data_OQB
# 
_chem_comp.id                                    OQB 
_chem_comp.name                                  "4-OXO-3-[(6-{[4-(QUINOXALIN-2-YLAMINO)-BENZOYLAMINO]-METHYL}-PYRIDINE-3-CARBONYL)-AMINO]-BUTYRIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C26 H22 N6 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                        498.490 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OQB 
_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        1RWW 
_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 
OQB O37  O37  O 0 1 N N N 32.774 61.576 2.054  10.210  0.309  2.127  O37  OQB 1  
OQB C9   C9   C 0 1 N N N 33.960 61.384 2.397  9.415   0.047  1.078  C9   OQB 2  
OQB O33  O33  O 0 1 N N N 34.881 62.156 2.049  9.008   0.950  0.387  O33  OQB 3  
OQB C10  C10  C 0 1 N N N 34.305 60.183 3.254  9.031   -1.376 0.761  C10  OQB 4  
OQB C27  C27  C 0 1 N N S 33.108 59.718 4.086  8.127   -1.397 -0.473 C27  OQB 5  
OQB C28  C28  C 0 1 N N N 33.190 58.232 4.347  7.842   -2.825 -0.862 C28  OQB 6  
OQB O35  O35  O 0 1 N N N 33.014 57.431 3.443  6.704   -3.230 -0.883 O35  OQB 7  
OQB N3   N3   N 0 1 N N N 33.003 60.469 5.328  6.867   -0.714 -0.167 N3   OQB 8  
OQB C16  C16  C 0 1 N N N 31.813 60.810 5.832  6.142   -0.162 -1.160 C16  OQB 9  
OQB O34  O34  O 0 1 N N N 30.792 60.233 5.488  6.532   -0.232 -2.309 O34  OQB 10 
OQB C21  C21  C 0 1 Y N N 31.703 61.929 6.835  4.871   0.527  -0.852 C21  OQB 11 
OQB C12  C12  C 0 1 Y N N 32.667 62.938 6.911  4.409   0.609  0.462  C12  OQB 12 
OQB N1   N1   N 0 1 Y N N 32.557 63.935 7.808  3.279   1.228  0.737  N1   OQB 13 
OQB C23  C23  C 0 1 Y N N 30.617 61.973 7.704  4.108   1.105  -1.874 C23  OQB 14 
OQB C24  C24  C 0 1 Y N N 30.529 63.015 8.622  2.926   1.738  -1.533 C24  OQB 15 
OQB C14  C14  C 0 1 Y N N 31.517 63.998 8.660  2.540   1.781  -0.205 C14  OQB 16 
OQB C19  C19  C 0 1 N N N 31.384 65.117 9.675  1.254   2.470  0.171  C19  OQB 17 
OQB N6   N6   N 0 1 N N N 32.375 66.169 9.501  0.175   1.482  0.249  N6   OQB 18 
OQB C15  C15  C 0 1 N N N 32.900 66.803 10.553 -1.074  1.872  0.571  C15  OQB 19 
OQB O36  O36  O 0 1 N N N 32.733 66.384 11.688 -1.306  3.044  0.798  O36  OQB 20 
OQB C20  C20  C 0 1 Y N N 33.722 68.051 10.372 -2.161  0.877  0.649  C20  OQB 21 
OQB C22  C22  C 0 1 Y N N 33.776 68.996 11.397 -3.457  1.280  0.984  C22  OQB 22 
OQB C26  C26  C 0 1 Y N N 34.431 68.281 9.196  -1.898  -0.469 0.383  C26  OQB 23 
OQB C25  C25  C 0 1 Y N N 35.191 69.442 9.042  -2.912  -1.396 0.462  C25  OQB 24 
OQB C11  C11  C 0 1 Y N N 35.251 70.390 10.068 -4.202  -0.991 0.796  C11  OQB 25 
OQB C8   C8   C 0 1 Y N N 34.540 70.153 11.247 -4.468  0.350  1.055  C8   OQB 26 
OQB N2   N2   N 0 1 N N N 35.974 71.545 9.982  -5.227  -1.930 0.869  N2   OQB 27 
OQB C13  C13  C 0 1 Y N N 36.734 71.989 8.940  -6.520  -1.574 0.511  C13  OQB 28 
OQB C29  C29  C 0 1 Y N N 37.387 73.216 9.084  -7.572  -2.488 0.701  C29  OQB 29 
OQB N4   N4   N 0 1 Y N N 38.142 73.699 8.084  -8.800  -2.170 0.369  N4   OQB 30 
OQB N5   N5   N 0 1 Y N N 36.867 71.304 7.791  -6.754  -0.380 0.001  N5   OQB 31 
OQB C32  C32  C 0 1 Y N N 37.589 71.804 6.774  -8.001  -0.041 -0.348 C32  OQB 32 
OQB C31  C31  C 0 1 Y N N 38.250 73.022 6.927  -9.058  -0.965 -0.155 C31  OQB 33 
OQB C17  C17  C 0 1 Y N N 37.686 71.104 5.570  -8.281  1.220  -0.899 C17  OQB 34 
OQB C30  C30  C 0 1 Y N N 38.437 71.629 4.518  -9.560  1.540  -1.239 C30  OQB 35 
OQB C18  C18  C 0 1 Y N N 39.093 72.853 4.669  -10.599 0.632  -1.050 C18  OQB 36 
OQB C7   C7   C 0 1 Y N N 38.996 73.553 5.871  -10.365 -0.600 -0.519 C7   OQB 37 
OQB H37  H37  H 0 1 N N N 32.075 60.990 2.318  10.457  1.222  2.330  H37  OQB 38 
OQB H101 1H10 H 0 0 N N N 35.193 60.384 3.897  9.929   -1.960 0.563  H101 OQB 39 
OQB H102 2H10 H 0 0 N N N 34.720 59.351 2.639  8.498   -1.805 1.610  H102 OQB 40 
OQB H27  H27  H 0 1 N N N 32.180 59.916 3.500  8.625   -0.888 -1.297 H27  OQB 41 
OQB H28  H28  H 0 1 N N N 33.397 57.683 5.281  8.655   -3.486 -1.123 H28  OQB 42 
OQB HN3  HN3  H 0 1 N N N 33.808 60.773 5.876  6.555   -0.658 0.750  HN3  OQB 43 
OQB H12  H12  H 0 1 N N N 33.543 62.948 6.241  4.986   0.169  1.261  H12  OQB 44 
OQB H23  H23  H 0 1 N N N 29.838 61.194 7.666  4.433   1.057  -2.903 H23  OQB 45 
OQB H24  H24  H 0 1 N N N 29.676 63.062 9.320  2.312   2.195  -2.295 H24  OQB 46 
OQB H191 1H19 H 0 0 N N N 31.410 64.715 10.715 1.372   2.956  1.139  H191 OQB 47 
OQB H192 2H19 H 0 0 N N N 30.352 65.539 9.668  1.008   3.218  -0.583 H192 OQB 48 
OQB HN6  HN6  H 0 1 N N N 32.720 66.479 8.593  0.359   0.547  0.068  HN6  OQB 49 
OQB H22  H22  H 0 1 N N N 33.212 68.828 12.330 -3.664  2.321  1.186  H22  OQB 50 
OQB H26  H26  H 0 1 N N N 34.390 67.539 8.381  -0.897  -0.784 0.125  H26  OQB 51 
OQB H25  H25  H 0 1 N N N 35.747 69.611 8.105  -2.709  -2.437 0.261  H25  OQB 52 
OQB H8   H8   H 0 1 N N N 34.582 70.888 12.069 -5.470  0.661  1.314  H8   OQB 53 
OQB HN2  HN2  H 0 1 N N N 36.593 71.544 10.793 -5.038  -2.832 1.170  HN2  OQB 54 
OQB H29  H29  H 0 1 N N N 37.305 73.816 10.006 -7.367  -3.460 1.124  H29  OQB 55 
OQB H17  H17  H 0 1 N N N 37.170 70.137 5.450  -7.484  1.934  -1.052 H17  OQB 56 
OQB H30  H30  H 0 1 N N N 38.512 71.076 3.567  -9.771  2.511  -1.663 H30  OQB 57 
OQB H18  H18  H 0 1 N N N 39.688 73.267 3.838  -11.605 0.910  -1.328 H18  OQB 58 
OQB H7   H7   H 0 1 N N N 39.508 74.523 5.986  -11.181 -1.293 -0.378 H7   OQB 59 
# 
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 
OQB O37 C9   SING N N 1  
OQB O37 H37  SING N N 2  
OQB C9  O33  DOUB N N 3  
OQB C9  C10  SING N N 4  
OQB C10 C27  SING N N 5  
OQB C10 H101 SING N N 6  
OQB C10 H102 SING N N 7  
OQB C27 C28  SING N N 8  
OQB C27 N3   SING N N 9  
OQB C27 H27  SING N N 10 
OQB C28 O35  DOUB N N 11 
OQB C28 H28  SING N N 12 
OQB N3  C16  SING N N 13 
OQB N3  HN3  SING N N 14 
OQB C16 O34  DOUB N N 15 
OQB C16 C21  SING N N 16 
OQB C21 C12  DOUB Y N 17 
OQB C21 C23  SING Y N 18 
OQB C12 N1   SING Y N 19 
OQB C12 H12  SING N N 20 
OQB N1  C14  DOUB Y N 21 
OQB C23 C24  DOUB Y N 22 
OQB C23 H23  SING N N 23 
OQB C24 C14  SING Y N 24 
OQB C24 H24  SING N N 25 
OQB C14 C19  SING N N 26 
OQB C19 N6   SING N N 27 
OQB C19 H191 SING N N 28 
OQB C19 H192 SING N N 29 
OQB N6  C15  SING N N 30 
OQB N6  HN6  SING N N 31 
OQB C15 O36  DOUB N N 32 
OQB C15 C20  SING N N 33 
OQB C20 C22  DOUB Y N 34 
OQB C20 C26  SING Y N 35 
OQB C22 C8   SING Y N 36 
OQB C22 H22  SING N N 37 
OQB C26 C25  DOUB Y N 38 
OQB C26 H26  SING N N 39 
OQB C25 C11  SING Y N 40 
OQB C25 H25  SING N N 41 
OQB C11 C8   DOUB Y N 42 
OQB C11 N2   SING N N 43 
OQB C8  H8   SING N N 44 
OQB N2  C13  SING N N 45 
OQB N2  HN2  SING N N 46 
OQB C13 C29  DOUB Y N 47 
OQB C13 N5   SING Y N 48 
OQB C29 N4   SING Y N 49 
OQB C29 H29  SING N N 50 
OQB N4  C31  DOUB Y N 51 
OQB N5  C32  DOUB Y N 52 
OQB C32 C31  SING Y N 53 
OQB C32 C17  SING Y N 54 
OQB C31 C7   SING Y N 55 
OQB C17 C30  DOUB Y N 56 
OQB C17 H17  SING N N 57 
OQB C30 C18  SING Y N 58 
OQB C30 H30  SING N N 59 
OQB C18 C7   DOUB Y N 60 
OQB C18 H18  SING N N 61 
OQB C7  H7   SING 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 
OQB SMILES           ACDLabs              10.04 O=C(O)CC(C=O)NC(=O)c1cnc(cc1)CNC(=O)c4ccc(Nc2nc3c(nc2)cccc3)cc4 
OQB InChI            InChI                1.02b 
InChI=1/C26H22N6O5/c33-15-20(11-24(34)35)31-26(37)17-7-10-19(27-12-17)13-29-25(36)16-5-8-18(9-6-16)30-23-14-28-21-3-1-2-4-22(21)32-23/h1-10,12,14-15,20H,11,13H2,(H,29,36)(H,30,32)(H,31,37)(H,34,35)/t20-/m0/s1/f/h29-31,34H 
OQB InChIKey         InChI                1.02b GOTFAMYWTAZALY-GYDLQFNYDF 
OQB SMILES_CANONICAL CACTVS               3.341 OC(=O)C[C@H](NC(=O)c1ccc(CNC(=O)c2ccc(Nc3cnc4ccccc4n3)cc2)nc1)C=O 
OQB SMILES           CACTVS               3.341 OC(=O)C[CH](NC(=O)c1ccc(CNC(=O)c2ccc(Nc3cnc4ccccc4n3)cc2)nc1)C=O 
OQB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ncc(n2)Nc3ccc(cc3)C(=O)NCc4ccc(cn4)C(=O)N[C@@H](CC(=O)O)C=O 
OQB SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc2c(c1)ncc(n2)Nc3ccc(cc3)C(=O)NCc4ccc(cn4)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 
OQB "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-4-oxo-3-[({6-[({[4-(quinoxalin-2-ylamino)phenyl]carbonyl}amino)methyl]pyridin-3-yl}carbonyl)amino]butanoic acid" 
OQB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-4-oxo-3-[[6-[[[4-(quinoxalin-2-ylamino)phenyl]carbonylamino]methyl]pyridin-3-yl]carbonylamino]butanoic acid"     
# 
