data_FJD # _chem_comp.id FJD _chem_comp.name "3-[(3AS,4R,5S,8AS,8BR)-4-[5-(5-CHLOROTHIOPHEN-2-YL)-1,3-OXAZOL-2-YL]-1,3-DIOXO-4,6,7,8,8A,8B-HEXAHYDRO-3AH-PYRROLO[3,4-A]PYRROLIZIN-2-YL]PROPYL-TRIMETHYL-AZANIUM" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H28 Cl N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2011-01-13 _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 464.001 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FJD _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 2Y5G _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 FJD CL1 CL1 CL 0 0 N N N -0.451 5.642 27.622 -7.822 0.845 -0.300 CL1 FJD 1 FJD C25 C25 C 0 1 Y N N -1.223 7.239 27.300 -6.106 0.916 -0.048 C25 FJD 2 FJD C24 C24 C 0 1 Y N N -2.233 7.811 28.029 -5.430 2.004 0.338 C24 FJD 3 FJD C22 C22 C 0 1 Y N N -2.605 9.038 27.439 -4.069 1.827 0.476 C22 FJD 4 FJD S1 S1 S 0 1 Y N N -0.700 8.100 25.923 -4.997 -0.433 -0.253 S1 FJD 5 FJD C20 C20 C 0 1 Y N N -1.854 9.326 26.285 -3.632 0.579 0.199 C20 FJD 6 FJD C17 C17 C 0 1 Y N N -2.042 10.424 25.406 -2.230 0.134 0.271 C17 FJD 7 FJD O16 O16 O 0 1 Y N N -1.307 10.526 24.252 -1.764 -1.107 0.007 O16 FJD 8 FJD C10 C10 C 0 1 Y N N -3.010 11.356 25.436 -1.154 0.894 0.610 C10 FJD 9 FJD N9 N9 N 0 1 Y N N -2.813 12.159 24.302 -0.070 0.106 0.552 N9 FJD 10 FJD C4 C4 C 0 1 Y N N -1.816 11.650 23.646 -0.436 -1.091 0.191 C4 FJD 11 FJD C1 C1 C 0 1 N N R -1.206 12.026 22.344 0.486 -2.270 0.009 C1 FJD 12 FJD N3 N3 N 0 1 N N N -1.809 13.236 21.763 1.501 -2.299 1.089 N3 FJD 13 FJD C7 C7 C 0 1 N N S -1.600 13.170 20.304 2.641 -3.073 0.515 C7 FJD 14 FJD C14 C14 C 0 1 N N N -0.355 13.983 19.973 2.172 -4.541 0.625 C14 FJD 15 FJD C15 C15 C 0 1 N N N -0.183 14.933 21.151 1.395 -4.566 1.960 C15 FJD 16 FJD C8 C8 C 0 1 N N N -1.179 14.489 22.222 0.994 -3.103 2.220 C8 FJD 17 FJD C5 C5 C 0 1 N N R -1.478 11.702 19.953 2.699 -2.671 -0.969 C5 FJD 18 FJD C2 C2 C 0 1 N N S -1.444 10.953 21.283 1.285 -2.125 -1.299 C2 FJD 19 FJD C6 C6 C 0 1 N N N -2.782 10.244 21.270 1.531 -0.660 -1.582 C6 FJD 20 FJD O13 O13 O 0 1 N N N -3.337 9.707 22.214 0.678 0.150 -1.873 O13 FJD 21 FJD C11 C11 C 0 1 N N N -2.727 11.262 19.254 3.586 -1.455 -1.122 C11 FJD 22 FJD O18 O18 O 0 1 N N N -3.200 11.749 18.227 4.788 -1.440 -0.965 O18 FJD 23 FJD N12 N12 N 0 1 N N N -3.326 10.209 19.954 2.838 -0.398 -1.459 N12 FJD 24 FJD C19 C19 C 0 1 N N N -4.754 9.957 19.768 3.402 0.936 -1.676 C19 FJD 25 FJD C21 C21 C 0 1 N N N -4.707 8.683 18.916 3.406 1.709 -0.356 C21 FJD 26 FJD C23 C23 C 0 1 N N N -6.059 7.994 18.824 3.995 3.103 -0.583 C23 FJD 27 FJD N29 N29 N 1 1 N N N -6.160 6.953 17.787 3.999 3.845 0.685 N29 FJD 28 FJD C32 C32 C 0 1 N N N -5.836 7.500 16.452 4.565 5.183 0.467 C32 FJD 29 FJD C31 C31 C 0 1 N N N -7.565 6.540 17.764 2.623 3.970 1.183 C31 FJD 30 FJD C30 C30 C 0 1 N N N -5.339 5.769 18.107 4.814 3.124 1.672 C30 FJD 31 FJD H24 H24 H 0 1 N N N -2.676 7.388 28.918 -5.913 2.951 0.527 H24 FJD 32 FJD H22 H22 H 0 1 N N N -3.379 9.683 27.829 -3.405 2.623 0.780 H22 FJD 33 FJD H10 H10 H 0 1 N N N -3.783 11.465 26.182 -1.169 1.940 0.878 H10 FJD 34 FJD H1 H1 H 0 1 N N N -0.141 12.171 22.577 -0.085 -3.198 0.002 H1 FJD 35 FJD H7 H7 H 0 1 N N N -2.425 13.597 19.715 3.578 -2.893 1.042 H7 FJD 36 FJD H82 H82 H 0 1 N N N -1.946 15.264 22.368 1.442 -2.756 3.151 H82 FJD 37 FJD H81 H81 H 0 1 N N N -0.664 14.330 23.181 -0.091 -3.020 2.276 H81 FJD 38 FJD H5 H5 H 0 1 N N N -0.595 11.519 19.323 3.004 -3.495 -1.613 H5 FJD 39 FJD H2 H2 H 0 1 N N N -0.665 10.200 21.475 0.817 -2.648 -2.134 H2 FJD 40 FJD H141 H141 H 0 0 N N N 0.524 13.331 19.860 1.516 -4.799 -0.207 H141 FJD 41 FJD H142 H142 H 0 0 N N N -0.456 14.523 19.020 3.027 -5.216 0.665 H142 FJD 42 FJD H151 H151 H 0 0 N N N -0.388 15.969 20.842 0.506 -5.190 1.868 H151 FJD 43 FJD H152 H152 H 0 0 N N N 0.848 14.904 21.534 2.033 -4.933 2.763 H152 FJD 44 FJD H191 H191 H 0 0 N N N -5.284 9.808 20.721 4.423 0.843 -2.046 H191 FJD 45 FJD H192 H192 H 0 0 N N N -5.306 10.790 19.309 2.798 1.471 -2.409 H192 FJD 46 FJD H211 H211 H 0 0 N N N -4.385 8.955 17.900 2.385 1.802 0.014 H211 FJD 47 FJD H212 H212 H 0 0 N N N -4.006 7.984 19.395 4.010 1.174 0.377 H212 FJD 48 FJD H231 H231 H 0 0 N N N -6.257 7.517 19.795 5.017 3.010 -0.952 H231 FJD 49 FJD H232 H232 H 0 0 N N N -6.786 8.773 18.552 3.391 3.638 -1.315 H232 FJD 50 FJD H321 H321 H 0 0 N N N -5.756 8.595 16.514 3.961 5.718 -0.265 H321 FJD 51 FJD H322 H322 H 0 0 N N N -4.879 7.081 16.107 4.568 5.734 1.408 H322 FJD 52 FJD H323 H323 H 0 0 N N N -6.632 7.230 15.743 5.586 5.090 0.097 H323 FJD 53 FJD H311 H311 H 0 0 N N N -7.934 6.436 18.795 2.203 2.978 1.345 H311 FJD 54 FJD H312 H312 H 0 0 N N N -8.161 7.298 17.236 2.626 4.521 2.124 H312 FJD 55 FJD H313 H313 H 0 0 N N N -7.655 5.575 17.244 2.019 4.506 0.451 H313 FJD 56 FJD H301 H301 H 0 0 N N N -5.135 5.204 17.186 5.835 3.030 1.303 H301 FJD 57 FJD H302 H302 H 0 0 N N N -4.389 6.093 18.557 4.817 3.674 2.613 H302 FJD 58 FJD H303 H303 H 0 0 N N N -5.882 5.128 18.817 4.394 2.131 1.834 H303 FJD 59 # 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 FJD C1 C2 SING N N 1 FJD C1 N3 SING N N 2 FJD C1 C4 SING N N 3 FJD S1 C20 SING Y N 4 FJD S1 C25 SING Y N 5 FJD CL1 C25 SING N N 6 FJD C2 C5 SING N N 7 FJD C2 C6 SING N N 8 FJD N3 C7 SING N N 9 FJD N3 C8 SING N N 10 FJD C4 N9 DOUB Y N 11 FJD C4 O16 SING Y N 12 FJD C5 C7 SING N N 13 FJD C5 C11 SING N N 14 FJD C6 N12 SING N N 15 FJD C6 O13 DOUB N N 16 FJD C7 C14 SING N N 17 FJD C8 C15 SING N N 18 FJD N9 C10 SING Y N 19 FJD C10 C17 DOUB Y N 20 FJD C11 N12 SING N N 21 FJD C11 O18 DOUB N N 22 FJD N12 C19 SING N N 23 FJD C14 C15 SING N N 24 FJD O16 C17 SING Y N 25 FJD C17 C20 SING Y N 26 FJD C19 C21 SING N N 27 FJD C20 C22 DOUB Y N 28 FJD C21 C23 SING N N 29 FJD C22 C24 SING Y N 30 FJD C23 N29 SING N N 31 FJD C24 C25 DOUB Y N 32 FJD N29 C30 SING N N 33 FJD N29 C31 SING N N 34 FJD N29 C32 SING N N 35 FJD C24 H24 SING N N 36 FJD C22 H22 SING N N 37 FJD C10 H10 SING N N 38 FJD C1 H1 SING N N 39 FJD C7 H7 SING N N 40 FJD C8 H82 SING N N 41 FJD C8 H81 SING N N 42 FJD C5 H5 SING N N 43 FJD C2 H2 SING N N 44 FJD C14 H141 SING N N 45 FJD C14 H142 SING N N 46 FJD C15 H151 SING N N 47 FJD C15 H152 SING N N 48 FJD C19 H191 SING N N 49 FJD C19 H192 SING N N 50 FJD C21 H211 SING N N 51 FJD C21 H212 SING N N 52 FJD C23 H231 SING N N 53 FJD C23 H232 SING N N 54 FJD C32 H321 SING N N 55 FJD C32 H322 SING N N 56 FJD C32 H323 SING N N 57 FJD C31 H311 SING N N 58 FJD C31 H312 SING N N 59 FJD C31 H313 SING N N 60 FJD C30 H301 SING N N 61 FJD C30 H302 SING N N 62 FJD C30 H303 SING N N 63 # 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 FJD SMILES_CANONICAL CACTVS 3.352 "C[N+](C)(C)CCCN1C(=O)[C@H]2[C@@H]3CCCN3[C@H]([C@H]2C1=O)c4oc(cn4)c5sc(Cl)cc5" FJD SMILES CACTVS 3.352 "C[N+](C)(C)CCCN1C(=O)[CH]2[CH]3CCCN3[CH]([CH]2C1=O)c4oc(cn4)c5sc(Cl)cc5" FJD SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "C[N+](C)(C)CCCN1C(=O)[C@H]2[C@@H]3CCC[N@@]3[C@H]([C@H]2C1=O)c4ncc(o4)c5ccc(s5)Cl" FJD SMILES "OpenEye OEToolkits" 1.6.1 "C[N+](C)(C)CCCN1C(=O)C2C3CCCN3C(C2C1=O)c4ncc(o4)c5ccc(s5)Cl" FJD InChI InChI 1.03 "InChI=1S/C22H28ClN4O3S/c1-27(2,3)11-5-10-26-21(28)17-13-6-4-9-25(13)19(18(17)22(26)29)20-24-12-14(30-20)15-7-8-16(23)31-15/h7-8,12-13,17-19H,4-6,9-11H2,1-3H3/q+1/t13-,17-,18-,19+/m0/s1" FJD InChIKey InChI 1.03 AYOZEWNCAPQIAE-ZQEOTTOMSA-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 FJD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "3-[(3aS,4R,5S,8aS,8bR)-4-[5-(5-chlorothiophen-2-yl)-1,3-oxazol-2-yl]-1,3-dioxo-4,6,7,8,8a,8b-hexahydro-3aH-pyrrolo[3,4-a]pyrrolizin-2-yl]propyl-trimethyl-azanium" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FJD "Create component" 2011-01-13 EBI FJD "Modify aromatic_flag" 2011-06-04 RCSB FJD "Modify descriptor" 2011-06-04 RCSB #