data_HQC
# 
_chem_comp.id                                    HQC 
_chem_comp.name                                  "3-{6-[(8-HYDROXY-QUINOLINE-2-CARBONYL)-AMINO]-2-THIOPHEN-2-YL-HEXANOYLAMINO}-4-OXO-BUTYRI ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H25 N3 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                    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                        483.537 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     HQC 
_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        1RWP 
_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 
HQC O33  O33  O 0 1 N N N 33.350 58.168 3.695  6.131   0.174  -2.465 O33  HQC 1  
HQC C20  C20  C 0 1 N N N 33.753 58.888 4.593  6.687   1.126  -1.972 C20  HQC 2  
HQC C17  C17  C 0 1 N N S 33.583 60.382 4.473  6.395   1.515  -0.546 C17  HQC 3  
HQC C9   C9   C 0 1 N N N 34.735 60.971 3.657  7.685   1.452  0.274  C9   HQC 4  
HQC C11  C11  C 0 1 N N N 34.251 62.004 2.658  7.418   1.958  1.669  C11  HQC 5  
HQC O32  O32  O 0 1 N N N 33.039 62.047 2.348  6.310   2.330  1.975  O32  HQC 6  
HQC O29  O29  O 0 1 N N N 35.087 62.793 2.166  8.412   1.994  2.571  O29  HQC 7  
HQC N1   N1   N 0 1 N N N 33.476 61.023 5.775  5.411   0.589  0.020  N1   HQC 8  
HQC C19  C19  C 0 1 N N N 32.320 61.091 6.444  4.094   0.804  -0.172 C19  HQC 9  
HQC O30  O30  O 0 1 N N N 31.252 60.736 5.965  3.724   1.764  -0.814 O30  HQC 10 
HQC C10  C10  C 0 1 N N R 32.383 61.644 7.845  3.082   -0.148 0.410  C10  HQC 11 
HQC C14  C14  C 0 1 Y N N 32.257 60.597 8.921  3.311   -1.528 -0.149 C14  HQC 12 
HQC S35  S35  S 0 1 Y N N 31.527 59.062 8.725  3.263   -2.075 -1.848 S35  HQC 13 
HQC C7   C7   C 0 1 Y N N 31.851 58.652 10.335 3.640   -3.797 -1.569 C7   HQC 14 
HQC C15  C15  C 0 1 Y N N 32.498 59.622 11.001 3.775   -3.840 -0.221 C15  HQC 15 
HQC C5   C5   C 0 1 Y N N 32.735 60.785 10.221 3.611   -2.676 0.506  C5   HQC 16 
HQC C12  C12  C 0 1 N N N 31.281 62.680 8.042  1.672   0.322  0.048  C12  HQC 17 
HQC C13  C13  C 0 1 N N N 31.805 64.088 7.793  0.642   -0.572 0.742  C13  HQC 18 
HQC C6   C6   C 0 1 N N N 30.726 64.969 7.174  -0.768  -0.101 0.379  C6   HQC 19 
HQC C16  C16  C 0 1 N N N 29.808 65.582 8.227  -1.798  -0.995 1.073  C16  HQC 20 
HQC N3   N3   N 0 1 N N N 30.529 66.376 9.210  -3.148  -0.545 0.725  N3   HQC 21 
HQC C8   C8   C 0 1 N N N 30.296 67.674 9.393  -4.222  -1.188 1.225  C8   HQC 22 
HQC O31  O31  O 0 1 N N N 29.309 68.233 8.933  -4.071  -2.141 1.963  O31  HQC 23 
HQC C18  C18  C 0 1 Y N N 31.285 68.475 10.190 -5.588  -0.732 0.874  C18  HQC 24 
HQC N2   N2   N 0 1 Y N N 32.582 68.490 9.829  -5.735  0.307  0.075  N2   HQC 25 
HQC C24  C24  C 0 1 Y N N 30.852 69.198 11.301 -6.695  -1.413 1.403  C24  HQC 26 
HQC C23  C23  C 0 1 Y N N 31.777 69.939 12.031 -7.958  -1.004 1.087  C23  HQC 27 
HQC C22  C22  C 0 1 Y N N 33.111 69.941 11.630 -8.104  0.104  0.230  C22  HQC 28 
HQC C4   C4   C 0 1 Y N N 34.052 70.684 12.342 -9.373  0.579  -0.136 C4   HQC 29 
HQC C21  C21  C 0 1 Y N N 33.498 69.201 10.513 -6.943  0.748  -0.271 C21  HQC 30 
HQC C25  C25  C 0 1 Y N N 34.831 69.207 10.107 -7.093  1.859  -1.132 C25  HQC 31 
HQC O28  O28  O 0 1 N N N 35.217 68.507 9.044  -5.998  2.493  -1.625 O28  HQC 32 
HQC C26  C26  C 0 1 Y N N 35.776 69.948 10.818 -8.345  2.291  -1.464 C26  HQC 33 
HQC C27  C27  C 0 1 Y N N 35.388 70.688 11.935 -9.479  1.653  -0.968 C27  HQC 34 
HQC H20  H20  H 0 1 N N N 34.204 58.279 5.394  7.394   1.699  -2.554 H20  HQC 35 
HQC H17  H17  H 0 1 N N N 32.624 60.582 3.940  5.997   2.529  -0.520 H17  HQC 36 
HQC H91  1H9  H 0 1 N N N 35.328 60.170 3.157  8.446   2.073  -0.198 H91  HQC 37 
HQC H92  2H9  H 0 1 N N N 35.529 61.389 4.320  8.035   0.421  0.322  H92  HQC 38 
HQC H29  H29  H 0 1 N N N 34.784 63.440 1.540  8.241   2.319  3.466  H29  HQC 39 
HQC HN1  HN1  H 0 1 N N N 34.267 61.455 6.252  5.706   -0.179 0.534  HN1  HQC 40 
HQC H10  H10  H 0 1 N N N 33.395 62.101 7.948  3.189   -0.173 1.495  H10  HQC 41 
HQC H7   H7   H 0 1 N N N 31.642 57.758 10.946 3.736   -4.598 -2.288 H7   HQC 42 
HQC H15  H15  H 0 1 N N N 32.796 59.482 12.054 4.011   -4.769 0.277  H15  HQC 43 
HQC H5   H5   H 0 1 N N N 33.224 61.708 10.576 3.714   -2.682 1.582  H5   HQC 44 
HQC H121 1H12 H 0 0 N N N 30.806 62.590 9.047  1.537   1.353  0.375  H121 HQC 45 
HQC H122 2H12 H 0 0 N N N 30.389 62.456 7.412  1.535   0.263  -1.032 H122 HQC 46 
HQC H131 1H13 H 0 0 N N N 32.733 64.079 7.175  0.776   -1.603 0.415  H131 HQC 47 
HQC H132 2H13 H 0 0 N N N 32.224 64.541 8.721  0.778   -0.512 1.821  H132 HQC 48 
HQC H61  1H6  H 0 1 N N N 30.142 64.411 6.405  -0.903  0.930  0.706  H61  HQC 49 
HQC H62  2H6  H 0 1 N N N 31.173 65.755 6.521  -0.904  -0.161 -0.701 H62  HQC 50 
HQC H161 1H16 H 0 0 N N N 29.190 64.798 8.723  -1.663  -2.026 0.746  H161 HQC 51 
HQC H162 2H16 H 0 0 N N N 28.996 66.178 7.750  -1.662  -0.936 2.153  H162 HQC 52 
HQC HN3  HN3  H 0 1 N N N 31.254 65.993 9.818  -3.269  0.216  0.136  HN3  HQC 53 
HQC H24  H24  H 0 1 N N N 29.790 69.184 11.599 -6.548  -2.260 2.057  H24  HQC 54 
HQC H23  H23  H 0 1 N N N 31.457 70.517 12.915 -8.822  -1.515 1.484  H23  HQC 55 
HQC H4   H4   H 0 1 N N N 33.740 71.267 13.225 -10.262 0.095  0.240  H4   HQC 56 
HQC H28  H28  H 0 1 N N N 36.126 68.511 8.767  -5.772  3.191  -0.994 H28  HQC 57 
HQC H26  H26  H 0 1 N N N 36.831 69.949 10.497 -8.458  3.140  -2.122 H26  HQC 58 
HQC H27  H27  H 0 1 N N N 36.136 71.275 12.495 -10.457 2.016  -1.246 H27  HQC 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 
HQC O33 C20  DOUB N N 1  
HQC C20 C17  SING N N 2  
HQC C20 H20  SING N N 3  
HQC C17 C9   SING N N 4  
HQC C17 N1   SING N N 5  
HQC C17 H17  SING N N 6  
HQC C9  C11  SING N N 7  
HQC C9  H91  SING N N 8  
HQC C9  H92  SING N N 9  
HQC C11 O32  DOUB N N 10 
HQC C11 O29  SING N N 11 
HQC O29 H29  SING N N 12 
HQC N1  C19  SING N N 13 
HQC N1  HN1  SING N N 14 
HQC C19 O30  DOUB N N 15 
HQC C19 C10  SING N N 16 
HQC C10 C14  SING N N 17 
HQC C10 C12  SING N N 18 
HQC C10 H10  SING N N 19 
HQC C14 S35  SING Y N 20 
HQC C14 C5   DOUB Y N 21 
HQC S35 C7   SING Y N 22 
HQC C7  C15  DOUB Y N 23 
HQC C7  H7   SING N N 24 
HQC C15 C5   SING Y N 25 
HQC C15 H15  SING N N 26 
HQC C5  H5   SING N N 27 
HQC C12 C13  SING N N 28 
HQC C12 H121 SING N N 29 
HQC C12 H122 SING N N 30 
HQC C13 C6   SING N N 31 
HQC C13 H131 SING N N 32 
HQC C13 H132 SING N N 33 
HQC C6  C16  SING N N 34 
HQC C6  H61  SING N N 35 
HQC C6  H62  SING N N 36 
HQC C16 N3   SING N N 37 
HQC C16 H161 SING N N 38 
HQC C16 H162 SING N N 39 
HQC N3  C8   SING N N 40 
HQC N3  HN3  SING N N 41 
HQC C8  O31  DOUB N N 42 
HQC C8  C18  SING N N 43 
HQC C18 N2   DOUB Y N 44 
HQC C18 C24  SING Y N 45 
HQC N2  C21  SING Y N 46 
HQC C24 C23  DOUB Y N 47 
HQC C24 H24  SING N N 48 
HQC C23 C22  SING Y N 49 
HQC C23 H23  SING N N 50 
HQC C22 C4   SING Y N 51 
HQC C22 C21  DOUB Y N 52 
HQC C4  C27  DOUB Y N 53 
HQC C4  H4   SING N N 54 
HQC C21 C25  SING Y N 55 
HQC C25 O28  SING N N 56 
HQC C25 C26  DOUB Y N 57 
HQC O28 H28  SING N N 58 
HQC C26 C27  SING Y N 59 
HQC C26 H26  SING N N 60 
HQC C27 H27  SING N N 61 
# 
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 
HQC SMILES           ACDLabs              10.04 O=C(O)CC(C=O)NC(=O)C(c1sccc1)CCCCNC(=O)c2nc3c(cc2)cccc3O 
HQC InChI            InChI                1.02b 
InChI=1/C24H25N3O6S/c28-14-16(13-21(30)31)26-23(32)17(20-8-4-12-34-20)6-1-2-11-25-24(33)18-10-9-15-5-3-7-19(29)22(15)27-18/h3-5,7-10,12,14,16-17,29H,1-2,6,11,13H2,(H,25,33)(H,26,32)(H,30,31)/t16-,17-/m0/s1/f/h25-26,30H 
HQC InChIKey         InChI                1.02b QXMPYGCWDMKRMF-DHXKZHQIDC 
HQC SMILES_CANONICAL CACTVS               3.341 OC(=O)C[C@H](NC(=O)[C@@H](CCCCNC(=O)c1ccc2cccc(O)c2n1)c3sccc3)C=O 
HQC SMILES           CACTVS               3.341 OC(=O)C[CH](NC(=O)[CH](CCCCNC(=O)c1ccc2cccc(O)c2n1)c3sccc3)C=O 
HQC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1cc2ccc(nc2c(c1)O)C(=O)NCCCC[C@@H](c3cccs3)C(=O)N[C@@H](CC(=O)O)C=O 
HQC SMILES           "OpenEye OEToolkits" 1.5.0 c1cc2ccc(nc2c(c1)O)C(=O)NCCCCC(c3cccs3)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 
HQC "SYSTEMATIC NAME" ACDLabs              10.04 "(3S)-3-{[(2R)-6-{[(8-hydroxyquinolin-2-yl)carbonyl]amino}-2-thiophen-2-ylhexanoyl]amino}-4-oxobutanoic acid" 
HQC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(3S)-3-[[(2R)-6-[(8-hydroxyquinolin-2-yl)carbonylamino]-2-thiophen-2-yl-hexanoyl]amino]-4-oxo-butanoic acid" 
# 
