data_A89 # _chem_comp.id A89 _chem_comp.name "N-(4-bromo-3-methylbenzoyl)-4-[difluoro(phosphono)methyl]-L-phenylalanyl-N~5~-(3-iodobenzoyl)-L-ornithinamide" _chem_comp.type peptide-like _chem_comp.pdbx_type ATOMP _chem_comp.formula "C30 H31 Br F2 I N4 O7 P" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-08-10 _chem_comp.pdbx_modified_date 2012-10-26 _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 835.369 _chem_comp.one_letter_code ? _chem_comp.three_letter_code A89 _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 4GE5 _chem_comp.pdbx_subcomponent_list "0GF FTY 0G5 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 A89 C23 C23 C 0 1 N N N 18.524 1.826 -2.312 -2.614 1.293 -1.582 C23 0GF 1 A89 C24 C24 C 0 1 Y N N 19.200 2.550 -3.240 -3.227 2.486 -0.962 C24 0GF 2 A89 C25 C25 C 0 1 Y N N 20.073 1.966 -4.136 -4.082 3.301 -1.706 C25 0GF 3 A89 C26 C26 C 0 1 Y N N 20.755 2.692 -5.089 -4.652 4.413 -1.122 C26 0GF 4 A89 C27 C27 C 0 1 Y N N 20.540 4.074 -5.133 -4.377 4.722 0.199 C27 0GF 5 A89 C28 C28 C 0 1 Y N N 19.672 4.671 -4.245 -3.529 3.917 0.942 C28 0GF 6 A89 C29 C29 C 0 1 Y N N 19.009 3.918 -3.309 -2.958 2.799 0.371 C29 0GF 7 A89 C30 C30 C 0 1 N N N 21.694 1.954 -6.032 -5.576 5.293 -1.924 C30 0GF 8 A89 O7 O7 O 0 1 N N N 18.915 1.774 -1.162 -2.853 1.019 -2.742 O7 0GF 9 A89 BR BR BR 0 0 N N N 21.392 5.221 -6.384 -5.162 6.248 0.992 BR 0GF 10 A89 N1 N1 N 0 1 N N N 17.386 1.114 -2.583 -1.784 0.511 -0.863 N FTY 11 A89 C9 C9 C 0 1 N N S 16.516 0.328 -1.698 -1.171 -0.669 -1.479 CA FTY 12 A89 C10 C10 C 0 1 N N N 16.657 -1.158 -2.055 -0.338 -0.243 -2.660 C FTY 13 A89 O4 O4 O 0 1 N N N 16.791 -2.005 -1.200 -0.533 0.834 -3.183 O FTY 14 A89 C8 C8 C 0 1 N N N 15.088 0.943 -1.863 -2.268 -1.627 -1.948 CB FTY 15 A89 C5 C5 C 0 1 Y N N 14.048 0.216 -1.033 -3.024 -2.148 -0.753 CG FTY 16 A89 C6 C6 C 0 1 Y N N 13.261 -0.775 -1.596 -2.603 -3.302 -0.118 CD1 FTY 17 A89 C4 C4 C 0 1 Y N N 13.862 0.518 0.302 -4.136 -1.471 -0.290 CD2 FTY 18 A89 C7 C7 C 0 1 Y N N 12.327 -1.442 -0.851 -3.296 -3.780 0.978 CE1 FTY 19 A89 C3 C3 C 0 1 Y N N 12.920 -0.156 1.046 -4.830 -1.949 0.806 CE2 FTY 20 A89 C2 C2 C 0 1 Y N N 12.135 -1.152 0.481 -4.411 -3.105 1.438 CZ FTY 21 A89 C1 C1 C 0 1 N N N 11.105 -1.905 1.302 -5.168 -3.627 2.633 C1 FTY 22 A89 F1 F1 F 0 1 N N N 11.495 -2.016 2.602 -4.291 -4.321 3.473 F1 FTY 23 A89 F2 F2 F 0 1 N N N 10.908 -3.178 0.836 -5.733 -2.555 3.331 F2 FTY 24 A89 P1 P1 P 0 1 N N N 9.440 -1.087 1.328 -6.489 -4.751 2.072 P FTY 25 A89 O2 O2 O 0 1 N N N 8.950 -0.880 -0.203 -7.288 -5.193 3.236 O1P FTY 26 A89 O1 O1 O 0 1 N N N 9.485 0.229 2.025 -7.442 -3.981 1.028 O2P FTY 27 A89 O3 O3 O 0 1 N N N 8.444 -2.074 2.109 -5.832 -6.034 1.353 O3P FTY 28 A89 N2 N2 N 0 1 N N N 16.612 -1.437 -3.402 0.625 -1.058 -3.135 N2 0G5 29 A89 N4 N4 N 0 1 N N N 15.072 -2.166 -8.328 5.667 -1.219 -1.792 N4 0G5 30 A89 C11 C11 C 0 1 N N S 16.014 -2.646 -4.009 1.435 -0.644 -4.282 C11 0G5 31 A89 C12 C12 C 0 1 N N N 16.983 -3.840 -3.933 0.713 -0.991 -5.559 C12 0G5 32 A89 C13 C13 C 0 1 N N N 15.698 -2.286 -5.481 2.782 -1.370 -4.245 C13 0G5 33 A89 C14 C14 C 0 1 N N N 14.373 -2.831 -6.045 3.568 -0.922 -3.011 C14 0G5 34 A89 C15 C15 C 0 1 N N N 14.528 -3.273 -7.522 4.914 -1.648 -2.973 C15 0G5 35 A89 C16 C16 C 0 1 N N N 15.937 -2.206 -9.400 6.891 -1.730 -1.551 C16 0G5 36 A89 C17 C17 C 0 1 Y N N 15.824 -1.574 -10.615 7.651 -1.297 -0.359 C17 0G5 37 A89 C18 C18 C 0 1 Y N N 16.009 -0.196 -10.674 8.919 -1.824 -0.106 C18 0G5 38 A89 C19 C19 C 0 1 Y N N 15.909 0.511 -11.856 9.623 -1.416 1.008 C19 0G5 39 A89 C20 C20 C 0 1 Y N N 15.620 -0.147 -13.029 9.075 -0.486 1.874 C20 0G5 40 A89 C21 C21 C 0 1 Y N N 15.433 -1.513 -12.996 7.819 0.041 1.630 C21 0G5 41 A89 C22 C22 C 0 1 Y N N 15.536 -2.207 -11.809 7.107 -0.355 0.515 C22 0G5 42 A89 O5 O5 O 0 1 N N N 16.709 -4.907 -3.437 -0.372 -1.531 -5.514 O5 0G5 43 A89 O6 O6 O 0 1 N N N 16.917 -2.900 -9.204 7.370 -2.546 -2.313 O6 0G5 44 A89 I I1 I 0 1 N N N 14.980 -2.576 -14.820 7.001 1.447 2.949 I 0G5 45 A89 N3 N3 N 0 1 N N N 18.221 -3.631 -4.462 1.273 -0.701 -6.750 N NH2 46 A89 H24 H24 H 0 1 N N N 20.228 0.898 -4.088 -4.297 3.061 -2.737 H24 0GF 47 A89 H25 H25 H 0 1 N N N 19.512 5.738 -4.286 -3.318 4.164 1.972 H25 0GF 48 A89 H26 H26 H 0 1 N N N 18.331 4.398 -2.619 -2.297 2.173 0.952 H26 0GF 49 A89 H27 H27 H 0 1 N N N 22.702 1.918 -5.593 -6.600 4.937 -1.818 H27 0GF 50 A89 H28 H28 H 0 1 N N N 21.326 0.929 -6.188 -5.507 6.318 -1.560 H28 0GF 51 A89 H29 H29 H 0 1 N N N 21.733 2.481 -6.997 -5.287 5.261 -2.975 H29 0GF 52 A89 H1 H1 H 0 1 N N N 17.100 1.132 -3.541 -1.593 0.729 0.063 H FTY 53 A89 H12 H12 H 0 1 N N N 16.833 0.469 -0.654 -0.537 -1.172 -0.749 HA FTY 54 A89 H10 H10 H 0 1 N N N 15.118 1.997 -1.548 -2.954 -1.098 -2.610 HB2 FTY 55 A89 H11 H11 H 0 1 N N N 14.798 0.885 -2.923 -1.816 -2.461 -2.485 HB3 FTY 56 A89 H8 H8 H 0 1 N N N 13.386 -1.025 -2.639 -1.731 -3.829 -0.478 HD1 FTY 57 A89 H7 H7 H 0 1 N N N 14.460 1.289 0.766 -4.463 -0.567 -0.783 HD2 FTY 58 A89 H9 H9 H 0 1 N N N 11.729 -2.211 -1.317 -2.967 -4.681 1.474 HE1 FTY 59 A89 H6 H6 H 0 1 N N N 12.789 0.095 2.088 -5.698 -1.420 1.169 HE2 FTY 60 A89 H30 H30 H 0 1 N N N 9.217 0.915 1.425 -8.168 -4.520 0.687 HO2P FTY 61 A89 H31 H31 H 0 1 N N N 7.750 -2.353 1.523 -5.258 -5.816 0.607 HO3P FTY 62 A89 H2 H2 H 0 1 N N N 17.018 -0.766 -4.022 0.781 -1.919 -2.716 H2 0G5 63 A89 H5 H5 H 0 1 N N N 14.769 -1.252 -8.058 5.285 -0.567 -1.184 H5 0G5 64 A89 H13 H13 H 0 1 N N N 15.078 -2.905 -3.492 1.602 0.433 -4.240 H13 0G5 65 A89 H14 H14 H 0 1 N N N 16.515 -2.678 -6.105 2.613 -2.446 -4.197 H14 0G5 66 A89 H15 H15 H 0 1 N N N 15.670 -1.189 -5.560 3.349 -1.130 -5.144 H15 0G5 67 A89 H16 H16 H 0 1 N N N 13.607 -2.043 -5.985 3.737 0.154 -3.059 H16 0G5 68 A89 H17 H17 H 0 1 N N N 14.057 -3.696 -5.444 3.001 -1.161 -2.112 H17 0G5 69 A89 H18 H18 H 0 1 N N N 13.544 -3.563 -7.920 5.482 -1.408 -3.873 H18 0G5 70 A89 H19 H19 H 0 1 N N N 15.213 -4.132 -7.575 4.746 -2.724 -2.926 H19 0G5 71 A89 H20 H20 H 0 1 N N N 16.239 0.339 -9.764 9.347 -2.550 -0.781 H20 0G5 72 A89 H21 H21 H 0 1 N N N 16.058 1.581 -11.860 10.603 -1.823 1.204 H21 0G5 73 A89 H22 H22 H 0 1 N N N 15.541 0.396 -13.959 9.629 -0.174 2.747 H22 0G5 74 A89 H23 H23 H 0 1 N N N 15.387 -3.277 -11.813 6.127 0.057 0.325 H23 0G5 75 A89 H3 H3 H 0 1 N N N 18.904 -4.361 -4.440 2.141 -0.269 -6.786 HN1 NH2 76 A89 H4 H4 H 0 1 N N N 18.447 -2.747 -4.872 0.808 -0.925 -7.571 HN2 NH2 77 # 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 A89 I C21 SING N N 1 A89 C20 C21 DOUB Y N 2 A89 C20 C19 SING Y N 3 A89 C21 C22 SING Y N 4 A89 C19 C18 DOUB Y N 5 A89 C22 C17 DOUB Y N 6 A89 C18 C17 SING Y N 7 A89 C17 C16 SING N N 8 A89 C16 O6 DOUB N N 9 A89 C16 N4 SING N N 10 A89 N4 C15 SING N N 11 A89 C15 C14 SING N N 12 A89 BR C27 SING N N 13 A89 C14 C13 SING N N 14 A89 C30 C26 SING N N 15 A89 C13 C11 SING N N 16 A89 C27 C26 DOUB Y N 17 A89 C27 C28 SING Y N 18 A89 C26 C25 SING Y N 19 A89 N3 C12 SING N N 20 A89 C28 C29 DOUB Y N 21 A89 C25 C24 DOUB Y N 22 A89 C11 C12 SING N N 23 A89 C11 N2 SING N N 24 A89 C12 O5 DOUB N N 25 A89 N2 C10 SING N N 26 A89 C29 C24 SING Y N 27 A89 C24 C23 SING N N 28 A89 N1 C23 SING N N 29 A89 N1 C9 SING N N 30 A89 C23 O7 DOUB N N 31 A89 C10 C9 SING N N 32 A89 C10 O4 DOUB N N 33 A89 C8 C9 SING N N 34 A89 C8 C5 SING N N 35 A89 C6 C5 DOUB Y N 36 A89 C6 C7 SING Y N 37 A89 C5 C4 SING Y N 38 A89 C7 C2 DOUB Y N 39 A89 O2 P1 DOUB N N 40 A89 C4 C3 DOUB Y N 41 A89 C2 C3 SING Y N 42 A89 C2 C1 SING N N 43 A89 F2 C1 SING N N 44 A89 C1 P1 SING N N 45 A89 C1 F1 SING N N 46 A89 P1 O1 SING N N 47 A89 P1 O3 SING N N 48 A89 N1 H1 SING N N 49 A89 N2 H2 SING N N 50 A89 N3 H3 SING N N 51 A89 N3 H4 SING N N 52 A89 N4 H5 SING N N 53 A89 C3 H6 SING N N 54 A89 C4 H7 SING N N 55 A89 C6 H8 SING N N 56 A89 C7 H9 SING N N 57 A89 C8 H10 SING N N 58 A89 C8 H11 SING N N 59 A89 C9 H12 SING N N 60 A89 C11 H13 SING N N 61 A89 C13 H14 SING N N 62 A89 C13 H15 SING N N 63 A89 C14 H16 SING N N 64 A89 C14 H17 SING N N 65 A89 C15 H18 SING N N 66 A89 C15 H19 SING N N 67 A89 C18 H20 SING N N 68 A89 C19 H21 SING N N 69 A89 C20 H22 SING N N 70 A89 C22 H23 SING N N 71 A89 C25 H24 SING N N 72 A89 C28 H25 SING N N 73 A89 C29 H26 SING N N 74 A89 C30 H27 SING N N 75 A89 C30 H28 SING N N 76 A89 C30 H29 SING N N 77 A89 O1 H30 SING N N 78 A89 O3 H31 SING N N 79 # 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 A89 SMILES ACDLabs 12.01 "Brc3ccc(C(=O)NC(C(=O)NC(C(=O)N)CCCNC(=O)c1cccc(I)c1)Cc2ccc(cc2)C(F)(F)P(=O)(O)O)cc3C" A89 InChI InChI 1.03 ;InChI=1S/C30H31BrF2IN4O7P/c1-17-14-20(9-12-23(17)31)28(41)38-25(15-18-7-10-21(11-8-18)30(32,33)46(43,44)45)29(42)37-24(26(35)39)6-3-13-36-27(40)19-4-2-5-22(34)16-19/h2,4-5,7-12,14,16,24-25H,3,6,13,15H2,1H3,(H2,35,39)(H,36,40)(H,37,42)(H,38,41)(H2,43,44,45)/t24-,25-/m0/s1 ; A89 InChIKey InChI 1.03 PSWNGHKKMCDZPT-DQEYMECFSA-N A89 SMILES_CANONICAL CACTVS 3.370 "Cc1cc(ccc1Br)C(=O)N[C@@H](Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)C(=O)N[C@@H](CCCNC(=O)c3cccc(I)c3)C(N)=O" A89 SMILES CACTVS 3.370 "Cc1cc(ccc1Br)C(=O)N[CH](Cc2ccc(cc2)C(F)(F)[P](O)(O)=O)C(=O)N[CH](CCCNC(=O)c3cccc(I)c3)C(N)=O" A89 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1Br)C(=O)N[C@@H](Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)N[C@@H](CCCNC(=O)c3cccc(c3)I)C(=O)N" A89 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cc(ccc1Br)C(=O)NC(Cc2ccc(cc2)C(F)(F)P(=O)(O)O)C(=O)NC(CCCNC(=O)c3cccc(c3)I)C(=O)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 A89 "SYSTEMATIC NAME" ACDLabs 12.01 "N-(4-bromo-3-methylbenzoyl)-4-[difluoro(phosphono)methyl]-L-phenylalanyl-N~5~-(3-iodobenzoyl)-L-ornithinamide" A89 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[4-[(2S)-3-[[(2S)-1-azanyl-5-[(3-iodanylphenyl)carbonylamino]-1-oxidanylidene-pentan-2-yl]amino]-2-[(4-bromanyl-3-methyl-phenyl)carbonylamino]-3-oxidanylidene-propyl]phenyl]-bis(fluoranyl)methyl]phosphonic 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 A89 "Create component" 2012-08-10 RCSB A89 "Initial release" 2012-10-26 RCSB #