data_4QB
# 
_chem_comp.id                                    4QB 
_chem_comp.name                                  "3-{2-ETHYL-6-[4-(QUINOXALIN-2-YLAMINO)-BENZOYLAMINO]-HEXANOYLAMINO}-4-OXO-BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C27 H31 N5 O5" 
_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                        505.566 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     4QB 
_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        1RWN 
_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 
4QB O37  O37  O 0 1 N N N 32.827 62.154 2.398  -9.739  4.078  0.289  O37  4QB 1  
4QB C6   C6   C 0 1 N N N 34.045 61.900 2.529  -9.200  2.877  0.553  C6   4QB 2  
4QB O35  O35  O 0 1 N N N 34.936 62.584 1.982  -8.064  2.800  0.956  O35  4QB 3  
4QB C7   C7   C 0 1 N N N 34.472 60.722 3.375  -10.013 1.625  0.348  C7   4QB 4  
4QB C28  C28  C 0 1 N N S 33.339 60.267 4.293  -9.171  0.403  0.720  C28  4QB 5  
4QB C18  C18  C 0 1 N N N 33.455 58.780 4.528  -10.021 -0.839 0.633  C18  4QB 6  
4QB O33  O33  O 0 1 N N N 33.026 58.004 3.688  -9.714  -1.728 -0.125 O33  4QB 7  
4QB N5   N5   N 0 1 N N N 33.365 61.031 5.527  -8.042  0.288  -0.206 N5   4QB 8  
4QB C16  C16  C 0 1 N N N 32.285 61.269 6.276  -6.919  -0.351 0.177  C16  4QB 9  
4QB O34  O34  O 0 1 N N N 31.148 60.968 5.941  -6.833  -0.810 1.296  O34  4QB 10 
4QB C10  C10  C 0 1 N N R 32.562 61.936 7.597  -5.769  -0.497 -0.786 C10  4QB 11 
4QB C9   C9   C 0 1 N N N 31.929 61.152 8.746  -5.950  -1.774 -1.609 C9   4QB 12 
4QB C31  C31  C 0 1 N N N 32.950 60.232 9.373  -5.916  -2.988 -0.679 C31  4QB 13 
4QB C11  C11  C 0 1 N N N 32.116 63.406 7.570  -4.456  -0.576 -0.005 C11  4QB 14 
4QB C12  C12  C 0 1 N N N 30.659 63.650 7.958  -3.280  -0.598 -0.984 C12  4QB 15 
4QB C13  C13  C 0 1 N N N 30.325 65.139 7.950  -1.967  -0.677 -0.202 C13  4QB 16 
4QB C14  C14  C 0 1 N N N 30.371 65.745 9.349  -0.791  -0.699 -1.181 C14  4QB 17 
4QB N4   N4   N 0 1 N N N 31.379 66.786 9.469  0.466   -0.775 -0.433 N4   4QB 18 
4QB C19  C19  C 0 1 N N N 31.893 67.169 10.641 1.641   -0.806 -1.091 C19  4QB 19 
4QB O36  O36  O 0 1 N N N 31.532 66.669 11.697 1.658   -0.771 -2.307 O36  4QB 20 
4QB C17  C17  C 0 1 Y N N 32.937 68.257 10.665 2.907   -0.882 -0.338 C17  4QB 21 
4QB C20  C20  C 0 1 Y N N 33.013 69.124 11.755 4.127   -0.915 -1.019 C20  4QB 22 
4QB C21  C21  C 0 1 Y N N 33.971 70.138 11.784 5.307   -0.985 -0.313 C21  4QB 23 
4QB C22  C22  C 0 1 Y N N 34.855 70.312 10.718 5.285   -1.025 1.078  C22  4QB 24 
4QB C23  C23  C 0 1 Y N N 34.773 69.446 9.622  4.072   -0.993 1.760  C23  4QB 25 
4QB C24  C24  C 0 1 Y N N 33.819 68.426 9.596  2.890   -0.916 1.060  C24  4QB 26 
4QB N3   N3   N 0 1 N N N 35.760 71.332 10.809 6.480   -1.097 1.789  N3   4QB 27 
4QB C26  C26  C 0 1 Y N N 36.704 71.727 9.904  7.615   -0.462 1.304  C26  4QB 28 
4QB N1   N1   N 0 1 Y N N 36.663 71.365 8.609  7.534   0.290  0.223  N1   4QB 29 
4QB C27  C27  C 0 1 Y N N 37.718 72.585 10.332 8.844   -0.630 1.966  C27  4QB 30 
4QB N2   N2   N 0 1 Y N N 38.652 73.016 9.471  9.927   -0.038 1.523  N2   4QB 31 
4QB C29  C29  C 0 1 Y N N 38.607 72.647 8.182  9.865   0.734  0.431  C29  4QB 32 
4QB C25  C25  C 0 1 Y N N 39.573 73.106 7.285  11.011  1.379  -0.065 C25  4QB 33 
4QB C8   C8   C 0 1 Y N N 39.523 72.719 5.945  10.920  2.158  -1.178 C8   4QB 34 
4QB C30  C30  C 0 1 Y N N 37.594 71.799 7.743  8.629   0.906  -0.239 C30  4QB 35 
4QB C15  C15  C 0 1 Y N N 37.540 71.417 6.402  8.573   1.718  -1.385 C15  4QB 36 
4QB C32  C32  C 0 1 Y N N 38.504 71.874 5.503  9.704   2.327  -1.836 C32  4QB 37 
4QB H35  H35  H 0 1 N N N 35.861 62.391 2.082  ?       ?      ?      H35  4QB 38 
4QB H71  1H7  H 0 1 N N N 35.402 60.944 3.949  -10.314 1.554  -0.697 H71  4QB 39 
4QB H72  2H7  H 0 1 N N N 34.855 59.883 2.748  -10.901 1.660  0.980  H72  4QB 40 
4QB H28  H28  H 0 1 N N N 32.350 60.457 3.814  -8.796  0.516  1.737  H28  4QB 41 
4QB H18  H18  H 0 1 N N N 33.885 58.220 5.375  -10.903 -0.933 1.248  H18  4QB 42 
4QB HN5  HN5  H 0 1 N N N 34.221 61.438 5.903  -8.102  0.672  -1.095 HN5  4QB 43 
4QB H10  H10  H 0 1 N N N 33.663 61.935 7.774  -5.743  0.365  -1.454 H10  4QB 44 
4QB H91  1H9  H 0 1 N N N 31.015 60.601 8.421  -5.146  -1.853 -2.340 H91  4QB 45 
4QB H92  2H9  H 0 1 N N N 31.456 61.825 9.499  -6.909  -1.740 -2.126 H92  4QB 46 
4QB H311 1H31 H 0 0 N N N 33.864 60.783 9.698  -6.149  -3.888 -1.248 H311 4QB 47 
4QB H312 2H31 H 0 0 N N N 32.488 59.660 10.211 -4.922  -3.083 -0.242 H312 4QB 48 
4QB H313 3H31 H 0 0 N N N 33.423 59.559 8.620  -6.651  -2.859 0.115  H313 4QB 49 
4QB H111 1H11 H 0 0 N N N 32.327 63.853 6.571  -4.369  0.293  0.648  H111 4QB 50 
4QB H112 2H11 H 0 0 N N N 32.791 64.024 8.207  -4.445  -1.485 0.596  H112 4QB 51 
4QB H121 1H12 H 0 0 N N N 30.413 63.181 8.939  -3.367  -1.466 -1.637 H121 4QB 52 
4QB H122 2H12 H 0 0 N N N 29.961 63.070 7.310  -3.291  0.312  -1.585 H122 4QB 53 
4QB H131 1H13 H 0 0 N N N 29.342 65.330 7.459  -1.880  0.192  0.451  H131 4QB 54 
4QB H132 2H13 H 0 0 N N N 30.985 65.697 7.246  -1.956  -1.586 0.399  H132 4QB 55 
4QB H141 1H14 H 0 0 N N N 30.513 64.956 10.124 -0.878  -1.567 -1.834 H141 4QB 56 
4QB H142 2H14 H 0 0 N N N 29.367 66.120 9.658  -0.802  0.211  -1.782 H142 4QB 57 
4QB HN4  HN4  H 0 1 N N N 31.756 67.289 8.666  0.452   -0.802 0.537  HN4  4QB 58 
4QB H20  H20  H 0 1 N N N 32.312 69.007 12.598 4.144   -0.884 -2.099 H20  4QB 59 
4QB H21  H21  H 0 1 N N N 34.030 70.808 12.658 6.250   -1.010 -0.839 H21  4QB 60 
4QB H23  H23  H 0 1 N N N 35.466 69.568 8.772  4.059   -1.024 2.839  H23  4QB 61 
4QB H24  H24  H 0 1 N N N 33.762 67.750 8.726  1.949   -0.891 1.589  H24  4QB 62 
4QB HN3  HN3  H 0 1 N N N 36.270 71.165 11.677 6.519   -1.590 2.623  HN3  4QB 63 
4QB H27  H27  H 0 1 N N N 37.783 72.931 11.377 8.897   -1.251 2.848  H27  4QB 64 
4QB H25  H25  H 0 1 N N N 40.377 73.775 7.635  11.960  1.258  0.436  H25  4QB 65 
4QB H8   H8   H 0 1 N N N 40.287 73.080 5.237  11.803  2.652  -1.555 H8   4QB 66 
4QB H15  H15  H 0 1 N N N 36.733 70.752 6.052  7.637   1.857  -1.905 H15  4QB 67 
4QB H32  H32  H 0 1 N N N 38.461 71.568 4.444  9.658   2.950  -2.717 H32  4QB 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 
4QB O37 C6   DOUB N N 1  
4QB C6  O35  SING N N 2  
4QB C6  C7   SING N N 3  
4QB O35 H35  SING N N 4  
4QB C7  C28  SING N N 5  
4QB C7  H71  SING N N 6  
4QB C7  H72  SING N N 7  
4QB C28 C18  SING N N 8  
4QB C28 N5   SING N N 9  
4QB C28 H28  SING N N 10 
4QB C18 O33  DOUB N N 11 
4QB C18 H18  SING N N 12 
4QB N5  C16  SING N N 13 
4QB N5  HN5  SING N N 14 
4QB C16 O34  DOUB N N 15 
4QB C16 C10  SING N N 16 
4QB C10 C9   SING N N 17 
4QB C10 C11  SING N N 18 
4QB C10 H10  SING N N 19 
4QB C9  C31  SING N N 20 
4QB C9  H91  SING N N 21 
4QB C9  H92  SING N N 22 
4QB C31 H311 SING N N 23 
4QB C31 H312 SING N N 24 
4QB C31 H313 SING N N 25 
4QB C11 C12  SING N N 26 
4QB C11 H111 SING N N 27 
4QB C11 H112 SING N N 28 
4QB C12 C13  SING N N 29 
4QB C12 H121 SING N N 30 
4QB C12 H122 SING N N 31 
4QB C13 C14  SING N N 32 
4QB C13 H131 SING N N 33 
4QB C13 H132 SING N N 34 
4QB C14 N4   SING N N 35 
4QB C14 H141 SING N N 36 
4QB C14 H142 SING N N 37 
4QB N4  C19  SING N N 38 
4QB N4  HN4  SING N N 39 
4QB C19 O36  DOUB N N 40 
4QB C19 C17  SING N N 41 
4QB C17 C20  DOUB Y N 42 
4QB C17 C24  SING Y N 43 
4QB C20 C21  SING Y N 44 
4QB C20 H20  SING N N 45 
4QB C21 C22  DOUB Y N 46 
4QB C21 H21  SING N N 47 
4QB C22 C23  SING Y N 48 
4QB C22 N3   SING N N 49 
4QB C23 C24  DOUB Y N 50 
4QB C23 H23  SING N N 51 
4QB C24 H24  SING N N 52 
4QB N3  C26  SING N N 53 
4QB N3  HN3  SING N N 54 
4QB C26 N1   DOUB Y N 55 
4QB C26 C27  SING Y N 56 
4QB N1  C30  SING Y N 57 
4QB C27 N2   DOUB Y N 58 
4QB C27 H27  SING N N 59 
4QB N2  C29  SING Y N 60 
4QB C29 C25  SING Y N 61 
4QB C29 C30  DOUB Y N 62 
4QB C25 C8   DOUB Y N 63 
4QB C25 H25  SING N N 64 
4QB C8  C32  SING Y N 65 
4QB C8  H8   SING N N 66 
4QB C30 C15  SING Y N 67 
4QB C15 C32  DOUB Y N 68 
4QB C15 H15  SING N N 69 
4QB C32 H32  SING N N 70 
# 
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 
4QB SMILES           ACDLabs              10.04 O=C(O)CC(C=O)NC(=O)C(CC)CCCCNC(=O)c1ccc(cc1)Nc2nc3ccccc3nc2 
4QB InChI            InChI                1.02b 
InChI=1/C27H31N5O5/c1-2-18(27(37)31-21(17-33)15-25(34)35)7-5-6-14-28-26(36)19-10-12-20(13-11-19)30-24-16-29-22-8-3-4-9-23(22)32-24/h3-4,8-13,16-18,21H,2,5-7,14-15H2,1H3,(H,28,36)(H,30,32)(H,31,37)(H,34,35)/t18-,21+/m1/s1/f/h28,30-31,34H 
4QB InChIKey         InChI                1.02b LFXGHNVCJJFHJJ-FQLMKFLBDZ 
4QB SMILES_CANONICAL CACTVS               3.341 CC[C@H](CCCCNC(=O)c1ccc(Nc2cnc3ccccc3n2)cc1)C(=O)N[C@@H](CC(O)=O)C=O 
4QB SMILES           CACTVS               3.341 CC[CH](CCCCNC(=O)c1ccc(Nc2cnc3ccccc3n2)cc1)C(=O)N[CH](CC(O)=O)C=O 
4QB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC[C@H](CCCCNC(=O)c1ccc(cc1)Nc2cnc3ccccc3n2)C(=O)N[C@@H](CC(=O)O)C=O 
4QB SMILES           "OpenEye OEToolkits" 1.5.0 CCC(CCCCNC(=O)c1ccc(cc1)Nc2cnc3ccccc3n2)C(=O)NC(CC(=O)O)C=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 
4QB "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-3-{[(2R)-2-ethyl-6-({[4-(quinoxalin-2-ylamino)phenyl]carbonyl}amino)hexanoyl]amino}-4-oxobutanoic acid" 
4QB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-[[(2R)-2-ethyl-6-[[4-(quinoxalin-2-ylamino)phenyl]carbonylamino]hexanoyl]amino]-4-oxo-butanoic acid"  
# 
