data_BTH
# 
_chem_comp.id                                    BTH 
_chem_comp.name                                  "4-OXO-3-{6-[4-(QUINOXALIN-2-YLAMINO)-BENZOYLAMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-PENTANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H31 N5 O5 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                    2008-10-14 
_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                        573.663 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     BTH 
_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   Y 
_chem_comp.pdbx_model_coordinates_db_code        1RWO 
_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 
BTH O40  O40  O 0 1 N N N 31.035 61.113 5.377  -5.794  1.677  -0.866 O40  BTH 1  
BTH C25  C25  C 0 1 N N N 32.073 61.406 5.945  -6.022  0.853  -0.005 C25  BTH 2  
BTH N4   N4   N 0 1 N N N 33.276 61.154 5.414  -7.294  0.542  0.310  N4   BTH 3  
BTH C33  C33  C 0 1 N N S 33.402 60.387 4.176  -8.403  1.198  -0.387 C33  BTH 4  
BTH C34  C34  C 0 1 N N N 33.512 58.895 4.378  -8.711  2.512  0.283  C34  BTH 5  
BTH O39  O39  O 0 1 N N N 33.565 58.168 3.398  -8.273  2.745  1.384  O39  BTH 6  
BTH C31  C31  C 0 1 N N N 33.562 58.307 5.760  -9.566  3.534  -0.420 C31  BTH 7  
BTH C35  C35  C 0 1 N N N 34.578 60.880 3.329  -9.640  0.298  -0.339 C35  BTH 8  
BTH C15  C15  C 0 1 N N N 34.210 62.126 2.549  -9.373  -0.966 -1.115 C15  BTH 9  
BTH O37  O37  O 0 1 N N N 33.010 62.467 2.460  -10.323 -1.909 -1.210 O37  BTH 10 
BTH O36  O36  O 0 1 N N N 35.127 62.783 2.012  -8.303  -1.130 -1.652 O36  BTH 11 
BTH C24  C24  C 0 1 N N S 31.973 62.058 7.303  -4.881  0.179  0.712  C24  BTH 12 
BTH C26  C26  C 0 1 Y N N 32.511 61.187 8.412  -4.957  -1.310 0.489  C26  BTH 13 
BTH S41  S41  S 0 1 Y N N 33.915 61.515 9.344  -4.900  -2.221 -1.045 S41  BTH 14 
BTH C27  C27  C 0 1 Y N N 31.871 60.000 8.794  -5.082  -2.305 1.401  C27  BTH 15 
BTH C28  C28  C 0 1 Y N N 32.454 59.494 9.987  -5.136  -3.614 0.962  C28  BTH 16 
BTH C14  C14  C 0 1 Y N N 33.480 60.257 10.382 -5.053  -3.866 -0.367 C14  BTH 17 
BTH C23  C23  C 0 1 N N N 32.581 63.461 7.310  -3.552  0.708  0.169  C23  BTH 18 
BTH C22  C22  C 0 1 N N N 31.548 64.477 7.792  -2.398  0.117  0.980  C22  BTH 19 
BTH C9   C9   C 0 1 N N N 31.796 64.860 9.246  -1.069  0.647  0.437  C9   BTH 20 
BTH C10  C10  C 0 1 N N N 31.143 66.185 9.627  0.086   0.056  1.249  C10  BTH 21 
BTH N3   N3   N 0 1 N N N 32.120 67.254 9.751  1.358   0.563  0.729  N3   BTH 22 
BTH C17  C17  C 0 1 N N N 32.644 67.674 10.908 2.519   0.175  1.293  C17  BTH 23 
BTH O38  O38  O 0 1 N N N 32.304 67.217 11.989 2.510   -0.595 2.233  O38  BTH 24 
BTH C30  C30  C 0 1 Y N N 33.680 68.765 10.863 3.800   0.686  0.769  C30  BTH 25 
BTH C32  C32  C 0 1 Y N N 34.532 68.871 9.764  5.005   0.285  1.353  C32  BTH 26 
BTH C19  C19  C 0 1 Y N N 35.492 69.881 9.716  6.199   0.763  0.861  C19  BTH 27 
BTH C13  C13  C 0 1 Y N N 33.790 69.682 11.912 3.812   1.568  -0.316 C13  BTH 28 
BTH C12  C12  C 0 1 Y N N 34.750 70.694 11.860 5.008   2.046  -0.799 C12  BTH 29 
BTH C11  C11  C 0 1 Y N N 35.606 70.803 10.761 6.207   1.645  -0.216 C11  BTH 30 
BTH N2   N2   N 0 1 N N N 36.534 71.805 10.759 7.415   2.126  -0.710 N2   BTH 31 
BTH C20  C20  C 0 1 Y N N 37.434 72.095 9.776  8.546   1.321  -0.685 C20  BTH 32 
BTH N1   N1   N 0 1 Y N N 37.243 71.690 8.508  8.446   0.065  -0.292 N1   BTH 33 
BTH C16  C16  C 0 1 Y N N 38.546 72.880 10.075 9.789   1.851  -1.073 C16  BTH 34 
BTH N5   N5   N 0 1 Y N N 39.426 73.195 9.111  10.867  1.105  -1.056 N5   BTH 35 
BTH C29  C29  C 0 1 Y N N 39.228 72.787 7.847  10.787  -0.173 -0.666 C29  BTH 36 
BTH C21  C21  C 0 1 Y N N 38.115 72.009 7.541  9.537   -0.711 -0.274 C21  BTH 37 
BTH C7   C7   C 0 1 Y N N 40.134 73.132 6.844  11.928  -0.993 -0.638 C7   BTH 38 
BTH C8   C8   C 0 1 Y N N 39.920 72.701 5.534  11.818  -2.290 -0.237 C8   BTH 39 
BTH C18  C18  C 0 1 Y N N 38.800 71.929 5.227  10.588  -2.819 0.148  C18  BTH 40 
BTH C6   C6   C 0 1 Y N N 37.896 71.582 6.231  9.462   -2.054 0.134  C6   BTH 41 
BTH HN4  HN4  H 0 1 N N N 34.068 61.533 5.934  -7.476  -0.117 0.998  HN4  BTH 42 
BTH H33  H33  H 0 1 N N N 32.444 60.567 3.634  -8.125  1.376  -1.426 H33  BTH 43 
BTH H311 1H31 H 0 0 N N N 32.671 58.669 6.324  -8.931  4.194  -1.012 H311 BTH 44 
BTH H312 2H31 H 0 0 N N N 33.643 57.205 5.909  -10.274 3.027  -1.075 H312 BTH 45 
BTH H313 3H31 H 0 0 N N N 34.397 58.795 6.315  -10.111 4.122  0.318  H313 BTH 46 
BTH H351 1H35 H 0 0 N N N 34.965 60.077 2.659  -9.866  0.047  0.698  H351 BTH 47 
BTH H352 2H35 H 0 0 N N N 35.491 61.040 3.949  -10.488 0.822  -0.779 H352 BTH 48 
BTH H36  H36  H 0 1 N N N 34.896 63.564 1.523  ?       ?      ?      H36  BTH 49 
BTH H24  H24  H 0 1 N N N 30.885 62.179 7.515  -4.947  0.390  1.779  H24  BTH 50 
BTH H27  H27  H 0 1 N N N 31.037 59.536 8.241  -5.146  -2.077 2.455  H27  BTH 51 
BTH H28  H28  H 0 1 N N N 32.141 58.599 10.550 -5.240  -4.425 1.668  H28  BTH 52 
BTH H14  H14  H 0 1 N N N 33.881 59.922 11.353 -5.074  -4.814 -0.883 H14  BTH 53 
BTH H231 1H23 H 0 0 N N N 33.006 63.737 6.317  -3.446  0.419  -0.877 H231 BTH 54 
BTH H232 2H23 H 0 0 N N N 33.521 63.506 7.908  -3.534  1.795  0.249  H232 BTH 55 
BTH H221 1H22 H 0 0 N N N 30.507 64.111 7.635  -2.504  0.406  2.026  H221 BTH 56 
BTH H222 2H22 H 0 0 N N N 31.514 65.374 7.131  -2.416  -0.970 0.900  H222 BTH 57 
BTH H91  1H9  H 0 1 N N N 32.887 64.872 9.476  -0.963  0.358  -0.609 H91  BTH 58 
BTH H92  2H9  H 0 1 N N N 31.475 64.044 9.935  -1.051  1.734  0.518  H92  BTH 59 
BTH H101 1H10 H 0 0 N N N 30.532 66.084 10.554 -0.020  0.345  2.294  H101 BTH 60 
BTH H102 2H10 H 0 0 N N N 30.332 66.458 8.912  0.067   -1.031 1.168  H102 BTH 61 
BTH HN3  HN3  H 0 1 N N N 32.475 67.763 8.941  1.365   1.178  -0.022 HN3  BTH 62 
BTH H32  H32  H 0 1 N N N 34.446 68.154 8.930  5.000   -0.399 2.188  H32  BTH 63 
BTH H19  H19  H 0 1 N N N 36.166 69.951 8.846  7.130   0.453  1.312  H19  BTH 64 
BTH H13  H13  H 0 1 N N N 33.118 69.607 12.783 2.882   1.879  -0.769 H13  BTH 65 
BTH H12  H12  H 0 1 N N N 34.833 71.412 12.693 5.018   2.731  -1.634 H12  BTH 66 
BTH HN2  HN2  H 0 1 N N N 37.080 71.684 11.612 7.468   3.024  -1.072 HN2  BTH 67 
BTH H16  H16  H 0 1 N N N 38.733 73.259 11.094 9.856   2.882  -1.388 H16  BTH 68 
BTH H7   H7   H 0 1 N N N 41.019 73.745 7.086  12.888  -0.597 -0.934 H7   BTH 69 
BTH H8   H8   H 0 1 N N N 40.637 72.971 4.740  12.697  -2.917 -0.217 H8   BTH 70 
BTH H18  H18  H 0 1 N N N 38.629 71.593 4.190  10.527  -3.850 0.462  H18  BTH 71 
BTH H6   H6   H 0 1 N N N 37.010 70.971 5.990  8.515   -2.477 0.435  H6   BTH 72 
# 
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 
BTH O40 C25  DOUB N N 1  
BTH C25 N4   SING N N 2  
BTH C25 C24  SING N N 3  
BTH N4  C33  SING N N 4  
BTH N4  HN4  SING N N 5  
BTH C33 C34  SING N N 6  
BTH C33 C35  SING N N 7  
BTH C33 H33  SING N N 8  
BTH C34 O39  DOUB N N 9  
BTH C34 C31  SING N N 10 
BTH C31 H311 SING N N 11 
BTH C31 H312 SING N N 12 
BTH C31 H313 SING N N 13 
BTH C35 C15  SING N N 14 
BTH C35 H351 SING N N 15 
BTH C35 H352 SING N N 16 
BTH C15 O37  DOUB N N 17 
BTH C15 O36  SING N N 18 
BTH O36 H36  SING N N 19 
BTH C24 C26  SING N N 20 
BTH C24 C23  SING N N 21 
BTH C24 H24  SING N N 22 
BTH C26 S41  SING Y N 23 
BTH C26 C27  DOUB Y N 24 
BTH S41 C14  SING Y N 25 
BTH C27 C28  SING Y N 26 
BTH C27 H27  SING N N 27 
BTH C28 C14  DOUB Y N 28 
BTH C28 H28  SING N N 29 
BTH C14 H14  SING N N 30 
BTH C23 C22  SING N N 31 
BTH C23 H231 SING N N 32 
BTH C23 H232 SING N N 33 
BTH C22 C9   SING N N 34 
BTH C22 H221 SING N N 35 
BTH C22 H222 SING N N 36 
BTH C9  C10  SING N N 37 
BTH C9  H91  SING N N 38 
BTH C9  H92  SING N N 39 
BTH C10 N3   SING N N 40 
BTH C10 H101 SING N N 41 
BTH C10 H102 SING N N 42 
BTH N3  C17  SING N N 43 
BTH N3  HN3  SING N N 44 
BTH C17 O38  DOUB N N 45 
BTH C17 C30  SING N N 46 
BTH C30 C32  DOUB Y N 47 
BTH C30 C13  SING Y N 48 
BTH C32 C19  SING Y N 49 
BTH C32 H32  SING N N 50 
BTH C19 C11  DOUB Y N 51 
BTH C19 H19  SING N N 52 
BTH C13 C12  DOUB Y N 53 
BTH C13 H13  SING N N 54 
BTH C12 C11  SING Y N 55 
BTH C12 H12  SING N N 56 
BTH C11 N2   SING N N 57 
BTH N2  C20  SING N N 58 
BTH N2  HN2  SING N N 59 
BTH C20 N1   DOUB Y N 60 
BTH C20 C16  SING Y N 61 
BTH N1  C21  SING Y N 62 
BTH C16 N5   DOUB Y N 63 
BTH C16 H16  SING N N 64 
BTH N5  C29  SING Y N 65 
BTH C29 C21  DOUB Y N 66 
BTH C29 C7   SING Y N 67 
BTH C21 C6   SING Y N 68 
BTH C7  C8   DOUB Y N 69 
BTH C7  H7   SING N N 70 
BTH C8  C18  SING Y N 71 
BTH C8  H8   SING N N 72 
BTH C18 C6   DOUB Y N 73 
BTH C18 H18  SING N N 74 
BTH C6  H6   SING N N 75 
# 
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 
BTH SMILES           ACDLabs              10.04 O=C(O)CC(C(=O)C)NC(=O)C(c1sccc1)CCCCNC(=O)c4ccc(Nc2nc3c(nc2)cccc3)cc4 
BTH InChI            InChI                1.02b 
;InChI=1/C30H31N5O5S/c1-19(36)25(17-28(37)38)35-30(40)22(26-10-6-16-41-26)7-4-5-15-31-29(39)20-11-13-21(14-12-20)33-27-18-32-23-8-2-3-9-24(23)34-27/h2-3,6,8-14,16,18,22,25H,4-5,7,15,17H2,1H3,(H,31,39)(H,33,34)(H,35,40)(H,37,38)/t22-,25+/m1/s1/f/h31,33,35,37H
;
BTH InChIKey         InChI                1.02b FDQYFIJPZTYCIY-KTWUUELODV 
BTH SMILES_CANONICAL CACTVS               3.341 CC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCCCNC(=O)c1ccc(Nc2cnc3ccccc3n2)cc1)c4sccc4 
BTH SMILES           CACTVS               3.341 CC(=O)[CH](CC(O)=O)NC(=O)[CH](CCCCNC(=O)c1ccc(Nc2cnc3ccccc3n2)cc1)c4sccc4 
BTH SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CCCCNC(=O)c1ccc(cc1)Nc2cnc3ccccc3n2)c4cccs4 
BTH SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)C(CC(=O)O)NC(=O)C(CCCCNC(=O)c1ccc(cc1)Nc2cnc3ccccc3n2)c4cccs4 
# 
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 
BTH "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-4-oxo-3-{[(2S)-6-({[4-(quinoxalin-2-ylamino)phenyl]carbonyl}amino)-2-thiophen-2-ylhexanoyl]amino}pentanoic acid" 
BTH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-4-oxo-3-[[(2S)-6-[[4-(quinoxalin-2-ylamino)phenyl]carbonylamino]-2-thiophen-2-yl-hexanoyl]amino]pentanoic acid"  
# 
