data_JBG # _chem_comp.id JBG _chem_comp.name "N-{3,5-dichloro-2-hydroxy-4-[2-(4-methylpiperazin-1-yl)ethoxy]benzene-1-carbonyl}-L-phenylalanine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 Cl2 N3 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2018-08-28 _chem_comp.pdbx_modified_date 2019-11-22 _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 496.384 _chem_comp.one_letter_code ? _chem_comp.three_letter_code JBG _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 6M8Q _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # 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 JBG C2 C1 C 0 1 N N N -37.891 -26.331 -77.939 5.811 2.360 -0.425 C2 JBG 1 JBG C3 C2 C 0 1 N N N -36.458 -26.932 -77.937 5.342 1.501 0.752 C3 JBG 2 JBG C11 C3 C 0 1 Y N N -32.458 -23.797 -75.281 1.429 -1.191 0.175 C11 JBG 3 JBG C12 C4 C 0 1 Y N N -33.031 -22.533 -75.111 0.796 -0.095 -0.404 C12 JBG 4 JBG C13 C5 C 0 1 Y N N -32.263 -21.459 -74.665 -0.574 -0.073 -0.532 C13 JBG 5 JBG C14 C6 C 0 1 Y N N -30.907 -21.642 -74.346 -1.335 -1.155 -0.079 C14 JBG 6 JBG C15 C7 C 0 1 Y N N -30.330 -22.920 -74.536 -0.697 -2.259 0.505 C15 JBG 7 JBG C16 C8 C 0 1 Y N N -31.112 -23.995 -74.963 0.683 -2.270 0.628 C16 JBG 8 JBG C20 C9 C 0 1 N N N -30.077 -20.439 -73.929 -2.802 -1.135 -0.213 C20 JBG 9 JBG C23 C10 C 0 1 N N S -27.732 -19.495 -73.703 -4.872 -0.053 -0.908 C23 JBG 10 JBG C24 C11 C 0 1 N N N -26.660 -19.565 -74.768 -5.270 -0.768 -2.174 C24 JBG 11 JBG C27 C12 C 0 1 N N N -27.192 -19.505 -72.232 -5.359 1.396 -0.966 C27 JBG 12 JBG C28 C13 C 0 1 Y N N -26.229 -20.670 -71.897 -5.070 2.076 0.348 C28 JBG 13 JBG C29 C14 C 0 1 Y N N -24.841 -20.586 -72.205 -6.005 2.039 1.365 C29 JBG 14 JBG C30 C15 C 0 1 Y N N -23.968 -21.646 -71.886 -5.740 2.663 2.570 C30 JBG 15 JBG N1 N1 N 0 1 N N N -38.466 -26.157 -76.571 7.169 1.955 -0.814 N1 JBG 16 JBG N4 N2 N 0 1 N N N -35.612 -26.267 -76.913 5.376 0.084 0.364 N4 JBG 17 JBG C5 C16 C 0 1 N N N -36.189 -26.311 -75.535 6.734 -0.321 -0.024 C5 JBG 18 JBG C6 C17 C 0 1 N N N -37.560 -25.576 -75.533 7.202 0.538 -1.201 C6 JBG 19 JBG C7 C18 C 0 1 N N N -34.150 -26.548 -77.035 4.860 -0.769 1.444 C7 JBG 20 JBG C8 C19 C 0 1 N N N -33.339 -25.221 -77.027 3.335 -0.664 1.493 C8 JBG 21 JBG O9 O1 O 0 1 N N N -33.257 -24.875 -75.636 2.781 -1.208 0.293 O9 JBG 22 JBG C10 C20 C 0 1 N N N -39.834 -25.578 -76.586 7.684 2.808 -1.893 C10 JBG 23 JBG CL17 CL1 CL 0 0 N N N -30.412 -25.600 -75.107 1.479 -3.634 1.349 CL17 JBG 24 JBG CL18 CL2 CL 0 0 N N N -34.720 -22.300 -75.462 1.739 1.250 -0.967 CL18 JBG 25 JBG O19 O2 O 0 1 N N N -28.986 -23.183 -74.296 -1.428 -3.313 0.947 O19 JBG 26 JBG O21 O3 O 0 1 N N N -30.697 -19.433 -73.560 -3.462 -2.078 0.182 O21 JBG 27 JBG N22 N3 N 0 1 N N N -28.722 -20.541 -73.990 -3.413 -0.073 -0.774 N22 JBG 28 JBG O25 O4 O 0 1 N N N -26.041 -18.429 -75.046 -6.566 -0.874 -2.505 O25 JBG 29 JBG O26 O5 O 0 1 N N N -26.383 -20.612 -75.331 -4.422 -1.245 -2.890 O26 JBG 30 JBG C31 C21 C 0 1 Y N N -24.461 -22.774 -71.186 -4.540 3.323 2.758 C31 JBG 31 JBG C32 C22 C 0 1 Y N N -25.834 -22.860 -70.836 -3.604 3.358 1.740 C32 JBG 32 JBG C33 C23 C 0 1 Y N N -26.711 -21.805 -71.190 -3.868 2.731 0.537 C33 JBG 33 JBG H1 H1 H 0 1 N N N -37.855 -25.347 -78.429 5.135 2.221 -1.269 H1 JBG 34 JBG H2 H2 H 0 1 N N N -38.549 -27.002 -78.511 5.814 3.409 -0.131 H2 JBG 35 JBG H3 H3 H 0 1 N N N -36.518 -28.007 -77.713 6.003 1.661 1.604 H3 JBG 36 JBG H4 H4 H 0 1 N N N -36.005 -26.788 -78.929 4.324 1.780 1.023 H4 JBG 37 JBG H5 H5 H 0 1 N N N -32.712 -20.482 -74.564 -1.061 0.780 -0.982 H5 JBG 38 JBG H6 H6 H 0 1 N N N -28.239 -18.527 -73.832 -5.322 -0.554 -0.051 H6 JBG 39 JBG H7 H7 H 0 1 N N N -26.657 -18.560 -72.058 -4.842 1.922 -1.768 H7 JBG 40 JBG H8 H8 H 0 1 N N N -28.054 -19.569 -71.552 -6.433 1.411 -1.154 H8 JBG 41 JBG H9 H9 H 0 1 N N N -24.453 -19.701 -72.688 -6.943 1.524 1.219 H9 JBG 42 JBG H10 H10 H 0 1 N N N -22.928 -21.598 -72.174 -6.471 2.635 3.365 H10 JBG 43 JBG H13 H13 H 0 1 N N N -36.332 -27.358 -75.229 7.410 -0.182 0.819 H13 JBG 44 JBG H14 H14 H 0 1 N N N -35.504 -25.814 -74.833 6.730 -1.371 -0.319 H14 JBG 45 JBG H15 H15 H 0 1 N N N -37.399 -24.509 -75.748 6.542 0.378 -2.053 H15 JBG 46 JBG H16 H16 H 0 1 N N N -38.027 -25.684 -74.543 8.220 0.259 -1.472 H16 JBG 47 JBG H17 H17 H 0 1 N N N -33.961 -27.082 -77.978 5.148 -1.804 1.257 H17 JBG 48 JBG H18 H18 H 0 1 N N N -33.830 -27.173 -76.189 5.278 -0.442 2.396 H18 JBG 49 JBG H19 H19 H 0 1 N N N -32.336 -25.373 -77.452 2.960 -1.222 2.351 H19 JBG 50 JBG H20 H20 H 0 1 N N N -33.863 -24.438 -77.595 3.046 0.383 1.585 H20 JBG 51 JBG H21 H21 H 0 1 N N N -40.201 -25.475 -75.554 7.712 3.844 -1.556 H21 JBG 52 JBG H22 H22 H 0 1 N N N -39.808 -24.589 -77.066 8.691 2.487 -2.161 H22 JBG 53 JBG H23 H23 H 0 1 N N N -40.507 -26.241 -77.149 7.033 2.726 -2.763 H23 JBG 54 JBG H24 H24 H 0 1 N N N -28.553 -22.387 -74.012 -1.572 -4.000 0.281 H24 JBG 55 JBG H25 H25 H 0 1 N N N -28.358 -21.432 -74.262 -2.887 0.679 -1.089 H25 JBG 56 JBG H26 H26 H 0 1 N N N -25.388 -18.580 -75.720 -6.773 -1.342 -3.326 H26 JBG 57 JBG H27 H27 H 0 1 N N N -23.788 -23.574 -70.917 -4.333 3.810 3.699 H27 JBG 58 JBG H28 H28 H 0 1 N N N -26.207 -23.723 -70.304 -2.667 3.874 1.887 H28 JBG 59 JBG H29 H29 H 0 1 N N N -27.755 -21.864 -70.920 -3.135 2.756 -0.256 H29 JBG 60 # # 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 JBG C2 C3 SING N N 1 JBG C2 N1 SING N N 2 JBG C3 N4 SING N N 3 JBG C7 C8 SING N N 4 JBG C7 N4 SING N N 5 JBG C8 O9 SING N N 6 JBG N4 C5 SING N N 7 JBG C10 N1 SING N N 8 JBG N1 C6 SING N N 9 JBG O9 C11 SING N N 10 JBG C5 C6 SING N N 11 JBG CL18 C12 SING N N 12 JBG O26 C24 DOUB N N 13 JBG C11 C12 DOUB Y N 14 JBG C11 C16 SING Y N 15 JBG C12 C13 SING Y N 16 JBG CL17 C16 SING N N 17 JBG O25 C24 SING N N 18 JBG C16 C15 DOUB Y N 19 JBG C24 C23 SING N N 20 JBG C13 C14 DOUB Y N 21 JBG C15 C14 SING Y N 22 JBG C15 O19 SING N N 23 JBG C14 C20 SING N N 24 JBG N22 C20 SING N N 25 JBG N22 C23 SING N N 26 JBG C20 O21 DOUB N N 27 JBG C23 C27 SING N N 28 JBG C27 C28 SING N N 29 JBG C29 C28 DOUB Y N 30 JBG C29 C30 SING Y N 31 JBG C28 C33 SING Y N 32 JBG C30 C31 DOUB Y N 33 JBG C33 C32 DOUB Y N 34 JBG C31 C32 SING Y N 35 JBG C2 H1 SING N N 36 JBG C2 H2 SING N N 37 JBG C3 H3 SING N N 38 JBG C3 H4 SING N N 39 JBG C13 H5 SING N N 40 JBG C23 H6 SING N N 41 JBG C27 H7 SING N N 42 JBG C27 H8 SING N N 43 JBG C29 H9 SING N N 44 JBG C30 H10 SING N N 45 JBG C5 H13 SING N N 46 JBG C5 H14 SING N N 47 JBG C6 H15 SING N N 48 JBG C6 H16 SING N N 49 JBG C7 H17 SING N N 50 JBG C7 H18 SING N N 51 JBG C8 H19 SING N N 52 JBG C8 H20 SING N N 53 JBG C10 H21 SING N N 54 JBG C10 H22 SING N N 55 JBG C10 H23 SING N N 56 JBG O19 H24 SING N N 57 JBG N22 H25 SING N N 58 JBG O25 H26 SING N N 59 JBG C31 H27 SING N N 60 JBG C32 H28 SING N N 61 JBG C33 H29 SING N N 62 # # 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 JBG SMILES ACDLabs 12.01 "C1CN(CCN1C)CCOc3c(cc(C(=O)NC(Cc2ccccc2)C(O)=O)c(O)c3Cl)Cl" JBG InChI InChI 1.03 "InChI=1S/C23H27Cl2N3O5/c1-27-7-9-28(10-8-27)11-12-33-21-17(24)14-16(20(29)19(21)25)22(30)26-18(23(31)32)13-15-5-3-2-4-6-15/h2-6,14,18,29H,7-13H2,1H3,(H,26,30)(H,31,32)/t18-/m0/s1" JBG InChIKey InChI 1.03 XEBIFCYTYHBFTB-SFHVURJKSA-N JBG SMILES_CANONICAL CACTVS 3.385 "CN1CCN(CCOc2c(Cl)cc(C(=O)N[C@@H](Cc3ccccc3)C(O)=O)c(O)c2Cl)CC1" JBG SMILES CACTVS 3.385 "CN1CCN(CCOc2c(Cl)cc(C(=O)N[CH](Cc3ccccc3)C(O)=O)c(O)c2Cl)CC1" JBG SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)CCOc2c(cc(c(c2Cl)O)C(=O)N[C@@H](Cc3ccccc3)C(=O)O)Cl" JBG SMILES "OpenEye OEToolkits" 2.0.6 "CN1CCN(CC1)CCOc2c(cc(c(c2Cl)O)C(=O)NC(Cc3ccccc3)C(=O)O)Cl" # # 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 JBG "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3,5-dichloro-2-hydroxy-4-[2-(4-methylpiperazin-1-yl)ethoxy]benzene-1-carbonyl}-L-phenylalanine" JBG "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-2-[[3,5-bis(chloranyl)-4-[2-(4-methylpiperazin-1-yl)ethoxy]-2-oxidanyl-phenyl]carbonylamino]-3-phenyl-propanoic acid" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site JBG "Create component" 2018-08-28 RCSB JBG "Initial release" 2019-11-27 RCSB ##