 CA6 CC2 SING Y N 17 SB2 NB1 CB2 DOUB Y N 18 SB2 NB1 CB6 SING Y N 19 SB2 CB2 CB3 SING Y N 20 SB2 CB2 HB2 SING N N 21 SB2 CB3 CB4 DOUB Y N 22 SB2 CB3 HB3 SING N N 23 SB2 CB4 CB5 SING Y N 24 SB2 CB4 CC5 SING Y N 25 SB2 CB5 CB6 DOUB Y N 26 SB2 CB5 HB5 SING N N 27 SB2 CB6 HB6 SING N N 28 SB2 NC1 CC2 SING Y N 29 SB2 NC1 CC5 SING Y N 30 SB2 NC1 HN1 SING N N 31 SB2 CC2 NC3 DOUB Y N 32 SB2 NC3 CC4 SING Y N 33 SB2 CC4 CC5 DOUB Y N 34 SB2 CC4 CD6 SING Y N 35 SB2 CD1 CD2 DOUB Y N 36 SB2 CD1 CD6 SING Y N 37 SB2 CD1 HD1 SING N N 38 SB2 CD2 CD3 SING Y N 39 SB2 CD2 HD2 SING N N 40 SB2 CD3 CD4 DOUB Y N 41 SB2 CD3 FD3 SING N N 42 SB2 CD4 CD5 SING Y N 43 SB2 CD4 HD4 SING N N 44 SB2 CD5 CD6 DOUB Y N 45 SB2 CD5 HD5 SING N N 46 # 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 SB2 SMILES ACDLabs 10.04 "Fc4ccc(c2nc(c1ccc(S(=O)C)cc1)nc2c3ccncc3)cc4" SB2 InChI InChI 1.03 "InChI=1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)/t27-/m0/s1" SB2 InChIKey InChI 1.03 CDMGBJANTYXAIV-MHZLTWQESA-N SB2 SMILES_CANONICAL CACTVS 3.385 "C[S@](=O)c1ccc(cc1)c2[nH]c(c3ccncc3)c(n2)c4ccc(F)cc4" SB2 SMILES CACTVS 3.385 "C[S](=O)c1ccc(cc1)c2[nH]c(c3ccncc3)c(n2)c4ccc(F)cc4" SB2 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "C[S@](=O)c1ccc(cc1)c2[nH]c(c(n2)c3ccc(cc3)F)c4ccncc4" SB2 SMILES "OpenEye OEToolkits" 1.7.5 "CS(=O)c1ccc(cc1)c2[nH]c(c(n2)c3ccc(cc3)F)c4ccncc4" # 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 SB2 "SYSTEMATIC NAME" ACDLabs 10.04 "4-[4-(4-fluorophenyl)-2-{4-[(S)-methylsulfinyl]phenyl}-1H-imidazol-5-yl]pyridine" SB2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "4-[5-(4-fluorophenyl)-2-[4-[(S)-methylsulfinyl]phenyl]-3H-imidazol-4-yl]pyridine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SB2 "Create component" 1999-07-08 RCSB SB2 "Modify aromatic_flag" 2011-06-04 RCSB SB2 "Modify descriptor" 2011-06-04 RCSB SB2 "Modify descriptor" 2012-01-05 RCSB SB2 "Modify coordinates" 2012-01-05 RCSB #