data_I0X # _chem_comp.id I0X _chem_comp.name "Nalpha-[(benzyloxy)carbonyl]-N-[(1S)-1-(4-tert-butoxybenzyl)-3-diazo-2-oxopropyl]-L-phenylalaninamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C31 H34 N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "Z-Phe-Tyr(t-Bu)-diazomethylketone" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-11-01 _chem_comp.pdbx_modified_date 2021-03-01 _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 542.625 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I0X _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 3OF9 _chem_comp.pdbx_subcomponent_list "PHQ PHE TY1 0HQ" _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 I0X C10 C10 C 0 1 N N N 20.460 -21.820 3.018 -2.817 0.261 0.100 C1 PHQ 1 I0X O2 O2 O 0 1 N N N 19.314 -21.758 3.443 -2.713 0.731 1.216 O1 PHQ 2 I0X O3 O3 O 0 1 N N N 21.089 -22.979 2.638 -3.872 0.585 -0.671 O2 PHQ 3 I0X C11 C11 C 0 1 N N N 20.369 -24.239 2.730 -4.846 1.501 -0.105 C2 PHQ 4 I0X C12 C12 C 0 1 Y N N 20.968 -25.094 1.838 -5.946 1.745 -1.105 C3 PHQ 5 I0X C13 C13 C 0 1 Y N N 21.814 -26.006 2.602 -7.063 0.930 -1.117 C4 PHQ 6 I0X C14 C14 C 0 1 Y N N 22.571 -27.017 1.885 -8.072 1.153 -2.034 C5 PHQ 7 I0X C15 C15 C 0 1 Y N N 22.461 -27.082 0.457 -7.965 2.191 -2.941 C6 PHQ 8 I0X C16 C16 C 0 1 Y N N 21.625 -26.183 -0.296 -6.848 3.006 -2.929 C7 PHQ 9 I0X C17 C17 C 0 1 Y N N 20.857 -25.161 0.392 -5.842 2.787 -2.007 C8 PHQ 10 I0X N1 N1 N 0 1 N N N 21.267 -20.668 2.893 -1.876 -0.585 -0.365 N PHE 11 I0X C1 C1 C 0 1 N N S 20.919 -19.245 3.181 -0.728 -0.937 0.475 CA PHE 12 I0X C2 C2 C 0 1 N N N 19.912 -19.019 2.121 0.428 -1.347 -0.401 C PHE 13 I0X O1 O1 O 0 1 N N N 19.849 -19.147 0.751 0.305 -1.345 -1.608 O PHE 14 I0X C3 C3 C 0 1 N N N 22.047 -18.351 3.068 -1.107 -2.099 1.395 CB PHE 15 I0X C4 C4 C 0 1 Y N N 23.301 -18.864 3.838 -2.180 -1.650 2.354 CG PHE 16 I0X C9 C9 C 0 1 Y N N 23.186 -19.215 5.266 -3.513 -1.788 2.014 CD1 PHE 17 I0X C5 C5 C 0 1 Y N N 24.573 -18.997 3.154 -1.831 -1.096 3.572 CD2 PHE 18 I0X C6 C6 C 0 1 Y N N 24.381 -19.713 5.976 -4.497 -1.380 2.896 CE1 PHE 19 I0X C7 C7 C 0 1 Y N N 25.739 -19.490 3.896 -2.815 -0.684 4.451 CE2 PHE 20 I0X C8 C8 C 0 1 Y N N 25.640 -19.840 5.266 -4.148 -0.827 4.113 CZ PHE 21 I0X N2 N2 N 0 1 N N N 18.660 -18.353 2.616 1.598 -1.716 0.156 N TY1 22 I0X C18 C18 C 0 1 Y N N 15.667 -17.645 3.182 4.222 -0.407 0.295 CG TY1 23 I0X O4 O4 O 0 1 N N N 14.292 -15.497 6.544 4.724 3.635 0.951 OH TY1 24 I0X C19 C19 C 0 1 Y N N 14.596 -16.127 5.427 4.555 2.304 0.734 CL TY1 25 I0X C20 C20 C 0 1 N N N 16.125 -18.302 2.025 4.036 -1.883 0.053 CZ TY1 26 I0X C23 C23 C 0 1 N N N 14.342 -13.825 8.433 6.739 3.930 -0.349 CAA TY1 27 I0X C22 C22 C 0 1 N N N 16.532 -14.109 7.117 5.305 5.880 0.271 CAB TY1 28 I0X C21 C21 C 0 1 N N N 14.594 -13.064 6.111 4.482 4.201 -1.385 CAC TY1 29 I0X C24 C24 C 0 1 N N N 14.979 -14.177 7.094 5.302 4.398 -0.109 CBL TY1 30 I0X C26 C26 C 0 1 N N N 17.669 -16.379 1.472 2.594 -3.575 -1.045 C TY1 31 I0X C25 C25 C 0 1 N N S 17.581 -17.943 1.545 2.721 -2.115 -0.695 CA TY1 32 I0X C27 C27 C 0 1 Y N N 14.637 -16.648 2.946 4.881 0.368 -0.642 CD1 TY1 33 I0X C28 C28 C 0 1 Y N N 16.221 -17.962 4.475 3.730 0.171 1.451 CD2 TY1 34 I0X C29 C29 C 0 1 Y N N 14.153 -15.946 4.054 5.048 1.722 -0.425 CE1 TY1 35 I0X C30 C30 C 0 1 Y N N 15.725 -17.244 5.596 3.900 1.524 1.674 CE2 TY1 36 I0X O5 O5 O 0 1 N N N 17.011 -15.724 0.668 1.828 -4.285 -0.421 O TY1 37 I0X C31 C31 C 0 1 N N N 18.493 -15.667 2.257 3.351 -4.110 -2.081 C1 0HQ 38 I0X N3 N3 N 1 1 N Y N 19.356 -14.820 1.421 3.244 -5.322 -2.371 N1 0HQ 39 I0X N4 N4 N -1 1 N Y N 20.162 -13.952 0.719 3.149 -6.411 -2.632 N2 0HQ 40 I0X H10 H10 H 0 1 N N N 20.429 -24.643 3.751 -5.268 1.067 0.802 H21 PHQ 41 I0X H11 H11 H 0 1 N N N 19.309 -24.096 2.474 -4.358 2.445 0.137 H22 PHQ 42 I0X H13 H13 H 0 1 N N N 21.876 -25.930 3.678 -7.146 0.118 -0.409 H41 PHQ 43 I0X H14 H14 H 0 1 N N N 23.206 -27.708 2.419 -8.944 0.516 -2.044 H51 PHQ 44 I0X H15 H15 H 0 1 N N N 23.026 -27.833 -0.074 -8.753 2.366 -3.658 H61 PHQ 45 I0X H16 H16 H 0 1 N N N 21.569 -26.269 -1.371 -6.765 3.817 -3.638 H71 PHQ 46 I0X H17 H17 H 0 1 N N N 20.225 -24.475 -0.153 -4.970 3.424 -1.998 H81 PHQ 47 I0X H1 H1 H 0 1 N N N 22.199 -20.827 2.567 -1.957 -0.957 -1.257 H PHE 48 I0X H2 H2 H 0 1 N N N 20.572 -19.057 4.208 -0.440 -0.075 1.077 HA PHE 49 I0X H3 H3 H 0 1 N N N 22.308 -18.254 2.004 -1.480 -2.930 0.797 HB2 PHE 50 I0X H4 H4 H 0 1 N N N 21.759 -17.374 3.484 -0.230 -2.419 1.956 HB3 PHE 51 I0X H9 H9 H 0 1 N N N 22.244 -19.110 5.783 -3.785 -2.217 1.061 HD1 PHE 52 I0X H5 H5 H 0 1 N N N 24.661 -18.736 2.110 -0.790 -0.984 3.835 HD2 PHE 53 I0X H6 H6 H 0 1 N N N 24.318 -19.982 7.020 -5.538 -1.491 2.632 HE1 PHE 54 I0X H7 H7 H 0 1 N N N 26.688 -19.588 3.390 -2.542 -0.252 5.402 HE2 PHE 55 I0X H8 H8 H 0 1 N N N 26.512 -20.206 5.788 -4.916 -0.505 4.801 HZ PHE 56 I0X H12 H12 H 0 1 N N N 18.517 -18.176 3.590 1.696 -1.718 1.121 H TY1 57 I0X H18 H18 H 0 1 N N N 16.109 -19.382 2.236 4.865 -2.261 -0.544 HZ TY1 58 I0X H19 H19 H 0 1 N N N 15.438 -18.038 1.207 4.007 -2.407 1.009 HZA TY1 59 I0X H26 H26 H 0 1 N N N 14.806 -12.911 8.831 6.746 2.855 -0.530 HAA TY1 60 I0X H27 H27 H 0 1 N N N 13.264 -13.658 8.293 7.149 4.447 -1.217 HAAA TY1 61 I0X H28 H28 H 0 1 N N N 14.496 -14.653 9.141 7.346 4.155 0.528 HAAB TY1 62 I0X H23 H23 H 0 1 N N N 16.851 -13.137 7.522 5.890 6.020 1.181 HAB TY1 63 I0X H24 H24 H 0 1 N N N 16.925 -14.918 7.751 5.747 6.462 -0.538 HABA TY1 64 I0X H25 H25 H 0 1 N N N 16.919 -14.224 6.094 4.282 6.213 0.442 HABB TY1 65 I0X H20 H20 H 0 1 N N N 15.042 -12.114 6.438 3.485 4.618 -1.245 HAC TY1 66 I0X H21 H21 H 0 1 N N N 14.964 -13.318 5.107 4.974 4.708 -2.216 HACA TY1 67 I0X H22 H22 H 0 1 N N N 13.499 -12.962 6.083 4.403 3.136 -1.606 HACB TY1 68 I0X H29 H29 H 0 1 N N N 17.767 -18.460 0.592 2.714 -1.520 -1.609 HA TY1 69 I0X H30 H30 H 0 1 N N N 14.260 -16.456 1.952 5.265 -0.086 -1.544 HD1 TY1 70 I0X H31 H31 H 0 1 N N N 16.985 -18.717 4.587 3.213 -0.436 2.179 HD2 TY1 71 I0X H32 H32 H 0 1 N N N 13.386 -15.207 3.875 5.562 2.327 -1.158 HE1 TY1 72 I0X H33 H33 H 0 1 N N N 16.118 -17.457 6.579 3.515 1.974 2.578 HE2 TY1 73 I0X H34 H34 H 0 1 N N N 18.518 -15.710 3.336 4.030 -3.480 -2.635 H1 0HQ 74 # # 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 I0X N1 C10 SING N N 1 I0X N1 C1 SING N N 2 I0X N1 H1 SING N N 3 I0X O1 C2 DOUB N N 4 I0X C1 H2 SING N N 5 I0X C2 C1 SING N N 6 I0X C2 N2 SING N N 7 I0X C3 C1 SING N N 8 I0X C3 C4 SING N N 9 I0X C3 H3 SING N N 10 I0X C3 H4 SING N N 11 I0X C4 C9 DOUB Y N 12 I0X C5 C4 SING Y N 13 I0X C5 C7 DOUB Y N 14 I0X C5 H5 SING N N 15 I0X C6 H6 SING N N 16 I0X C7 C8 SING Y N 17 I0X C7 H7 SING N N 18 I0X C8 C6 DOUB Y N 19 I0X C8 H8 SING N N 20 I0X C9 C6 SING Y N 21 I0X C9 H9 SING N N 22 I0X C10 O2 DOUB N N 23 I0X C11 H10 SING N N 24 I0X C11 H11 SING N N 25 I0X N2 H12 SING N N 26 I0X O3 C10 SING N N 27 I0X O3 C11 SING N N 28 I0X C12 C11 SING N N 29 I0X C12 C13 DOUB Y N 30 I0X C13 H13 SING N N 31 I0X O4 C24 SING N N 32 I0X C14 C13 SING Y N 33 I0X C14 H14 SING N N 34 I0X O5 C26 DOUB N N 35 I0X C15 C14 DOUB Y N 36 I0X C15 H15 SING N N 37 I0X C16 C15 SING Y N 38 I0X C16 C17 DOUB Y N 39 I0X C16 H16 SING N N 40 I0X C17 C12 SING Y N 41 I0X C17 H17 SING N N 42 I0X C18 C28 DOUB Y N 43 I0X C19 O4 SING N N 44 I0X C19 C30 DOUB Y N 45 I0X C20 C18 SING N N 46 I0X C20 H18 SING N N 47 I0X C20 H19 SING N N 48 I0X C21 C24 SING N N 49 I0X C21 H20 SING N N 50 I0X C21 H21 SING N N 51 I0X C21 H22 SING N N 52 I0X C22 H23 SING N N 53 I0X C22 H24 SING N N 54 I0X C22 H25 SING N N 55 I0X C23 H26 SING N N 56 I0X C23 H27 SING N N 57 I0X C23 H28 SING N N 58 I0X C24 C22 SING N N 59 I0X C24 C23 SING N N 60 I0X C25 N2 SING N N 61 I0X C25 C20 SING N N 62 I0X C25 H29 SING N N 63 I0X C26 C25 SING N N 64 I0X C26 C31 SING N N 65 I0X C27 C18 SING Y N 66 I0X C27 C29 DOUB Y N 67 I0X C27 H30 SING N N 68 I0X C28 C30 SING Y N 69 I0X C28 H31 SING N N 70 I0X C29 C19 SING Y N 71 I0X C29 H32 SING N N 72 I0X C30 H33 SING N N 73 I0X N3 C31 DOUB N N 74 I0X C31 H34 SING N N 75 I0X N3 N4 DOUB N N 76 # # 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 I0X SMILES ACDLabs 12.01 "O=C(OCc1ccccc1)NC(C(=O)NC(C(=O)\\C=[N+]=[N-])Cc2ccc(OC(C)(C)C)cc2)Cc3ccccc3" I0X InChI InChI 1.03 "InChI=1S/C31H34N4O5/c1-31(2,3)40-25-16-14-23(15-17-25)18-26(28(36)20-33-32)34-29(37)27(19-22-10-6-4-7-11-22)35-30(38)39-21-24-12-8-5-9-13-24/h4-17,20,26-27H,18-19,21H2,1-3H3,(H,34,37)(H,35,38)/t26-,27-/m0/s1" I0X InChIKey InChI 1.03 CGONKNHDBTYOOC-SVBPBHIXSA-N I0X SMILES_CANONICAL CACTVS 3.385 "CC(C)(C)Oc1ccc(C[C@H](NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3)C(=O)C=[N+]=[N-])cc1" I0X SMILES CACTVS 3.385 "CC(C)(C)Oc1ccc(C[CH](NC(=O)[CH](Cc2ccccc2)NC(=O)OCc3ccccc3)C(=O)C=[N+]=[N-])cc1" I0X SMILES_CANONICAL "OpenEye OEToolkits" 1.7.5 "CC(C)(C)Oc1ccc(cc1)C[C@@H](C(=O)C=[N+]=[N-])NC(=O)[C@H](Cc2ccccc2)NC(=O)OCc3ccccc3" I0X SMILES "OpenEye OEToolkits" 1.7.5 "CC(C)(C)Oc1ccc(cc1)CC(C(=O)C=[N+]=[N-])NC(=O)C(Cc2ccccc2)NC(=O)OCc3ccccc3" # # 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 I0X "SYSTEMATIC NAME" ACDLabs 12.01 "Nalpha-[(benzyloxy)carbonyl]-N-[(2S)-1-(4-tert-butoxyphenyl)-4-diazo-3-oxobutan-2-yl]-L-phenylalaninamide" I0X "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "phenylmethyl N-[(2S)-1-[[(2S)-4-diazo-1-[4-[(2-methylpropan-2-yl)oxy]phenyl]-3-oxo-butan-2-yl]amino]-1-oxo-3-phenyl-propan-2-yl]carbamate" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site I0X "Create component" 2010-11-01 RCSB I0X "Modify descriptor" 2011-06-04 RCSB I0X "Modify descriptor" 2012-01-05 RCSB I0X "Modify synonyms" 2021-03-01 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id I0X _pdbx_chem_comp_synonyms.name "Z-Phe-Tyr(t-Bu)-diazomethylketone" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##