data_DMQ
# 
_chem_comp.id                                    DMQ 
_chem_comp.name                                  [4-R-(-4-ALPHA,5-ALPHA,6-BETA,7-BETA)]-HEXAHYDRO-5,6-BIS(HYDROXY)-1,3-BIS([(3-AMINO)PHENYL]METHYL)-4,7-BIS(PHENYLMETHYL)-2H-1,3-DIAZEPINONE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H36 N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         "DMP450(INHIBITOR OF DUPONT MERCK)" 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     1999-07-08 
_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                         450 
_chem_comp.formula_weight                        536.664 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     DMQ 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "OpenEye/OEToolkits V1.4.2" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        1MER 
_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 
DMQ C1   C1   C 0 1 N N N -8.871  15.514 27.906 2.544  -2.502 0.504  C1   DMQ 1  
DMQ O1   O1   O 0 1 N N N -8.183  14.504 27.937 3.078  -3.607 0.334  O1   DMQ 2  
DMQ N2   N2   N 0 1 N N N -8.707  16.340 26.843 2.481  -1.910 1.773  N2   DMQ 3  
DMQ C2   C2   C 0 1 N N N -8.054  15.792 25.645 3.378  -2.410 2.809  C2   DMQ 4  
DMQ C3   C3   C 0 1 N N R -8.897  17.811 26.885 1.336  -1.112 2.250  C3   DMQ 5  
DMQ C4   C4   C 0 1 N N S -10.289 18.339 27.132 1.301  0.313  1.694  C4   DMQ 6  
DMQ O4   O4   O 0 1 N N N -10.202 19.708 26.819 0.283  1.033  2.401  O4   DMQ 7  
DMQ C5   C5   C 0 1 N N S -10.714 18.104 28.571 1.003  0.394  0.201  C5   DMQ 8  
DMQ O5   O5   O 0 1 N N N -11.943 18.729 28.856 0.944  1.773  -0.186 O5   DMQ 9  
DMQ C6   C6   C 0 1 N N R -10.940 16.633 28.847 2.022  -0.322 -0.689 C6   DMQ 10 
DMQ C7   C7   C 0 1 N N N -9.615  14.945 30.156 1.683  -2.522 -1.794 C7   DMQ 11 
DMQ N7   N7   N 0 1 N N N -9.746  15.750 28.932 1.980  -1.792 -0.566 N7   DMQ 12 
DMQ C20  C20  C 0 1 Y N N -8.677  16.113 24.313 4.687  -1.674 2.822  C20  DMQ 13 
DMQ C21  C21  C 0 1 Y N N -10.074 15.993 24.106 4.827  -0.538 3.611  C21  DMQ 14 
DMQ C22  C22  C 0 1 Y N N -10.639 16.317 22.860 6.042  0.147  3.623  C22  DMQ 15 
DMQ C23  C23  C 0 1 Y N N -9.797  16.756 21.822 7.108  -0.308 2.846  C23  DMQ 16 
DMQ C28  C28  C 0 1 Y N N -8.409  16.869 22.033 6.958  -1.449 2.058  C28  DMQ 17 
DMQ N29  N29  N 0 1 N N N -7.580  17.364 20.991 8.035  -1.909 1.272  N29  DMQ 18 
DMQ C29  C29  C 0 1 Y N N -7.839  16.548 23.275 5.743  -2.134 2.046  C29  DMQ 19 
DMQ C31  C31  C 0 1 N N N -7.790  18.443 27.746 0.015  -1.882 2.102  C31  DMQ 20 
DMQ C32  C32  C 0 1 Y N N -6.429  18.274 27.118 -0.103 -2.965 3.135  C32  DMQ 21 
DMQ C33  C33  C 0 1 Y N N -5.509  17.356 27.673 0.380  -4.238 2.855  C33  DMQ 22 
DMQ C34  C34  C 0 1 Y N N -4.254  17.165 27.057 0.270  -5.244 3.815  C34  DMQ 23 
DMQ C35  C35  C 0 1 Y N N -3.924  17.894 25.891 -0.323 -4.970 5.048  C35  DMQ 24 
DMQ C36  C36  C 0 1 Y N N -4.848  18.818 25.333 -0.805 -3.690 5.321  C36  DMQ 25 
DMQ C37  C37  C 0 1 Y N N -6.104  19.013 25.948 -0.695 -2.684 4.361  C37  DMQ 26 
DMQ C61  C61  C 0 1 N N N -12.035 15.950 27.990 3.461  0.204  -0.574 C61  DMQ 27 
DMQ C62  C62  C 0 1 Y N N -12.630 14.749 28.693 4.249  -0.086 -1.818 C62  DMQ 28 
DMQ C63  C63  C 0 1 Y N N -13.571 14.957 29.728 4.959  -1.276 -1.920 C63  DMQ 29 
DMQ C64  C64  C 0 1 Y N N -14.068 13.860 30.463 5.692  -1.545 -3.076 C64  DMQ 30 
DMQ C65  C65  C 0 1 Y N N -13.619 12.551 30.156 5.709  -0.623 -4.122 C65  DMQ 31 
DMQ C66  C66  C 0 1 Y N N -12.688 12.341 29.115 4.993  0.570  -4.012 C66  DMQ 32 
DMQ C67  C67  C 0 1 Y N N -12.196 13.442 28.379 4.261  0.839  -2.855 C67  DMQ 33 
DMQ C70  C70  C 0 1 Y N N -9.615  15.656 31.486 0.294  -3.092 -1.787 C70  DMQ 34 
DMQ C71  C71  C 0 1 Y N N -10.438 15.153 32.513 0.077  -4.367 -1.280 C71  DMQ 35 
DMQ C72  C72  C 0 1 Y N N -10.450 15.815 33.756 -1.214 -4.896 -1.273 C72  DMQ 36 
DMQ N79  N79  N 0 1 N N N -11.313 15.356 34.793 -1.444 -6.190 -0.760 N79  DMQ 37 
DMQ C77  C77  C 0 1 Y N N -9.638  16.948 33.986 -2.279 -4.145 -1.771 C77  DMQ 38 
DMQ C78  C78  C 0 1 Y N N -8.801  17.448 32.968 -2.052 -2.865 -2.277 C78  DMQ 39 
DMQ C79  C79  C 0 1 Y N N -8.800  16.801 31.716 -0.761 -2.336 -2.285 C79  DMQ 40 
DMQ H21A 1H2  H 0 0 N N N -6.981  16.097 25.635 3.539  -3.479 2.629  H21A DMQ 41 
DMQ H22A 2H2  H 0 0 N N N -7.954  14.686 25.750 2.864  -2.316 3.771  H22A DMQ 42 
DMQ H3   H3   H 0 1 N N N -8.783  18.160 25.832 1.471  -1.007 3.336  H3   DMQ 43 
DMQ H4   H4   H 0 1 N N N -11.062 17.824 26.515 2.243  0.828  1.915  H4   DMQ 44 
DMQ HO4  HO4  H 0 1 N N N -11.078 20.040 26.974 0.029  1.770  1.829  HO4  DMQ 45 
DMQ H5   H5   H 0 1 N N N -9.889  18.518 29.196 0.000  -0.005 0.005  H5   DMQ 46 
DMQ HO5  HO5  H 0 1 N N N -12.208 18.582 29.756 1.430  1.838  -1.020 HO5  DMQ 47 
DMQ H6   H6   H 0 1 N N N -11.317 16.729 29.891 1.730  -0.095 -1.724 H6   DMQ 48 
DMQ H71A 1H7  H 0 0 N N N -10.409 14.163 30.162 2.426  -3.319 -1.901 H71A DMQ 49 
DMQ H72  2H7  H 0 1 N N N -8.696  14.316 30.080 1.820  -1.833 -2.634 H72  DMQ 50 
DMQ H21  H21  H 0 1 N N N -10.728 15.644 24.922 4.002  -0.176 4.219  H21  DMQ 51 
DMQ H22  H22  H 0 1 N N N -11.726 16.228 22.699 6.159  1.035  4.238  H22  DMQ 52 
DMQ H23  H23  H 0 1 N N N -10.226 17.012 20.839 8.050  0.233  2.863  H23  DMQ 53 
DMQ HN21 1HN2 H 0 0 N N N -6.574  17.445 21.143 8.354  -2.850 1.384  HN21 DMQ 54 
DMQ HN22 2HN2 H 0 0 N N N -7.938  18.271 20.693 8.521  -1.262 0.685  HN22 DMQ 55 
DMQ H29  H29  H 0 1 N N N -6.750  16.636 23.432 5.624  -3.024 1.431  H29  DMQ 56 
DMQ H311 1H31 H 0 0 N N N -8.006  19.514 27.964 -0.038 -2.308 1.098  H311 DMQ 57 
DMQ H312 2H31 H 0 0 N N N -7.809  18.046 28.787 -0.817 -1.181 2.190  H312 DMQ 58 
DMQ H33  H33  H 0 1 N N N -5.769  16.790 28.583 0.843  -4.461 1.898  H33  DMQ 59 
DMQ H34  H34  H 0 1 N N N -3.533  16.448 27.485 0.645  -6.241 3.603  H34  DMQ 60 
DMQ H35  H35  H 0 1 N N N -2.941  17.741 25.414 -0.408 -5.754 5.795  H35  DMQ 61 
DMQ H36  H36  H 0 1 N N N -4.590  19.384 24.422 -1.266 -3.477 6.281  H36  DMQ 62 
DMQ H37  H37  H 0 1 N N N -6.821  19.733 25.520 -1.074 -1.690 4.582  H37  DMQ 63 
DMQ H611 1H61 H 0 0 N N N -12.825 16.675 27.686 3.939  -0.255 0.294  H611 DMQ 64 
DMQ H612 2H61 H 0 0 N N N -11.649 15.679 26.979 3.432  1.279  -0.384 H612 DMQ 65 
DMQ H63  H63  H 0 1 N N N -13.918 15.977 29.962 4.952  -2.001 -1.111 H63  DMQ 66 
DMQ H64  H64  H 0 1 N N N -14.801 14.024 31.270 6.249  -2.474 -3.162 H64  DMQ 67 
DMQ H65  H65  H 0 1 N N N -13.996 11.689 30.731 6.279  -0.832 -5.022 H65  DMQ 68 
DMQ H66  H66  H 0 1 N N N -12.346 11.319 28.877 5.006  1.288  -4.826 H66  DMQ 69 
DMQ H67  H67  H 0 1 N N N -11.474 13.281 27.560 3.706  1.770  -2.778 H67  DMQ 70 
DMQ H71  H71  H 0 1 N N N -11.061 14.258 32.347 0.908  -4.951 -0.891 H71  DMQ 71 
DMQ HN71 1HN7 H 0 0 N N N -11.321 15.835 35.693 -2.089 -6.308 -0.005 HN71 DMQ 72 
DMQ HN72 2HN7 H 0 0 N N N -11.127 14.366 34.954 -0.890 -6.952 -1.094 HN72 DMQ 73 
DMQ H77  H77  H 0 1 N N N -9.657  17.446 34.969 -3.288 -4.547 -1.770 H77  DMQ 74 
DMQ H78  H78  H 0 1 N N N -8.160  18.327 33.147 -2.881 -2.280 -2.666 H78  DMQ 75 
DMQ H79  H79  H 0 1 N N N -8.156  17.193 30.910 -0.594 -1.338 -2.681 H79  DMQ 76 
# 
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 
DMQ C1  O1   DOUB N N 1  
DMQ C1  N2   SING N N 2  
DMQ C1  N7   SING N N 3  
DMQ N2  C2   SING N N 4  
DMQ N2  C3   SING N N 5  
DMQ C2  C20  SING N N 6  
DMQ C2  H21A SING N N 7  
DMQ C2  H22A SING N N 8  
DMQ C3  C4   SING N N 9  
DMQ C3  C31  SING N N 10 
DMQ C3  H3   SING N N 11 
DMQ C4  O4   SING N N 12 
DMQ C4  C5   SING N N 13 
DMQ C4  H4   SING N N 14 
DMQ O4  HO4  SING N N 15 
DMQ C5  O5   SING N N 16 
DMQ C5  C6   SING N N 17 
DMQ C5  H5   SING N N 18 
DMQ O5  HO5  SING N N 19 
DMQ C6  N7   SING N N 20 
DMQ C6  C61  SING N N 21 
DMQ C6  H6   SING N N 22 
DMQ C7  N7   SING N N 23 
DMQ C7  C70  SING N N 24 
DMQ C7  H71A SING N N 25 
DMQ C7  H72  SING N N 26 
DMQ C20 C21  DOUB Y N 27 
DMQ C20 C29  SING Y N 28 
DMQ C21 C22  SING Y N 29 
DMQ C21 H21  SING N N 30 
DMQ C22 C23  DOUB Y N 31 
DMQ C22 H22  SING N N 32 
DMQ C23 C28  SING Y N 33 
DMQ C23 H23  SING N N 34 
DMQ C28 N29  SING N N 35 
DMQ C28 C29  DOUB Y N 36 
DMQ N29 HN21 SING N N 37 
DMQ N29 HN22 SING N N 38 
DMQ C29 H29  SING N N 39 
DMQ C31 C32  SING N N 40 
DMQ C31 H311 SING N N 41 
DMQ C31 H312 SING N N 42 
DMQ C32 C33  DOUB Y N 43 
DMQ C32 C37  SING Y N 44 
DMQ C33 C34  SING Y N 45 
DMQ C33 H33  SING N N 46 
DMQ C34 C35  DOUB Y N 47 
DMQ C34 H34  SING N N 48 
DMQ C35 C36  SING Y N 49 
DMQ C35 H35  SING N N 50 
DMQ C36 C37  DOUB Y N 51 
DMQ C36 H36  SING N N 52 
DMQ C37 H37  SING N N 53 
DMQ C61 C62  SING N N 54 
DMQ C61 H611 SING N N 55 
DMQ C61 H612 SING N N 56 
DMQ C62 C63  DOUB Y N 57 
DMQ C62 C67  SING Y N 58 
DMQ C63 C64  SING Y N 59 
DMQ C63 H63  SING N N 60 
DMQ C64 C65  DOUB Y N 61 
DMQ C64 H64  SING N N 62 
DMQ C65 C66  SING Y N 63 
DMQ C65 H65  SING N N 64 
DMQ C66 C67  DOUB Y N 65 
DMQ C66 H66  SING N N 66 
DMQ C67 H67  SING N N 67 
DMQ C70 C71  DOUB Y N 68 
DMQ C70 C79  SING Y N 69 
DMQ C71 C72  SING Y N 70 
DMQ C71 H71  SING N N 71 
DMQ C72 N79  SING N N 72 
DMQ C72 C77  DOUB Y N 73 
DMQ N79 HN71 SING N N 74 
DMQ N79 HN72 SING N N 75 
DMQ C77 C78  SING Y N 76 
DMQ C77 H77  SING N N 77 
DMQ C78 C79  DOUB Y N 78 
DMQ C78 H78  SING N N 79 
DMQ C79 H79  SING N N 80 
# 
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 
DMQ SMILES           ACDLabs              10.04 O=C1N(C(C(O)C(O)C(N1Cc2cccc(N)c2)Cc3ccccc3)Cc4ccccc4)Cc5cccc(N)c5                                                                                                                                         
DMQ InChI            InChI                1.02b InChI=1/C33H36N4O3/c34-27-15-7-13-25(17-27)21-36-29(19-23-9-3-1-4-10-23)31(38)32(39)30(20-24-11-5-2-6-12-24)37(33(36)40)22-26-14-8-16-28(35)18-26/h1-18,29-32,38-39H,19-22,34-35H2/t29-,30-,31+,32+/m1/s1 
DMQ InChIKey         InChI                1.02b KYRSNWPSSXSNEP-ZRTHHSRSBQ                                                                                                                                                                                 
DMQ SMILES_CANONICAL CACTVS               3.341 Nc1cccc(CN2[C@H](Cc3ccccc3)[C@H](O)[C@@H](O)[C@@H](Cc4ccccc4)N(Cc5cccc(N)c5)C2=O)c1                                                                                                                       
DMQ SMILES           CACTVS               3.341 Nc1cccc(CN2[CH](Cc3ccccc3)[CH](O)[CH](O)[CH](Cc4ccccc4)N(Cc5cccc(N)c5)C2=O)c1                                                                                                                             
DMQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)C[C@@H]2[C@@H]([C@H]([C@H](N(C(=O)N2Cc3cccc(c3)N)Cc4cccc(c4)N)Cc5ccccc5)O)O                                                                                                                     
DMQ SMILES           "OpenEye OEToolkits" 1.5.0 c1ccc(cc1)CC2C(C(C(N(C(=O)N2Cc3cccc(c3)N)Cc4cccc(c4)N)Cc5ccccc5)O)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 
DMQ "SYSTEMATIC NAME" ACDLabs              10.04 (4R,5S,6S,7R)-1,3-bis(3-aminobenzyl)-4,7-dibenzyl-5,6-dihydroxy-1,3-diazepan-2-one                  
DMQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 (4R,5S,6S,7R)-1,3-bis[(3-aminophenyl)methyl]-5,6-dihydroxy-4,7-bis(phenylmethyl)-1,3-diazepan-2-one 
# 
