data_3ZD # _chem_comp.id 3ZD _chem_comp.name "(2R)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-1-oxidanylidene-propan-2-yl]-3-phenyl-2-[(phenylmethyl)sulfonylamino]propanamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H31 N5 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-16 _chem_comp.pdbx_modified_date 2016-01-22 _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 521.631 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 3ZD _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 4UFE _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 3ZD C1 C1 C 0 1 Y N N 13.745 -13.426 21.476 7.074 0.973 0.695 C1 3ZD 1 3ZD C2 C2 C 0 1 Y N N 14.312 -12.260 20.966 6.193 -0.050 0.999 C2 3ZD 2 3ZD C3 C3 C 0 1 N N N 15.428 -12.281 20.003 4.800 0.276 1.472 C3 3ZD 3 3ZD N1 N1 N 0 1 N N N 16.753 -12.566 20.718 3.903 0.376 0.317 N1 3ZD 4 3ZD C4 C4 C 0 1 Y N N 13.767 -11.041 21.446 6.586 -1.370 0.870 C4 3ZD 5 3ZD C5 C5 C 0 1 Y N N 12.745 -11.095 22.340 7.860 -1.675 0.438 C5 3ZD 6 3ZD C6 C6 C 0 1 Y N N 12.158 -12.236 22.855 8.753 -0.648 0.130 C6 3ZD 7 3ZD C7 C7 C 0 1 N N N 11.069 -12.191 23.812 10.123 -0.968 -0.334 C7 3ZD 8 3ZD N2 N2 N 0 1 N N N 10.723 -11.078 24.415 10.495 -2.210 -0.457 N2 3ZD 9 3ZD C8 C8 C 0 1 Y N N 12.708 -13.448 22.381 8.351 0.681 0.261 C8 3ZD 10 3ZD N3 N3 N 0 1 N N N 10.388 -13.322 24.116 11.002 0.048 -0.637 N3 3ZD 11 3ZD C9 C9 C 0 1 N N N 17.296 -13.840 20.585 2.599 0.661 0.500 C9 3ZD 12 3ZD C10 C10 C 0 1 N N S 18.623 -14.033 21.364 1.677 0.765 -0.688 C10 3ZD 13 3ZD C11 C11 C 0 1 N N N 19.909 -14.158 20.471 2.170 1.872 -1.622 C11 3ZD 14 3ZD N4 N4 N 0 1 N N N 18.613 -15.309 22.061 0.322 1.081 -0.228 N4 3ZD 15 3ZD O1 O1 O 0 1 N N N 16.789 -14.769 19.924 2.167 0.835 1.620 O1 3ZD 16 3ZD C14 C14 C 0 1 N N N 17.679 -15.581 22.973 -0.742 0.741 -0.982 C14 3ZD 17 3ZD C15 C15 C 0 1 N N R 17.673 -16.899 23.646 -2.135 1.067 -0.509 C15 3ZD 18 3ZD C16 C16 C 0 1 N N N 18.335 -16.711 25.071 -2.274 2.581 -0.335 C16 3ZD 19 3ZD N5 N5 N 0 1 N N N 16.386 -17.421 23.956 -3.109 0.598 -1.498 N5 3ZD 20 3ZD O2 O2 O 0 1 N N N 16.796 -14.758 23.261 -0.578 0.173 -2.041 O2 3ZD 21 3ZD S1 S1 S 0 1 N N N 15.640 -18.273 22.765 -3.838 -0.877 -1.308 S1 3ZD 22 3ZD C17 C17 C 0 1 N N N 15.154 -17.070 21.438 -4.834 -0.698 0.197 C17 3ZD 23 3ZD O4 O4 O 0 1 N N N 16.685 -19.247 22.318 -4.676 -1.003 -2.449 O4 3ZD 24 3ZD O5 O5 O 0 1 N N N 14.409 -18.847 23.377 -2.759 -1.775 -1.088 O5 3ZD 25 3ZD C18 C18 C 0 1 Y N N 11.907 -18.563 19.121 -6.611 -4.455 1.184 C18 3ZD 26 3ZD C19 C19 C 0 1 Y N N 13.238 -18.864 18.793 -5.368 -4.124 1.690 C19 3ZD 27 3ZD C20 C20 C 0 1 Y N N 14.330 -18.385 19.541 -4.793 -2.909 1.370 C20 3ZD 28 3ZD C21 C21 C 0 1 Y N N 14.069 -17.579 20.654 -5.461 -2.023 0.545 C21 3ZD 29 3ZD C22 C22 C 0 1 Y N N 12.726 -17.272 20.985 -6.705 -2.354 0.039 C22 3ZD 30 3ZD C23 C23 C 0 1 Y N N 11.652 -17.764 20.218 -7.279 -3.570 0.358 C23 3ZD 31 3ZD C24 C24 C 0 1 Y N N 22.236 -14.869 24.943 -6.085 3.475 1.375 C24 3ZD 32 3ZD C25 C25 C 0 1 Y N N 21.147 -14.211 25.558 -4.980 3.323 2.191 C25 3ZD 33 3ZD C26 C26 C 0 1 Y N N 19.892 -14.798 25.610 -3.747 3.033 1.638 C26 3ZD 34 3ZD C27 C27 C 0 1 Y N N 19.674 -16.070 25.039 -3.619 2.896 0.268 C27 3ZD 35 3ZD C28 C28 C 0 1 Y N N 20.764 -16.737 24.419 -4.724 3.048 -0.548 C28 3ZD 36 3ZD C29 C29 C 0 1 Y N N 22.035 -16.114 24.395 -5.957 3.338 0.005 C29 3ZD 37 3ZD H1 H1 H 0 1 N N N 14.144 -14.372 21.140 6.760 2.001 0.793 H1 3ZD 38 3ZD H8 H8 H 0 1 N N N 12.315 -14.392 22.729 9.038 1.480 0.024 H8 3ZD 39 3ZD H31C H31C H 0 0 N N N 15.245 -13.066 19.255 4.448 -0.513 2.137 H31C 3ZD 40 3ZD H32C H32C H 0 0 N N N 15.491 -11.304 19.501 4.810 1.225 2.007 H32C 3ZD 41 3ZD H4 H4 H 0 1 N N N 14.156 -10.092 21.108 5.894 -2.164 1.108 H4 3ZD 42 3ZD HA HA H 0 1 N N N 17.211 -11.862 21.261 4.249 0.237 -0.579 HA 3ZD 43 3ZD H5 H5 H 0 1 N N N 12.351 -10.150 22.683 8.166 -2.706 0.338 H5 3ZD 44 3ZD H2 H2 H 0 1 N N N 9.964 -11.217 25.052 11.392 -2.420 -0.761 H2 3ZD 45 3ZD H31N H31N H 0 0 N N N 9.644 -13.294 24.784 10.725 0.973 -0.546 H31N 3ZD 46 3ZD H32N H32N H 0 0 N N N 10.629 -14.185 23.673 11.899 -0.162 -0.942 H32N 3ZD 47 3ZD H10 H10 H 0 1 N N N 18.755 -13.202 22.073 1.666 -0.185 -1.223 H10 3ZD 48 3ZD H111 H111 H 0 0 N N N 20.791 -14.291 21.114 1.503 1.946 -2.481 H111 3ZD 49 3ZD H112 H112 H 0 0 N N N 19.808 -15.026 19.803 2.181 2.821 -1.086 H112 3ZD 50 3ZD H113 H113 H 0 0 N N N 20.028 -13.244 19.870 3.178 1.636 -1.964 H113 3ZD 51 3ZD HB HB H 0 1 N N N 19.315 -15.991 21.854 0.191 1.536 0.619 HB 3ZD 52 3ZD H15 H15 H 0 1 N N N 18.267 -17.624 23.070 -2.320 0.573 0.445 H15 3ZD 53 3ZD H161 H161 H 0 0 N N N 17.667 -16.086 25.682 -1.486 2.944 0.324 H161 3ZD 54 3ZD H162 H162 H 0 0 N N N 18.438 -17.702 25.537 -2.189 3.068 -1.307 H162 3ZD 55 3ZD HC HC H 0 1 N N N 16.485 -18.025 24.747 -3.326 1.151 -2.265 HC 3ZD 56 3ZD H171 H171 H 0 0 N N N 14.846 -16.123 21.906 -4.197 -0.371 1.018 H171 3ZD 57 3ZD H172 H172 H 0 0 N N N 16.018 -16.890 20.782 -5.618 0.041 0.029 H172 3ZD 58 3ZD H18 H18 H 0 1 N N N 11.094 -18.950 18.524 -7.058 -5.407 1.430 H18 3ZD 59 3ZD H19 H19 H 0 1 N N N 13.432 -19.488 17.933 -4.846 -4.816 2.335 H19 3ZD 60 3ZD H23 H23 H 0 1 N N N 10.635 -17.518 20.486 -8.251 -3.829 -0.037 H23 3ZD 61 3ZD H20 H20 H 0 1 N N N 15.343 -18.633 19.263 -3.822 -2.650 1.766 H20 3ZD 62 3ZD H22 H22 H 0 1 N N N 12.522 -16.648 21.843 -7.227 -1.663 -0.605 H22 3ZD 63 3ZD H24 H24 H 0 1 N N N 23.209 -14.402 24.904 -7.049 3.696 1.808 H24 3ZD 64 3ZD H25 H25 H 0 1 N N N 21.295 -13.234 25.995 -5.080 3.430 3.261 H25 3ZD 65 3ZD H29 H29 H 0 1 N N N 22.866 -16.629 23.936 -6.821 3.457 -0.632 H29 3ZD 66 3ZD H26 H26 H 0 1 N N N 19.076 -14.279 26.091 -2.883 2.915 2.275 H26 3ZD 67 3ZD H28 H28 H 0 1 N N N 20.625 -17.710 23.970 -4.624 2.942 -1.618 H28 3ZD 68 # 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 3ZD C1 C2 SING Y N 1 3ZD C1 C8 DOUB Y N 2 3ZD C2 C3 SING N N 3 3ZD C2 C4 DOUB Y N 4 3ZD C3 N1 SING N N 5 3ZD N1 C9 SING N N 6 3ZD C4 C5 SING Y N 7 3ZD C5 C6 DOUB Y N 8 3ZD C6 C7 SING N N 9 3ZD C6 C8 SING Y N 10 3ZD C7 N2 DOUB N N 11 3ZD C7 N3 SING N N 12 3ZD C9 C10 SING N N 13 3ZD C9 O1 DOUB N N 14 3ZD C10 C11 SING N N 15 3ZD C10 N4 SING N N 16 3ZD N4 C14 SING N N 17 3ZD C14 C15 SING N N 18 3ZD C14 O2 DOUB N N 19 3ZD C15 C16 SING N N 20 3ZD C15 N5 SING N N 21 3ZD C16 C27 SING N N 22 3ZD N5 S1 SING N N 23 3ZD S1 C17 SING N N 24 3ZD S1 O4 DOUB N N 25 3ZD S1 O5 DOUB N N 26 3ZD C17 C21 SING N N 27 3ZD C18 C19 SING Y N 28 3ZD C18 C23 DOUB Y N 29 3ZD C19 C20 DOUB Y N 30 3ZD C20 C21 SING Y N 31 3ZD C21 C22 DOUB Y N 32 3ZD C22 C23 SING Y N 33 3ZD C24 C25 SING Y N 34 3ZD C24 C29 DOUB Y N 35 3ZD C25 C26 DOUB Y N 36 3ZD C26 C27 SING Y N 37 3ZD C27 C28 DOUB Y N 38 3ZD C28 C29 SING Y N 39 3ZD C1 H1 SING N N 40 3ZD C8 H8 SING N N 41 3ZD C3 H31C SING N N 42 3ZD C3 H32C SING N N 43 3ZD C4 H4 SING N N 44 3ZD N1 HA SING N N 45 3ZD C5 H5 SING N N 46 3ZD N2 H2 SING N N 47 3ZD N3 H31N SING N N 48 3ZD N3 H32N SING N N 49 3ZD C10 H10 SING N N 50 3ZD C11 H111 SING N N 51 3ZD C11 H112 SING N N 52 3ZD C11 H113 SING N N 53 3ZD N4 HB SING N N 54 3ZD C15 H15 SING N N 55 3ZD C16 H161 SING N N 56 3ZD C16 H162 SING N N 57 3ZD N5 HC SING N N 58 3ZD C17 H171 SING N N 59 3ZD C17 H172 SING N N 60 3ZD C18 H18 SING N N 61 3ZD C19 H19 SING N N 62 3ZD C23 H23 SING N N 63 3ZD C20 H20 SING N N 64 3ZD C22 H22 SING N N 65 3ZD C24 H24 SING N N 66 3ZD C25 H25 SING N N 67 3ZD C29 H29 SING N N 68 3ZD C26 H26 SING N N 69 3ZD C28 H28 SING N N 70 # 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 3ZD InChI InChI 1.03 "InChI=1S/C27H31N5O4S/c1-19(26(33)30-17-21-12-14-23(15-13-21)25(28)29)31-27(34)24(16-20-8-4-2-5-9-20)32-37(35,36)18-22-10-6-3-7-11-22/h2-15,19,24,32H,16-18H2,1H3,(H3,28,29)(H,30,33)(H,31,34)/t19-,24+/m0/s1" 3ZD InChIKey InChI 1.03 HERCRKHUDSPBLM-YADARESESA-N 3ZD SMILES_CANONICAL CACTVS 3.385 "C[C@H](NC(=O)[C@@H](Cc1ccccc1)N[S](=O)(=O)Cc2ccccc2)C(=O)NCc3ccc(cc3)C(N)=N" 3ZD SMILES CACTVS 3.385 "C[CH](NC(=O)[CH](Cc1ccccc1)N[S](=O)(=O)Cc2ccccc2)C(=O)NCc3ccc(cc3)C(N)=N" 3ZD SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1ccc(cc1)CNC(=O)[C@H](C)NC(=O)[C@@H](Cc2ccccc2)NS(=O)(=O)Cc3ccccc3)/N" 3ZD SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(=O)NCc1ccc(cc1)C(=N)N)NC(=O)C(Cc2ccccc2)NS(=O)(=O)Cc3ccccc3" # 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 3ZD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2R)-N-[(2S)-1-[(4-carbamimidoylphenyl)methylamino]-1-oxidanylidene-propan-2-yl]-3-phenyl-2-[(phenylmethyl)sulfonylamino]propanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 3ZD "Create component" 2015-03-16 EBI 3ZD "Initial release" 2016-01-27 RCSB #