data_75A # _chem_comp.id 75A _chem_comp.name "N-acetyl-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 "C24 H28 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 680.377 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 75A _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 4GE2 _chem_comp.pdbx_subcomponent_list "ACE 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 75A C23 C23 C 0 1 N N N 19.109 1.163 -2.665 -2.941 -1.858 -3.164 C ACE 1 75A O7 O7 O 0 1 N N N 18.979 2.172 -2.002 -3.250 -2.985 -2.839 O ACE 2 75A C24 C24 C 0 1 N N N 20.357 0.690 -2.946 -3.240 -1.367 -4.557 CH3 ACE 3 75A N1 N1 N 0 1 N N N 17.930 0.604 -3.081 -2.334 -1.044 -2.279 N FTY 4 75A C9 C9 C 0 1 N N S 16.998 -0.265 -2.339 -2.048 -1.519 -0.923 CA FTY 5 75A C10 C10 C 0 1 N N N 17.245 -1.738 -2.709 -1.141 -2.721 -0.993 C FTY 6 75A O4 O4 O 0 1 N N N 17.346 -2.591 -1.856 -1.058 -3.359 -2.021 O FTY 7 75A C8 C8 C 0 1 N N N 15.557 0.283 -2.626 -3.357 -1.907 -0.232 CB FTY 8 75A C5 C5 C 0 1 Y N N 14.531 -0.252 -1.625 -4.213 -0.680 -0.052 CG FTY 9 75A C6 C6 C 0 1 Y N N 13.642 -1.252 -1.976 -4.096 0.082 1.095 CD1 FTY 10 75A C4 C4 C 0 1 Y N N 14.467 0.245 -0.340 -5.111 -0.313 -1.037 CD2 FTY 11 75A C7 C7 C 0 1 Y N N 12.721 -1.742 -1.072 -4.882 1.208 1.261 CE1 FTY 12 75A C3 C3 C 0 1 Y N N 13.549 -0.242 0.566 -5.897 0.812 -0.872 CE2 FTY 13 75A C2 C2 C 0 1 Y N N 12.653 -1.250 0.221 -5.783 1.571 0.278 CZ FTY 14 75A C1 C1 C 0 1 N N N 11.648 -1.796 1.239 -6.640 2.798 0.458 C1 FTY 15 75A F1 F1 F 0 1 N N N 11.970 -1.407 2.507 -5.964 3.725 1.259 F1 FTY 16 75A F2 F2 F 0 1 N N N 11.619 -3.171 1.269 -6.907 3.368 -0.791 F2 FTY 17 75A P1 P1 P 0 1 N N N 9.891 -1.238 0.947 -8.208 2.332 1.261 P FTY 18 75A O2 O2 O 0 1 N N N 9.541 -1.307 -0.619 -9.086 3.520 1.357 O1P FTY 19 75A O1 O1 O 0 1 N N N 9.655 0.151 1.420 -8.940 1.193 0.389 O2P FTY 20 75A O3 O3 O 0 1 N N N 8.937 -2.247 1.770 -7.908 1.766 2.738 O3P FTY 21 75A N2 N2 N 0 1 N N N 17.357 -2.010 -4.062 -0.424 -3.087 0.088 N2 0G5 22 75A N4 N4 N 0 1 N N N 15.229 -2.253 -9.177 4.419 -1.631 1.386 N4 0G5 23 75A C11 C11 C 0 1 N N S 16.573 -3.043 -4.771 0.458 -4.255 0.020 C11 0G5 24 75A C12 C12 C 0 1 N N N 17.267 -4.421 -4.736 -0.338 -5.502 0.306 C12 0G5 25 75A C13 C13 C 0 1 N N N 16.364 -2.571 -6.232 1.574 -4.113 1.057 C13 0G5 26 75A C14 C14 C 0 1 N N N 14.952 -2.810 -6.806 2.457 -2.917 0.695 C14 0G5 27 75A C15 C15 C 0 1 N N N 15.027 -3.366 -8.247 3.573 -2.775 1.732 C15 0G5 28 75A C16 C16 C 0 1 N N N 16.150 -2.099 -10.185 5.473 -1.311 2.164 C16 0G5 29 75A C17 C17 C 0 1 Y N N 15.975 -1.488 -11.399 6.327 -0.156 1.814 C17 0G5 30 75A C18 C18 C 0 1 Y N N 16.033 -0.098 -11.460 7.419 0.177 2.617 C18 0G5 31 75A C19 C19 C 0 1 Y N N 15.863 0.588 -12.647 8.212 1.256 2.285 C19 0G5 32 75A C20 C20 C 0 1 Y N N 15.627 -0.103 -13.815 7.927 2.007 1.159 C20 0G5 33 75A C21 C21 C 0 1 Y N N 15.566 -1.480 -13.777 6.846 1.683 0.358 C21 0G5 34 75A C22 C22 C 0 1 Y N N 15.739 -2.154 -12.589 6.048 0.602 0.676 C22 0G5 35 75A O5 O5 O 0 1 N N N 16.739 -5.428 -4.334 -1.525 -5.423 0.543 O5 0G5 36 75A O6 O6 O 0 1 N N N 17.246 -2.574 -9.932 5.721 -1.974 3.152 O6 0G5 37 75A I I1 I 0 1 N N N 15.197 -2.590 -15.603 6.424 2.829 -1.344 I 0G5 38 75A N3 N3 N 0 1 N N N 18.551 -4.456 -5.194 0.269 -6.705 0.298 N NH2 39 75A H24 H24 H 0 1 N N N 21.111 1.350 -2.491 -3.733 -2.158 -5.123 H1 ACE 40 75A H25 H25 H 0 1 N N N 20.465 -0.326 -2.537 -3.895 -0.497 -4.503 H2 ACE 41 75A H26 H26 H 0 1 N N N 20.502 0.664 -4.036 -2.310 -1.092 -5.054 H3 ACE 42 75A H1 H1 H 0 1 N N N 17.663 0.815 -4.021 -2.087 -0.143 -2.539 H FTY 43 75A H12 H12 H 0 1 N N N 17.189 -0.150 -1.262 -1.559 -0.727 -0.356 HA FTY 44 75A H10 H10 H 0 1 N N N 15.575 1.381 -2.563 -3.889 -2.635 -0.844 HB2 FTY 45 75A H11 H11 H 0 1 N N N 15.257 -0.021 -3.639 -3.138 -2.343 0.743 HB3 FTY 46 75A H8 H8 H 0 1 N N N 13.669 -1.657 -2.977 -3.392 -0.202 1.863 HD1 FTY 47 75A H7 H7 H 0 1 N N N 15.147 1.028 -0.039 -5.199 -0.906 -1.935 HD2 FTY 48 75A H9 H9 H 0 1 N N N 12.041 -2.523 -1.378 -4.791 1.803 2.157 HE1 FTY 49 75A H6 H6 H 0 1 N N N 13.524 0.167 1.565 -6.598 1.099 -1.641 HE2 FTY 50 75A H27 H27 H 0 1 N N N 9.352 0.685 0.696 -9.783 0.896 0.758 HO2P FTY 51 75A H28 H28 H 0 1 N N N 8.350 -2.690 1.169 -7.302 1.013 2.755 HO3P FTY 52 75A H2 H2 H 0 1 N N N 18.011 -1.472 -4.594 -0.490 -2.577 0.910 H2 0G5 53 75A H5 H5 H 0 1 N N N 14.599 -1.486 -9.060 4.221 -1.102 0.597 H5 0G5 54 75A H13 H13 H 0 1 N N N 15.586 -3.139 -4.295 0.895 -4.323 -0.976 H13 0G5 55 75A H14 H14 H 0 1 N N N 17.085 -3.106 -6.868 1.136 -3.955 2.043 H14 0G5 56 75A H15 H15 H 0 1 N N N 16.569 -1.491 -6.273 2.177 -5.020 1.069 H15 0G5 57 75A H16 H16 H 0 1 N N N 14.402 -1.858 -6.816 2.895 -3.075 -0.290 H16 0G5 58 75A H17 H17 H 0 1 N N N 14.422 -3.533 -6.168 1.854 -2.010 0.684 H17 0G5 59 75A H18 H18 H 0 1 N N N 14.089 -3.885 -8.491 4.176 -3.683 1.744 H18 0G5 60 75A H19 H19 H 0 1 N N N 15.868 -4.071 -8.327 3.135 -2.618 2.718 H19 0G5 61 75A H20 H20 H 0 1 N N N 16.216 0.460 -10.553 7.642 -0.409 3.496 H20 0G5 62 75A H21 H21 H 0 1 N N N 15.915 1.667 -12.659 9.057 1.515 2.906 H21 0G5 63 75A H22 H22 H 0 1 N N N 15.492 0.426 -14.747 8.548 2.854 0.907 H22 0G5 64 75A H23 H23 H 0 1 N N N 15.689 -3.233 -12.586 5.205 0.349 0.050 H23 0G5 65 75A H3 H3 H 0 1 N N N 19.057 -5.318 -5.197 1.218 -6.769 0.109 HN1 NH2 66 75A H4 H4 H 0 1 N N N 18.986 -3.619 -5.527 -0.243 -7.508 0.482 HN2 NH2 67 # 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 75A I C21 SING N N 1 75A C20 C21 DOUB Y N 2 75A C20 C19 SING Y N 3 75A C21 C22 SING Y N 4 75A C19 C18 DOUB Y N 5 75A C22 C17 DOUB Y N 6 75A C18 C17 SING Y N 7 75A C17 C16 SING N N 8 75A C16 O6 DOUB N N 9 75A C16 N4 SING N N 10 75A N4 C15 SING N N 11 75A C15 C14 SING N N 12 75A C14 C13 SING N N 13 75A C13 C11 SING N N 14 75A N3 C12 SING N N 15 75A C11 C12 SING N N 16 75A C11 N2 SING N N 17 75A C12 O5 DOUB N N 18 75A N2 C10 SING N N 19 75A N1 C23 SING N N 20 75A N1 C9 SING N N 21 75A C24 C23 SING N N 22 75A C10 C9 SING N N 23 75A C10 O4 DOUB N N 24 75A C23 O7 DOUB N N 25 75A C8 C9 SING N N 26 75A C8 C5 SING N N 27 75A C6 C5 DOUB Y N 28 75A C6 C7 SING Y N 29 75A C5 C4 SING Y N 30 75A C7 C2 DOUB Y N 31 75A O2 P1 DOUB N N 32 75A C4 C3 DOUB Y N 33 75A C2 C3 SING Y N 34 75A C2 C1 SING N N 35 75A P1 C1 SING N N 36 75A P1 O1 SING N N 37 75A P1 O3 SING N N 38 75A C1 F2 SING N N 39 75A C1 F1 SING N N 40 75A N1 H1 SING N N 41 75A N2 H2 SING N N 42 75A N3 H3 SING N N 43 75A N3 H4 SING N N 44 75A N4 H5 SING N N 45 75A C3 H6 SING N N 46 75A C4 H7 SING N N 47 75A C6 H8 SING N N 48 75A C7 H9 SING N N 49 75A C8 H10 SING N N 50 75A C8 H11 SING N N 51 75A C9 H12 SING N N 52 75A C11 H13 SING N N 53 75A C13 H14 SING N N 54 75A C13 H15 SING N N 55 75A C14 H16 SING N N 56 75A C14 H17 SING N N 57 75A C15 H18 SING N N 58 75A C15 H19 SING N N 59 75A C18 H20 SING N N 60 75A C19 H21 SING N N 61 75A C20 H22 SING N N 62 75A C22 H23 SING N N 63 75A C24 H24 SING N N 64 75A C24 H25 SING N N 65 75A C24 H26 SING N N 66 75A O1 H27 SING N N 67 75A O3 H28 SING N N 68 # 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 75A SMILES ACDLabs 12.01 "O=C(c1cc(I)ccc1)NCCCC(C(=O)N)NC(=O)C(NC(=O)C)Cc2ccc(cc2)C(F)(F)P(=O)(O)O" 75A InChI InChI 1.03 "InChI=1S/C24H28F2IN4O7P/c1-14(32)30-20(12-15-7-9-17(10-8-15)24(25,26)39(36,37)38)23(35)31-19(21(28)33)6-3-11-29-22(34)16-4-2-5-18(27)13-16/h2,4-5,7-10,13,19-20H,3,6,11-12H2,1H3,(H2,28,33)(H,29,34)(H,30,32)(H,31,35)(H2,36,37,38)/t19-,20-/m0/s1" 75A InChIKey InChI 1.03 DSHZHFAULLMSCZ-PMACEKPBSA-N 75A SMILES_CANONICAL CACTVS 3.370 "CC(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)C(=O)N[C@@H](CCCNC(=O)c2cccc(I)c2)C(N)=O" 75A SMILES CACTVS 3.370 "CC(=O)N[CH](Cc1ccc(cc1)C(F)(F)[P](O)(O)=O)C(=O)N[CH](CCCNC(=O)c2cccc(I)c2)C(N)=O" 75A SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CC(=O)N[C@@H](Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)N[C@@H](CCCNC(=O)c2cccc(c2)I)C(=O)N" 75A SMILES "OpenEye OEToolkits" 1.7.6 "CC(=O)NC(Cc1ccc(cc1)C(F)(F)P(=O)(O)O)C(=O)NC(CCCNC(=O)c2cccc(c2)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 75A "SYSTEMATIC NAME" ACDLabs 12.01 "N-acetyl-4-[difluoro(phosphono)methyl]-L-phenylalanyl-N~5~-(3-iodobenzoyl)-L-ornithinamide" 75A "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "[[4-[(2S)-2-acetamido-3-[[(2S)-1-azanyl-5-[(3-iodanylphenyl)carbonylamino]-1-oxidanylidene-pentan-2-yl]amino]-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 75A "Create component" 2012-08-10 RCSB 75A "Initial release" 2012-10-26 RCSB #