data_3GS # _chem_comp.id 3GS _chem_comp.name "dimethyl (2R)-5-(3-fluorophenyl)-1H-pyrrolo[1,2-c][1,3]thiazole-6,7-dicarboxylate 2-oxide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H14 F N O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-08-15 _chem_comp.pdbx_modified_date 2015-01-30 _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 351.349 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3GS _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 ? _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 3GS CAB CAB C 0 1 N N N -2.702 3.318 5.523 -1.685 3.993 -1.082 CAB 3GS 1 3GS OAN OAN O 0 1 N N N -2.974 2.661 4.282 -0.930 2.754 -1.127 OAN 3GS 2 3GS CAP CAP C 0 1 N N N -2.100 1.987 3.476 -0.689 2.141 0.050 CAP 3GS 3 3GS OAD OAD O 0 1 N N N -0.901 1.962 3.831 -1.100 2.629 1.085 OAD 3GS 4 3GS CAU CAU C 0 1 Y N N -2.564 1.320 2.299 0.068 0.884 0.082 CAU 3GS 5 3GS CAT CAT C 0 1 Y N N -1.816 0.729 1.249 1.523 0.727 0.218 CAT 3GS 6 3GS CAO CAO C 0 1 N N N -0.410 0.622 1.043 2.516 1.803 0.352 CAO 3GS 7 3GS OAC OAC O 0 1 N N N 0.426 1.125 1.824 2.825 2.213 1.454 OAC 3GS 8 3GS OAM OAM O 0 1 N N N 0.069 -0.040 -0.053 3.085 2.336 -0.748 OAM 3GS 9 3GS CAA CAA C 0 1 N N N 1.433 -0.248 -0.427 4.057 3.395 -0.541 CAA 3GS 10 3GS CAS CAS C 0 1 Y N N -2.767 0.228 0.350 1.773 -0.631 0.196 CAS 3GS 11 3GS CAK CAK C 0 1 N N N -2.602 -0.489 -0.926 3.032 -1.490 0.285 CAK 3GS 12 3GS SAX SAX S 0 1 N N R -4.347 -0.745 -1.389 2.452 -3.111 -0.349 SAX 3GS 13 3GS OAE OAE O 0 1 N N N -4.632 -2.316 -1.265 2.931 -4.148 0.495 OAE 3GS 14 3GS CAL CAL C 0 1 N N N -5.144 0.066 0.041 0.690 -2.779 0.029 CAL 3GS 15 3GS NAW NAW N 0 1 Y N N -4.005 0.486 0.795 0.614 -1.295 0.064 NAW 3GS 16 3GS CAV CAV C 0 1 Y N N -3.926 1.137 1.973 -0.439 -0.398 -0.005 CAV 3GS 17 3GS CAR CAR C 0 1 Y N N -5.063 1.539 2.717 -1.865 -0.753 -0.150 CAR 3GS 18 3GS CAJ CAJ C 0 1 Y N N -5.322 0.991 3.995 -2.829 -0.119 0.636 CAJ 3GS 19 3GS CAQ CAQ C 0 1 Y N N -6.439 1.417 4.738 -4.161 -0.456 0.495 CAQ 3GS 20 3GS FAF FAF F 0 1 N N N -6.649 0.939 5.934 -5.096 0.157 1.254 FAF 3GS 21 3GS CAH CAH C 0 1 Y N N -7.324 2.366 4.192 -4.540 -1.421 -0.424 CAH 3GS 22 3GS CAG CAG C 0 1 Y N N -7.081 2.907 2.917 -3.589 -2.052 -1.206 CAG 3GS 23 3GS CAI CAI C 0 1 Y N N -5.950 2.502 2.187 -2.256 -1.721 -1.078 CAI 3GS 24 3GS H1 H1 H 0 1 N N N -3.629 3.763 5.914 -1.807 4.381 -2.094 H1 3GS 25 3GS H2 H2 H 0 1 N N N -2.313 2.587 6.247 -2.665 3.806 -0.644 H2 3GS 26 3GS H3 H3 H 0 1 N N N -1.955 4.109 5.363 -1.149 4.723 -0.476 H3 3GS 27 3GS H4 H4 H 0 1 N N N 1.473 -0.820 -1.365 4.436 3.734 -1.505 H4 3GS 28 3GS H5 H5 H 0 1 N N N 1.926 0.725 -0.570 3.582 4.228 -0.024 H5 3GS 29 3GS H6 H6 H 0 1 N N N 1.949 -0.808 0.366 4.883 3.017 0.062 H6 3GS 30 3GS H7 H7 H 0 1 N N N -2.070 0.122 -1.670 3.822 -1.087 -0.349 H7 3GS 31 3GS H8 H8 H 0 1 N N N -2.073 -1.444 -0.790 3.369 -1.577 1.318 H8 3GS 32 3GS H10 H10 H 0 1 N N N -5.758 0.923 -0.273 0.048 -3.177 -0.757 H10 3GS 33 3GS H11 H11 H 0 1 N N N -5.765 -0.641 0.610 0.419 -3.202 0.996 H11 3GS 34 3GS H12 H12 H 0 1 N N N -4.659 0.242 4.403 -2.533 0.633 1.353 H12 3GS 35 3GS H13 H13 H 0 1 N N N -8.192 2.679 4.754 -5.583 -1.681 -0.531 H13 3GS 36 3GS H14 H14 H 0 1 N N N -7.763 3.633 2.499 -3.891 -2.804 -1.920 H14 3GS 37 3GS H15 H15 H 0 1 N N N -5.758 2.930 1.214 -1.515 -2.212 -1.691 H15 3GS 38 # 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 3GS CAB OAN SING N N 1 3GS CAB H1 SING N N 2 3GS CAB H2 SING N N 3 3GS CAB H3 SING N N 4 3GS CAP OAN SING N N 5 3GS CAP CAU SING N N 6 3GS OAD CAP DOUB N N 7 3GS CAU CAV DOUB Y N 8 3GS CAT CAU SING Y N 9 3GS CAT CAS DOUB Y N 10 3GS CAO CAT SING N N 11 3GS OAC CAO DOUB N N 12 3GS OAM CAO SING N N 13 3GS CAA OAM SING N N 14 3GS CAA H4 SING N N 15 3GS CAA H5 SING N N 16 3GS CAA H6 SING N N 17 3GS CAS CAK SING N N 18 3GS CAS NAW SING Y N 19 3GS CAK SAX SING N N 20 3GS CAK H7 SING N N 21 3GS CAK H8 SING N N 22 3GS SAX CAL SING N N 23 3GS SAX OAE DOUB N N 24 3GS CAL H10 SING N N 25 3GS CAL H11 SING N N 26 3GS NAW CAL SING N N 27 3GS CAV NAW SING Y N 28 3GS CAV CAR SING N N 29 3GS CAR CAJ DOUB Y N 30 3GS CAR CAI SING Y N 31 3GS CAJ CAQ SING Y N 32 3GS CAJ H12 SING N N 33 3GS CAQ FAF SING N N 34 3GS CAQ CAH DOUB Y N 35 3GS CAH H13 SING N N 36 3GS CAG CAH SING Y N 37 3GS CAG H14 SING N N 38 3GS CAI CAG DOUB Y N 39 3GS CAI H15 SING N N 40 # 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 3GS SMILES ACDLabs 12.01 "O=S2Cc1c(c(c(n1C2)c3cccc(F)c3)C(=O)OC)C(=O)OC" 3GS InChI InChI 1.03 "InChI=1S/C16H14FNO5S/c1-22-15(19)12-11-7-24(21)8-18(11)14(13(12)16(20)23-2)9-4-3-5-10(17)6-9/h3-6H,7-8H2,1-2H3/t24-/m1/s1" 3GS InChIKey InChI 1.03 KCIMLJNZZQRAFE-XMMPIXPASA-N 3GS SMILES_CANONICAL CACTVS 3.385 "COC(=O)c1c2C[S@@](=O)Cn2c(c3cccc(F)c3)c1C(=O)OC" 3GS SMILES CACTVS 3.385 "COC(=O)c1c2C[S](=O)Cn2c(c3cccc(F)c3)c1C(=O)OC" 3GS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "COC(=O)c1c2n(c(c1C(=O)OC)c3cccc(c3)F)C[S@](=O)C2" 3GS SMILES "OpenEye OEToolkits" 1.7.6 "COC(=O)c1c2n(c(c1C(=O)OC)c3cccc(c3)F)CS(=O)C2" # 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 3GS "SYSTEMATIC NAME" ACDLabs 12.01 "dimethyl (2R)-5-(3-fluorophenyl)-1H-pyrrolo[1,2-c][1,3]thiazole-6,7-dicarboxylate 2-oxide" 3GS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "dimethyl (2R)-5-(3-fluorophenyl)-2-oxidanylidene-1,3-dihydropyrrolo[1,2-c][1,3]thiazole-6,7-dicarboxylate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3GS "Create component" 2014-08-15 RCSB 3GS "Initial release" 2015-02-04 RCSB #