data_E6U # _chem_comp.id E6U _chem_comp.name "N-[(1S)-1-benzyl-2-(3-guanidinopropylamino)-2-oxo-ethyl]-4-hydroxy-2-oxo-1H-quinoline-6-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H26 N6 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-11-24 _chem_comp.pdbx_modified_date 2016-01-15 _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 450.490 _chem_comp.one_letter_code ? _chem_comp.three_letter_code E6U _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 4D7G _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 E6U C1 C1 C 0 1 Y N N -55.275 29.630 -12.529 -1.794 4.518 0.342 C1 E6U 1 E6U C2 C2 C 0 1 Y N N -54.049 29.759 -11.910 -1.998 3.457 1.204 C2 E6U 2 E6U C3 C3 C 0 1 Y N N -55.666 28.411 -13.046 -0.587 4.647 -0.321 C3 E6U 3 E6U C4 C4 C 0 1 Y N N -54.586 28.524 -8.299 -2.512 -1.643 0.692 C4 E6U 4 E6U C5 C5 C 0 1 Y N N -53.234 28.652 -11.803 -0.997 2.525 1.403 C5 E6U 5 E6U C6 C6 C 0 1 Y N N -54.849 27.303 -12.928 0.414 3.715 -0.122 C6 E6U 6 E6U C7 C7 C 0 1 Y N N -54.956 29.468 -7.362 -3.671 -2.323 0.931 C7 E6U 7 E6U C8 C8 C 0 1 Y N N -56.310 27.061 -7.453 -3.704 -0.016 -0.646 C8 E6U 8 E6U C9 C9 C 0 1 Y N N -56.690 28.020 -6.530 -4.888 -0.709 -0.403 C9 E6U 9 E6U C10 C10 C 0 1 Y N N -55.254 27.310 -8.319 -2.514 -0.485 -0.097 C10 E6U 10 E6U C11 C11 C 0 1 Y N N -53.631 27.420 -12.292 0.209 2.654 0.740 C11 E6U 11 E6U C12 C12 C 0 1 Y N N -55.991 29.212 -6.484 -4.873 -1.872 0.391 C12 E6U 12 E6U C13 C13 C 0 1 N N N -58.170 28.751 -4.707 -7.292 -0.972 -0.690 C13 E6U 13 E6U C14 C14 C 0 1 N N N -57.808 27.834 -5.612 -6.166 -0.249 -0.964 C14 E6U 14 E6U C15 C15 C 0 1 N N N -57.413 30.018 -4.636 -7.213 -2.123 0.109 C15 E6U 15 E6U C16 C16 C 0 1 N N N -54.910 26.278 -9.304 -1.251 0.239 -0.345 C16 E6U 16 E6U C17 C17 C 0 1 N N N -51.912 24.739 -10.353 2.315 -0.446 0.077 C17 E6U 17 E6U C18 C18 C 0 1 N N N -48.323 19.253 -10.696 9.642 -1.092 -0.270 C18 E6U 18 E6U C19 C19 C 0 1 N N N -52.761 26.220 -12.119 1.301 1.638 0.958 C19 E6U 19 E6U C20 C20 C 0 1 N N N -49.757 22.335 -11.753 6.010 -0.178 -0.232 C20 E6U 20 E6U C21 C21 C 0 1 N N N -48.600 21.464 -11.305 7.189 -1.144 -0.094 C21 E6U 21 E6U C22 C22 C 0 1 N N N -50.680 22.602 -10.582 4.702 -0.929 0.025 C22 E6U 22 E6U C23 C23 C 0 1 N N S -53.139 25.425 -10.863 1.154 0.505 -0.060 C23 E6U 23 E6U N24 N24 N 0 1 N N N -49.198 20.170 -10.938 8.441 -0.426 -0.340 N24 E6U 24 E6U N25 N25 N 0 1 N N N -56.373 30.186 -5.535 -6.049 -2.550 0.625 N25 E6U 25 E6U N26 N26 N 0 1 N N N -46.950 19.407 -10.759 9.667 -2.433 0.031 N26 E6U 26 E6U N27 N27 N 0 1 N N N -48.699 17.976 -10.351 10.756 -0.453 -0.489 N27 E6U 27 E6U N28 N28 N 0 1 N N N -53.586 26.220 -9.719 -0.098 -0.213 0.186 N28 E6U 28 E6U N29 N29 N 0 1 N N N -51.700 23.533 -10.975 3.574 -0.004 -0.108 N29 E6U 29 E6U O30 O30 O 0 1 N N N -57.743 30.835 -3.789 -8.231 -2.754 0.341 O30 E6U 30 E6U O31 O31 O 0 1 N N N -55.813 25.549 -9.686 -1.252 1.245 -1.029 O31 E6U 31 E6U O32 O32 O 0 1 N N N -51.213 25.213 -9.470 2.115 -1.610 0.353 O32 E6U 32 E6U O33 O33 O 0 1 N N N -58.506 26.666 -5.684 -6.226 0.863 -1.732 O33 E6U 33 E6U H1 H1 H 0 1 N N N -55.931 30.485 -12.609 -2.578 5.244 0.183 H1 E6U 34 E6U H2 H2 H 0 1 N N N -53.732 30.713 -11.515 -2.941 3.356 1.722 H2 E6U 35 E6U H3 H3 H 0 1 N N N -56.619 28.323 -13.547 -0.428 5.476 -0.995 H3 E6U 36 E6U H5 H5 H 0 1 N N N -52.268 28.748 -11.329 -1.157 1.696 2.077 H5 E6U 37 E6U H6 H6 H 0 1 N N N -55.162 26.351 -13.331 1.356 3.815 -0.641 H6 E6U 38 E6U H4 H4 H 0 1 N N N -53.792 28.728 -9.002 -1.586 -1.999 1.118 H4 E6U 39 E6U H7 H7 H 0 1 N N N -54.433 30.412 -7.315 -3.655 -3.215 1.540 H7 E6U 40 E6U H8 H8 H 0 1 N N N -56.835 26.119 -7.499 -3.710 0.876 -1.255 H8 E6U 41 E6U H191 H191 H 0 0 N N N -52.870 25.570 -12.999 2.272 2.116 0.831 H191 E6U 42 E6U H192 H192 H 0 0 N N N -51.714 26.547 -12.033 1.224 1.232 1.966 H192 E6U 43 E6U H25 H25 H 0 1 N N N -55.863 31.046 -5.511 -6.036 -3.351 1.172 H25 E6U 44 E6U H24 H24 H 0 1 N N N -50.185 20.017 -10.882 8.424 0.521 -0.552 H24 E6U 45 E6U H13 H13 H 0 1 N N N -59.000 28.568 -4.041 -8.245 -0.657 -1.089 H13 E6U 46 E6U H33 H33 H 0 1 N N N -59.202 26.672 -5.038 -7.115 1.076 -2.049 H33 E6U 47 E6U H28 H28 H 0 1 N N N -52.905 26.747 -9.211 -0.098 -1.015 0.732 H28 E6U 48 E6U H23 H23 H 0 1 N N N -53.901 24.676 -11.125 1.142 0.921 -1.068 H23 E6U 49 E6U H29 H29 H 0 1 N N N -52.289 23.290 -11.745 3.734 0.927 -0.329 H29 E6U 50 E6U H261 H261 H 0 0 N N N -46.350 18.631 -10.563 8.837 -2.909 0.194 H261 E6U 51 E6U H262 H262 H 0 0 N N N -46.557 20.294 -11.001 10.513 -2.904 0.080 H262 E6U 52 E6U H27 H27 H 0 1 N N N -47.910 17.380 -10.205 11.603 -0.923 -0.440 H27 E6U 53 E6U H201 H201 H 0 0 N N N -49.368 23.290 -12.137 6.115 0.629 0.493 H201 E6U 54 E6U H202 H202 H 0 0 N N N -50.316 21.820 -12.548 5.998 0.238 -1.240 H202 E6U 55 E6U H211 H211 H 0 0 N N N -47.877 21.335 -12.124 7.201 -1.560 0.914 H211 E6U 56 E6U H212 H212 H 0 0 N N N -48.095 21.913 -10.437 7.084 -1.951 -0.819 H212 E6U 57 E6U H221 H221 H 0 0 N N N -51.148 21.659 -10.263 4.598 -1.736 -0.700 H221 E6U 58 E6U H222 H222 H 0 0 N N N -50.100 23.025 -9.748 4.714 -1.345 1.033 H222 E6U 59 # 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 E6U C1 C2 SING Y N 1 E6U C1 C3 DOUB Y N 2 E6U C2 C5 DOUB Y N 3 E6U C3 C6 SING Y N 4 E6U C4 C7 SING Y N 5 E6U C4 C10 DOUB Y N 6 E6U C5 C11 SING Y N 7 E6U C6 C11 DOUB Y N 8 E6U C7 C12 DOUB Y N 9 E6U C8 C9 DOUB Y N 10 E6U C8 C10 SING Y N 11 E6U C9 C12 SING Y N 12 E6U C9 C14 SING N N 13 E6U C10 C16 SING N N 14 E6U C11 C19 SING N N 15 E6U C12 N25 SING N N 16 E6U C13 C14 DOUB N N 17 E6U C13 C15 SING N N 18 E6U C14 O33 SING N N 19 E6U C15 N25 SING N N 20 E6U C15 O30 DOUB N N 21 E6U C16 N28 SING N N 22 E6U C16 O31 DOUB N N 23 E6U C17 C23 SING N N 24 E6U C17 N29 SING N N 25 E6U C17 O32 DOUB N N 26 E6U C18 N24 SING N N 27 E6U C18 N26 SING N N 28 E6U C18 N27 DOUB N N 29 E6U C19 C23 SING N N 30 E6U C20 C21 SING N N 31 E6U C20 C22 SING N N 32 E6U C21 N24 SING N N 33 E6U C22 N29 SING N N 34 E6U C23 N28 SING N N 35 E6U C1 H1 SING N N 36 E6U C2 H2 SING N N 37 E6U C3 H3 SING N N 38 E6U C5 H5 SING N N 39 E6U C6 H6 SING N N 40 E6U C4 H4 SING N N 41 E6U C7 H7 SING N N 42 E6U C8 H8 SING N N 43 E6U C19 H191 SING N N 44 E6U C19 H192 SING N N 45 E6U N25 H25 SING N N 46 E6U N24 H24 SING N N 47 E6U C13 H13 SING N N 48 E6U O33 H33 SING N N 49 E6U N28 H28 SING N N 50 E6U C23 H23 SING N N 51 E6U N29 H29 SING N N 52 E6U N26 H261 SING N N 53 E6U N26 H262 SING N N 54 E6U N27 H27 SING N N 55 E6U C20 H201 SING N N 56 E6U C20 H202 SING N N 57 E6U C21 H211 SING N N 58 E6U C21 H212 SING N N 59 E6U C22 H221 SING N N 60 E6U C22 H222 SING N N 61 # 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 E6U SMILES ACDLabs 12.01 "O=C(NCCCNC(=[N@H])N)C(NC(=O)c2ccc1c(C(O)=CC(=O)N1)c2)Cc3ccccc3" E6U InChI InChI 1.03 "InChI=1S/C23H26N6O4/c24-23(25)27-10-4-9-26-22(33)18(11-14-5-2-1-3-6-14)29-21(32)15-7-8-17-16(12-15)19(30)13-20(31)28-17/h1-3,5-8,12-13,18H,4,9-11H2,(H,26,33)(H,29,32)(H4,24,25,27)(H2,28,30,31)/t18-/m0/s1" E6U InChIKey InChI 1.03 JBDCCMFGOOWYSC-SFHVURJKSA-N E6U SMILES_CANONICAL CACTVS 3.385 "NC(=N)NCCCNC(=O)[C@H](Cc1ccccc1)NC(=O)c2ccc3NC(=O)C=C(O)c3c2" E6U SMILES CACTVS 3.385 "NC(=N)NCCCNC(=O)[CH](Cc1ccccc1)NC(=O)c2ccc3NC(=O)C=C(O)c3c2" E6U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)NCCCNC(=N)N)NC(=O)c2ccc3c(c2)C(=CC(=O)N3)O" E6U SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)NCCCNC(=N)N)NC(=O)c2ccc3c(c2)C(=CC(=O)N3)O" # 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 E6U "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(2S)-1-[(3-carbamimidamidopropyl)amino]-1-oxo-3-phenylpropan-2-yl}-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide" E6U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S)-1-(3-carbamimidamidopropylamino)-1-oxidanylidene-3-phenyl-propan-2-yl]-4-oxidanyl-2-oxidanylidene-1H-quinoline-6-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site E6U "Create component" 2014-11-24 EBI E6U "Initial release" 2016-01-20 RCSB #