data_0ZS # _chem_comp.id 0ZS _chem_comp.name "N-{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}-L-phenylalanyl-L-alpha-glutamyl-L-phenylalaninamide" _chem_comp.type peptide-like _chem_comp.pdbx_type HETAIN _chem_comp.formula "C38 H49 N5 O8" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2008-08-13 _chem_comp.pdbx_modified_date 2011-07-13 _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 703.824 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0ZS _chem_comp.pdbx_model_coordinates_details "not provided" _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 1Z8C _chem_comp.pdbx_subcomponent_list "BOC T00 GLU PHE NH2" _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 0ZS O1 O1 O 0 1 N N N 15.039 24.480 35.563 7.132 -1.067 0.132 O1 BOC 1 0ZS C C1 C 0 1 N N N 15.746 25.371 35.084 6.942 -0.451 -0.898 C BOC 2 0ZS O2 O2 O 0 1 N N N 16.015 25.573 33.735 7.886 -0.437 -1.858 O2 BOC 3 0ZS CT C2 C 0 1 N N N 15.394 24.789 32.602 9.106 -1.179 -1.594 CT BOC 4 0ZS C1 C3 C 0 1 N N N 15.980 25.337 31.301 8.767 -2.654 -1.372 C1 BOC 5 0ZS C2 C4 C 0 1 N N N 13.876 25.003 32.618 10.052 -1.046 -2.789 C2 BOC 6 0ZS C3 C5 C 0 1 N N N 15.761 23.326 32.784 9.783 -0.617 -0.342 C3 BOC 7 0ZS N1 N2 N 0 1 N N N 16.428 26.337 35.813 5.784 0.213 -1.082 N1 T00 8 0ZS CA1 C15 C 0 1 N N S 16.163 26.279 37.268 4.754 0.192 -0.041 C1 T00 9 0ZS C5 C16 C 0 1 N N R 15.028 27.268 37.714 3.383 0.442 -0.674 C2 T00 10 0ZS OXT O6 O 0 1 N N N 14.783 27.129 39.098 3.343 1.762 -1.219 O1 T00 11 0ZS CB1 C17 C 0 1 N N N 17.448 26.589 38.058 5.047 1.286 0.988 C3 T00 12 0ZS CG1 C18 C 0 1 Y N N 18.460 25.483 38.014 6.339 0.975 1.698 C4 T00 13 0ZS CD11 C19 C 0 0 Y N N 18.301 24.343 38.802 7.536 1.449 1.196 C5 T00 14 0ZS CD21 C20 C 0 0 Y N N 19.533 25.536 37.129 6.326 0.219 2.856 C6 T00 15 0ZS CE11 C21 C 0 0 Y N N 19.187 23.269 38.711 8.721 1.163 1.847 C7 T00 16 0ZS CE21 C22 C 0 0 Y N N 20.428 24.458 37.026 7.511 -0.067 3.508 C8 T00 17 0ZS CZ1 C23 C 0 1 Y N N 20.246 23.324 37.825 8.709 0.403 3.002 C9 T00 18 0ZS CM C24 C 0 1 N N N 13.715 26.988 36.965 2.295 0.297 0.393 C10 T00 19 0ZS N N1 N 0 1 N N N 12.638 27.727 37.554 0.974 0.417 -0.237 N2 T00 20 0ZS CA C6 C 0 1 N N S 11.432 26.960 37.833 -0.098 0.181 0.739 C11 T00 21 0ZS C4 C7 C 0 1 N N N 11.558 26.033 39.042 -1.343 -0.269 0.020 C12 T00 22 0ZS O O4 O 0 1 N N N 12.257 25.023 39.031 -1.338 -0.383 -1.188 O2 T00 23 0ZS CB C8 C 0 1 N N N 10.984 26.167 36.600 -0.390 1.477 1.500 C13 T00 24 0ZS CG C9 C 0 1 Y N N 9.641 25.515 36.760 -0.769 2.559 0.522 C14 T00 25 0ZS CD1 C10 C 0 1 Y N N 8.526 26.272 37.111 -2.101 2.799 0.240 C15 T00 26 0ZS CD2 C11 C 0 1 Y N N 9.491 24.132 36.588 0.214 3.315 -0.088 C16 T00 27 0ZS CE1 C12 C 0 1 Y N N 7.272 25.668 37.296 -2.449 3.792 -0.657 C17 T00 28 0ZS CE2 C13 C 0 1 Y N N 8.245 23.508 36.767 -0.134 4.308 -0.985 C18 T00 29 0ZS CZ C14 C 0 1 Y N N 7.131 24.282 37.124 -1.465 4.544 -1.271 C19 T00 30 0ZS N2 N3 N 0 1 N N N 10.868 26.415 40.101 -2.462 -0.546 0.718 N GLU 31 0ZS CA2 C25 C 0 1 N N S 10.855 25.660 41.327 -3.672 -0.985 0.018 CA GLU 32 0ZS C6 C26 C 0 1 N N N 9.506 26.002 42.001 -4.883 -0.646 0.849 C GLU 33 0ZS O3 O7 O 0 1 N N N 9.034 27.152 41.925 -4.749 -0.094 1.920 O GLU 34 0ZS CB2 C27 C 0 1 N N N 12.064 26.067 42.176 -3.613 -2.497 -0.205 CB GLU 35 0ZS CG2 C28 C 0 1 N N N 12.083 25.479 43.575 -2.457 -2.828 -1.151 CG GLU 36 0ZS CD C29 C 0 1 N N N 11.193 26.248 44.557 -2.398 -4.318 -1.370 CD GLU 37 0ZS OE1 O8 O 0 1 N N N 10.789 25.667 45.598 -3.200 -5.041 -0.827 OE1 GLU 38 0ZS OE2 O9 O 0 1 N N N 10.903 27.439 44.290 -1.456 -4.842 -2.170 OE2 GLU 39 0ZS N3 N4 N 0 1 N N N 8.870 25.004 42.626 -6.116 -0.958 0.402 N PHE 40 0ZS CA3 C30 C 0 1 N N S 7.572 25.200 43.284 -7.293 -0.629 1.210 CA PHE 41 0ZS C7 C31 C 0 1 N N N 7.348 24.240 44.471 -7.537 -1.728 2.213 C PHE 42 0ZS O4 O11 O 0 1 N N N 7.964 23.167 44.553 -6.800 -2.690 2.249 O PHE 43 0ZS CB3 C32 C 0 1 N N N 6.445 25.044 42.247 -8.514 -0.491 0.299 CB PHE 44 0ZS CG3 C33 C 0 1 Y N N 6.326 23.657 41.679 -8.322 0.686 -0.623 CG PHE 45 0ZS CD12 C34 C 0 0 Y N N 5.602 22.668 42.351 -7.714 0.509 -1.852 CD1 PHE 46 0ZS CD22 C35 C 0 0 Y N N 6.937 23.328 40.476 -8.759 1.941 -0.243 CD2 PHE 47 0ZS CE12 C36 C 0 0 Y N N 5.485 21.370 41.832 -7.538 1.588 -2.698 CE1 PHE 48 0ZS CE22 C37 C 0 0 Y N N 6.830 22.035 39.951 -8.583 3.020 -1.088 CE2 PHE 49 0ZS CZ2 C38 C 0 1 Y N N 6.096 21.052 40.636 -7.970 2.844 -2.315 CZ PHE 50 0ZS N4 N5 N 0 1 N N N 6.466 24.628 45.392 -8.574 -1.640 3.069 N NH2 51 0ZS H11 H1 H 0 1 N N N 15.552 24.791 30.447 8.285 -3.054 -2.263 H11 BOC 52 0ZS H12 H2 H 0 1 N N N 15.737 26.406 31.211 9.683 -3.211 -1.173 H12 BOC 53 0ZS H13 H3 H 0 1 N N N 17.072 25.208 31.308 8.093 -2.748 -0.521 H13 BOC 54 0ZS H21 H4 H 0 1 N N N 13.416 24.435 31.796 10.293 0.005 -2.947 H21 BOC 55 0ZS H22 H5 H 0 1 N N N 13.467 24.654 33.578 10.968 -1.603 -2.590 H22 BOC 56 0ZS H23 H6 H 0 1 N N N 13.655 26.073 32.492 9.570 -1.446 -3.680 H23 BOC 57 0ZS H31 H7 H 0 1 N N N 15.320 22.733 31.970 9.109 -0.711 0.509 H31 BOC 58 0ZS H32 H8 H 0 1 N N N 16.855 23.218 32.765 10.699 -1.174 -0.144 H32 BOC 59 0ZS H33 H9 H 0 1 N N N 15.374 22.968 33.749 10.024 0.434 -0.500 H33 BOC 60 0ZS H1 H22 H 0 1 N N N 17.040 27.008 35.394 5.632 0.704 -1.905 H1 T00 61 0ZS HA1 H24 H 0 1 N N N 15.822 25.256 37.487 4.755 -0.780 0.452 H2 T00 62 0ZS HC H25 H 0 1 N N N 15.369 28.287 37.480 3.212 -0.285 -1.468 H3 T00 63 0ZS HOR H26 H 0 1 N N N 14.096 27.730 39.360 3.488 2.461 -0.567 H4 T00 64 0ZS HB21 H27 H 0 0 N N N 17.907 27.490 37.625 5.134 2.248 0.481 H5 T00 65 0ZS HB31 H28 H 0 0 N N N 17.171 26.758 39.109 4.235 1.330 1.714 H6 T00 66 0ZS HD11 H29 H 0 0 N N N 17.476 24.291 39.496 7.545 2.042 0.293 H7 T00 67 0ZS HD21 H30 H 0 0 N N N 19.679 26.413 36.516 5.390 -0.147 3.251 H8 T00 68 0ZS HE11 H31 H 0 0 N N N 19.045 22.397 39.332 9.656 1.532 1.454 H9 T00 69 0ZS HE21 H32 H 0 0 N N N 21.254 24.505 36.332 7.501 -0.657 4.412 H10 T00 70 0ZS HZ1 H33 H 0 1 N N N 20.932 22.493 37.749 9.635 0.179 3.511 H11 T00 71 0ZS HM1 H34 H 0 1 N N N 13.828 27.290 35.913 2.382 -0.679 0.870 H12 T00 72 0ZS HM2 H35 H 0 1 N N N 13.489 25.913 37.021 2.414 1.080 1.141 H13 T00 73 0ZS H H11 H 0 1 N N N 12.390 28.457 36.917 0.890 -0.208 -1.024 H14 T00 74 0ZS HA H13 H 0 1 N N N 10.662 27.703 38.088 0.214 -0.590 1.443 H15 T00 75 0ZS HB2 H14 H 0 1 N N N 10.928 26.861 35.749 -1.212 1.312 2.197 H16 T00 76 0ZS HB3 H15 H 0 1 N N N 11.727 25.378 36.412 0.499 1.781 2.052 H17 T00 77 0ZS HD1 H16 H 0 1 N N N 8.627 27.339 37.243 -2.869 2.211 0.720 H18 T00 78 0ZS HD2 H17 H 0 1 N N N 10.348 23.536 36.313 1.254 3.130 0.136 H19 T00 79 0ZS HE1 H18 H 0 1 N N N 6.417 26.269 37.570 -3.489 3.979 -0.878 H20 T00 80 0ZS HE2 H19 H 0 1 N N N 8.146 22.441 36.631 0.634 4.899 -1.461 H21 T00 81 0ZS HZ H20 H 0 1 N N N 6.168 23.813 37.266 -1.738 5.320 -1.972 H22 T00 82 0ZS H2 H37 H 0 1 N N N 10.335 27.260 40.050 -2.466 -0.456 1.684 H GLU 83 0ZS HA2 H39 H 0 1 N N N 10.935 24.573 41.178 -3.739 -0.478 -0.945 HA GLU 84 0ZS HB22 H40 H 0 0 N N N 12.970 25.724 41.655 -3.457 -2.999 0.750 HB2 GLU 85 0ZS HB32 H41 H 0 0 N N N 12.053 27.163 42.273 -4.551 -2.836 -0.645 HB3 GLU 86 0ZS HG2 H42 H 0 1 N N N 11.721 24.442 43.519 -2.613 -2.326 -2.105 HG2 GLU 87 0ZS HG3 H43 H 0 1 N N N 13.117 25.508 43.949 -1.519 -2.489 -0.710 HG3 GLU 88 0ZS HE22 H44 H 0 0 N N N 10.355 27.794 44.980 -1.459 -5.803 -2.280 HE2 GLU 89 0ZS H3 H46 H 0 1 N N N 9.291 24.097 42.645 -6.224 -1.400 -0.455 H PHE 90 0ZS HA3 H48 H 0 1 N N N 7.564 26.217 43.702 -7.123 0.310 1.734 HA PHE 91 0ZS HB23 H49 H 0 0 N N N 5.493 25.293 42.739 -8.632 -1.400 -0.292 HB2 PHE 92 0ZS HB33 H50 H 0 0 N N N 6.649 25.735 41.416 -9.406 -0.334 0.906 HB3 PHE 93 0ZS HD12 H51 H 0 0 N N N 5.123 22.908 43.289 -7.377 -0.472 -2.151 HD1 PHE 94 0ZS HD22 H52 H 0 0 N N N 7.500 24.078 39.940 -9.239 2.078 0.715 HD2 PHE 95 0ZS HE12 H53 H 0 0 N N N 4.919 20.622 42.367 -7.062 1.450 -3.658 HE1 PHE 96 0ZS HE23 H54 H 0 0 N N N 7.313 21.792 39.016 -8.925 4.000 -0.791 HE2 PHE 97 0ZS HZ2 H55 H 0 1 N N N 6.011 20.055 40.230 -7.832 3.687 -2.975 HZ PHE 98 0ZS HN1 H57 H 0 1 N N N 6.282 24.046 46.184 -9.163 -0.871 3.040 HN1 NH2 99 0ZS HN2 H58 H 0 1 N N N 5.989 25.501 45.291 -8.730 -2.347 3.714 HN2 NH2 100 # 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 0ZS O1 C DOUB N N 1 0ZS C O2 SING N N 2 0ZS O2 CT SING N N 3 0ZS CT C1 SING N N 4 0ZS CT C2 SING N N 5 0ZS CT C3 SING N N 6 0ZS C1 H11 SING N N 7 0ZS C1 H12 SING N N 8 0ZS C1 H13 SING N N 9 0ZS C2 H21 SING N N 10 0ZS C2 H22 SING N N 11 0ZS C2 H23 SING N N 12 0ZS C3 H31 SING N N 13 0ZS C3 H32 SING N N 14 0ZS C3 H33 SING N N 15 0ZS N CA SING N N 16 0ZS N H SING N N 17 0ZS CA C4 SING N N 18 0ZS CA CB SING N N 19 0ZS CA HA SING N N 20 0ZS C4 O DOUB N N 21 0ZS CB CG SING N N 22 0ZS CB HB2 SING N N 23 0ZS CB HB3 SING N N 24 0ZS CG CD1 DOUB Y N 25 0ZS CG CD2 SING Y N 26 0ZS CD1 CE1 SING Y N 27 0ZS CD1 HD1 SING N N 28 0ZS CD2 CE2 DOUB Y N 29 0ZS CD2 HD2 SING N N 30 0ZS CE1 CZ DOUB Y N 31 0ZS CE1 HE1 SING N N 32 0ZS CE2 CZ SING Y N 33 0ZS CE2 HE2 SING N N 34 0ZS CZ HZ SING N N 35 0ZS N1 CA1 SING N N 36 0ZS N1 H1 SING N N 37 0ZS CA1 C5 SING N N 38 0ZS CA1 CB1 SING N N 39 0ZS CA1 HA1 SING N N 40 0ZS C5 OXT SING N N 41 0ZS C5 CM SING N N 42 0ZS C5 HC SING N N 43 0ZS OXT HOR SING N N 44 0ZS CB1 CG1 SING N N 45 0ZS CB1 HB21 SING N N 46 0ZS CB1 HB31 SING N N 47 0ZS CG1 CD11 DOUB Y N 48 0ZS CG1 CD21 SING Y N 49 0ZS CD11 CE11 SING Y N 50 0ZS CD11 HD11 SING N N 51 0ZS CD21 CE21 DOUB Y N 52 0ZS CD21 HD21 SING N N 53 0ZS CE11 CZ1 DOUB Y N 54 0ZS CE11 HE11 SING N N 55 0ZS CE21 CZ1 SING Y N 56 0ZS CE21 HE21 SING N N 57 0ZS CZ1 HZ1 SING N N 58 0ZS CM HM1 SING N N 59 0ZS CM HM2 SING N N 60 0ZS N2 CA2 SING N N 61 0ZS N2 H2 SING N N 62 0ZS CA2 C6 SING N N 63 0ZS CA2 CB2 SING N N 64 0ZS CA2 HA2 SING N N 65 0ZS C6 O3 DOUB N N 66 0ZS CB2 CG2 SING N N 67 0ZS CB2 HB22 SING N N 68 0ZS CB2 HB32 SING N N 69 0ZS CG2 CD SING N N 70 0ZS CG2 HG2 SING N N 71 0ZS CG2 HG3 SING N N 72 0ZS CD OE1 DOUB N N 73 0ZS CD OE2 SING N N 74 0ZS OE2 HE22 SING N N 75 0ZS N3 CA3 SING N N 76 0ZS N3 H3 SING N N 77 0ZS CA3 C7 SING N N 78 0ZS CA3 CB3 SING N N 79 0ZS CA3 HA3 SING N N 80 0ZS C7 O4 DOUB N N 81 0ZS CB3 CG3 SING N N 82 0ZS CB3 HB23 SING N N 83 0ZS CB3 HB33 SING N N 84 0ZS CG3 CD12 DOUB Y N 85 0ZS CG3 CD22 SING Y N 86 0ZS CD12 CE12 SING Y N 87 0ZS CD12 HD12 SING N N 88 0ZS CD22 CE22 DOUB Y N 89 0ZS CD22 HD22 SING N N 90 0ZS CE12 CZ2 DOUB Y N 91 0ZS CE12 HE12 SING N N 92 0ZS CE22 CZ2 SING Y N 93 0ZS CE22 HE23 SING N N 94 0ZS CZ2 HZ2 SING N N 95 0ZS N4 HN1 SING N N 96 0ZS N4 HN2 SING N N 97 0ZS C N1 SING N N 98 0ZS CM N SING N N 99 0ZS C4 N2 SING N N 100 0ZS C6 N3 SING N N 101 0ZS C7 N4 SING N N 102 # 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 0ZS SMILES ACDLabs 12.01 "O=C(N)C(NC(=O)C(NC(=O)C(NCC(O)C(NC(=O)OC(C)(C)C)Cc1ccccc1)Cc2ccccc2)CCC(=O)O)Cc3ccccc3" 0ZS SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)[C@H](O)CN[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc3ccccc3)C(N)=O" 0ZS SMILES CACTVS 3.370 "CC(C)(C)OC(=O)N[CH](Cc1ccccc1)[CH](O)CN[CH](Cc2ccccc2)C(=O)N[CH](CCC(O)=O)C(=O)N[CH](Cc3ccccc3)C(N)=O" 0ZS SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)(C)OC(=O)N[C@@H](Cc1ccccc1)[C@@H](CN[C@@H](Cc2ccccc2)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)N)O" 0ZS SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)(C)OC(=O)NC(Cc1ccccc1)C(CNC(Cc2ccccc2)C(=O)NC(CCC(=O)O)C(=O)NC(Cc3ccccc3)C(=O)N)O" 0ZS InChI InChI 1.03 ;InChI=1S/C38H49N5O8/c1-38(2,3)51-37(50)43-29(21-25-13-7-4-8-14-25)32(44)24-40-31(23-27-17-11-6-12-18-27)36(49)41-28(19-20-33(45)46)35(48)42-30(34(39)47)22-26-15-9-5-10-16-26/h4-18,28-32,40,44H,19-24H2,1-3H3,(H2,39,47)(H,41,49)(H,42,48)(H,43,50)(H,45,46)/t28-,29-,30-,31-,32+/m0/s1 ; 0ZS InChIKey InChI 1.03 MPMUDVMRFYJRLP-QEUNAIBPSA-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 0ZS "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2R,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl}-L-phenylalanyl-L-alpha-glutamyl-L-phenylalaninamide" 0ZS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(4S)-5-[[(2S)-1-azanyl-1-oxo-3-phenyl-propan-2-yl]amino]-4-[[(2S)-2-[[(2R,3S)-2-hydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-phenyl-butyl]amino]-3-phenyl-propanoyl]amino]-5-oxo-pentanoic 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 0ZS "Create component" 2008-08-13 RCSB 0ZS "Other modification" 2010-11-17 RCSB 0ZS "Modify aromatic_flag" 2011-06-04 RCSB 0ZS "Modify descriptor" 2011-06-04 RCSB #