data_YBH # _chem_comp.id YBH _chem_comp.name "4-OXO-3-{6-[4-(QUINOXALIN-2-YLOXY)-BENZOYLAMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-BUTYRIC ACID" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C29 H28 N4 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-01-09 _chem_comp.pdbx_modified_date 2011-06-04 _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 560.621 _chem_comp.one_letter_code ? _chem_comp.three_letter_code YBH _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 1RWX _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 YBH O39 O39 O 0 1 N N N 33.145 58.113 3.491 -8.178 -0.696 1.984 O39 YBH 1 YBH C31 C31 C 0 1 N N N 33.388 58.862 4.426 -8.557 0.446 2.090 C31 YBH 2 YBH C17 C17 C 0 1 N N S 33.271 60.358 4.245 -8.009 1.510 1.174 C17 YBH 3 YBH C12 C12 C 0 1 N N N 34.437 60.853 3.389 -9.154 2.134 0.374 C12 YBH 4 YBH C6 C6 C 0 1 N N N 34.024 61.994 2.484 -8.625 3.279 -0.450 C6 YBH 5 YBH O38 O38 O 0 1 N N N 32.810 62.251 2.324 -7.452 3.567 -0.403 O38 YBH 6 YBH O36 O36 O 0 1 N N N 34.929 62.643 1.918 -9.457 3.980 -1.237 O36 YBH 7 YBH N4 N4 N 0 1 N N N 33.222 61.076 5.512 -7.040 0.910 0.253 N4 YBH 8 YBH C18 C18 C 0 1 N N N 32.078 61.378 6.136 -5.756 0.756 0.632 C18 YBH 9 YBH O35 O35 O 0 1 N N N 30.986 60.980 5.758 -5.402 1.115 1.736 O35 YBH 10 YBH C8 C8 C 0 1 N N R 32.190 62.249 7.362 -4.759 0.139 -0.315 C8 YBH 11 YBH C28 C28 C 0 1 Y N N 31.932 61.469 8.626 -5.203 -1.256 -0.671 C28 YBH 12 YBH S41 S41 S 0 1 Y N N 33.176 60.857 9.623 -5.475 -2.658 0.400 S41 YBH 13 YBH C9 C9 C 0 1 Y N N 30.661 61.173 9.130 -5.505 -1.771 -1.888 C9 YBH 14 YBH C15 C15 C 0 1 Y N N 30.784 60.585 10.419 -5.890 -3.096 -1.979 C15 YBH 15 YBH C7 C7 C 0 1 Y N N 32.055 60.384 10.799 -5.965 -3.837 -0.847 C7 YBH 16 YBH C11 C11 C 0 1 N N N 31.239 63.446 7.267 -3.386 0.082 0.356 C11 YBH 17 YBH C25 C25 C 0 1 N N N 31.628 64.561 8.235 -2.349 -0.429 -0.646 C25 YBH 18 YBH C13 C13 C 0 1 N N N 30.516 65.596 8.378 -0.975 -0.486 0.025 C13 YBH 19 YBH C14 C14 C 0 1 N N N 30.615 66.331 9.711 0.061 -0.997 -0.978 C14 YBH 20 YBH N3 N3 N 0 1 N N N 31.467 67.505 9.637 1.377 -1.052 -0.335 N3 YBH 21 YBH C33 C33 C 0 1 N N N 31.945 68.123 10.721 2.450 -1.475 -1.032 C33 YBH 22 YBH O37 O37 O 0 1 N N N 31.370 68.073 11.799 2.327 -1.810 -2.194 O37 YBH 23 YBH C16 C16 C 0 1 Y N N 33.223 68.910 10.614 3.775 -1.530 -0.385 C16 YBH 24 YBH C20 C20 C 0 1 Y N N 33.507 69.912 11.546 4.889 -1.968 -1.106 C20 YBH 25 YBH C21 C21 C 0 1 Y N N 34.689 70.646 11.452 6.124 -2.018 -0.498 C21 YBH 26 YBH C22 C22 C 0 1 Y N N 35.598 70.378 10.427 6.263 -1.634 0.831 C22 YBH 27 YBH C23 C23 C 0 1 Y N N 35.311 69.384 9.489 5.157 -1.198 1.551 C23 YBH 28 YBH C24 C24 C 0 1 Y N N 34.130 68.648 9.585 3.920 -1.139 0.949 C24 YBH 29 YBH O34 O34 O 0 1 N N N 36.754 71.115 10.338 7.482 -1.685 1.426 O34 YBH 30 YBH C26 C26 C 0 1 Y N N 38.016 70.622 10.575 8.161 -0.582 1.023 C26 YBH 31 YBH C27 C27 C 0 1 Y N N 39.017 71.506 10.976 9.500 -0.410 1.409 C27 YBH 32 YBH N1 N1 N 0 1 Y N N 40.259 71.056 11.211 10.173 0.650 1.029 N1 YBH 33 YBH N2 N2 N 0 1 Y N N 38.309 69.320 10.417 7.560 0.315 0.268 N2 YBH 34 YBH C30 C30 C 0 1 Y N N 39.555 68.871 10.641 8.230 1.405 -0.125 C30 YBH 35 YBH C29 C29 C 0 1 Y N N 40.549 69.757 11.050 9.582 1.577 0.266 C29 YBH 36 YBH C10 C10 C 0 1 Y N N 41.847 69.299 11.280 10.280 2.721 -0.156 C10 YBH 37 YBH C32 C32 C 0 1 Y N N 42.147 67.948 11.105 9.653 3.647 -0.932 C32 YBH 38 YBH C19 C19 C 0 1 Y N N 41.151 67.062 10.697 8.324 3.479 -1.316 C19 YBH 39 YBH C5 C5 C 0 1 Y N N 39.854 67.522 10.466 7.616 2.383 -0.926 C5 YBH 40 YBH H31 H31 H 0 1 N N N 33.674 58.269 5.311 -9.289 0.705 2.841 H31 YBH 41 YBH H17 H17 H 0 1 N N N 32.304 60.566 3.730 -7.517 2.281 1.767 H17 YBH 42 YBH H121 1H12 H 0 0 N N N 34.897 60.020 2.808 -9.918 2.502 1.059 H121 YBH 43 YBH H122 2H12 H 0 0 N N N 35.314 61.131 4.019 -9.589 1.382 -0.285 H122 YBH 44 YBH H36 H36 H 0 1 N N N 34.670 63.359 1.350 -9.117 4.715 -1.766 H36 YBH 45 YBH HN4 HN4 H 0 1 N N N 34.058 61.394 6.003 -7.323 0.623 -0.629 HN4 YBH 46 YBH H8 H8 H 0 1 N N N 33.238 62.628 7.406 -4.696 0.743 -1.220 H8 YBH 47 YBH H9 H9 H 0 1 N N N 29.716 61.371 8.598 -5.437 -1.158 -2.775 H9 YBH 48 YBH H15 H15 H 0 1 N N N 29.948 60.303 11.081 -6.132 -3.532 -2.937 H15 YBH 49 YBH H7 H7 H 0 1 N N N 32.152 59.947 11.807 -6.248 -4.873 -0.730 H7 YBH 50 YBH H111 1H11 H 0 0 N N N 30.179 63.134 7.414 -3.104 1.079 0.694 H111 YBH 51 YBH H112 2H11 H 0 0 N N N 31.167 63.825 6.221 -3.427 -0.593 1.211 H112 YBH 52 YBH H251 1H25 H 0 0 N N N 32.592 65.038 7.941 -2.630 -1.426 -0.984 H251 YBH 53 YBH H252 2H25 H 0 0 N N N 31.933 64.151 9.226 -2.308 0.246 -1.502 H252 YBH 54 YBH H131 1H13 H 0 0 N N N 29.509 65.138 8.236 -0.694 0.511 0.362 H131 YBH 55 YBH H132 2H13 H 0 0 N N N 30.504 66.306 7.518 -1.017 -1.161 0.880 H132 YBH 56 YBH H141 1H14 H 0 0 N N N 30.948 65.644 10.524 -0.220 -1.994 -1.316 H141 YBH 57 YBH H142 2H14 H 0 0 N N N 29.604 66.593 10.101 0.103 -0.322 -1.833 H142 YBH 58 YBH HN3 HN3 H 0 1 N N N 31.752 67.929 8.754 1.475 -0.784 0.592 HN3 YBH 59 YBH H20 H20 H 0 1 N N N 32.794 70.125 12.360 4.782 -2.267 -2.138 H20 YBH 60 YBH H21 H21 H 0 1 N N N 34.905 71.438 12.188 6.986 -2.357 -1.054 H21 YBH 61 YBH H23 H23 H 0 1 N N N 36.020 69.179 8.669 5.269 -0.900 2.583 H23 YBH 62 YBH H24 H24 H 0 1 N N N 33.913 67.858 8.846 3.062 -0.800 1.509 H24 YBH 63 YBH H27 H27 H 0 1 N N N 38.822 72.583 11.110 9.979 -1.156 2.025 H27 YBH 64 YBH H10 H10 H 0 1 N N N 42.634 70.003 11.599 11.310 2.865 0.135 H10 YBH 65 YBH H32 H32 H 0 1 N N N 43.171 67.581 11.289 10.193 4.525 -1.254 H32 YBH 66 YBH H19 H19 H 0 1 N N N 41.390 65.994 10.557 7.849 4.228 -1.931 H19 YBH 67 YBH H5 H5 H 0 1 N N N 39.066 66.820 10.145 6.587 2.266 -1.231 H5 YBH 68 # 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 YBH O39 C31 DOUB N N 1 YBH C31 C17 SING N N 2 YBH C31 H31 SING N N 3 YBH C17 C12 SING N N 4 YBH C17 N4 SING N N 5 YBH C17 H17 SING N N 6 YBH C12 C6 SING N N 7 YBH C12 H121 SING N N 8 YBH C12 H122 SING N N 9 YBH C6 O38 DOUB N N 10 YBH C6 O36 SING N N 11 YBH O36 H36 SING N N 12 YBH N4 C18 SING N N 13 YBH N4 HN4 SING N N 14 YBH C18 O35 DOUB N N 15 YBH C18 C8 SING N N 16 YBH C8 C28 SING N N 17 YBH C8 C11 SING N N 18 YBH C8 H8 SING N N 19 YBH C28 S41 SING Y N 20 YBH C28 C9 DOUB Y N 21 YBH S41 C7 SING Y N 22 YBH C9 C15 SING Y N 23 YBH C9 H9 SING N N 24 YBH C15 C7 DOUB Y N 25 YBH C15 H15 SING N N 26 YBH C7 H7 SING N N 27 YBH C11 C25 SING N N 28 YBH C11 H111 SING N N 29 YBH C11 H112 SING N N 30 YBH C25 C13 SING N N 31 YBH C25 H251 SING N N 32 YBH C25 H252 SING N N 33 YBH C13 C14 SING N N 34 YBH C13 H131 SING N N 35 YBH C13 H132 SING N N 36 YBH C14 N3 SING N N 37 YBH C14 H141 SING N N 38 YBH C14 H142 SING N N 39 YBH N3 C33 SING N N 40 YBH N3 HN3 SING N N 41 YBH C33 O37 DOUB N N 42 YBH C33 C16 SING N N 43 YBH C16 C20 DOUB Y N 44 YBH C16 C24 SING Y N 45 YBH C20 C21 SING Y N 46 YBH C20 H20 SING N N 47 YBH C21 C22 DOUB Y N 48 YBH C21 H21 SING N N 49 YBH C22 C23 SING Y N 50 YBH C22 O34 SING N N 51 YBH C23 C24 DOUB Y N 52 YBH C23 H23 SING N N 53 YBH C24 H24 SING N N 54 YBH O34 C26 SING N N 55 YBH C26 C27 DOUB Y N 56 YBH C26 N2 SING Y N 57 YBH C27 N1 SING Y N 58 YBH C27 H27 SING N N 59 YBH N1 C29 DOUB Y N 60 YBH N2 C30 DOUB Y N 61 YBH C30 C29 SING Y N 62 YBH C30 C5 SING Y N 63 YBH C29 C10 SING Y N 64 YBH C10 C32 DOUB Y N 65 YBH C10 H10 SING N N 66 YBH C32 C19 SING Y N 67 YBH C32 H32 SING N N 68 YBH C19 C5 DOUB Y N 69 YBH C19 H19 SING N N 70 YBH C5 H5 SING N N 71 # 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 YBH SMILES ACDLabs 10.04 "O=C(O)CC(C=O)NC(=O)C(c1sccc1)CCCCNC(=O)c4ccc(Oc2nc3c(nc2)cccc3)cc4" YBH SMILES_CANONICAL CACTVS 3.341 "OC(=O)C[C@H](NC(=O)[C@@H](CCCCNC(=O)c1ccc(Oc2cnc3ccccc3n2)cc1)c4sccc4)C=O" YBH SMILES CACTVS 3.341 "OC(=O)C[CH](NC(=O)[CH](CCCCNC(=O)c1ccc(Oc2cnc3ccccc3n2)cc1)c4sccc4)C=O" YBH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)ncc(n2)Oc3ccc(cc3)C(=O)NCCCC[C@@H](c4cccs4)C(=O)N[C@@H](CC(=O)O)C=O" YBH SMILES "OpenEye OEToolkits" 1.5.0 "c1ccc2c(c1)ncc(n2)Oc3ccc(cc3)C(=O)NCCCCC(c4cccs4)C(=O)NC(CC(=O)O)C=O" YBH InChI InChI 1.03 "InChI=1S/C29H28N4O6S/c34-18-20(16-27(35)36)32-29(38)22(25-9-5-15-40-25)6-3-4-14-30-28(37)19-10-12-21(13-11-19)39-26-17-31-23-7-1-2-8-24(23)33-26/h1-2,5,7-13,15,17-18,20,22H,3-4,6,14,16H2,(H,30,37)(H,32,38)(H,35,36)/t20-,22-/m0/s1" YBH InChIKey InChI 1.03 DJLHSAXTGGXZPX-UNMCSNQZSA-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 YBH "SYSTEMATIC NAME" ACDLabs 10.04 "(3S)-4-oxo-3-{[(2R)-6-({[4-(quinoxalin-2-yloxy)phenyl]carbonyl}amino)-2-thiophen-2-ylhexanoyl]amino}butanoic acid" YBH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-4-oxo-3-[[(2R)-6-[(4-quinoxalin-2-yloxyphenyl)carbonylamino]-2-thiophen-2-yl-hexanoyl]amino]butanoic 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 YBH "Create component" 2004-01-09 RCSB YBH "Modify descriptor" 2011-06-04 RCSB #