data_BFO # _chem_comp.id BFO _chem_comp.name "benzyl N-[(naphthalen-2-ylmethoxy)carbonyl]-L-alanyl-N~5~-[(2R,3S,4S)-3-formyl-2-hydroxy-4-methylhexanoyl]-L-ornithinate" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C35 H43 N3 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-08-24 _chem_comp.pdbx_modified_date 2011-10-07 _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 633.731 _chem_comp.one_letter_code ? _chem_comp.three_letter_code BFO _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 3TDD _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 BFO C1 C1 C 0 1 Y N N 16.692 -143.574 14.765 9.369 -0.088 -0.866 C1 BFO 1 BFO C2 C2 C 0 1 Y N N 17.333 -144.148 13.631 8.149 0.197 -1.397 C2 BFO 2 BFO C3 C3 C 0 1 Y N N 16.825 -145.348 13.009 7.209 0.936 -0.681 C3 BFO 3 BFO C4 C4 C 0 1 N N N 17.575 -145.880 11.731 5.868 1.233 -1.302 C4 BFO 4 BFO O5 O5 O 0 1 N N N 18.141 -144.663 11.155 4.935 0.172 -0.970 O5 BFO 5 BFO C6 C6 C 0 1 N N N 18.864 -144.569 10.001 3.683 0.286 -1.452 C6 BFO 6 BFO O7 O7 O 0 1 N N N 19.159 -145.506 9.226 3.379 1.246 -2.132 O7 BFO 7 BFO N8 N8 N 0 1 N N N 19.196 -143.224 9.874 2.767 -0.665 -1.180 N8 BFO 8 BFO C9 C9 C 0 1 N N S 19.964 -142.447 8.868 1.405 -0.541 -1.704 C9 BFO 9 BFO C10 C10 C 0 1 N N N 19.689 -142.940 7.397 1.352 -1.104 -3.126 C10 BFO 10 BFO C11 C11 C 0 1 N N N 19.595 -140.963 9.041 0.455 -1.312 -0.823 C11 BFO 11 BFO O12 O12 O 0 1 N N N 20.474 -140.098 9.138 0.875 -1.906 0.147 O12 BFO 12 BFO N13 N13 N 0 1 N N N 18.248 -140.655 9.076 -0.860 -1.340 -1.114 N13 BFO 13 BFO C14 C14 C 0 1 N N S 17.514 -139.888 10.135 -1.783 -2.089 -0.257 C14 BFO 14 BFO C15 C15 C 0 1 N N N 17.812 -138.385 10.121 -1.805 -3.534 -0.685 C15 BFO 15 BFO O16 O16 O 0 1 N N N 17.625 -137.772 9.069 -1.120 -3.901 -1.610 O16 BFO 16 BFO O17 O17 O 0 1 N N N 18.240 -137.781 11.273 -2.585 -4.414 -0.038 O17 BFO 17 BFO C18 C18 C 0 1 N N N 18.454 -136.320 11.179 -2.556 -5.789 -0.505 C18 BFO 18 BFO C19 C19 C 0 1 Y N N 19.898 -135.843 10.950 -3.487 -6.624 0.335 C19 BFO 19 BFO C20 C20 C 0 1 Y N N 20.681 -135.413 12.061 -4.810 -6.770 -0.038 C20 BFO 20 BFO C21 C21 C 0 1 Y N N 22.024 -134.956 11.872 -5.665 -7.536 0.732 C21 BFO 21 BFO C22 C22 C 0 1 Y N N 22.587 -134.929 10.561 -5.196 -8.158 1.875 C22 BFO 22 BFO C23 C23 C 0 1 Y N N 21.809 -135.355 9.447 -3.873 -8.013 2.247 C23 BFO 23 BFO C24 C24 C 0 1 Y N N 20.469 -135.810 9.638 -3.017 -7.250 1.475 C24 BFO 24 BFO C25 C25 C 0 1 N N N 17.607 -140.542 11.569 -3.189 -1.499 -0.384 C25 BFO 25 BFO C26 C26 C 0 1 N N N 16.260 -140.270 12.358 -3.195 -0.072 0.167 C26 BFO 26 BFO C27 C27 C 0 1 N N N 15.103 -141.294 11.983 -4.601 0.518 0.041 C27 BFO 27 BFO N28 N28 N 0 1 N N N 13.728 -140.712 12.032 -4.606 1.885 0.568 N28 BFO 28 BFO C29 C29 C 0 1 N N N 12.887 -140.765 13.165 -5.744 2.606 0.559 C29 BFO 29 BFO O30 O30 O 0 1 N N N 13.199 -141.296 14.229 -6.764 2.124 0.116 O30 BFO 30 BFO C31 C31 C 0 1 N N R 11.512 -140.115 13.090 -5.749 4.012 1.102 C31 BFO 31 BFO O32 O32 O 0 1 N N N 10.724 -140.730 12.068 -7.084 4.522 1.092 O32 BFO 32 BFO C33 C33 C 0 1 N N S 11.597 -138.558 12.840 -4.858 4.899 0.229 C33 BFO 33 BFO C34 C34 C 0 1 N N S 10.269 -137.755 13.122 -4.764 6.294 0.850 C34 BFO 34 BFO C35 C35 C 0 1 N N N 9.749 -137.975 14.578 -4.161 6.189 2.252 C35 BFO 35 BFO C36 C36 C 0 1 N N N 10.540 -136.223 12.841 -3.872 7.181 -0.023 C36 BFO 36 BFO C37 C37 C 0 1 N N N 9.333 -135.279 13.062 -3.878 8.608 0.528 C37 BFO 37 BFO C38 C38 C 0 1 N N N 12.021 -138.291 11.402 -5.451 5.002 -1.152 C38 BFO 38 BFO O39 O39 O 0 1 N N N 13.113 -137.813 11.104 -4.820 4.624 -2.110 O39 BFO 39 BFO C40 C40 C 0 1 Y N N 15.646 -145.974 13.569 7.483 1.393 0.571 C40 BFO 40 BFO C41 C41 C 0 1 Y N N 14.985 -145.384 14.730 8.732 1.117 1.154 C41 BFO 41 BFO C42 C42 C 0 1 Y N N 13.810 -145.979 15.309 9.051 1.572 2.444 C42 BFO 42 BFO C43 C43 C 0 1 Y N N 13.166 -145.372 16.454 10.271 1.287 2.976 C43 BFO 43 BFO C44 C44 C 0 1 Y N N 13.691 -144.180 17.033 11.212 0.549 2.260 C44 BFO 44 BFO C45 C45 C 0 1 Y N N 14.867 -143.583 16.469 10.937 0.093 1.007 C45 BFO 45 BFO C46 C46 C 0 1 Y N N 15.524 -144.172 15.331 9.688 0.367 0.425 C46 BFO 46 BFO H1 H1 H 0 1 N N N 17.094 -142.673 15.204 10.086 -0.665 -1.431 H1 BFO 47 BFO H2 H2 H 0 1 N N N 18.217 -143.676 13.228 7.906 -0.154 -2.389 H2 BFO 48 BFO H4 H4 H 0 1 N N N 18.357 -146.609 11.991 5.492 2.181 -0.919 H4 BFO 49 BFO H4A H4A H 0 1 N N N 16.887 -146.379 11.033 5.976 1.296 -2.385 H4A BFO 50 BFO HN8 HN8 H 0 1 N N N 18.842 -142.660 10.620 3.010 -1.431 -0.637 HN8 BFO 51 BFO H9 H9 H 0 1 N N N 21.041 -142.595 9.034 1.115 0.510 -1.719 H9 BFO 52 BFO H10 H10 H 0 1 N N N 20.278 -142.336 6.691 1.642 -2.155 -3.112 H10 BFO 53 BFO H10A H10A H 0 0 N N N 19.978 -143.997 7.305 0.338 -1.012 -3.516 H10A BFO 54 BFO H10B H10B H 0 0 N N N 18.619 -142.831 7.168 2.039 -0.547 -3.763 H10B BFO 55 BFO HN13 HN13 H 0 0 N N N 17.700 -140.981 8.306 -1.196 -0.865 -1.890 HN13 BFO 56 BFO H14 H14 H 0 1 N N N 16.452 -139.967 9.859 -1.453 -2.022 0.779 H14 BFO 57 BFO H18 H18 H 0 1 N N N 17.856 -135.960 10.329 -2.873 -5.826 -1.547 H18 BFO 58 BFO H18A H18A H 0 0 N N N 18.116 -135.882 12.130 -1.541 -6.180 -0.420 H18A BFO 59 BFO H20 H20 H 0 1 N N N 20.257 -135.432 13.054 -5.177 -6.285 -0.930 H20 BFO 60 BFO H21 H21 H 0 1 N N N 22.610 -134.632 12.720 -6.699 -7.650 0.442 H21 BFO 61 BFO H22 H22 H 0 1 N N N 23.601 -134.586 10.414 -5.864 -8.756 2.477 H22 BFO 62 BFO H23 H23 H 0 1 N N N 22.234 -135.334 8.454 -3.507 -8.498 3.140 H23 BFO 63 BFO H24 H24 H 0 1 N N N 19.884 -136.131 8.789 -1.982 -7.140 1.763 H24 BFO 64 BFO H25 H25 H 0 1 N N N 17.762 -141.626 11.469 -3.484 -1.485 -1.433 H25 BFO 65 BFO H25A H25A H 0 0 N N N 18.451 -140.101 12.120 -3.892 -2.110 0.183 H25A BFO 66 BFO H26 H26 H 0 1 N N N 16.466 -140.360 13.435 -2.899 -0.086 1.216 H26 BFO 67 BFO H26A H26A H 0 0 N N N 15.915 -139.254 12.114 -2.492 0.539 -0.400 H26A BFO 68 BFO H27 H27 H 0 1 N N N 15.284 -141.648 10.957 -4.896 0.533 -1.009 H27 BFO 69 BFO H27A H27A H 0 0 N N N 15.143 -142.127 12.700 -5.303 -0.092 0.607 H27A BFO 70 BFO HN28 HN28 H 0 0 N N N 13.382 -140.257 11.212 -3.789 2.271 0.923 HN28 BFO 71 BFO H31 H31 H 0 1 N N N 11.031 -140.268 14.067 -5.370 4.009 2.124 H31 BFO 72 BFO HO32 HO32 H 0 0 N N N 9.870 -140.315 12.033 -7.486 4.554 0.213 HO32 BFO 73 BFO H33 H33 H 0 1 N N N 12.338 -138.196 13.568 -3.862 4.462 0.165 H33 BFO 74 BFO H34 H34 H 0 1 N N N 9.478 -138.126 12.453 -5.760 6.732 0.914 H34 BFO 75 BFO H35 H35 H 0 1 N N N 8.825 -137.398 14.729 -4.094 7.183 2.694 H35 BFO 76 BFO H35A H35A H 0 0 N N N 9.544 -139.044 14.736 -4.796 5.558 2.874 H35A BFO 77 BFO H35B H35B H 0 0 N N N 10.512 -137.638 15.295 -3.165 5.752 2.188 H35B BFO 78 BFO H36 H36 H 0 1 N N N 11.342 -135.899 13.521 -2.854 6.792 -0.015 H36 BFO 79 BFO H36A H36A H 0 0 N N N 10.845 -136.129 11.788 -4.252 7.184 -1.044 H36A BFO 80 BFO H37 H37 H 0 1 N N N 9.631 -134.244 12.839 -4.896 8.997 0.520 H37 BFO 81 BFO H37A H37A H 0 0 N N N 8.509 -135.575 12.396 -3.498 8.605 1.550 H37A BFO 82 BFO H37B H37B H 0 0 N N N 9.001 -135.348 14.108 -3.243 9.240 -0.094 H37B BFO 83 BFO H38 H38 H 0 1 N Y N 11.330 -138.533 10.608 -6.440 5.415 -1.286 H38 BFO 84 BFO H40 H40 H 0 1 N N N 15.255 -146.879 13.128 6.744 1.964 1.115 H40 BFO 85 BFO H42 H42 H 0 1 N N N 13.405 -146.886 14.886 8.333 2.146 3.011 H42 BFO 86 BFO H43 H43 H 0 1 N N N 12.280 -145.826 16.873 10.514 1.638 3.968 H43 BFO 87 BFO H44 H44 H 0 1 N N N 13.208 -143.731 17.888 12.172 0.337 2.705 H44 BFO 88 BFO H45 H45 H 0 1 N N N 15.266 -142.678 16.904 11.676 -0.477 0.464 H45 BFO 89 # 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 BFO C1 C2 DOUB Y N 1 BFO C1 C46 SING Y N 2 BFO C2 C3 SING Y N 3 BFO C3 C4 SING N N 4 BFO C3 C40 DOUB Y N 5 BFO C4 O5 SING N N 6 BFO O5 C6 SING N N 7 BFO C6 O7 DOUB N N 8 BFO C6 N8 SING N N 9 BFO N8 C9 SING N N 10 BFO C9 C10 SING N N 11 BFO C9 C11 SING N N 12 BFO C11 O12 DOUB N N 13 BFO C11 N13 SING N N 14 BFO N13 C14 SING N N 15 BFO C14 C15 SING N N 16 BFO C14 C25 SING N N 17 BFO C15 O16 DOUB N N 18 BFO C15 O17 SING N N 19 BFO O17 C18 SING N N 20 BFO C18 C19 SING N N 21 BFO C19 C20 DOUB Y N 22 BFO C19 C24 SING Y N 23 BFO C20 C21 SING Y N 24 BFO C21 C22 DOUB Y N 25 BFO C22 C23 SING Y N 26 BFO C23 C24 DOUB Y N 27 BFO C25 C26 SING N N 28 BFO C26 C27 SING N N 29 BFO C27 N28 SING N N 30 BFO N28 C29 SING N N 31 BFO C29 O30 DOUB N N 32 BFO C29 C31 SING N N 33 BFO C31 O32 SING N N 34 BFO C31 C33 SING N N 35 BFO C33 C34 SING N N 36 BFO C33 C38 SING N N 37 BFO C34 C35 SING N N 38 BFO C34 C36 SING N N 39 BFO C36 C37 SING N N 40 BFO C38 O39 DOUB N N 41 BFO C40 C41 SING Y N 42 BFO C41 C42 DOUB Y N 43 BFO C41 C46 SING Y N 44 BFO C42 C43 SING Y N 45 BFO C43 C44 DOUB Y N 46 BFO C44 C45 SING Y N 47 BFO C45 C46 DOUB Y N 48 BFO C1 H1 SING N N 49 BFO C2 H2 SING N N 50 BFO C4 H4 SING N N 51 BFO C4 H4A SING N N 52 BFO N8 HN8 SING N N 53 BFO C9 H9 SING N N 54 BFO C10 H10 SING N N 55 BFO C10 H10A SING N N 56 BFO C10 H10B SING N N 57 BFO N13 HN13 SING N N 58 BFO C14 H14 SING N N 59 BFO C18 H18 SING N N 60 BFO C18 H18A SING N N 61 BFO C20 H20 SING N N 62 BFO C21 H21 SING N N 63 BFO C22 H22 SING N N 64 BFO C23 H23 SING N N 65 BFO C24 H24 SING N N 66 BFO C25 H25 SING N N 67 BFO C25 H25A SING N N 68 BFO C26 H26 SING N N 69 BFO C26 H26A SING N N 70 BFO C27 H27 SING N N 71 BFO C27 H27A SING N N 72 BFO N28 HN28 SING N N 73 BFO C31 H31 SING N N 74 BFO O32 HO32 SING N N 75 BFO C33 H33 SING N N 76 BFO C34 H34 SING N N 77 BFO C35 H35 SING N N 78 BFO C35 H35A SING N N 79 BFO C35 H35B SING N N 80 BFO C36 H36 SING N N 81 BFO C36 H36A SING N N 82 BFO C37 H37 SING N N 83 BFO C37 H37A SING N N 84 BFO C37 H37B SING N N 85 BFO C38 H38 SING N N 86 BFO C40 H40 SING N N 87 BFO C42 H42 SING N N 88 BFO C43 H43 SING N N 89 BFO C44 H44 SING N N 90 BFO C45 H45 SING N N 91 # 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 BFO SMILES ACDLabs 12.01 "O=CC(C(C)CC)C(O)C(=O)NCCCC(C(=O)OCc1ccccc1)NC(=O)C(NC(=O)OCc3cc2ccccc2cc3)C" BFO InChI InChI 1.03 ;InChI=1S/C35H43N3O8/c1-4-23(2)29(20-39)31(40)33(42)36-18-10-15-30(34(43)45-21-25-11-6-5-7-12-25)38-32(41)24(3)37-35(44)46-22-26-16-17-27-13-8-9-14-28(27)19-26/h5-9,11-14,16-17,19-20,23-24,29-31,40H,4,10,15,18,21-22H2,1-3H3,(H,36,42)(H,37,44)(H,38,41)/t23-,24-,29-,30-,31+/m0/s1 ; BFO InChIKey InChI 1.03 TYMGDBRPOJUXRJ-WRYWSPJMSA-N BFO SMILES_CANONICAL CACTVS 3.370 "CC[C@H](C)[C@H](C=O)[C@@H](O)C(=O)NCCC[C@H](NC(=O)[C@H](C)NC(=O)OCc1ccc2ccccc2c1)C(=O)OCc3ccccc3" BFO SMILES CACTVS 3.370 "CC[CH](C)[CH](C=O)[CH](O)C(=O)NCCC[CH](NC(=O)[CH](C)NC(=O)OCc1ccc2ccccc2c1)C(=O)OCc3ccccc3" BFO SMILES_CANONICAL "OpenEye OEToolkits" 1.7.2 "CC[C@H](C)[C@H](C=O)[C@H](C(=O)NCCC[C@@H](C(=O)OCc1ccccc1)NC(=O)[C@H](C)NC(=O)OCc2ccc3ccccc3c2)O" BFO SMILES "OpenEye OEToolkits" 1.7.2 "CCC(C)C(C=O)C(C(=O)NCCCC(C(=O)OCc1ccccc1)NC(=O)C(C)NC(=O)OCc2ccc3ccccc3c2)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 BFO "SYSTEMATIC NAME" ACDLabs 12.01 "benzyl N-[(naphthalen-2-ylmethoxy)carbonyl]-L-alanyl-N~5~-[(2R,3S,4S)-3-formyl-2-hydroxy-4-methylhexanoyl]-L-ornithinate" BFO "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.2 "(phenylmethyl) (2S)-5-[[(2R,3S,4S)-3-methanoyl-4-methyl-2-oxidanyl-hexanoyl]amino]-2-[[(2S)-2-(naphthalen-2-ylmethoxycarbonylamino)propanoyl]amino]pentanoate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site BFO "Create component" 2011-08-24 RCSB #