data_XJ8 # _chem_comp.id XJ8 _chem_comp.name "N-[(1S)-2-[(2-amino-5-quinolyl)methylamino]-1-benzyl-2-oxo-ethyl]-4-hydroxy-2-oxo-1H-quinoline-6-carboxamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H25 N5 O4" _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 507.540 _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 4CRA _chem_comp.pdbx_subcomponent_list "7DM PHE RP8" _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 XJ8 C25 C25 C 0 1 N N N -26.391 -55.448 -9.738 1.915 -0.011 0.497 C25 7DM 1 XJ8 O26 O26 O 0 1 N N N -25.483 -56.202 -10.042 1.816 0.903 1.292 O26 7DM 2 XJ8 C27 C27 C 0 1 Y N N -27.267 -55.770 -8.582 3.250 -0.484 0.079 C27 7DM 3 XJ8 C28 C28 C 0 1 Y N N -28.466 -55.058 -8.393 3.364 -1.538 -0.838 C28 7DM 4 XJ8 C29 C29 C 0 1 Y N N -29.319 -55.344 -7.357 4.590 -1.986 -1.233 C29 7DM 5 XJ8 C30 C30 C 0 1 Y N N -29.007 -56.369 -6.457 5.748 -1.400 -0.727 C30 7DM 6 XJ8 C31 C31 C 0 1 Y N N -27.808 -57.111 -6.647 5.648 -0.341 0.195 C31 7DM 7 XJ8 C32 C32 C 0 1 Y N N -26.945 -56.813 -7.711 4.394 0.120 0.593 C32 7DM 8 XJ8 C33 C33 C 0 1 N N N -27.493 -58.206 -5.715 6.881 0.265 0.718 C33 7DM 9 XJ8 C34 C34 C 0 1 N N N -28.394 -58.506 -4.722 8.079 -0.228 0.286 C34 7DM 10 XJ8 C35 C35 C 0 1 N N N -29.590 -57.750 -4.588 8.114 -1.286 -0.635 C35 7DM 11 XJ8 O36 O36 O 0 1 N N N -30.386 -58.028 -3.694 9.195 -1.711 -1.008 O36 7DM 12 XJ8 N37 N37 N 0 1 N N N -29.861 -56.708 -5.417 6.992 -1.844 -1.118 N37 7DM 13 XJ8 O38 O38 O 0 1 N N N -26.328 -58.887 -5.867 6.830 1.285 1.605 O38 7DM 14 XJ8 N24 N24 N 0 1 N N N -26.661 -54.358 -10.487 0.807 -0.592 -0.004 N PHE 15 XJ8 C21 C21 C 0 1 N N S -25.909 -53.997 -11.687 -0.517 -0.122 0.410 CA PHE 16 XJ8 C22 C22 C 0 1 N N N -25.084 -52.764 -11.508 -1.520 -1.235 0.242 C PHE 17 XJ8 O23 O23 O 0 1 N N N -25.251 -52.064 -10.534 -1.163 -2.314 -0.182 O PHE 18 XJ8 C20 C20 C 0 1 N N N -26.967 -53.599 -12.726 -0.929 1.070 -0.456 CB PHE 19 XJ8 C17 C17 C 0 1 Y N N -27.884 -54.717 -13.181 0.003 2.226 -0.195 CG PHE 20 XJ8 C16 C16 C 0 1 Y N N -29.255 -54.578 -13.006 1.152 2.370 -0.950 CD1 PHE 21 XJ8 C18 C18 C 0 1 Y N N -27.369 -55.854 -13.812 -0.291 3.141 0.798 CD2 PHE 22 XJ8 C15 C15 C 0 1 Y N N -30.113 -55.590 -13.426 2.008 3.429 -0.710 CE1 PHE 23 XJ8 C19 C19 C 0 1 Y N N -28.223 -56.869 -14.240 0.564 4.201 1.037 CE2 PHE 24 XJ8 C14 C14 C 0 1 Y N N -29.595 -56.727 -14.043 1.713 4.345 0.283 CZ PHE 25 XJ8 C1 C1 C 0 1 Y N N -19.706 -50.733 -11.747 -7.204 -0.400 0.368 C1 RP8 26 XJ8 C2 C2 C 0 1 Y N N -19.249 -52.071 -11.678 -7.671 -0.749 1.647 C2 RP8 27 XJ8 C3 C3 C 0 1 Y N N -20.145 -53.094 -11.841 -6.892 -1.508 2.466 C3 RP8 28 XJ8 C4 C4 C 0 1 Y N N -21.497 -52.815 -12.081 -5.635 -1.948 2.057 C4 RP8 29 XJ8 C5 C5 C 0 1 Y N N -21.956 -51.523 -12.169 -5.150 -1.629 0.825 C5 RP8 30 XJ8 C6 C6 C 0 1 Y N N -21.077 -50.444 -11.995 -5.925 -0.848 -0.045 C6 RP8 31 XJ8 N7 N7 N 0 1 Y N N -18.860 -49.722 -11.588 -7.951 0.341 -0.459 N7 RP8 32 XJ8 C8 C8 C 0 1 Y N N -19.250 -48.466 -11.644 -7.518 0.671 -1.659 C8 RP8 33 XJ8 C9 C9 C 0 1 Y N N -20.588 -48.093 -11.895 -6.260 0.263 -2.124 C9 RP8 34 XJ8 N10 N10 N 0 1 N N N -18.271 -47.504 -11.453 -8.328 1.440 -2.482 N10 RP8 35 XJ8 C11 C11 C 0 1 Y N N -21.518 -49.086 -12.067 -5.457 -0.498 -1.328 C11 RP8 36 XJ8 C12 C12 C 0 1 N N N -23.405 -51.219 -12.404 -3.787 -2.112 0.399 C12 RP8 37 XJ8 N13 N13 N 0 1 N N N -24.216 -52.429 -12.487 -2.813 -1.031 0.563 N13 RP8 38 XJ8 H28 H28 H 0 1 N N N -28.721 -54.266 -9.081 2.472 -1.999 -1.235 H28 7DM 39 XJ8 H32 H32 H 0 1 N N N -26.040 -57.384 -7.856 4.311 0.935 1.296 H32 7DM 40 XJ8 H29 H29 H 0 1 N N N -30.231 -54.778 -7.236 4.663 -2.799 -1.941 H29 7DM 41 XJ8 H37 H37 H 0 1 N N N -30.694 -56.174 -5.275 7.058 -2.574 -1.753 H37 7DM 42 XJ8 H34 H34 H 0 1 N N N -28.193 -59.319 -4.041 9.001 0.198 0.653 H34 7DM 43 XJ8 H38 H38 H 0 1 N N N -26.264 -59.559 -5.198 7.698 1.608 1.884 H38 7DM 44 XJ8 H24 H24 H 0 1 N N N -27.416 -53.766 -10.206 0.887 -1.321 -0.639 H2 PHE 45 XJ8 H21 H21 H 0 1 N N N -25.299 -54.836 -12.055 -0.484 0.182 1.456 HA PHE 46 XJ8 H201 H201 H 0 0 N N N -26.443 -53.208 -13.611 -1.949 1.364 -0.208 HB2 PHE 47 XJ8 H202 H202 H 0 0 N N N -27.591 -52.805 -12.289 -0.876 0.791 -1.508 HB3 PHE 48 XJ8 H16 H16 H 0 1 N N N -29.654 -53.687 -12.545 1.382 1.655 -1.726 HD1 PHE 49 XJ8 H18 H18 H 0 1 N N N -26.304 -55.946 -13.968 -1.189 3.028 1.387 HD2 PHE 50 XJ8 H15 H15 H 0 1 N N N -31.178 -55.494 -13.274 2.906 3.542 -1.300 HE1 PHE 51 XJ8 H19 H19 H 0 1 N N N -27.827 -57.753 -14.718 0.334 4.916 1.813 HE2 PHE 52 XJ8 H14 H14 H 0 1 N N N -30.265 -57.507 -14.372 2.384 5.169 0.473 HZ PHE 53 XJ8 H2 H2 H 0 1 N N N -18.205 -52.283 -11.499 -8.643 -0.416 1.978 H2 RP8 54 XJ8 H3 H3 H 0 1 N N N -19.808 -54.119 -11.784 -7.255 -1.774 3.448 H3 RP8 55 XJ8 H4 H4 H 0 1 N N N -22.193 -53.633 -12.199 -5.037 -2.549 2.727 H4 RP8 56 XJ8 H121 H121 H 0 0 N N N -23.776 -50.600 -11.574 -3.494 -2.962 1.016 H121 RP8 57 XJ8 H122 H122 H 0 0 N N N -23.502 -50.662 -13.348 -3.821 -2.417 -0.647 H122 RP8 58 XJ8 H11 H11 H 0 1 N N N -22.555 -48.849 -12.252 -4.486 -0.824 -1.671 H11 RP8 59 XJ8 H9 H9 H 0 1 N N N -20.872 -47.052 -11.950 -5.930 0.547 -3.112 H9 RP8 60 XJ8 H101 H101 H 0 0 N N N -17.390 -47.951 -11.297 -9.200 1.728 -2.172 H101 RP8 61 XJ8 H102 H102 H 0 0 N N N -18.211 -46.924 -12.265 -8.021 1.689 -3.368 H102 RP8 62 XJ8 H13 H13 H 0 1 N N N -24.127 -53.023 -13.286 -3.098 -0.168 0.901 H13 RP8 63 # 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 XJ8 C1 C2 SING Y N 1 XJ8 C1 C6 SING Y N 2 XJ8 C1 N7 DOUB Y N 3 XJ8 C2 C3 DOUB Y N 4 XJ8 C3 C4 SING Y N 5 XJ8 C4 C5 DOUB Y N 6 XJ8 C5 C6 SING Y N 7 XJ8 C5 C12 SING N N 8 XJ8 C6 C11 DOUB Y N 9 XJ8 N7 C8 SING Y N 10 XJ8 C8 C9 DOUB Y N 11 XJ8 C8 N10 SING N N 12 XJ8 C9 C11 SING Y N 13 XJ8 C12 N13 SING N N 14 XJ8 N13 C22 SING N N 15 XJ8 C14 C15 SING Y N 16 XJ8 C14 C19 DOUB Y N 17 XJ8 C15 C16 DOUB Y N 18 XJ8 C16 C17 SING Y N 19 XJ8 C17 C18 DOUB Y N 20 XJ8 C17 C20 SING N N 21 XJ8 C18 C19 SING Y N 22 XJ8 C20 C21 SING N N 23 XJ8 C21 C22 SING N N 24 XJ8 C21 N24 SING N N 25 XJ8 C22 O23 DOUB N N 26 XJ8 N24 C25 SING N N 27 XJ8 C25 O26 DOUB N N 28 XJ8 C25 C27 SING N N 29 XJ8 C27 C28 SING Y N 30 XJ8 C27 C32 DOUB Y N 31 XJ8 C28 C29 DOUB Y N 32 XJ8 C29 C30 SING Y N 33 XJ8 C30 C31 DOUB Y N 34 XJ8 C30 N37 SING N N 35 XJ8 C31 C32 SING Y N 36 XJ8 C31 C33 SING N N 37 XJ8 C33 C34 DOUB N N 38 XJ8 C33 O38 SING N N 39 XJ8 C34 C35 SING N N 40 XJ8 C35 O36 DOUB N N 41 XJ8 C35 N37 SING N N 42 XJ8 C2 H2 SING N N 43 XJ8 C3 H3 SING N N 44 XJ8 C4 H4 SING N N 45 XJ8 C12 H121 SING N N 46 XJ8 C12 H122 SING N N 47 XJ8 C11 H11 SING N N 48 XJ8 C9 H9 SING N N 49 XJ8 N10 H101 SING N N 50 XJ8 N10 H102 SING N N 51 XJ8 N13 H13 SING N N 52 XJ8 C14 H14 SING N N 53 XJ8 C15 H15 SING N N 54 XJ8 C19 H19 SING N N 55 XJ8 C16 H16 SING N N 56 XJ8 C18 H18 SING N N 57 XJ8 C20 H201 SING N N 58 XJ8 C20 H202 SING N N 59 XJ8 C21 H21 SING N N 60 XJ8 N24 H24 SING N N 61 XJ8 C28 H28 SING N N 62 XJ8 C32 H32 SING N N 63 XJ8 C29 H29 SING N N 64 XJ8 N37 H37 SING N N 65 XJ8 C34 H34 SING N N 66 XJ8 O38 H38 SING N N 67 # 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 XJ8 SMILES ACDLabs 12.01 "O=C(NCc2c1ccc(nc1ccc2)N)C(NC(=O)c4ccc3c(C(O)=CC(=O)N3)c4)Cc5ccccc5" XJ8 InChI InChI 1.03 "InChI=1S/C29H25N5O4/c30-26-12-10-20-19(7-4-8-22(20)32-26)16-31-29(38)24(13-17-5-2-1-3-6-17)34-28(37)18-9-11-23-21(14-18)25(35)15-27(36)33-23/h1-12,14-15,24H,13,16H2,(H2,30,32)(H,31,38)(H,34,37)(H2,33,35,36)/t24-/m0/s1" XJ8 InChIKey InChI 1.03 WHPQJMIXRFKMJB-DEOSSOPVSA-N XJ8 SMILES_CANONICAL CACTVS 3.385 "Nc1ccc2c(CNC(=O)[C@H](Cc3ccccc3)NC(=O)c4ccc5NC(=O)C=C(O)c5c4)cccc2n1" XJ8 SMILES CACTVS 3.385 "Nc1ccc2c(CNC(=O)[CH](Cc3ccccc3)NC(=O)c4ccc5NC(=O)C=C(O)c5c4)cccc2n1" XJ8 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)C[C@@H](C(=O)NCc2cccc3c2ccc(n3)N)NC(=O)c4ccc5c(c4)C(=CC(=O)N5)O" XJ8 SMILES "OpenEye OEToolkits" 1.7.6 "c1ccc(cc1)CC(C(=O)NCc2cccc3c2ccc(n3)N)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 XJ8 "SYSTEMATIC NAME" ACDLabs 12.01 "N-[(2S)-1-{[(2-aminoquinolin-5-yl)methyl]amino}-1-oxo-3-phenylpropan-2-yl]-4-hydroxy-2-oxo-1,2-dihydroquinoline-6-carboxamide" XJ8 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(2S)-1-[(2-azanylquinolin-5-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 XJ8 "Create component" 2014-02-26 EBI XJ8 "Initial release" 2015-02-11 RCSB #