data_588 # _chem_comp.id 588 _chem_comp.name "2-{[2-(2-CARBAMOYL-VINYL)-4-(2-METHANESULFONYLAMINO-2-PENTYLCARBAMOYL-ETHYL)-PHENYL]-OXALYL-AMINO}-BENZOIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H32 N4 O9 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms "COMPOUND 17" _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2003-03-17 _chem_comp.pdbx_modified_date 2020-06-17 _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 588.629 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 588 _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1ONY _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 588 O6 O6 O 0 1 N N N 35.671 29.820 23.144 -1.836 -0.703 -3.885 O6 588 1 588 C24 C24 C 0 1 N N N 34.759 29.181 23.579 -1.700 -0.638 -2.547 C24 588 2 588 O7 O7 O 0 1 N N N 33.956 29.686 24.549 -0.709 -0.134 -2.063 O7 588 3 588 C8 C8 C 0 1 N N N 34.417 27.753 23.040 -2.768 -1.185 -1.661 C8 588 4 588 O5 O5 O 0 1 N N N 34.591 26.800 23.810 -3.760 -1.689 -2.146 O5 588 5 588 N4 N4 N 0 1 N N N 33.938 27.567 21.721 -2.632 -1.120 -0.322 N4 588 6 588 C2 C2 C 0 1 Y N N 33.433 28.684 21.024 -1.493 -0.542 0.235 C2 588 7 588 C3 C3 C 0 1 Y N N 32.094 29.088 21.337 -0.434 -1.340 0.643 C3 588 8 588 C4 C4 C 0 1 Y N N 31.490 30.177 20.705 0.694 -0.765 1.195 C4 588 9 588 C5 C5 C 0 1 Y N N 32.192 30.917 19.728 0.779 0.610 1.346 C5 588 10 588 C6 C6 C 0 1 Y N N 33.526 30.544 19.404 -0.264 1.419 0.952 C6 588 11 588 C1 C1 C 0 1 Y N N 34.172 29.438 20.035 -1.411 0.853 0.387 C1 588 12 588 C17 C17 C 0 1 N N N 35.599 29.099 19.650 -2.525 1.710 -0.041 C17 588 13 588 C18 C18 C 0 1 N N N 35.782 28.440 18.281 -2.402 3.053 0.011 C18 588 14 588 C19 C19 C 0 1 N N N 37.290 28.382 17.945 -3.550 3.906 -0.298 C19 588 15 588 O1 O1 O 0 1 N N N 37.749 28.972 16.983 -4.639 3.406 -0.511 O1 588 16 588 N3 N3 N 0 1 N N N 38.036 27.641 18.782 -3.401 5.244 -0.348 N3 588 17 588 C7 C7 C 0 1 N N N 31.512 32.076 19.038 2.016 1.222 1.950 C7 588 18 588 C9 C9 C 0 1 N N S 30.993 31.742 17.598 2.970 1.651 0.833 C9 588 19 588 N1 N1 N 0 1 N N N 30.371 32.935 17.034 2.305 2.632 -0.028 N1 588 20 588 S1 S1 S 0 1 N N N 30.478 33.211 15.314 2.528 4.252 0.237 S1 588 21 588 O4 O4 O 0 1 N N N 29.382 32.467 14.782 2.189 4.396 1.609 O4 588 22 588 O2 O2 O 0 1 N N N 31.811 32.800 14.972 1.757 4.849 -0.797 O2 588 23 588 C20 C20 C 0 1 N N N 30.297 34.947 15.004 4.306 4.475 -0.040 C20 588 24 588 C11 C11 C 0 1 N N N 30.007 30.540 17.600 3.359 0.447 0.015 C11 588 25 588 O8 O8 O 0 1 N N N 30.406 29.381 17.527 2.813 0.232 -1.047 O8 588 26 588 N2 N2 N 0 1 N N N 28.705 30.901 17.704 4.314 -0.393 0.462 N2 588 27 588 C12 C12 C 0 1 N N N 27.617 29.915 17.734 4.692 -1.564 -0.333 C12 588 28 588 C13 C13 C 0 1 N N N 26.496 30.405 18.660 5.788 -2.343 0.395 C13 588 29 588 C15 C15 C 0 1 N N N 26.905 30.372 20.142 6.183 -3.565 -0.435 C15 588 30 588 C14 C14 C 0 1 N N N 26.210 31.458 20.963 7.280 -4.345 0.293 C14 588 31 588 C16 C16 C 0 1 N N N 26.002 31.042 22.423 7.674 -5.567 -0.537 C16 588 32 588 C26 C26 C 0 1 Y N N 33.916 26.260 21.086 -3.629 -1.631 0.505 C26 588 33 588 C27 C27 C 0 1 Y N N 32.672 25.832 20.464 -4.585 -0.784 1.051 C27 588 34 588 C28 C28 C 0 1 Y N N 32.523 24.592 19.816 -5.572 -1.293 1.871 C28 588 35 588 C29 C29 C 0 1 Y N N 33.605 23.700 19.752 -5.618 -2.648 2.156 C29 588 36 588 C30 C30 C 0 1 Y N N 34.837 24.055 20.335 -4.678 -3.504 1.624 C30 588 37 588 C25 C25 C 0 1 Y N N 35.035 25.302 21.003 -3.676 -3.005 0.788 C25 588 38 588 C31 C31 C 0 1 N N N 36.407 25.507 21.562 -2.667 -3.915 0.215 C31 588 39 588 O9 O9 O 0 1 N N N 36.911 24.606 22.186 -1.864 -3.498 -0.596 O9 588 40 588 O10 O10 O 0 1 N N N 37.049 26.537 21.453 -2.635 -5.208 0.592 O10 588 41 588 HO6 HO6 H 0 1 N N N 36.233 29.466 22.465 -1.144 -0.348 -4.459 HO6 588 42 588 H3 H3 H 0 1 N N N 31.506 28.540 22.093 -0.491 -2.413 0.529 H3 588 43 588 H4 H4 H 0 1 N N N 30.458 30.453 20.978 1.516 -1.391 1.510 H4 588 44 588 H6 H6 H 0 1 N N N 34.073 31.127 18.644 -0.193 2.490 1.073 H6 588 45 588 H17 H17 H 0 1 N N N 36.447 29.317 20.321 -3.443 1.265 -0.397 H17 588 46 588 H18 H18 H 0 1 N N N 34.963 28.069 17.643 -1.456 3.499 0.282 H18 588 47 588 HN31 1HN3 H 0 0 N N N 39.031 27.603 18.560 -2.533 5.642 -0.178 HN31 588 48 588 HN32 2HN3 H 0 0 N N N 37.652 27.147 19.587 -4.162 5.809 -0.554 HN32 588 49 588 H71 1H7 H 0 1 N N N 32.182 32.967 19.016 2.510 0.490 2.588 H71 588 50 588 H72 2H7 H 0 1 N N N 30.685 32.478 19.669 1.738 2.093 2.544 H72 588 51 588 H9 H9 H 0 1 N N N 31.858 31.436 16.965 3.864 2.097 1.269 H9 588 52 588 HN1 HN1 H 0 1 N N N 30.731 33.755 17.522 1.734 2.333 -0.753 HN1 588 53 588 H201 1H20 H 0 0 N N N 31.027 35.562 15.581 4.555 4.181 -1.060 H201 588 54 588 H202 2H20 H 0 0 N N N 30.365 35.123 13.905 4.568 5.522 0.110 H202 588 55 588 H203 3H20 H 0 0 N N N 29.362 35.364 15.445 4.864 3.857 0.663 H203 588 56 588 HN2 HN2 H 0 1 N N N 28.545 31.907 17.759 4.751 -0.221 1.311 HN2 588 57 588 H121 1H12 H 0 0 N N N 27.980 28.899 18.016 5.062 -1.238 -1.305 H121 588 58 588 H122 2H12 H 0 0 N N N 27.241 29.674 16.712 3.821 -2.205 -0.472 H122 588 59 588 H131 1H13 H 0 0 N N N 25.555 29.832 18.490 5.418 -2.668 1.368 H131 588 60 588 H132 2H13 H 0 0 N N N 26.144 31.420 18.363 6.659 -1.701 0.534 H132 588 61 588 H151 1H15 H 0 0 N N N 28.013 30.430 20.255 6.553 -3.240 -1.408 H151 588 62 588 H152 2H15 H 0 0 N N N 26.734 29.363 20.584 5.313 -4.207 -0.574 H152 588 63 588 H141 1H14 H 0 0 N N N 25.247 31.765 20.491 6.910 -4.670 1.266 H141 588 64 588 H142 2H14 H 0 0 N N N 26.758 32.426 20.895 8.150 -3.703 0.432 H142 588 65 588 H161 1H16 H 0 0 N N N 26.965 30.735 22.895 8.456 -6.122 -0.018 H161 588 66 588 H162 2H16 H 0 0 N N N 25.495 31.834 23.022 6.804 -6.209 -0.676 H162 588 67 588 H163 3H16 H 0 0 N N N 25.454 30.074 22.491 8.045 -5.242 -1.510 H163 588 68 588 H27 H27 H 0 1 N N N 31.786 26.489 20.485 -4.556 0.273 0.834 H27 588 69 588 H28 H28 H 0 1 N N N 31.558 24.319 19.358 -6.313 -0.630 2.293 H28 588 70 588 H29 H29 H 0 1 N N N 33.488 22.727 19.247 -6.395 -3.036 2.798 H29 588 71 588 H30 H30 H 0 1 N N N 35.671 23.336 20.267 -4.718 -4.559 1.850 H30 588 72 588 H10 H10 H 0 1 N N N 37.921 26.667 21.808 -1.929 -5.787 0.273 H10 588 73 # # 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 588 O6 C24 SING N N 1 588 O6 HO6 SING N N 2 588 C24 O7 DOUB N N 3 588 C24 C8 SING N N 4 588 C8 O5 DOUB N N 5 588 C8 N4 SING N N 6 588 N4 C2 SING N N 7 588 N4 C26 SING N N 8 588 C2 C3 DOUB Y N 9 588 C2 C1 SING Y N 10 588 C3 C4 SING Y N 11 588 C3 H3 SING N N 12 588 C4 C5 DOUB Y N 13 588 C4 H4 SING N N 14 588 C5 C6 SING Y N 15 588 C5 C7 SING N N 16 588 C6 C1 DOUB Y N 17 588 C6 H6 SING N N 18 588 C1 C17 SING N N 19 588 C17 C18 DOUB N E 20 588 C17 H17 SING N N 21 588 C18 C19 SING N N 22 588 C18 H18 SING N N 23 588 C19 O1 DOUB N N 24 588 C19 N3 SING N N 25 588 N3 HN31 SING N N 26 588 N3 HN32 SING N N 27 588 C7 C9 SING N N 28 588 C7 H71 SING N N 29 588 C7 H72 SING N N 30 588 C9 N1 SING N N 31 588 C9 C11 SING N N 32 588 C9 H9 SING N N 33 588 N1 S1 SING N N 34 588 N1 HN1 SING N N 35 588 S1 O4 DOUB N N 36 588 S1 O2 DOUB N N 37 588 S1 C20 SING N N 38 588 C20 H201 SING N N 39 588 C20 H202 SING N N 40 588 C20 H203 SING N N 41 588 C11 O8 DOUB N N 42 588 C11 N2 SING N N 43 588 N2 C12 SING N N 44 588 N2 HN2 SING N N 45 588 C12 C13 SING N N 46 588 C12 H121 SING N N 47 588 C12 H122 SING N N 48 588 C13 C15 SING N N 49 588 C13 H131 SING N N 50 588 C13 H132 SING N N 51 588 C15 C14 SING N N 52 588 C15 H151 SING N N 53 588 C15 H152 SING N N 54 588 C14 C16 SING N N 55 588 C14 H141 SING N N 56 588 C14 H142 SING N N 57 588 C16 H161 SING N N 58 588 C16 H162 SING N N 59 588 C16 H163 SING N N 60 588 C26 C27 DOUB Y N 61 588 C26 C25 SING Y N 62 588 C27 C28 SING Y N 63 588 C27 H27 SING N N 64 588 C28 C29 DOUB Y N 65 588 C28 H28 SING N N 66 588 C29 C30 SING Y N 67 588 C29 H29 SING N N 68 588 C30 C25 DOUB Y N 69 588 C30 H30 SING N N 70 588 C25 C31 SING N N 71 588 C31 O9 DOUB N N 72 588 C31 O10 SING N N 73 588 O10 H10 SING N N 74 # # 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 588 SMILES ACDLabs 10.04 "O=C(N(c1ccc(cc1\C=C\C(=O)N)CC(C(=O)NCCCCC)NS(=O)(=O)C)c2ccccc2C(=O)O)C(=O)O" 588 SMILES_CANONICAL CACTVS 3.341 "CCCCCNC(=O)[C@H](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c(\C=C\C(N)=O)c1)N[S](C)(=O)=O" 588 SMILES CACTVS 3.341 "CCCCCNC(=O)[CH](Cc1ccc(N(C(=O)C(O)=O)c2ccccc2C(O)=O)c(C=CC(N)=O)c1)N[S](C)(=O)=O" 588 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCCCNC(=O)[C@H](Cc1ccc(c(c1)\C=C\C(=O)N)N(c2ccccc2C(=O)O)C(=O)C(=O)O)NS(=O)(=O)C" 588 SMILES "OpenEye OEToolkits" 1.5.0 "CCCCCNC(=O)C(Cc1ccc(c(c1)C=CC(=O)N)N(c2ccccc2C(=O)O)C(=O)C(=O)O)NS(=O)(=O)C" 588 InChI InChI 1.03 "InChI=1S/C27H32N4O9S/c1-3-4-7-14-29-24(33)20(30-41(2,39)40)16-17-10-12-21(18(15-17)11-13-23(28)32)31(25(34)27(37)38)22-9-6-5-8-19(22)26(35)36/h5-6,8-13,15,20,30H,3-4,7,14,16H2,1-2H3,(H2,28,32)(H,29,33)(H,35,36)(H,37,38)/b13-11+/t20-/m0/s1" 588 InChIKey InChI 1.03 FSRCMOQVSVRBJH-RPAADVPWSA-N # # 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 588 "SYSTEMATIC NAME" ACDLabs 10.04 "2-[{2-[(1E)-3-amino-3-oxoprop-1-en-1-yl]-4-[(2S)-2-[(methylsulfonyl)amino]-3-oxo-3-(pentylamino)propyl]phenyl}(carboxycarbonyl)amino]benzoic acid" 588 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[[2-[(E)-3-amino-3-oxo-prop-1-enyl]-4-[(2S)-2-(methylsulfonylamino)-3-oxo-3-(pentylamino)propyl]phenyl]-(carboxycarbonyl)amino]benzoic 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 588 "Create component" 2003-03-17 RCSB 588 "Modify descriptor" 2011-06-04 RCSB 588 "Modify synonyms" 2020-06-05 PDBE # _pdbx_chem_comp_synonyms.ordinal 1 _pdbx_chem_comp_synonyms.comp_id 588 _pdbx_chem_comp_synonyms.name "COMPOUND 17" _pdbx_chem_comp_synonyms.provenance ? _pdbx_chem_comp_synonyms.type ? ##