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 
# 
