data_8R6 # _chem_comp.id 8R6 _chem_comp.name "(2S)-6-[2-(7-azido-4-methyl-2-oxidanylidene-chromen-3-yl)ethanoylamino]-2-[bis(2-hydroxy-2-oxoethyl)amino]hexanoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H25 N5 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-08-30 _chem_comp.pdbx_modified_date 2018-01-19 _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 503.462 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8R6 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag Y _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5Y6K _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 8R6 O29 O1 O 0 1 N N N 10.906 14.314 2.227 3.866 -3.083 -1.015 O29 8R6 1 8R6 C27 C1 C 0 1 N N N 10.425 13.147 2.376 4.452 -2.131 -0.531 C27 8R6 2 8R6 O26 O2 O 0 1 N N N 11.251 12.128 2.827 5.600 -1.708 -1.086 O26 8R6 3 8R6 C25 C2 C 0 1 Y N N 10.793 10.839 3.016 6.275 -0.653 -0.572 C25 8R6 4 8R6 C33 C3 C 0 1 Y N N 11.643 9.847 3.487 7.449 -0.241 -1.161 C33 8R6 5 8R6 C32 C4 C 0 1 Y N N 11.154 8.594 3.672 8.155 0.865 -0.622 C32 8R6 6 8R6 N34 N1 N 0 1 N N N 11.987 7.661 4.075 9.284 1.272 -1.176 N34 8R6 7 8R6 C31 C5 C 0 1 Y N N 9.843 8.262 3.405 7.619 1.552 0.558 C31 8R6 8 8R6 C30 C6 C 0 1 Y N N 8.940 9.178 2.934 6.460 1.121 1.112 C30 8R6 9 8R6 C24 C7 C 0 1 Y N N 9.379 10.462 2.726 5.772 0.021 0.563 C24 8R6 10 8R6 C23 C8 C 0 1 N N N 8.470 11.479 2.246 4.560 -0.422 1.152 C23 8R6 11 8R6 C28 C9 C 0 1 N N N 7.057 11.109 1.971 3.999 0.276 2.364 C28 8R6 12 8R6 C22 C10 C 0 1 N N N 8.984 12.817 2.063 3.910 -1.482 0.604 C22 8R6 13 8R6 C21 C11 C 0 1 N N N 8.067 13.891 1.590 2.620 -1.972 1.209 C21 8R6 14 8R6 C19 C12 C 0 1 N N N 7.997 14.878 2.730 1.455 -1.344 0.488 C19 8R6 15 8R6 O20 O3 O 0 1 N N N 8.845 15.799 2.824 1.653 -0.575 -0.428 O20 8R6 16 8R6 N18 N2 N 0 1 N N N 7.055 14.693 3.594 0.194 -1.638 0.861 N18 8R6 17 8R6 C17 C13 C 0 1 N N N 6.221 13.515 3.596 -0.938 -1.028 0.160 C17 8R6 18 8R6 C16 C14 C 0 1 N N N 6.470 12.633 4.792 -2.248 -1.525 0.775 C16 8R6 19 8R6 C15 C15 C 0 1 N N N 6.929 13.414 5.988 -3.430 -0.888 0.042 C15 8R6 20 8R6 C14 C16 C 0 1 N N N 7.238 12.614 7.233 -4.739 -1.386 0.658 C14 8R6 21 8R6 C6 C17 C 0 1 N N S 8.417 11.663 7.311 -5.920 -0.847 -0.152 C6 8R6 22 8R6 C7 C18 C 0 1 N N N 8.241 10.370 6.503 -7.210 -1.353 0.442 C7 8R6 23 8R6 O8 O4 O 0 1 N N N 7.276 10.236 5.713 -7.902 -0.615 1.101 O8 8R6 24 8R6 O9 O5 O 0 1 N N N 9.061 9.408 6.669 -7.588 -2.625 0.239 O9 8R6 25 8R6 N1 N3 N 0 1 N N N 9.680 12.326 7.035 -5.909 0.621 -0.118 N1 8R6 26 8R6 C2 C19 C 0 1 N N N 9.814 12.807 5.665 -6.989 1.176 -0.945 C2 8R6 27 8R6 C3 C20 C 0 1 N N N 9.992 14.296 5.644 -6.621 1.050 -2.401 C3 8R6 28 8R6 O4 O6 O 0 1 N N N 9.094 15.025 5.197 -5.535 0.624 -2.715 O4 8R6 29 8R6 O5 O7 O 0 1 N N N 11.044 14.782 6.060 -7.500 1.412 -3.349 O5 8R6 30 8R6 C10 C21 C 0 1 N N N 10.753 11.348 7.346 -5.996 1.116 1.263 C10 8R6 31 8R6 C11 C22 C 0 1 N N N 12.095 11.598 6.752 -5.578 2.563 1.305 C11 8R6 32 8R6 O12 O8 O 0 1 N N N 12.856 10.678 6.697 -5.670 3.255 2.451 O12 8R6 33 8R6 O13 O9 O 0 1 N N N 12.438 12.693 6.320 -5.159 3.101 0.307 O13 8R6 34 8R6 H1 H1 H 0 1 N N N 12.678 10.069 3.703 7.832 -0.757 -2.029 H1 8R6 35 8R6 H4 H4 H 0 1 N N N 9.517 7.246 3.573 8.144 2.396 0.981 H4 8R6 36 8R6 H5 H5 H 0 1 N N N 7.916 8.899 2.733 6.062 1.624 1.981 H5 8R6 37 8R6 H6 H6 H 0 1 N N N 6.909 10.040 2.185 4.296 1.324 2.349 H6 8R6 38 8R6 H7 H7 H 0 1 N N N 6.391 11.706 2.611 2.911 0.207 2.351 H7 8R6 39 8R6 H8 H8 H 0 1 N N N 6.825 11.307 0.914 4.383 -0.198 3.267 H8 8R6 40 8R6 H9 H9 H 0 1 N N N 8.469 14.372 0.687 2.563 -3.057 1.116 H9 8R6 41 8R6 H10 H10 H 0 1 N N N 7.070 13.480 1.373 2.586 -1.696 2.263 H10 8R6 42 8R6 H11 H11 H 0 1 N N N 6.897 15.394 4.289 0.036 -2.254 1.594 H11 8R6 43 8R6 H12 H12 H 0 1 N N N 5.167 13.829 3.603 -0.882 0.057 0.253 H12 8R6 44 8R6 H13 H13 H 0 1 N N N 6.425 12.937 2.683 -0.904 -1.304 -0.895 H13 8R6 45 8R6 H14 H14 H 0 1 N N N 5.536 12.111 5.047 -2.304 -2.610 0.681 H14 8R6 46 8R6 H15 H15 H 0 1 N N N 7.244 11.895 4.533 -2.282 -1.250 1.829 H15 8R6 47 8R6 H16 H16 H 0 1 N N N 7.842 13.957 5.703 -3.374 0.197 0.136 H16 8R6 48 8R6 H17 H17 H 0 1 N N N 6.138 14.135 6.241 -3.396 -1.164 -1.012 H17 8R6 49 8R6 H18 H18 H 0 1 N N N 7.381 13.347 8.041 -4.756 -2.475 0.644 H18 8R6 50 8R6 H19 H19 H 0 1 N N N 6.342 12.010 7.440 -4.814 -1.034 1.687 H19 8R6 51 8R6 H20 H20 H 0 1 N N N 8.464 11.342 8.362 -5.838 -1.187 -1.185 H20 8R6 52 8R6 H21 H21 H 0 1 N N N 8.801 8.672 6.127 -8.423 -2.904 0.640 H21 8R6 53 8R6 H23 H23 H 0 1 N N N 8.909 12.543 5.099 -7.911 0.627 -0.754 H23 8R6 54 8R6 H24 H24 H 0 1 N N N 10.690 12.332 5.199 -7.134 2.227 -0.696 H24 8R6 55 8R6 H25 H25 H 0 1 N N N 11.014 15.727 5.971 -7.219 1.313 -4.269 H25 8R6 56 8R6 H26 H26 H 0 1 N N N 10.414 10.362 6.995 -7.023 1.024 1.617 H26 8R6 57 8R6 H27 H27 H 0 1 N N N 10.874 11.326 8.439 -5.337 0.529 1.902 H27 8R6 58 8R6 H28 H28 H 0 1 N N N 13.669 10.963 6.296 -5.390 4.181 2.430 H28 8R6 59 8R6 N2 N4 N 1 1 N N N ? ? ? 9.838 2.149 -0.744 N2 8R6 60 8R6 N3 N5 N -1 1 N N N ? ? ? 10.392 3.026 -0.312 N3 8R6 61 # 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 8R6 C21 C22 SING N N 1 8R6 C21 C19 SING N N 2 8R6 C28 C23 SING N N 3 8R6 C22 C23 DOUB N N 4 8R6 C22 C27 SING N N 5 8R6 O29 C27 DOUB N N 6 8R6 C23 C24 SING N N 7 8R6 C27 O26 SING N N 8 8R6 C24 C30 DOUB Y N 9 8R6 C24 C25 SING Y N 10 8R6 C19 O20 DOUB N N 11 8R6 C19 N18 SING N N 12 8R6 O26 C25 SING N N 13 8R6 C30 C31 SING Y N 14 8R6 C25 C33 DOUB Y N 15 8R6 C31 C32 DOUB Y N 16 8R6 C33 C32 SING Y N 17 8R6 N18 C17 SING N N 18 8R6 C17 C16 SING N N 19 8R6 C32 N34 SING N N 20 8R6 C16 C15 SING N N 21 8R6 O4 C3 DOUB N N 22 8R6 C3 C2 SING N N 23 8R6 C3 O5 SING N N 24 8R6 C2 N1 SING N N 25 8R6 O8 C7 DOUB N N 26 8R6 C15 C14 SING N N 27 8R6 O13 C11 DOUB N N 28 8R6 C7 O9 SING N N 29 8R6 C7 C6 SING N N 30 8R6 O12 C11 SING N N 31 8R6 C11 C10 SING N N 32 8R6 N1 C6 SING N N 33 8R6 N1 C10 SING N N 34 8R6 C14 C6 SING N N 35 8R6 C33 H1 SING N N 36 8R6 C31 H4 SING N N 37 8R6 C30 H5 SING N N 38 8R6 C28 H6 SING N N 39 8R6 C28 H7 SING N N 40 8R6 C28 H8 SING N N 41 8R6 C21 H9 SING N N 42 8R6 C21 H10 SING N N 43 8R6 N18 H11 SING N N 44 8R6 C17 H12 SING N N 45 8R6 C17 H13 SING N N 46 8R6 C16 H14 SING N N 47 8R6 C16 H15 SING N N 48 8R6 C15 H16 SING N N 49 8R6 C15 H17 SING N N 50 8R6 C14 H18 SING N N 51 8R6 C14 H19 SING N N 52 8R6 C6 H20 SING N N 53 8R6 O9 H21 SING N N 54 8R6 C2 H23 SING N N 55 8R6 C2 H24 SING N N 56 8R6 O5 H25 SING N N 57 8R6 C10 H26 SING N N 58 8R6 C10 H27 SING N N 59 8R6 O12 H28 SING N N 60 8R6 N34 N2 DOUB N N 61 8R6 N2 N3 DOUB 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 8R6 InChI InChI 1.03 "InChI=1S/C22H25N5O9/c1-12-14-6-5-13(25-26-23)8-17(14)36-22(35)15(12)9-18(28)24-7-3-2-4-16(21(33)34)27(10-19(29)30)11-20(31)32/h5-6,8,16H,2-4,7,9-11H2,1H3,(H,24,28)(H,29,30)(H,31,32)(H,33,34)/t16-/m0/s1" 8R6 InChIKey InChI 1.03 PXHFYCYQDOVEPO-INIZCTEOSA-N 8R6 SMILES_CANONICAL CACTVS 3.385 "CC1=C(CC(=O)NCCCC[C@H](N(CC(O)=O)CC(O)=O)C(O)=O)C(=O)Oc2cc(ccc12)N=[N+]=[N-]" 8R6 SMILES CACTVS 3.385 "CC1=C(CC(=O)NCCCC[CH](N(CC(O)=O)CC(O)=O)C(O)=O)C(=O)Oc2cc(ccc12)N=[N+]=[N-]" 8R6 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "CC1=C(C(=O)Oc2c1ccc(c2)N=[N+]=[N-])CC(=O)NCCCC[C@@H](C(=O)O)N(CC(=O)O)CC(=O)O" 8R6 SMILES "OpenEye OEToolkits" 2.0.6 "CC1=C(C(=O)Oc2c1ccc(c2)N=[N+]=[N-])CC(=O)NCCCCC(C(=O)O)N(CC(=O)O)CC(=O)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 8R6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "(2~{S})-6-[2-(7-azido-4-methyl-2-oxidanylidene-chromen-3-yl)ethanoylamino]-2-[bis(2-hydroxy-2-oxoethyl)amino]hexanoic 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 8R6 "Create component" 2017-08-30 PDBJ 8R6 "Initial release" 2018-01-24 RCSB #