data_OPQ
# 
_chem_comp.id                                    OPQ 
_chem_comp.name                                  ((3S,4S)-4-((2S,3S)-2-(2-(NAPTHALEN-6-YL)ACETAMIDO)-3-METHYLPENTANAMIDO)-N-BUTYL-3-HYDROXY-6-METHYLHEPTANAMIDE) 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C30 H45 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2005-02-27 
_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                        511.696 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     OPQ 
_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        2BL3 
_chem_comp.pdbx_subcomponent_list                ? 
_chem_comp.pdbx_processing_site                  EBI 
# 
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 
OPQ C1  C1  C 0 1 N N N 16.895 22.995 4.623  5.566  0.802  8.419   C1  OPQ 1  
OPQ C2  C2  C 0 1 N N N 16.257 23.496 5.920  4.151  0.221  8.385   C2  OPQ 2  
OPQ C3  C3  C 0 1 N N N 16.077 22.323 6.886  3.485  0.577  7.054   C3  OPQ 3  
OPQ C4  C4  C 0 1 N N N 15.439 22.823 8.184  2.070  -0.003 7.021   C4  OPQ 4  
OPQ N5  N5  N 0 1 N N N 15.266 21.700 9.108  1.433  0.336  5.747   N5  OPQ 5  
OPQ C6  C6  C 0 1 N N N 14.720 21.904 10.322 0.174  -0.072 5.492   C6  OPQ 6  
OPQ O7  O7  O 0 1 N N N 14.371 23.019 10.650 -0.430 -0.722 6.319   O7  OPQ 7  
OPQ C8  C8  C 0 1 N N N 14.542 20.749 11.273 -0.481 0.277  4.181   C8  OPQ 8  
OPQ C9  C9  C 0 1 N N S 13.905 21.249 12.571 -1.896 -0.303 4.148   C9  OPQ 9  
OPQ O11 O11 O 0 1 N N N 14.751 22.233 13.169 -1.831 -1.724 4.284   O11 OPQ 10 
OPQ C12 C12 C 0 1 N N S 13.725 20.076 13.537 -2.562 0.051  2.817   C12 OPQ 11 
OPQ C14 C14 C 0 1 N N N 13.086 20.576 14.833 -3.977 -0.529 2.784   C14 OPQ 12 
OPQ C1A C1A C 0 1 N N N 12.781 19.385 15.745 -4.690 -0.061 1.514   C1A OPQ 13 
OPQ C15 C15 C 0 1 N N N 12.247 19.892 17.085 -6.064 -0.729 1.425   C15 OPQ 14 
OPQ C16 C16 C 0 1 N N N 11.732 18.492 15.082 -4.864 1.458  1.556   C16 OPQ 15 
OPQ N17 N17 N 0 1 N N N 15.030 19.481 13.832 -1.778 -0.509 1.714   N17 OPQ 16 
OPQ C18 C18 C 0 1 N N N 15.238 18.168 13.614 -1.327 0.294  0.731   C18 OPQ 17 
OPQ O19 O19 O 0 1 N N N 14.363 17.490 13.118 -1.519 1.490  0.789   O19 OPQ 18 
OPQ C20 C20 C 0 1 N N S 16.556 17.541 13.986 -0.584 -0.292 -0.441  C20 OPQ 19 
OPQ N22 N22 N 0 1 N N N 16.532 16.116 13.653 -0.202 0.779  -1.364  N22 OPQ 20 
OPQ C23 C23 C 0 1 N N N 17.257 15.241 14.378 -0.096 0.526  -2.683  C23 OPQ 21 
OPQ O24 O24 O 0 1 N N N 17.930 15.634 15.307 -0.315 -0.588 -3.106  O24 OPQ 22 
OPQ C25 C25 C 0 1 N N N 17.231 13.774 14.034 0.296  1.629  -3.633  C25 OPQ 23 
OPQ C26 C26 C 0 1 Y N N 18.120 13.019 14.989 0.343  1.088  -5.038  C26 OPQ 24 
OPQ C27 C27 C 0 1 Y N N 17.584 12.515 16.173 -0.804 1.129  -5.828  C27 OPQ 25 
OPQ C28 C28 C 0 1 Y N N 18.358 11.829 17.057 -0.795 0.649  -7.102  C28 OPQ 26 
OPQ C29 C29 C 0 1 Y N N 19.719 11.622 16.774 0.386  0.104  -7.632  C29 OPQ 27 
OPQ C30 C30 C 0 1 Y N N 20.550 10.918 17.662 0.433  -0.400 -8.942  C30 OPQ 28 
OPQ C31 C31 C 0 1 Y N N 21.863 10.737 17.355 1.596  -0.921 -9.422  C31 OPQ 29 
OPQ C32 C32 C 0 1 Y N N 22.400 11.240 16.170 2.743  -0.961 -8.632  C32 OPQ 30 
OPQ C33 C33 C 0 1 Y N N 21.624 11.927 15.287 2.734  -0.482 -7.358  C33 OPQ 31 
OPQ C34 C34 C 0 1 Y N N 20.264 12.134 15.570 1.553  0.062  -6.828  C34 OPQ 32 
OPQ C35 C35 C 0 1 Y N N 19.431 12.833 14.679 1.507  0.572  -5.519  C35 OPQ 33 
OPQ C36 C36 C 0 1 N N S 17.684 18.227 13.212 0.673  -1.007 0.058   C36 OPQ 34 
OPQ C37 C37 C 0 1 N N N 19.023 17.591 13.590 1.427  -1.603 -1.132  C37 OPQ 35 
OPQ C38 C38 C 0 1 N N N 17.446 18.059 11.710 1.574  -0.006 0.783   C38 OPQ 36 
OPQ C39 C39 C 0 1 N N N 18.573 18.745 10.935 2.832  -0.720 1.282   C39 OPQ 37 
OPQ H40 H40 H 0 1 N N N 17.023 23.830 3.935  6.041  0.549  9.367   H40 OPQ 38 
OPQ H41 H41 H 0 1 N N N 17.867 22.553 4.843  6.150  0.385  7.598   H41 OPQ 39 
OPQ H42 H42 H 0 1 N N N 16.249 22.245 4.167  5.517  1.886  8.315   H42 OPQ 40 
OPQ H43 H43 H 0 1 N N N 16.903 24.246 6.377  4.201  -0.862 8.489   H43 OPQ 41 
OPQ H44 H44 H 0 1 N N N 15.285 23.938 5.701  3.568  0.639  9.206   H44 OPQ 42 
OPQ H45 H45 H 0 1 N N N 15.431 21.572 6.430  3.436  1.660  6.951   H45 OPQ 43 
OPQ H46 H46 H 0 1 N N N 17.048 21.880 7.106  4.069  0.159  6.234   H46 OPQ 44 
OPQ H47 H47 H 0 1 N N N 16.085 23.573 8.640  2.120  -1.087 7.125   H47 OPQ 45 
OPQ H48 H48 H 0 1 N N N 14.467 23.265 7.964  1.487  0.413  7.842   H48 OPQ 46 
OPQ H49 H49 H 0 1 N N N 15.546 20.808 8.846  1.917  0.856  5.086   H49 OPQ 47 
OPQ H50 H50 H 0 1 N N N 13.896 19.998 10.817 -0.530 1.360  4.078   H50 OPQ 48 
OPQ H51 H51 H 0 1 N N N 15.514 20.306 11.493 0.102  -0.140 3.361   H51 OPQ 49 
OPQ H10 H10 H 0 1 N N N 12.932 21.691 12.351 -2.479 0.113  4.969   H10 OPQ 50 
OPQ H52 H52 H 0 1 N N N 15.598 21.802 13.347 -1.308 -2.053 3.540   H52 OPQ 51 
OPQ H13 H13 H 0 1 N N N 13.078 19.326 13.080 -2.611 1.135  2.713   H13 OPQ 52 
OPQ H53 H53 H 0 1 N N N 13.774 21.255 15.339 -3.923 -1.617 2.790   H53 OPQ 53 
OPQ H54 H54 H 0 1 N N N 12.160 21.104 14.603 -4.530 -0.187 3.658   H54 OPQ 54 
OPQ H55 H55 H 0 1 N N N 13.694 18.813 15.912 -4.096 -0.335 0.642   H55 OPQ 55 
OPQ H56 H56 H 0 1 N N N 12.030 19.044 17.735 -6.572 -0.396 0.520   H56 OPQ 56 
OPQ H57 H57 H 0 1 N N N 12.994 20.530 17.558 -5.940 -1.811 1.395   H57 OPQ 57 
OPQ H58 H58 H 0 1 N N N 11.335 20.465 16.919 -6.658 -0.455 2.297   H58 OPQ 58 
OPQ H59 H59 H 0 1 N N N 10.861 19.089 14.817 -5.362 1.741  2.483   H59 OPQ 59 
OPQ H60 H60 H 0 1 N N N 12.153 18.043 14.182 -3.885 1.936  1.509   H60 OPQ 60 
OPQ H61 H61 H 0 1 N N N 11.435 17.704 15.775 -5.466 1.778  0.706   H61 OPQ 61 
OPQ H62 H62 H 0 1 N N N 15.745 20.033 14.184 -1.583 -1.459 1.691   H62 OPQ 62 
OPQ H21 H21 H 0 1 N N N 16.727 17.661 15.057 -1.226 -1.005 -0.958  H21 OPQ 63 
OPQ H63 H63 H 0 1 N N N 15.993 15.800 12.910 -0.027 1.671  -1.025  H63 OPQ 64 
OPQ H64 H64 H 0 1 N N N 16.210 13.399 14.114 -0.436 2.434  -3.577  H64 OPQ 65 
OPQ H65 H65 H 0 1 N N N 17.591 13.633 13.014 1.278  2.012  -3.358  H65 OPQ 66 
OPQ H66 H66 H 0 1 N N N 16.538 12.673 16.393 -1.714 1.547  -5.424  H66 OPQ 67 
OPQ H67 H67 H 0 1 N N N 17.929 11.445 17.971 -1.693 0.687  -7.702  H67 OPQ 68 
OPQ H68 H68 H 0 1 N N N 20.149 10.523 18.583 -0.447 -0.375 -9.566  H68 OPQ 69 
OPQ H69 H69 H 0 1 N N N 22.500 10.195 18.039 1.630  -1.308 -10.429 H69 OPQ 70 
OPQ H70 H70 H 0 1 N N N 23.445 11.083 15.952 3.653  -1.380 -9.036  H70 OPQ 71 
OPQ H71 H71 H 0 1 N N N 22.054 12.311 14.373 3.631  -0.521 -6.757  H71 OPQ 72 
OPQ H72 H72 H 0 1 N N N 19.832 13.224 13.755 2.389  0.551  -4.897  H72 OPQ 73 
OPQ H73 H73 H 0 1 N N N 17.703 19.289 13.460 0.389  -1.804 0.744   H73 OPQ 74 
OPQ H74 H74 H 0 1 N N N 19.004 16.530 13.342 1.711  -0.805 -1.818  H74 OPQ 75 
OPQ H75 H75 H 0 1 N N N 19.826 18.079 13.039 2.323  -2.112 -0.776  H75 OPQ 76 
OPQ H76 H76 H 0 1 N N N 19.192 17.711 14.661 0.785  -2.316 -1.649  H76 OPQ 77 
OPQ H77 H77 H 0 1 N N N 17.427 16.999 11.462 1.858  0.791  0.096   H77 OPQ 78 
OPQ H78 H78 H 0 1 N N N 16.492 18.512 11.441 1.037  0.418  1.631   H78 OPQ 79 
OPQ H79 H79 H 0 1 N N N 18.403 18.625 9.865  3.474  -0.007 1.799   H79 OPQ 80 
OPQ H80 H80 H 0 1 N N N 18.591 19.806 11.184 2.548  -1.518 1.969   H80 OPQ 81 
OPQ H81 H81 H 0 1 N N N 19.527 18.292 11.204 3.369  -1.145 0.434   H81 OPQ 82 
# 
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 
OPQ C1  C2  SING N N 1  
OPQ C1  H40 SING N N 2  
OPQ C1  H41 SING N N 3  
OPQ C1  H42 SING N N 4  
OPQ C2  C3  SING N N 5  
OPQ C2  H43 SING N N 6  
OPQ C2  H44 SING N N 7  
OPQ C3  C4  SING N N 8  
OPQ C3  H45 SING N N 9  
OPQ C3  H46 SING N N 10 
OPQ C4  N5  SING N N 11 
OPQ C4  H47 SING N N 12 
OPQ C4  H48 SING N N 13 
OPQ N5  C6  SING N N 14 
OPQ N5  H49 SING N N 15 
OPQ C6  O7  DOUB N N 16 
OPQ C6  C8  SING N N 17 
OPQ C8  C9  SING N N 18 
OPQ C8  H50 SING N N 19 
OPQ C8  H51 SING N N 20 
OPQ C9  O11 SING N N 21 
OPQ C9  C12 SING N N 22 
OPQ C9  H10 SING N N 23 
OPQ O11 H52 SING N N 24 
OPQ C12 C14 SING N N 25 
OPQ C12 N17 SING N N 26 
OPQ C12 H13 SING N N 27 
OPQ C14 C1A SING N N 28 
OPQ C14 H53 SING N N 29 
OPQ C14 H54 SING N N 30 
OPQ C1A C15 SING N N 31 
OPQ C1A C16 SING N N 32 
OPQ C1A H55 SING N N 33 
OPQ C15 H56 SING N N 34 
OPQ C15 H57 SING N N 35 
OPQ C15 H58 SING N N 36 
OPQ C16 H59 SING N N 37 
OPQ C16 H60 SING N N 38 
OPQ C16 H61 SING N N 39 
OPQ N17 C18 SING N N 40 
OPQ N17 H62 SING N N 41 
OPQ C18 O19 DOUB N N 42 
OPQ C18 C20 SING N N 43 
OPQ C20 N22 SING N N 44 
OPQ C20 C36 SING N N 45 
OPQ C20 H21 SING N N 46 
OPQ N22 C23 SING N N 47 
OPQ N22 H63 SING N N 48 
OPQ C23 O24 DOUB N N 49 
OPQ C23 C25 SING N N 50 
OPQ C25 C26 SING N N 51 
OPQ C25 H64 SING N N 52 
OPQ C25 H65 SING N N 53 
OPQ C26 C27 DOUB Y N 54 
OPQ C26 C35 SING Y N 55 
OPQ C27 C28 SING Y N 56 
OPQ C27 H66 SING N N 57 
OPQ C28 C29 DOUB Y N 58 
OPQ C28 H67 SING N N 59 
OPQ C29 C30 SING Y N 60 
OPQ C29 C34 SING Y N 61 
OPQ C30 C31 DOUB Y N 62 
OPQ C30 H68 SING N N 63 
OPQ C31 C32 SING Y N 64 
OPQ C31 H69 SING N N 65 
OPQ C32 C33 DOUB Y N 66 
OPQ C32 H70 SING N N 67 
OPQ C33 C34 SING Y N 68 
OPQ C33 H71 SING N N 69 
OPQ C34 C35 DOUB Y N 70 
OPQ C35 H72 SING N N 71 
OPQ C36 C37 SING N N 72 
OPQ C36 C38 SING N N 73 
OPQ C36 H73 SING N N 74 
OPQ C37 H74 SING N N 75 
OPQ C37 H75 SING N N 76 
OPQ C37 H76 SING N N 77 
OPQ C38 C39 SING N N 78 
OPQ C38 H77 SING N N 79 
OPQ C38 H78 SING N N 80 
OPQ C39 H79 SING N N 81 
OPQ C39 H80 SING N N 82 
OPQ C39 H81 SING N N 83 
# 
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 
OPQ SMILES           ACDLabs              10.04 O=C(NCCCC)CC(O)C(NC(=O)C(NC(=O)Cc2ccc1c(cccc1)c2)C(C)CC)CC(C)C 
OPQ InChI            InChI                1.02b 
InChI=1/C30H45N3O4/c1-6-8-15-31-27(35)19-26(34)25(16-20(3)4)32-30(37)29(21(5)7-2)33-28(36)18-22-13-14-23-11-9-10-12-24(23)17-22/h9-14,17,20-21,25-26,29,34H,6-8,15-16,18-19H2,1-5H3,(H,31,35)(H,32,37)(H,33,36)/t21-,25-,26-,29-/m0/s1/f/h31-33H 
OPQ InChIKey         InChI                1.02b YHTKRGDAFFBWEU-POVGRCFWDP 
OPQ SMILES_CANONICAL CACTVS               3.341 CCCCNC(=O)C[C@H](O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)Cc1ccc2ccccc2c1)[C@@H](C)CC 
OPQ SMILES           CACTVS               3.341 CCCCNC(=O)C[CH](O)[CH](CC(C)C)NC(=O)[CH](NC(=O)Cc1ccc2ccccc2c1)[CH](C)CC 
OPQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCNC(=O)C[C@@H]([C@H](CC(C)C)NC(=O)[C@H]([C@@H](C)CC)NC(=O)Cc1ccc2ccccc2c1)O 
OPQ SMILES           "OpenEye OEToolkits" 1.5.0 CCCCNC(=O)CC(C(CC(C)C)NC(=O)C(C(C)CC)NC(=O)Cc1ccc2ccccc2c1)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 
OPQ "SYSTEMATIC NAME" ACDLabs              10.04 (3S,4S)-N-butyl-3-hydroxy-6-methyl-4-{[N-(naphthalen-2-ylacetyl)-L-isoleucyl]amino}heptanamide                        
OPQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (3S,4S)-N-butyl-3-hydroxy-6-methyl-4-[[(2S,3S)-3-methyl-2-(2-naphthalen-2-ylethanoylamino)pentanoyl]amino]heptanamide 
# 
