data_CMQ
# 
_chem_comp.id                                    CMQ 
_chem_comp.name                                  N~2~-[(BENZYLOXY)CARBONYL]-N-[(1S,2S)-2-HYDROXY-1-(4-HYDROXYBENZYL)PROPYL]-L-LEUCINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H32 N2 O5" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-02-16 
_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                        428.521 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CMQ 
_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        2FZS 
_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 
CMQ O2   O2   O 0 1 N N N 51.767 44.732 11.400 2.111  0.200  1.824  O2   CMQ 1  
CMQ C1   C1   C 0 1 N N N 50.602 44.372 11.288 2.307  0.294  0.628  C1   CMQ 2  
CMQ O1   O1   O 0 1 N N N 49.686 45.214 10.573 3.524  0.023  0.122  O1   CMQ 3  
CMQ C2   C2   C 0 1 N N N 50.316 46.086 9.630  4.604  -0.382 1.004  C2   CMQ 4  
CMQ C3   C3   C 0 1 Y N N 49.386 46.920 8.794  5.851  -0.623 0.194  C3   CMQ 5  
CMQ C4   C4   C 0 1 Y N N 49.725 47.133 7.453  6.737  0.413  -0.037 C4   CMQ 6  
CMQ C5   C5   C 0 1 Y N N 48.915 47.928 6.664  7.882  0.192  -0.780 C5   CMQ 7  
CMQ C6   C6   C 0 1 Y N N 47.765 48.491 7.197  8.140  -1.066 -1.293 C6   CMQ 8  
CMQ C7   C7   C 0 1 Y N N 47.411 48.275 8.529  7.255  -2.102 -1.062 C7   CMQ 9  
CMQ C8   C8   C 0 1 Y N N 48.228 47.473 9.343  6.113  -1.881 -0.315 C8   CMQ 10 
CMQ N1   N1   N 0 1 N N N 50.089 43.277 11.798 1.304  0.669  -0.191 N1   CMQ 11 
CMQ C9   C9   C 0 1 N N S 50.864 42.286 12.499 0.012  1.072  0.370  C9   CMQ 12 
CMQ C11  C11  C 0 1 N N N 50.118 41.848 13.762 0.072  2.545  0.782  C11  CMQ 13 
CMQ C12  C12  C 0 1 N N N 49.884 43.041 14.724 -1.226 2.928  1.495  C12  CMQ 14 
CMQ C13  C13  C 0 1 N N N 48.821 42.695 15.764 -1.331 2.158  2.813  C13  CMQ 15 
CMQ C14  C14  C 0 1 N N N 51.192 43.384 15.454 -1.227 4.431  1.781  C14  CMQ 16 
CMQ C10  C10  C 0 1 N N N 50.877 41.094 11.568 -1.066 0.884  -0.666 C10  CMQ 17 
CMQ O3   O3   O 0 1 N N N 49.967 40.919 10.771 -0.770 0.792  -1.839 O3   CMQ 18 
CMQ N2   N2   N 0 1 N N N 51.909 40.262 11.691 -2.358 0.817  -0.289 N2   CMQ 19 
CMQ C15  C15  C 0 1 N N S 52.039 39.066 10.838 -3.408 0.655  -1.299 C15  CMQ 20 
CMQ C16  C16  C 0 1 N N S 52.110 37.883 11.817 -3.794 2.026  -1.858 C16  CMQ 21 
CMQ O4   O4   O 0 1 N N N 53.069 38.197 12.832 -4.276 2.854  -0.798 O4   CMQ 22 
CMQ C24  C24  C 0 1 N N N 50.728 37.501 12.439 -2.567 2.679  -2.498 C24  CMQ 23 
CMQ C17  C17  C 0 1 N N N 53.329 39.323 10.010 -4.634 0.001  -0.658 C17  CMQ 24 
CMQ C18  C18  C 0 1 Y N N 53.246 38.738 8.604  -4.286 -1.397 -0.217 C18  CMQ 25 
CMQ C19  C19  C 0 1 Y N N 54.271 37.914 8.082  -4.466 -2.459 -1.084 C19  CMQ 26 
CMQ C21  C21  C 0 1 Y N N 54.185 37.355 6.798  -4.142 -3.741 -0.684 C21  CMQ 27 
CMQ C23  C23  C 0 1 Y N N 53.025 37.590 6.027  -3.646 -3.964 0.592  C23  CMQ 28 
CMQ O5   O5   O 0 1 N N N 52.911 37.113 4.759  -3.331 -5.225 0.990  O5   CMQ 29 
CMQ C22  C22  C 0 1 Y N N 52.019 38.418 6.531  -3.471 -2.897 1.462  C22  CMQ 30 
CMQ C20  C20  C 0 1 Y N N 52.114 38.974 7.823  -3.792 -1.616 1.055  C20  CMQ 31 
CMQ H21A 1H2  H 0 0 N N N 50.905 45.460 8.944  4.792  0.406  1.734  H21A CMQ 32 
CMQ H22A 2H2  H 0 0 N N N 50.912 46.796 10.223 4.325  -1.298 1.523  H22A CMQ 33 
CMQ H4   H4   H 0 1 N N N 50.613 46.680 7.038  6.535  1.395  0.364  H4   CMQ 34 
CMQ H5   H5   H 0 1 N N N 49.178 48.111 5.632  8.573  1.001  -0.960 H5   CMQ 35 
CMQ H6   H6   H 0 1 N N N 47.134 49.106 6.572  9.034  -1.238 -1.874 H6   CMQ 36 
CMQ H7   H7   H 0 1 N N N 46.514 48.722 8.932  7.456  -3.084 -1.463 H7   CMQ 37 
CMQ H8   H8   H 0 1 N N N 47.965 47.288 10.374 5.421  -2.691 -0.134 H8   CMQ 38 
CMQ HN1  HN1  H 0 1 N N N 49.107 43.122 11.694 1.438  0.672  -1.151 HN1  CMQ 39 
CMQ H9   H9   H 0 1 N N N 51.861 42.664 12.771 -0.212 0.460  1.243  H9   CMQ 40 
CMQ H111 1H11 H 0 0 N N N 49.143 41.430 13.471 0.196  3.165  -0.106 H111 CMQ 41 
CMQ H112 2H11 H 0 0 N N N 50.730 41.097 14.283 0.915  2.700  1.454  H112 CMQ 42 
CMQ H12  H12  H 0 1 N N N 49.544 43.901 14.128 -2.077 2.678  0.860  H12  CMQ 43 
CMQ H131 1H13 H 0 0 N N N 49.291 42.612 16.755 -2.200 2.507  3.370  H131 CMQ 44 
CMQ H132 2H13 H 0 0 N N N 48.058 43.487 15.785 -1.436 1.093  2.604  H132 CMQ 45 
CMQ H133 3H13 H 0 0 N N N 48.349 41.737 15.501 -0.430 2.325  3.404  H133 CMQ 46 
CMQ H141 1H14 H 0 0 N N N 52.010 43.466 14.723 -0.376 4.680  2.415  H141 CMQ 47 
CMQ H142 2H14 H 0 0 N N N 51.076 44.341 15.983 -1.153 4.979  0.842  H142 CMQ 48 
CMQ H143 3H14 H 0 0 N N N 51.426 42.590 16.178 -2.152 4.704  2.289  H143 CMQ 49 
CMQ HN2  HN2  H 0 1 N N N 52.611 40.452 12.377 -2.593 0.876  0.650  HN2  CMQ 50 
CMQ H15  H15  H 0 1 N N N 51.223 38.852 10.132 -3.040 0.023  -2.107 H15  CMQ 51 
CMQ H16  H16  H 0 1 N N N 52.422 36.991 11.254 -4.575 1.905  -2.609 H16  CMQ 52 
CMQ HO4  HO4  H 0 1 N N N 53.932 38.267 12.442 -3.556 2.935  -0.157 HO4  CMQ 53 
CMQ H241 1H24 H 0 0 N N N 50.829 37.411 13.531 -2.200 2.047  -3.307 H241 CMQ 54 
CMQ H242 2H24 H 0 0 N N N 49.991 38.282 12.202 -2.842 3.656  -2.896 H242 CMQ 55 
CMQ H243 3H24 H 0 0 N N N 50.391 36.540 12.022 -1.786 2.800  -1.747 H243 CMQ 56 
CMQ H171 1H17 H 0 0 N N N 54.177 38.856 10.532 -4.949 0.587  0.205  H171 CMQ 57 
CMQ H172 2H17 H 0 0 N N N 53.456 40.411 9.914  -5.446 -0.039 -1.385 H172 CMQ 58 
CMQ H19  H19  H 0 1 N N N 55.142 37.710 8.687  -4.853 -2.285 -2.077 H19  CMQ 59 
CMQ H21  H21  H 0 1 N N N 54.993 36.755 6.406  -4.278 -4.570 -1.363 H21  CMQ 60 
CMQ HO5  HO5  H 0 1 N N N 52.884 37.840 4.148  -4.129 -5.600 1.387  HO5  CMQ 61 
CMQ H22  H22  H 0 1 N N N 51.155 38.636 5.921  -3.084 -3.068 2.456  H22  CMQ 62 
CMQ H20  H20  H 0 1 N N N 51.310 39.583 8.209  -3.656 -0.785 1.732  H20  CMQ 63 
# 
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 
CMQ O2  C1   DOUB N N 1  
CMQ C1  O1   SING N N 2  
CMQ C1  N1   SING N N 3  
CMQ O1  C2   SING N N 4  
CMQ C2  C3   SING N N 5  
CMQ C2  H21A SING N N 6  
CMQ C2  H22A SING N N 7  
CMQ C3  C4   DOUB Y N 8  
CMQ C3  C8   SING Y N 9  
CMQ C4  C5   SING Y N 10 
CMQ C4  H4   SING N N 11 
CMQ C5  C6   DOUB Y N 12 
CMQ C5  H5   SING N N 13 
CMQ C6  C7   SING Y N 14 
CMQ C6  H6   SING N N 15 
CMQ C7  C8   DOUB Y N 16 
CMQ C7  H7   SING N N 17 
CMQ C8  H8   SING N N 18 
CMQ N1  C9   SING N N 19 
CMQ N1  HN1  SING N N 20 
CMQ C9  C11  SING N N 21 
CMQ C9  C10  SING N N 22 
CMQ C9  H9   SING N N 23 
CMQ C11 C12  SING N N 24 
CMQ C11 H111 SING N N 25 
CMQ C11 H112 SING N N 26 
CMQ C12 C13  SING N N 27 
CMQ C12 C14  SING N N 28 
CMQ C12 H12  SING N N 29 
CMQ C13 H131 SING N N 30 
CMQ C13 H132 SING N N 31 
CMQ C13 H133 SING N N 32 
CMQ C14 H141 SING N N 33 
CMQ C14 H142 SING N N 34 
CMQ C14 H143 SING N N 35 
CMQ C10 O3   DOUB N N 36 
CMQ C10 N2   SING N N 37 
CMQ N2  C15  SING N N 38 
CMQ N2  HN2  SING N N 39 
CMQ C15 C16  SING N N 40 
CMQ C15 C17  SING N N 41 
CMQ C15 H15  SING N N 42 
CMQ C16 O4   SING N N 43 
CMQ C16 C24  SING N N 44 
CMQ C16 H16  SING N N 45 
CMQ O4  HO4  SING N N 46 
CMQ C24 H241 SING N N 47 
CMQ C24 H242 SING N N 48 
CMQ C24 H243 SING N N 49 
CMQ C17 C18  SING N N 50 
CMQ C17 H171 SING N N 51 
CMQ C17 H172 SING N N 52 
CMQ C18 C19  SING Y N 53 
CMQ C18 C20  DOUB Y N 54 
CMQ C19 C21  DOUB Y N 55 
CMQ C19 H19  SING N N 56 
CMQ C21 C23  SING Y N 57 
CMQ C21 H21  SING N N 58 
CMQ C23 O5   SING N N 59 
CMQ C23 C22  DOUB Y N 60 
CMQ O5  HO5  SING N N 61 
CMQ C22 C20  SING Y N 62 
CMQ C22 H22  SING N N 63 
CMQ C20 H20  SING N N 64 
# 
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 
CMQ SMILES           ACDLabs              10.04 O=C(OCc1ccccc1)NC(C(=O)NC(Cc2ccc(O)cc2)C(O)C)CC(C)C                                                                                                                                                  
CMQ InChI            InChI                1.02b InChI=1/C24H32N2O5/c1-16(2)13-22(26-24(30)31-15-19-7-5-4-6-8-19)23(29)25-21(17(3)27)14-18-9-11-20(28)12-10-18/h4-12,16-17,21-22,27-28H,13-15H2,1-3H3,(H,25,29)(H,26,30)/t17-,21-,22-/m0/s1/f/h25-26H 
CMQ InChIKey         InChI                1.02b ZUWYQZGBCBSHFK-QFLZHWJADL                                                                                                                                                                            
CMQ SMILES_CANONICAL CACTVS               3.341 CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](Cc2ccc(O)cc2)[C@H](C)O                                                                                                                                     
CMQ SMILES           CACTVS               3.341 CC(C)C[CH](NC(=O)OCc1ccccc1)C(=O)N[CH](Cc2ccc(O)cc2)[CH](C)O                                                                                                                                         
CMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)C[C@@H](C(=O)N[C@@H](Cc1ccc(cc1)O)[C@H](C)O)NC(=O)OCc2ccccc2                                                                                                                                    
CMQ SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)CC(C(=O)NC(Cc1ccc(cc1)O)C(C)O)NC(=O)OCc2ccccc2                                                                                                                                                  
# 
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 
CMQ "SYSTEMATIC NAME" ACDLabs              10.04 N~2~-[(benzyloxy)carbonyl]-N-[(1S,2S)-2-hydroxy-1-(4-hydroxybenzyl)propyl]-L-leucinamide                               
CMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "phenylmethyl N-[(2S)-1-[[(2S,3S)-3-hydroxy-1-(4-hydroxyphenyl)butan-2-yl]amino]-4-methyl-1-oxo-pentan-2-yl]carbamate" 
# 
