data_MQQ
# 
_chem_comp.id                                    MQQ 
_chem_comp.name                                  N-[(1S)-1-[({(1S)-3-PHENYL-1-[2-(PHENYLSULFONYL)ETHYL]PROPYL}AMINO)CARBONYL]-3-(PHENYLSULFONYL)PROPYL]MORPHOLINE-4-CARBOXAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H39 N3 O7 S2" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-03-13 
_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                        641.798 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     MQQ 
_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        2G6D 
_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 
MQQ N3   N3   N 0 1 N N N 34.108 4.133  49.978 -0.826 -4.118 -1.493 N3   MQQ 1  
MQQ O6   O6   O 0 1 N N N 32.363 1.794  50.023 -2.317 -6.287 -2.401 O6   MQQ 2  
MQQ C2   C2   C 0 1 N N N 33.635 3.491  51.254 -1.309 -5.126 -0.534 C2   MQQ 3  
MQQ C3   C3   C 0 1 N N N 32.339 2.710  51.113 -2.584 -5.756 -1.104 C3   MQQ 4  
MQQ C4   C4   C 0 1 N N N 33.871 3.298  48.741 -0.767 -4.505 -2.913 C4   MQQ 5  
MQQ C5   C5   C 0 1 N N N 32.577 2.502  48.776 -2.084 -5.189 -3.281 C5   MQQ 6  
MQQ C11  C11  C 0 1 N N N 34.599 5.382  49.941 -0.458 -2.886 -1.088 C11  MQQ 7  
MQQ O1   O1   O 0 1 N N N 34.884 5.959  50.987 -0.169 -2.037 -1.909 O1   MQQ 8  
MQQ N1   N1   N 0 1 N N N 34.910 5.932  48.772 -0.410 -2.596 0.228  N1   MQQ 9  
MQQ CA   CA   C 0 1 N N S 35.412 7.292  48.701 -0.122 -1.228 0.666  CA   MQQ 10 
MQQ CB   CB   C 0 1 N N N 35.587 7.712  47.251 1.251  -0.804 0.143  CB   MQQ 11 
MQQ CG   CG   C 0 1 N N N 36.365 6.736  46.421 2.333  -1.671 0.789  CG   MQQ 12 
MQQ SD   SD   S 0 1 N N N 38.142 7.107  46.503 3.962  -1.168 0.170  SD   MQQ 13 
MQQ CE   CE   C 0 1 Y N N 38.847 5.834  45.523 5.065  -2.257 1.008  CE   MQQ 14 
MQQ C    C    C 0 1 N N N 34.327 8.147  49.330 -1.176 -0.296 0.126  C    MQQ 15 
MQQ O    O    O 0 1 N N N 33.161 8.023  48.968 -1.851 -0.629 -0.825 O    MQQ 16 
MQQ O2   O2   O 0 1 N N N 38.591 6.934  47.842 4.139  -1.529 -1.193 O2   MQQ 17 
MQQ O3   O3   O 0 1 N N N 38.389 8.323  45.807 4.340  0.108  0.668  O3   MQQ 18 
MQQ CD1  CD1  C 0 1 Y N N 39.277 4.634  46.106 5.599  -1.894 2.230  CD1  MQQ 19 
MQQ CD2  CD2  C 0 1 Y N N 38.853 5.953  44.118 5.400  -3.472 0.441  CD2  MQQ 20 
MQQ CX1  CX1  C 0 1 Y N N 39.691 3.585  45.311 6.460  -2.750 2.890  CX1  MQQ 21 
MQQ CX2  CX2  C 0 1 Y N N 39.267 4.899  43.325 6.265  -4.327 1.098  CX2  MQQ 22 
MQQ CZ   CZ   C 0 1 Y N N 39.685 3.715  43.918 6.795  -3.966 2.323  CZ   MQQ 23 
MQQ CM   CM   C 0 1 N N N 35.201 11.975 51.224 -0.747 3.649  -0.186 CM   MQQ 24 
MQQ N2   N2   N 0 1 N N N 34.706 9.065  50.212 -1.371 0.907  0.702  N2   MQQ 25 
MQQ CA1  CA1  C 0 1 N N S 33.726 9.972  50.784 -2.399 1.811  0.181  CA1  MQQ 26 
MQQ CB3  CB3  C 0 1 N N N 33.645 9.766  52.300 -3.752 1.457  0.801  CB3  MQQ 27 
MQQ CG1  CG1  C 0 1 Y N N 32.804 8.250  54.154 -5.506 -0.290 0.955  CG1  MQQ 28 
MQQ CDB  1CD1 C 0 1 Y N N 31.602 8.754  54.661 -6.675 0.027  0.290  CDB  MQQ 29 
MQQ CDC  1CD2 C 0 1 Y N N 33.716 7.625  55.020 -5.558 -0.932 2.178  CDC  MQQ 30 
MQQ CE1  CE1  C 0 1 Y N N 31.317 8.638  56.019 -7.898 -0.292 0.851  CE1  MQQ 31 
MQQ CE2  CE2  C 0 1 Y N N 33.423 7.513  56.372 -6.781 -1.248 2.741  CE2  MQQ 32 
MQQ CZ1  CZ1  C 0 1 Y N N 32.224 8.021  56.869 -7.950 -0.930 2.077  CZ1  MQQ 33 
MQQ CB2  CB2  C 0 1 N N N 33.125 8.387  52.681 -4.173 0.059  0.344  CB2  MQQ 34 
MQQ CT   CT   C 0 1 N N N 34.018 11.441 50.433 -2.037 3.254  0.536  CT   MQQ 35 
MQQ C1   C1   C 0 1 Y N N 32.982 11.665 56.179 3.500  6.069  -2.092 C1   MQQ 36 
MQQ C21  C21  C 0 1 Y N N 34.356 11.833 56.301 3.558  5.571  -0.803 C21  MQQ 37 
MQQ C31  C31  C 0 1 Y N N 35.117 12.227 55.195 2.393  5.359  -0.091 C31  MQQ 38 
MQQ C41  C41  C 0 1 Y N N 34.502 12.445 53.949 1.168  5.636  -0.670 C41  MQQ 39 
MQQ C51  C51  C 0 1 Y N N 33.112 12.271 53.848 1.110  6.135  -1.958 C51  MQQ 40 
MQQ C6   C6   C 0 1 Y N N 32.360 11.887 54.954 2.276  6.351  -2.669 C6   MQQ 41 
MQQ S1   S1   S 0 1 N N N 35.391 13.130 52.608 -0.317 5.360  0.236  S1   MQQ 42 
MQQ O11  O11  O 0 1 N N N 36.761 13.089 53.003 -1.221 6.286  -0.351 O11  MQQ 43 
MQQ O21  O21  O 0 1 N N N 34.832 14.401 52.336 0.111  5.475  1.586  O21  MQQ 44 
MQQ H21A 1H2  H 0 0 N N N 33.442 4.305  51.969 -0.549 -5.896 -0.396 H21A MQQ 45 
MQQ H22  2H2  H 0 1 N N N 34.416 2.794  51.592 -1.529 -4.650 0.421  H22  MQQ 46 
MQQ H31A 1H3  H 0 0 N N N 32.199 2.127  52.035 -2.920 -6.557 -0.446 H31A MQQ 47 
MQQ H32  2H3  H 0 1 N N N 31.519 3.425  50.947 -3.363 -4.996 -1.177 H32  MQQ 48 
MQQ H41  1H4  H 0 1 N N N 34.695 2.572  48.680 -0.627 -3.619 -3.533 H41  MQQ 49 
MQQ H42  2H4  H 0 1 N N N 33.831 3.975  47.875 0.062  -5.196 -3.066 H42  MQQ 50 
MQQ H51A 1H5  H 0 0 N N N 31.751 3.220  48.665 -2.031 -5.551 -4.308 H51A MQQ 51 
MQQ H52  2H5  H 0 1 N N N 32.609 1.761  47.964 -2.899 -4.472 -3.191 H52  MQQ 52 
MQQ HN1  HN1  H 0 1 N N N 34.797 5.403  47.931 -0.566 -3.293 0.884  HN1  MQQ 53 
MQQ HA   HA   H 0 1 N N N 36.384 7.392  49.206 -0.125 -1.188 1.755  HA   MQQ 54 
MQQ HB1  1HB  H 0 1 N N N 36.157 8.653  47.257 1.283  -0.929 -0.939 HB1  MQQ 55 
MQQ HB2  2HB  H 0 1 N N N 34.587 7.815  46.805 1.428  0.243  0.393  HB2  MQQ 56 
MQQ HG1  1HG  H 0 1 N N N 36.033 6.813  45.375 2.302  -1.546 1.872  HG1  MQQ 57 
MQQ HG2  2HG  H 0 1 N N N 36.191 5.719  46.802 2.157  -2.718 0.539  HG2  MQQ 58 
MQQ HD1  HD1  H 0 1 N N N 39.284 4.530  47.181 5.337  -0.944 2.673  HD1  MQQ 59 
MQQ HD2  HD2  H 0 1 N N N 38.531 6.875  43.657 4.986  -3.754 -0.516 HD2  MQQ 60 
MQQ HX1  HX1  H 0 1 N N N 40.020 2.662  45.765 6.874  -2.469 3.847  HX1  MQQ 61 
MQQ HX2  HX2  H 0 1 N N N 39.265 4.996  42.249 6.527  -5.276 0.656  HX2  MQQ 62 
MQQ HZ   HZ   H 0 1 N N N 40.007 2.890  43.300 7.470  -4.634 2.837  HZ   MQQ 63 
MQQ HM1  1HM  H 0 1 N N N 35.558 12.666 50.446 0.060  2.985  0.124  HM1  MQQ 64 
MQQ HM2  2HM  H 0 1 N N N 35.628 11.051 51.642 -0.893 3.566  -1.262 HM2  MQQ 65 
MQQ HN2  HN2  H 0 1 N N N 35.666 9.132  50.482 -0.831 1.173  1.463  HN2  MQQ 66 
MQQ HA1  HA1  H 0 1 N N N 32.747 9.736  50.341 -2.458 1.707  -0.903 HA1  MQQ 67 
MQQ HB31 1HB3 H 0 0 N N N 32.940 10.510 52.700 -3.669 1.474  1.888  HB31 MQQ 68 
MQQ HB32 2HB3 H 0 0 N N N 34.655 9.884  52.720 -4.499 2.184  0.483  HB32 MQQ 69 
MQQ HCD1 HCD1 H 0 0 N N N 30.895 9.233  54.000 -6.634 0.526  -0.667 HCD1 MQQ 70 
MQQ HCD2 HCD2 H 0 0 N N N 34.645 7.232  54.634 -4.644 -1.181 2.697  HCD2 MQQ 71 
MQQ HE1  HE1  H 0 1 N N N 30.389 9.028  56.411 -8.811 -0.044 0.332  HE1  MQQ 72 
MQQ HE2  HE2  H 0 1 N N N 34.124 7.032  57.039 -6.822 -1.746 3.699  HE2  MQQ 73 
MQQ HZ1  HZ1  H 0 1 N N N 31.999 7.934  57.922 -8.905 -1.179 2.515  HZ1  MQQ 74 
MQQ HB21 1HB2 H 0 0 N N N 33.921 7.663  52.452 -4.256 0.042  -0.743 HB21 MQQ 75 
MQQ HB22 2HB2 H 0 0 N N N 32.204 8.198  52.110 -3.426 -0.668 0.663  HB22 MQQ 76 
MQQ HT1  1HT  H 0 1 N N N 34.261 11.501 49.362 -2.844 3.918  0.227  HT1  MQQ 77 
MQQ HT2  2HT  H 0 1 N N N 33.130 12.046 50.670 -1.891 3.337  1.613  HT2  MQQ 78 
MQQ H1   H1   H 0 1 N N N 32.397 11.362 57.035 4.410  6.237  -2.647 H1   MQQ 79 
MQQ H21  H21  H 0 1 N N N 34.838 11.659 57.252 4.514  5.350  -0.353 H21  MQQ 80 
MQQ H31  H31  H 0 1 N N N 36.183 12.365 55.299 2.438  4.970  0.915  H31  MQQ 81 
MQQ H51  H51  H 0 1 N N N 32.621 12.437 52.901 0.154  6.355  -2.409 H51  MQQ 82 
MQQ H6   H6   H 0 1 N N N 31.291 11.761 54.862 2.230  6.740  -3.675 H6   MQQ 83 
# 
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 
MQQ N3  C2   SING N N 1  
MQQ N3  C4   SING N N 2  
MQQ N3  C11  SING N N 3  
MQQ O6  C3   SING N N 4  
MQQ O6  C5   SING N N 5  
MQQ C2  C3   SING N N 6  
MQQ C2  H21A SING N N 7  
MQQ C2  H22  SING N N 8  
MQQ C3  H31A SING N N 9  
MQQ C3  H32  SING N N 10 
MQQ C4  C5   SING N N 11 
MQQ C4  H41  SING N N 12 
MQQ C4  H42  SING N N 13 
MQQ C5  H51A SING N N 14 
MQQ C5  H52  SING N N 15 
MQQ C11 O1   DOUB N N 16 
MQQ C11 N1   SING N N 17 
MQQ N1  CA   SING N N 18 
MQQ N1  HN1  SING N N 19 
MQQ CA  CB   SING N N 20 
MQQ CA  C    SING N N 21 
MQQ CA  HA   SING N N 22 
MQQ CB  CG   SING N N 23 
MQQ CB  HB1  SING N N 24 
MQQ CB  HB2  SING N N 25 
MQQ CG  SD   SING N N 26 
MQQ CG  HG1  SING N N 27 
MQQ CG  HG2  SING N N 28 
MQQ SD  CE   SING N N 29 
MQQ SD  O2   DOUB N N 30 
MQQ SD  O3   DOUB N N 31 
MQQ CE  CD1  SING Y N 32 
MQQ CE  CD2  DOUB Y N 33 
MQQ C   O    DOUB N N 34 
MQQ C   N2   SING N N 35 
MQQ CD1 CX1  DOUB Y N 36 
MQQ CD1 HD1  SING N N 37 
MQQ CD2 CX2  SING Y N 38 
MQQ CD2 HD2  SING N N 39 
MQQ CX1 CZ   SING Y N 40 
MQQ CX1 HX1  SING N N 41 
MQQ CX2 CZ   DOUB Y N 42 
MQQ CX2 HX2  SING N N 43 
MQQ CZ  HZ   SING N N 44 
MQQ CM  CT   SING N N 45 
MQQ CM  S1   SING N N 46 
MQQ CM  HM1  SING N N 47 
MQQ CM  HM2  SING N N 48 
MQQ N2  CA1  SING N N 49 
MQQ N2  HN2  SING N N 50 
MQQ CA1 CB3  SING N N 51 
MQQ CA1 CT   SING N N 52 
MQQ CA1 HA1  SING N N 53 
MQQ CB3 CB2  SING N N 54 
MQQ CB3 HB31 SING N N 55 
MQQ CB3 HB32 SING N N 56 
MQQ CG1 CDB  DOUB Y N 57 
MQQ CG1 CDC  SING Y N 58 
MQQ CG1 CB2  SING N N 59 
MQQ CDB CE1  SING Y N 60 
MQQ CDB HCD1 SING N N 61 
MQQ CDC CE2  DOUB Y N 62 
MQQ CDC HCD2 SING N N 63 
MQQ CE1 CZ1  DOUB Y N 64 
MQQ CE1 HE1  SING N N 65 
MQQ CE2 CZ1  SING Y N 66 
MQQ CE2 HE2  SING N N 67 
MQQ CZ1 HZ1  SING N N 68 
MQQ CB2 HB21 SING N N 69 
MQQ CB2 HB22 SING N N 70 
MQQ CT  HT1  SING N N 71 
MQQ CT  HT2  SING N N 72 
MQQ C1  C21  SING Y N 73 
MQQ C1  C6   DOUB Y N 74 
MQQ C1  H1   SING N N 75 
MQQ C21 C31  DOUB Y N 76 
MQQ C21 H21  SING N N 77 
MQQ C31 C41  SING Y N 78 
MQQ C31 H31  SING N N 79 
MQQ C41 C51  DOUB Y N 80 
MQQ C41 S1   SING N N 81 
MQQ C51 C6   SING Y N 82 
MQQ C51 H51  SING N N 83 
MQQ C6  H6   SING N N 84 
MQQ S1  O11  DOUB N N 85 
MQQ S1  O21  DOUB N N 86 
# 
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 
MQQ SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(CCS(=O)(=O)c1ccccc1)CCc2ccccc2)CCS(=O)(=O)c3ccccc3)N4CCOCC4 
MQQ InChI            InChI                1.02b 
InChI=1/C32H39N3O7S2/c36-31(30(34-32(37)35-20-22-42-23-21-35)19-25-44(40,41)29-14-8-3-9-15-29)33-27(17-16-26-10-4-1-5-11-26)18-24-43(38,39)28-12-6-2-7-13-28/h1-15,27,30H,16-25H2,(H,33,36)(H,34,37)/t27-,30-/m0/s1/f/h33-34H 
MQQ InChIKey         InChI                1.02b UBNUVKZLXUKEGC-LYDKRBQFDF 
MQQ SMILES_CANONICAL CACTVS               3.341 O=C(N[C@@H](CCc1ccccc1)CC[S](=O)(=O)c2ccccc2)[C@H](CC[S](=O)(=O)c3ccccc3)NC(=O)N4CCOCC4 
MQQ SMILES           CACTVS               3.341 O=C(N[CH](CCc1ccccc1)CC[S](=O)(=O)c2ccccc2)[CH](CC[S](=O)(=O)c3ccccc3)NC(=O)N4CCOCC4 
MQQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC[C@@H](CCS(=O)(=O)c2ccccc2)NC(=O)[C@H](CCS(=O)(=O)c3ccccc3)NC(=O)N4CCOCC4 
MQQ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CCC(CCS(=O)(=O)c2ccccc2)NC(=O)C(CCS(=O)(=O)c3ccccc3)NC(=O)N4CCOCC4 
# 
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 
MQQ "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S)-1-({(1S)-3-phenyl-1-[2-(phenylsulfonyl)ethyl]propyl}carbamoyl)-3-(phenylsulfonyl)propyl]morpholine-4-carboxamide   
MQQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-1-oxo-1-[[(3S)-1-phenyl-5-(phenylsulfonyl)pentan-3-yl]amino]-4-(phenylsulfonyl)butan-2-yl]morpholine-4-carboxamide 
# 
