data_J8Z # _chem_comp.id J8Z _chem_comp.name "(2R)-2-[(1-benzothiophen-2-ylcarbonyl)amino]-3-(3-methylphenyl)propyl phosphate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N O5 P S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge -2 _chem_comp.pdbx_initial_date 2009-08-07 _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 403.389 _chem_comp.one_letter_code ? _chem_comp.three_letter_code J8Z _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 3IKG _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 J8Z N1 N1 N 0 1 N N N 13.403 2.904 1.250 -0.521 -0.203 0.424 N1 J8Z 1 J8Z C2 C2 C 0 1 N N R 14.655 2.829 1.991 -1.848 -0.513 0.962 C2 J8Z 2 J8Z C3 C3 C 0 1 N N N 15.362 1.497 1.670 -2.668 0.774 1.069 C3 J8Z 3 J8Z O4 O4 O 0 1 N N N 16.755 1.647 1.964 -2.903 1.299 -0.239 O4 J8Z 4 J8Z C5 C5 C 0 1 N N N 12.271 3.314 1.862 0.463 0.202 1.251 C5 J8Z 5 J8Z O6 O6 O 0 1 N N N 12.251 3.651 3.029 0.250 0.311 2.444 O6 J8Z 6 J8Z P7 P7 P 0 1 N N N 17.104 0.551 3.120 -3.737 2.651 -0.505 P7 J8Z 7 J8Z O8 O8 O 0 1 N N N 17.257 -0.763 2.466 -5.147 2.536 0.168 O8 J8Z 8 J8Z O9 O9 O -1 1 N N N 18.494 0.964 3.820 -2.964 3.869 0.107 O9 J8Z 9 J8Z O10 O10 O -1 1 N N N 15.933 0.561 4.206 -3.910 2.863 -2.047 O10 J8Z 10 J8Z C11 C11 C 0 1 Y N N 11.111 3.541 0.999 1.795 0.513 0.711 C11 J8Z 11 J8Z C12 C12 C 0 1 Y N N 10.753 2.972 -0.171 2.836 0.921 1.444 C12 J8Z 12 J8Z C13 C13 C 0 1 Y N N 9.558 3.377 -0.790 4.021 1.164 0.731 C13 J8Z 13 J8Z C14 C14 C 0 1 Y N N 8.824 4.385 -0.111 3.881 0.927 -0.641 C14 J8Z 14 J8Z S15 S15 S 0 1 Y N N 9.802 4.712 1.324 2.239 0.391 -0.982 S15 J8Z 15 J8Z C16 C16 C 0 1 Y N N 9.009 2.903 -1.996 5.277 1.600 1.218 C16 J8Z 16 J8Z C17 C17 C 0 1 Y N N 7.861 3.446 -2.487 6.321 1.782 0.368 C17 J8Z 17 J8Z C18 C18 C 0 1 Y N N 7.162 4.440 -1.799 6.176 1.545 -0.994 C18 J8Z 18 J8Z C19 C19 C 0 1 Y N N 7.660 4.925 -0.613 4.970 1.121 -1.497 C19 J8Z 19 J8Z C20 C20 C 0 1 N N N 15.544 3.952 1.393 -2.560 -1.495 0.029 C20 J8Z 20 J8Z C21 C21 C 0 1 Y N N 14.010 5.976 1.000 -2.145 -3.793 0.931 C21 J8Z 21 J8Z C22 C22 C 0 1 Y N N 15.054 5.363 1.727 -1.817 -2.807 0.020 C22 J8Z 22 J8Z C23 C23 C 0 1 Y N N 15.637 6.069 2.783 -0.809 -3.023 -0.901 C23 J8Z 23 J8Z C24 C24 C 0 1 Y N N 15.201 7.360 3.105 -0.128 -4.226 -0.909 C24 J8Z 24 J8Z C25 C25 C 0 1 Y N N 14.172 7.974 2.371 -0.455 -5.213 0.002 C25 J8Z 25 J8Z C26 C26 C 0 1 Y N N 13.565 7.267 1.329 -1.463 -4.996 0.923 C26 J8Z 26 J8Z C27 C27 C 0 1 N N N 15.891 8.144 4.225 0.971 -4.463 -1.913 C27 J8Z 27 J8Z HN1 HN1 H 0 1 N N N 13.382 2.651 0.283 -0.350 -0.294 -0.526 HN1 J8Z 28 J8Z H2 H2 H 0 1 N N N 14.486 2.916 3.074 -1.744 -0.961 1.950 H2 J8Z 29 J8Z H3 H3 H 0 1 N N N 14.935 0.690 2.283 -3.622 0.558 1.551 H3 J8Z 30 J8Z H3A H3A H 0 1 N N N 15.229 1.249 0.607 -2.119 1.506 1.661 H3A J8Z 31 J8Z H12 H12 H 0 1 N N N 11.376 2.216 -0.625 2.770 1.055 2.514 H12 J8Z 32 J8Z H16 H16 H 0 1 N N N 9.500 2.106 -2.534 5.406 1.789 2.274 H16 J8Z 33 J8Z H17 H17 H 0 1 N N N 7.480 3.098 -3.436 7.273 2.116 0.754 H17 J8Z 34 J8Z H18 H18 H 0 1 N N N 6.235 4.826 -2.197 7.015 1.694 -1.659 H18 J8Z 35 J8Z H19 H19 H 0 1 N N N 7.148 5.715 -0.084 4.863 0.938 -2.556 H19 J8Z 36 J8Z H20 H20 H 0 1 N N N 16.560 3.837 1.799 -3.579 -1.657 0.381 H20 J8Z 37 J8Z H20A H20A H 0 0 N N N 15.546 3.841 0.299 -2.585 -1.084 -0.980 H20A J8Z 38 J8Z H21 H21 H 0 1 N N N 13.548 5.445 0.181 -2.931 -3.622 1.652 H21 J8Z 39 J8Z H23 H23 H 0 1 N N N 16.431 5.614 3.356 -0.553 -2.253 -1.613 H23 J8Z 40 J8Z H25 H25 H 0 1 N N N 13.854 8.979 2.609 0.076 -6.153 -0.005 H25 J8Z 41 J8Z H26 H26 H 0 1 N N N 12.752 7.714 0.776 -1.719 -5.766 1.635 H26 J8Z 42 J8Z H27 H27 H 0 1 N N N 16.739 8.708 3.810 1.923 -4.136 -1.494 H27 J8Z 43 J8Z H27A H27A H 0 0 N N N 15.173 8.843 4.679 1.024 -5.525 -2.150 H27A J8Z 44 J8Z H27B H27B H 0 0 N N N 16.257 7.444 4.991 0.761 -3.898 -2.821 H27B J8Z 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 J8Z N1 C2 SING N N 1 J8Z N1 C5 SING N N 2 J8Z C2 C3 SING N N 3 J8Z C2 C20 SING N N 4 J8Z C3 O4 SING N N 5 J8Z O4 P7 SING N N 6 J8Z C5 O6 DOUB N N 7 J8Z C5 C11 SING N N 8 J8Z P7 O8 DOUB N N 9 J8Z P7 O9 SING N N 10 J8Z P7 O10 SING N N 11 J8Z C11 C12 DOUB Y N 12 J8Z C11 S15 SING Y N 13 J8Z C12 C13 SING Y N 14 J8Z C13 C14 DOUB Y N 15 J8Z C13 C16 SING Y N 16 J8Z C14 S15 SING Y N 17 J8Z C14 C19 SING Y N 18 J8Z C16 C17 DOUB Y N 19 J8Z C17 C18 SING Y N 20 J8Z C18 C19 DOUB Y N 21 J8Z C20 C22 SING N N 22 J8Z C21 C22 DOUB Y N 23 J8Z C21 C26 SING Y N 24 J8Z C22 C23 SING Y N 25 J8Z C23 C24 DOUB Y N 26 J8Z C24 C25 SING Y N 27 J8Z C24 C27 SING N N 28 J8Z C25 C26 DOUB Y N 29 J8Z N1 HN1 SING N N 30 J8Z C2 H2 SING N N 31 J8Z C3 H3 SING N N 32 J8Z C3 H3A SING N N 33 J8Z C12 H12 SING N N 34 J8Z C16 H16 SING N N 35 J8Z C17 H17 SING N N 36 J8Z C18 H18 SING N N 37 J8Z C19 H19 SING N N 38 J8Z C20 H20 SING N N 39 J8Z C20 H20A SING N N 40 J8Z C21 H21 SING N N 41 J8Z C23 H23 SING N N 42 J8Z C25 H25 SING N N 43 J8Z C26 H26 SING N N 44 J8Z C27 H27 SING N N 45 J8Z C27 H27A SING N N 46 J8Z C27 H27B 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 J8Z SMILES ACDLabs 11.02 "[O-]P([O-])(=O)OCC(NC(=O)c2sc1ccccc1c2)Cc3cccc(c3)C" J8Z SMILES_CANONICAL CACTVS 3.352 "Cc1cccc(C[C@H](CO[P]([O-])([O-])=O)NC(=O)c2sc3ccccc3c2)c1" J8Z SMILES CACTVS 3.352 "Cc1cccc(C[CH](CO[P]([O-])([O-])=O)NC(=O)c2sc3ccccc3c2)c1" J8Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1cccc(c1)C[C@H](COP(=O)([O-])[O-])NC(=O)c2cc3ccccc3s2" J8Z SMILES "OpenEye OEToolkits" 1.7.0 "Cc1cccc(c1)CC(COP(=O)([O-])[O-])NC(=O)c2cc3ccccc3s2" J8Z InChI InChI 1.03 "InChI=1S/C19H20NO5PS/c1-13-5-4-6-14(9-13)10-16(12-25-26(22,23)24)20-19(21)18-11-15-7-2-3-8-17(15)27-18/h2-9,11,16H,10,12H2,1H3,(H,20,21)(H2,22,23,24)/p-2/t16-/m1/s1" J8Z InChIKey InChI 1.03 VJUQXEZAYUVHJF-MRXNPFEDSA-L # 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 J8Z "SYSTEMATIC NAME" ACDLabs 11.02 "(2R)-2-[(1-benzothiophen-2-ylcarbonyl)amino]-3-(3-methylphenyl)propyl phosphate" J8Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[(2R)-2-(1-benzothiophen-2-ylcarbonylamino)-3-(3-methylphenyl)propyl] phosphate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site J8Z "Create component" 2009-08-07 RCSB J8Z "Modify aromatic_flag" 2011-06-04 RCSB J8Z "Modify descriptor" 2011-06-04 RCSB #