data_B4F # _chem_comp.id B4F _chem_comp.name biotin-4-fluorescein _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C33 H32 N4 O8 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-09 _chem_comp.pdbx_modified_date 2014-09-05 _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 644.694 _chem_comp.one_letter_code ? _chem_comp.three_letter_code B4F _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 4bx7 _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 B4F O1 O7 O 0 1 N N N 47.696 54.443 19.393 -12.124 -3.240 -1.573 O1 B4F 1 B4F C1 C31 C 0 1 N N N 47.661 53.371 19.995 -12.260 -2.061 -1.308 C1 B4F 2 B4F N1 N2 N 0 1 N N N 46.907 52.310 19.657 -13.277 -1.590 -0.572 N1 B4F 3 B4F N2 N3 N 0 1 N N N 48.368 53.074 21.109 -11.405 -1.116 -1.719 N2 B4F 4 B4F C2 C32 C 0 1 N N S 48.057 51.758 21.639 -11.862 0.193 -1.226 C2 B4F 5 B4F C3 C30 C 0 1 N N R 47.108 51.170 20.543 -13.140 -0.131 -0.443 C3 B4F 6 B4F C4 C29 C 0 1 N N N 47.813 50.007 19.833 -13.020 0.237 1.049 C4 B4F 7 B4F S1 S S 0 1 N N N 49.585 50.152 20.171 -11.204 0.185 1.334 S1 B4F 8 B4F C5 C28 C 0 1 N N S 49.226 50.781 21.840 -10.769 0.808 -0.331 C5 B4F 9 B4F C6 C27 C 0 1 N N N 50.451 51.387 22.505 -9.383 0.309 -0.746 C6 B4F 10 B4F C7 C26 C 0 1 N N N 51.433 50.322 22.967 -8.314 1.030 0.076 C7 B4F 11 B4F C8 C25 C 0 1 N N N 52.690 50.906 23.581 -6.928 0.531 -0.339 C8 B4F 12 B4F C9 C24 C 0 1 N N N 53.770 49.866 23.840 -5.859 1.252 0.484 C9 B4F 13 B4F C10 C23 C 0 1 N N N 53.551 49.044 25.089 -4.494 0.760 0.075 C10 B4F 14 B4F O2 O6 O 0 1 N N N 53.646 49.552 26.199 -4.388 -0.084 -0.789 O2 B4F 15 B4F N3 N1 N 0 1 N N N 53.298 47.749 24.900 -3.392 1.259 0.669 N3 B4F 16 B4F C11 C22 C 0 1 N N N 53.659 46.692 25.837 -2.066 0.781 0.272 C11 B4F 17 B4F C12 C21 C 0 1 N N N 53.007 46.830 27.193 -0.996 1.502 1.094 C12 B4F 18 B4F N4 N N 0 1 N N N 51.858 45.954 27.381 0.331 1.024 0.697 N4 B4F 19 B4F C13 C20 C 0 1 N N N 50.900 46.272 28.257 1.433 1.522 1.291 C13 B4F 20 B4F O3 O5 O 0 1 N N N 50.706 47.432 28.609 1.326 2.369 2.157 O3 B4F 21 B4F C14 C3 C 0 1 Y N N 50.126 45.149 28.866 2.773 1.039 0.890 C14 B4F 22 B4F C15 C2 C 0 1 Y N N 49.498 45.444 30.070 3.912 1.557 1.506 C15 B4F 23 B4F C16 C4 C 0 1 Y N N 50.037 43.860 28.356 2.893 0.063 -0.101 C16 B4F 24 B4F C17 C5 C 0 1 Y N N 49.351 42.878 29.046 4.138 -0.393 -0.481 C17 B4F 25 B4F C18 C6 C 0 1 Y N N 48.726 43.165 30.260 5.286 0.120 0.123 C18 B4F 26 B4F C19 C1 C 0 1 Y N N 48.793 44.470 30.773 5.170 1.102 1.129 C19 B4F 27 B4F C20 C C 0 1 N N N 48.148 44.941 32.023 6.381 1.646 1.777 C20 B4F 28 B4F O4 O1 O 0 1 N N N 47.202 44.353 32.540 6.267 2.585 2.737 O4 B4F 29 B4F O5 O O 0 1 N N N 48.674 46.040 32.494 7.479 1.247 1.445 O5 B4F 30 B4F C21 C7 C 0 1 N N N 48.001 42.081 30.995 6.617 -0.369 -0.284 C21 B4F 31 B4F C22 C19 C 0 1 Y N N 46.574 41.836 30.720 7.102 -1.686 0.132 C22 B4F 32 B4F C23 C18 C 0 1 Y N N 45.811 42.597 29.845 6.311 -2.523 0.932 C23 B4F 33 B4F C24 C17 C 0 1 Y N N 44.475 42.309 29.613 6.783 -3.745 1.308 C24 B4F 34 B4F C25 C16 C 0 1 Y N N 43.889 41.235 30.269 8.049 -4.168 0.900 C25 B4F 35 B4F O6 O4 O 0 1 N N N 42.580 40.926 30.000 8.505 -5.387 1.282 O6 B4F 36 B4F C26 C15 C 0 1 Y N N 44.613 40.465 31.160 8.844 -3.355 0.109 C26 B4F 37 B4F C27 C14 C 0 1 Y N N 45.945 40.775 31.375 8.382 -2.107 -0.284 C27 B4F 38 B4F O7 O3 O 0 1 N N N 46.617 39.975 32.280 9.149 -1.308 -1.053 O7 B4F 39 B4F C28 C13 C 0 1 N N N 47.941 40.204 32.566 8.741 -0.088 -1.458 C28 B4F 40 B4F C29 C8 C 0 1 N N N 48.659 41.270 31.917 7.467 0.415 -1.094 C29 B4F 41 B4F C30 C12 C 0 1 N N N 48.523 39.395 33.486 9.571 0.685 -2.244 C30 B4F 42 B4F C31 C11 C 0 1 N N N 49.916 39.576 33.848 9.152 1.952 -2.667 C31 B4F 43 B4F O8 O2 O 0 1 N N N 50.472 38.838 34.671 9.890 2.636 -3.366 O8 B4F 44 B4F C32 C10 C 0 1 N N N 50.633 40.657 33.185 7.883 2.446 -2.294 C32 B4F 45 B4F C33 C9 C 0 1 N N N 50.021 41.448 32.274 7.055 1.690 -1.532 C33 B4F 46 B4F H1 H1 H 0 1 N N N 46.276 52.304 18.881 -13.989 -2.125 -0.188 H1 B4F 47 B4F H2 H2 H 0 1 N N N 49.034 53.694 21.524 -10.612 -1.270 -2.256 H2 B4F 48 B4F H3 H3 H 0 1 N N N 47.497 51.849 22.581 -12.082 0.856 -2.063 H3 B4F 49 B4F H4 H4 H 0 1 N N N 46.164 50.833 20.997 -13.998 0.369 -0.892 H4 B4F 50 B4F H5 H5 H 0 1 N N N 47.632 50.064 18.749 -13.411 1.238 1.233 H5 B4F 51 B4F H6 H6 H 0 1 N N N 47.435 49.048 20.218 -13.531 -0.499 1.670 H6 B4F 52 B4F H7 H7 H 0 1 N N N 48.880 49.917 22.426 -10.813 1.897 -0.360 H7 B4F 53 B4F H8 H8 H 0 1 N N N 50.956 52.047 21.785 -9.316 -0.765 -0.568 H8 B4F 54 B4F H9 H9 H 0 1 N N N 50.128 51.974 23.377 -9.226 0.512 -1.805 H9 B4F 55 B4F H10 H10 H 0 1 N N N 50.937 49.689 23.718 -8.381 2.103 -0.102 H10 B4F 56 B4F H11 H11 H 0 1 N N N 51.718 49.708 22.100 -8.471 0.827 1.135 H11 B4F 57 B4F H12 H12 H 0 1 N N N 53.094 51.666 22.895 -6.861 -0.543 -0.161 H12 B4F 58 B4F H13 H13 H 0 1 N N N 52.424 51.380 24.538 -6.771 0.734 -1.398 H13 B4F 59 B4F H14 H14 H 0 1 N N N 53.805 49.183 22.979 -5.926 2.326 0.306 H14 B4F 60 B4F H15 H15 H 0 1 N N N 54.735 50.386 23.934 -6.016 1.049 1.543 H15 B4F 61 B4F H16 H16 H 0 1 N N N 52.828 47.484 24.058 -3.477 1.934 1.360 H16 B4F 62 B4F H17 H17 H 0 1 N N N 53.358 45.727 25.404 -1.998 -0.293 0.450 H17 B4F 63 B4F H18 H18 H 0 1 N N N 54.750 46.708 25.974 -1.908 0.984 -0.787 H18 B4F 64 B4F H19 H19 H 0 1 N N N 53.755 46.593 27.964 -1.064 2.575 0.916 H19 B4F 65 B4F H20 H20 H 0 1 N N N 52.674 47.871 27.314 -1.153 1.299 2.153 H20 B4F 66 B4F H21 H21 H 0 1 N N N 51.786 45.109 26.851 0.416 0.349 0.006 H21 B4F 67 B4F H22 H22 H 0 1 N N N 49.558 46.446 30.468 3.817 2.309 2.276 H22 B4F 68 B4F H23 H23 H 0 1 N N N 50.507 43.623 27.413 2.007 -0.338 -0.572 H23 B4F 69 B4F H24 H24 H 0 1 N N N 49.298 41.878 28.641 4.224 -1.149 -1.248 H24 B4F 70 B4F H25 H25 H 0 1 N N N 46.926 44.821 33.319 7.088 2.910 3.132 H25 B4F 71 B4F H26 H26 H 0 1 N N N 46.268 43.431 29.334 5.331 -2.200 1.250 H26 B4F 72 B4F H27 H27 H 0 1 N N N 43.897 42.913 28.930 6.174 -4.390 1.924 H27 B4F 73 B4F H28 H28 H 0 1 N N N 42.319 40.174 30.519 8.284 -6.100 0.668 H28 B4F 74 B4F H29 H29 H 0 1 N N N 44.149 39.639 31.678 9.823 -3.692 -0.201 H29 B4F 75 B4F H30 H30 H 0 1 N N N 47.945 38.611 33.952 10.543 0.313 -2.533 H30 B4F 76 B4F H31 H31 H 0 1 N N N 51.672 40.830 33.425 7.568 3.424 -2.624 H31 B4F 77 B4F H32 H32 H 0 1 N N N 50.586 42.239 31.804 6.085 2.071 -1.248 H32 B4F 78 # 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 B4F O1 C1 DOUB N N 1 B4F N1 C1 SING N N 2 B4F N1 C3 SING N N 3 B4F C4 S1 SING N N 4 B4F C4 C3 SING N N 5 B4F C1 N2 SING N N 6 B4F S1 C5 SING N N 7 B4F C3 C2 SING N N 8 B4F N2 C2 SING N N 9 B4F C2 C5 SING N N 10 B4F C5 C6 SING N N 11 B4F C6 C7 SING N N 12 B4F C7 C8 SING N N 13 B4F C8 C9 SING N N 14 B4F C9 C10 SING N N 15 B4F N3 C10 SING N N 16 B4F N3 C11 SING N N 17 B4F C10 O2 DOUB N N 18 B4F C11 C12 SING N N 19 B4F C12 N4 SING N N 20 B4F N4 C13 SING N N 21 B4F C13 O3 DOUB N N 22 B4F C13 C14 SING N N 23 B4F C16 C14 DOUB Y N 24 B4F C16 C17 SING Y N 25 B4F C14 C15 SING Y N 26 B4F C17 C18 DOUB Y N 27 B4F C24 C23 DOUB Y N 28 B4F C24 C25 SING Y N 29 B4F C23 C22 SING Y N 30 B4F O6 C25 SING N N 31 B4F C15 C19 DOUB Y N 32 B4F C18 C19 SING Y N 33 B4F C18 C21 SING N N 34 B4F C25 C26 DOUB Y N 35 B4F C22 C21 SING N N 36 B4F C22 C27 DOUB Y N 37 B4F C19 C20 SING N N 38 B4F C21 C29 DOUB N N 39 B4F C26 C27 SING Y N 40 B4F C27 O7 SING N N 41 B4F C29 C33 SING N N 42 B4F C29 C28 SING N N 43 B4F C20 O5 DOUB N N 44 B4F C20 O4 SING N N 45 B4F C33 C32 DOUB N N 46 B4F O7 C28 SING N N 47 B4F C28 C30 DOUB N N 48 B4F C32 C31 SING N N 49 B4F C30 C31 SING N N 50 B4F C31 O8 DOUB N N 51 B4F N1 H1 SING N N 52 B4F N2 H2 SING N N 53 B4F C2 H3 SING N N 54 B4F C3 H4 SING N N 55 B4F C4 H5 SING N N 56 B4F C4 H6 SING N N 57 B4F C5 H7 SING N N 58 B4F C6 H8 SING N N 59 B4F C6 H9 SING N N 60 B4F C7 H10 SING N N 61 B4F C7 H11 SING N N 62 B4F C8 H12 SING N N 63 B4F C8 H13 SING N N 64 B4F C9 H14 SING N N 65 B4F C9 H15 SING N N 66 B4F N3 H16 SING N N 67 B4F C11 H17 SING N N 68 B4F C11 H18 SING N N 69 B4F C12 H19 SING N N 70 B4F C12 H20 SING N N 71 B4F N4 H21 SING N N 72 B4F C15 H22 SING N N 73 B4F C16 H23 SING N N 74 B4F C17 H24 SING N N 75 B4F O4 H25 SING N N 76 B4F C23 H26 SING N N 77 B4F C24 H27 SING N N 78 B4F O6 H28 SING N N 79 B4F C26 H29 SING N N 80 B4F C30 H30 SING N N 81 B4F C32 H31 SING N N 82 B4F C33 H32 SING N N 83 # 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 B4F SMILES ACDLabs 12.01 "O=C1NC2C(SCC2N1)CCCCC(=O)NCCNC(=O)c6ccc(C=4c5ccc(O)cc5OC3=CC(=O)C=CC3=4)c(C(=O)O)c6" B4F InChI InChI 1.03 ;InChI=1S/C33H32N4O8S/c38-18-6-9-21-25(14-18)45-26-15-19(39)7-10-22(26)29(21)20-8-5-17(13-23(20)32(42)43)31(41)35-12-11-34-28(40)4-2-1-3-27-30-24(16-46-27)36-33(44)37-30/h5-10,13-15,24,27,30,38H,1-4,11-12,16H2,(H,34,40)(H,35,41)(H,42,43)(H2,36,37,44)/t24-,27-,30-/m0/s1 ; B4F InChIKey InChI 1.03 DFUFXKZUEOKPSD-LFERIPGTSA-N B4F SMILES_CANONICAL CACTVS 3.385 "OC(=O)c1cc(ccc1C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24)C(=O)NCCNC(=O)CCCC[C@@H]5SC[C@@H]6NC(=O)N[C@H]56" B4F SMILES CACTVS 3.385 "OC(=O)c1cc(ccc1C2=C3C=CC(=O)C=C3Oc4cc(O)ccc24)C(=O)NCCNC(=O)CCCC[CH]5SC[CH]6NC(=O)N[CH]56" B4F SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1C(=O)NCCNC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3)C(=O)O)C4=C5C=CC(=O)C=C5Oc6c4ccc(c6)O" B4F SMILES "OpenEye OEToolkits" 1.9.2 "c1cc(c(cc1C(=O)NCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3)C(=O)O)C4=C5C=CC(=O)C=C5Oc6c4ccc(c6)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 B4F "SYSTEMATIC NAME" ACDLabs 12.01 "2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-5-{[2-({5-[(3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl]pentanoyl}amino)ethyl]carbamoyl}benzoic acid" B4F "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "5-[2-[5-[(3aS,4S,6aR)-2-oxidanylidene-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethylcarbamoyl]-2-(3-oxidanyl-6-oxidanylidene-xanthen-9-yl)benzoic 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 B4F "Create component" 2013-07-09 EBI B4F "Initial release" 2013-09-25 RCSB B4F "Modify descriptor" 2014-09-05 RCSB #