data_R9B # _chem_comp.id R9B _chem_comp.name "N-[(1S)-1-benzyl-2-[(6-chloro-2-oxo-1H-quinolin-4-yl)methylamino]-2-oxo-ethyl]-4-hydroxy-2-oxo-1H-quinoline-6-carbo" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H23 Cl N4 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-02-26 _chem_comp.pdbx_modified_date 2015-02-06 _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 542.970 _chem_comp.one_letter_code ? _chem_comp.three_letter_code ? _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 4CRF _chem_comp.pdbx_subcomponent_list "7DM PHE ILL" _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 R9B C27 C27 C 0 1 N N N 55.108 26.291 9.746 2.169 0.153 0.108 C25 7DM 1 R9B O28 O28 O 0 1 N N N 55.903 25.439 10.089 1.995 0.516 1.255 O26 7DM 2 R9B C15 C15 C 0 1 Y N N 55.503 27.210 8.638 3.507 -0.292 -0.331 C27 7DM 3 R9B C16 C16 C 0 1 Y N N 54.853 28.446 8.484 3.707 -0.711 -1.653 C28 7DM 4 R9B C17 C17 C 0 1 Y N N 55.224 29.287 7.480 4.938 -1.119 -2.075 C29 7DM 5 R9B C20 C20 C 0 1 Y N N 56.273 28.969 6.611 6.016 -1.125 -1.192 C30 7DM 6 R9B C19 C19 C 0 1 Y N N 56.958 27.758 6.755 5.828 -0.707 0.139 C31 7DM 7 R9B C18 C18 C 0 1 Y N N 56.558 26.884 7.770 4.570 -0.290 0.568 C32 7DM 8 R9B C24 C24 C 0 1 N N N 58.087 27.491 5.813 6.977 -0.719 1.056 C33 7DM 9 R9B C23 C23 C 0 1 N N N 58.405 28.419 4.842 8.185 -1.140 0.576 C34 7DM 10 R9B C22 C22 C 0 1 N N N 57.660 29.613 4.753 8.309 -1.545 -0.762 C35 7DM 11 R9B O26 O26 O 0 1 N N N 57.935 30.447 3.898 9.396 -1.917 -1.171 O36 7DM 12 R9B N21 N21 N 0 1 N N N 56.653 29.850 5.609 7.263 -1.535 -1.606 N37 7DM 13 R9B O25 O25 O 0 1 N N N 58.832 26.378 5.883 6.842 -0.326 2.343 O38 7DM 14 R9B N29 N29 N 0 1 N N N 53.913 26.409 10.394 1.141 0.156 -0.763 N PHE 15 R9B C30 C30 C 0 1 N N S 53.496 25.534 11.491 -0.187 0.598 -0.328 CA PHE 16 R9B C31 C31 C 0 1 N N N 52.185 24.858 11.187 -1.238 -0.034 -1.203 C PHE 17 R9B O32 O32 O 0 1 N N N 51.572 25.090 10.157 -0.911 -0.780 -2.102 O PHE 18 R9B C33 C33 C 0 1 N N N 53.225 26.383 12.730 -0.279 2.121 -0.438 CB PHE 19 R9B C34 C34 C 0 1 Y N N 54.160 27.538 12.842 0.688 2.754 0.528 CG PHE 20 R9B C35 C35 C 0 1 Y N N 53.707 28.801 12.482 1.981 3.035 0.127 CD1 PHE 21 R9B C39 C39 C 0 1 Y N N 55.467 27.327 13.299 0.281 3.060 1.813 CD2 PHE 22 R9B C36 C36 C 0 1 Y N N 54.570 29.881 12.587 2.868 3.617 1.013 CE1 PHE 23 R9B C38 C38 C 0 1 Y N N 56.333 28.405 13.400 1.170 3.637 2.701 CE2 PHE 24 R9B C37 C37 C 0 1 Y N N 55.870 29.671 13.048 2.463 3.917 2.300 CZ PHE 25 R9B C1 C1 C 0 1 Y N N 49.021 18.507 11.395 -7.575 -0.813 1.117 C1 ILL 26 R9B C2 C2 C 0 1 Y N N 47.716 18.880 11.620 -6.993 -1.892 1.747 C2 ILL 27 R9B C3 C3 C 0 1 Y N N 47.432 20.205 11.906 -5.736 -2.343 1.364 C3 ILL 28 R9B C4 C4 C 0 1 Y N N 48.394 21.191 11.975 -5.051 -1.717 0.346 C4 ILL 29 R9B CL5 CL5 CL 0 0 N N N 45.791 20.615 12.166 -5.024 -3.703 2.174 CL5 ILL 30 R9B C6 C6 C 0 1 Y N N 49.720 20.819 11.750 -5.629 -0.621 -0.303 C6 ILL 31 R9B C7 C7 C 0 1 Y N N 50.030 19.471 11.458 -6.902 -0.166 0.086 C7 ILL 32 R9B N8 N8 N 0 1 N N N 51.348 19.082 11.293 -7.466 0.915 -0.558 N8 ILL 33 R9B C9 C9 C 0 1 N N N 52.349 19.988 11.449 -6.817 1.541 -1.555 C9 ILL 34 R9B C10 C10 C 0 1 N N N 52.091 21.383 11.696 -5.538 1.124 -1.984 C10 ILL 35 R9B C11 C11 C 0 1 N N N 50.801 21.822 11.816 -4.930 0.068 -1.390 C11 ILL 36 R9B O12 O12 O 0 1 N N N 53.507 19.607 11.337 -7.345 2.493 -2.103 O12 ILL 37 R9B C13 C13 C 0 1 N N N 50.466 23.280 12.024 -3.564 -0.386 -1.837 C13 ILL 38 R9B N14 N14 N 0 1 N N N 51.698 24.023 12.133 -2.542 0.229 -0.987 N14 ILL 39 R9B H16 H16 H 0 1 N N N 54.060 28.728 9.161 2.878 -0.710 -2.345 H28 7DM 40 R9B H18 H18 H 0 1 N N N 57.070 25.940 7.889 4.420 0.032 1.588 H32 7DM 41 R9B H17 H17 H 0 1 N N N 54.697 30.221 7.351 5.078 -1.439 -3.097 H29 7DM 42 R9B H21 H21 H 0 1 N N N 56.149 30.709 5.519 7.389 -1.823 -2.524 H37 7DM 43 R9B H23 H23 H 0 1 N N N 59.218 28.232 4.156 9.046 -1.161 1.227 H34 7DM 44 R9B H25 H25 H 0 1 N N N 59.494 26.396 5.202 7.659 -0.373 2.857 H38 7DM 45 R9B H29 H29 H 0 1 N N N 53.288 27.133 10.103 1.280 -0.133 -1.678 H2 PHE 46 R9B H30 H30 H 0 1 N N N 54.270 24.784 11.711 -0.348 0.298 0.708 HA PHE 47 R9B H331 H331 H 0 0 N N N 52.195 26.766 12.678 -0.031 2.427 -1.455 HB2 PHE 48 R9B H332 H332 H 0 0 N N N 53.336 25.750 13.623 -1.293 2.441 -0.200 HB3 PHE 49 R9B H35 H35 H 0 1 N N N 52.697 28.940 12.125 2.298 2.801 -0.879 HD1 PHE 50 R9B H39 H39 H 0 1 N N N 55.797 26.335 13.570 -0.730 2.844 2.125 HD2 PHE 51 R9B H36 H36 H 0 1 N N N 54.240 30.873 12.315 3.879 3.836 0.700 HE1 PHE 52 R9B H38 H38 H 0 1 N N N 57.347 28.266 13.745 0.853 3.872 3.706 HE2 PHE 53 R9B H37 H37 H 0 1 N N N 56.538 30.515 13.135 3.157 4.371 2.993 HZ PHE 54 R9B H1 H1 H 0 1 N N N 49.263 17.478 11.172 -8.555 -0.474 1.420 H1 ILL 55 R9B H2 H2 H 0 1 N N N 46.923 18.149 11.574 -7.519 -2.391 2.547 H2 ILL 56 R9B H4 H4 H 0 1 N N N 48.130 22.215 12.195 -4.074 -2.070 0.052 H4 ILL 57 R9B H8 H8 H 0 1 N N N 51.564 18.134 11.059 -8.344 1.228 -0.289 H8 ILL 58 R9B H10 H10 H 0 1 N N N 52.912 22.079 11.786 -5.043 1.648 -2.788 H10 ILL 59 R9B H131 H131 H 0 0 N N N 49.883 23.652 11.169 -3.498 -1.471 -1.759 H131 ILL 60 R9B H132 H132 H 0 0 N N N 49.879 23.398 12.947 -3.403 -0.086 -2.873 H132 ILL 61 R9B H14 H14 H 0 1 N N N 52.232 23.912 12.971 -2.804 0.825 -0.268 H14 ILL 62 # 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 R9B C1 C2 SING Y N 1 R9B C1 C7 DOUB Y N 2 R9B C2 C3 DOUB Y N 3 R9B C3 C4 SING Y N 4 R9B C3 CL5 SING N N 5 R9B C4 C6 DOUB Y N 6 R9B C6 C7 SING Y N 7 R9B C6 C11 SING N N 8 R9B C7 N8 SING N N 9 R9B N8 C9 SING N N 10 R9B C9 C10 SING N N 11 R9B C9 O12 DOUB N N 12 R9B C10 C11 DOUB N N 13 R9B C11 C13 SING N N 14 R9B C13 N14 SING N N 15 R9B N14 C31 SING N N 16 R9B C15 C16 SING Y N 17 R9B C15 C18 DOUB Y N 18 R9B C15 C27 SING N N 19 R9B C16 C17 DOUB Y N 20 R9B C17 C20 SING Y N 21 R9B C18 C19 SING Y N 22 R9B C19 C20 DOUB Y N 23 R9B C19 C24 SING N N 24 R9B C20 N21 SING N N 25 R9B N21 C22 SING N N 26 R9B C22 C23 SING N N 27 R9B C22 O26 DOUB N N 28 R9B C23 C24 DOUB N N 29 R9B C24 O25 SING N N 30 R9B C27 O28 DOUB N N 31 R9B C27 N29 SING N N 32 R9B N29 C30 SING N N 33 R9B C30 C31 SING N N 34 R9B C30 C33 SING N N 35 R9B C31 O32 DOUB N N 36 R9B C33 C34 SING N N 37 R9B C34 C35 SING Y N 38 R9B C34 C39 DOUB Y N 39 R9B C35 C36 DOUB Y N 40 R9B C36 C37 SING Y N 41 R9B C37 C38 DOUB Y N 42 R9B C38 C39 SING Y N 43 R9B C1 H1 SING N N 44 R9B C2 H2 SING N N 45 R9B C4 H4 SING N N 46 R9B N8 H8 SING N N 47 R9B C10 H10 SING N N 48 R9B C13 H131 SING N N 49 R9B C13 H132 SING N N 50 R9B N14 H14 SING N N 51 R9B C16 H16 SING N N 52 R9B C18 H18 SING N N 53 R9B C17 H17 SING N N 54 R9B N21 H21 SING N N 55 R9B C23 H23 SING N N 56 R9B O25 H25 SING N N 57 R9B N29 H29 SING N N 58 R9B C30 H30 SING N N 59 R9B C33 H331 SING N N 60 R9B C33 H332 SING N N 61 R9B C35 H35 SING N N 62 R9B C39 H39 SING N N 63 R9B C36 H36 SING N N 64 R9B C37 H37 SING N N 65 R9B C38 H38 SING N N 66 # 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 R9B SMILES ACDLabs 12.01 "Clc1ccc2c(c1)C(=CC(=O)N2)CNC(=O)C(NC(=O)c4ccc3c(C(O)=CC(=O)N3)c4)Cc5ccccc5" R9B InChI InChI 1.03 "InChI=1S/C29H23ClN4O5/c30-19-7-9-22-20(13-19)18(12-26(36)32-22)15-31-29(39)24(10-16-4-2-1-3-5-16)34-28(38)17-6-8-23-21(11-17)25(35)14-27(37)33-23/h1-9,11-14,24H,10,15H2,(H,31,39)(H,32,36)(H,34,38)(H2,33,35,37)/t24-/m0/s1" R9B InChIKey InChI 1.03 DNDMLXSODUEUMP-DEOSSOPVSA-N R9B SMILES_CANONICAL CACTVS 3.385 "OC1=CC(=O)Nc2ccc(cc12)C(=O)N[C@@H](Cc3ccccc3)C(=O)NCC4=CC(=O)Nc5ccc(Cl)cc45" R9B SMILES CACTVS 3.385 "OC1=CC(=O)Nc2ccc(cc12)C(=O)N[CH](Cc3ccccc3)C(=O)NCC4=CC(=O)Nc5ccc(Cl)cc45" R9B SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)NCC2=CC(=O)Nc3c2cc(cc3)Cl)NC(=O)c4ccc5c(c4)C(=CC(=O)N5)O" R9B SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)NCC2=CC(=O)Nc3c2cc(cc3)Cl)NC(=O)c4ccc5c(c4)C(=CC(=O)N5)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 R9B "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-1-{[(6-chloro-2-oxo-1,2-dihydroquinolin-4-yl)methyl]amino}-1-oxo-3-phenylpropan-2-yl]-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide" R9B "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S)-1-[(6-chloranyl-2-oxidanylidene-1H-quinolin-4-yl)methylamino]-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 R9B "Create component" 2014-02-26 EBI R9B "Initial release" 2015-02-11 RCSB #