data_ZY1
# 
_chem_comp.id                                    ZY1 
_chem_comp.name                                  "N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-7-ethyl-1-methyl-3,4-dihydro-1H-[1,2,5]thiadiazepino[3,4,5-hi]indole-9-carboxamide 2,2-dioxide" 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H38 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2009-04-02 
_chem_comp.pdbx_modified_date                    2011-06-04 
_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                        590.733 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     ZY1 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2WF1 
_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 
ZY1 C69  C69  C 0 1 N N N 27.618 -3.854 34.288 2.724   2.849  4.255  C69  ZY1 1  
ZY1 C68  C68  C 0 1 N N N 29.137 -4.002 34.132 2.670   3.579  2.911  C68  ZY1 2  
ZY1 C58  C58  C 0 1 Y N N 29.866 -3.410 35.334 3.553   2.868  1.918  C58  ZY1 3  
ZY1 C57  C57  C 0 1 Y N N 30.358 -4.126 36.428 4.829   3.167  1.624  C57  ZY1 4  
ZY1 N56  N56  N 0 1 Y N N 30.961 -3.291 37.320 5.301   2.315  0.645  N56  ZY1 5  
ZY1 C62  C62  C 0 1 N N N 31.624 -3.685 38.604 6.584   2.540  -0.052 C62  ZY1 6  
ZY1 C61  C61  C 0 1 N N N 31.292 -2.989 39.943 6.372   2.430  -1.570 C61  ZY1 7  
ZY1 S60  S60  S 0 1 N N N 31.101 -1.221 39.864 6.305   0.702  -2.098 S60  ZY1 8  
ZY1 O80  O80  O 0 1 N N N 31.678 -0.638 41.049 7.621   0.178  -2.212 O80  ZY1 9  
ZY1 O79  O79  O 0 1 N N N 29.719 -0.957 39.607 5.377   0.557  -3.164 O79  ZY1 10 
ZY1 N59  N59  N 0 1 N N N 32.003 -0.683 38.567 5.644   -0.182 -0.890 N59  ZY1 11 
ZY1 C75  C75  C 0 1 N N N 32.741 0.582  38.821 6.352   -1.358 -0.376 C75  ZY1 12 
ZY1 C10  C10  C 0 1 Y N N 31.332 -0.736 37.345 4.407   0.180  -0.344 C10  ZY1 13 
ZY1 C9   C9   C 0 1 Y N N 31.105 0.469  36.571 3.265   -0.558 -0.526 C9   ZY1 14 
ZY1 C8   C8   C 0 1 Y N N 30.429 0.407  35.307 2.060   -0.153 0.072  C8   ZY1 15 
ZY1 C13  C13  C 0 1 Y N N 29.982 -0.862 34.832 2.023   0.977  0.885  C13  ZY1 16 
ZY1 C12  C12  C 0 1 Y N N 30.196 -2.023 35.571 3.185   1.715  1.092  C12  ZY1 17 
ZY1 C11  C11  C 0 1 Y N N 30.884 -1.969 36.833 4.364   1.364  0.418  C11  ZY1 18 
ZY1 C1   C1   C 0 1 N N N 30.200 1.580  34.431 0.826   -0.929 -0.163 C1   ZY1 19 
ZY1 O7   O7   O 0 1 N N N 31.035 2.478  34.307 0.854   -1.916 -0.872 O7   ZY1 20 
ZY1 N2   N2   N 0 1 N N N 29.047 1.597  33.704 -0.332  -0.543 0.409  N2   ZY1 21 
ZY1 C3   C3   C 0 1 N N S 28.743 2.663  32.725 -1.556  -1.313 0.176  C3   ZY1 22 
ZY1 C5   C5   C 0 1 N N N 28.198 1.921  31.460 -1.624  -2.476 1.168  C5   ZY1 23 
ZY1 C14  C14  C 0 1 Y N N 28.827 0.563  31.184 -0.493  -3.434 0.897  C14  ZY1 24 
ZY1 C15  C15  C 0 1 Y N N 28.020 -0.610 31.128 0.723   -3.266 1.533  C15  ZY1 25 
ZY1 C16  C16  C 0 1 Y N N 28.606 -1.878 30.878 1.761   -4.144 1.284  C16  ZY1 26 
ZY1 C17  C17  C 0 1 Y N N 30.003 -1.988 30.684 1.582   -5.192 0.400  C17  ZY1 27 
ZY1 C18  C18  C 0 1 Y N N 30.818 -0.829 30.738 0.366   -5.361 -0.236 C18  ZY1 28 
ZY1 C19  C19  C 0 1 Y N N 30.235 0.436  30.984 -0.673  -4.485 0.016  C19  ZY1 29 
ZY1 O47  O47  O 0 1 N N N 30.071 8.941  30.883 -9.422  2.303  -2.316 O47  ZY1 30 
ZY1 C4   C4   C 0 1 N N R 27.810 3.746  33.310 -2.774  -0.407 0.369  C4   ZY1 31 
ZY1 C48  C48  C 0 1 N N N 28.792 9.410  30.482 -10.531 3.190  -2.164 C48  ZY1 32 
ZY1 O21  O21  O 0 1 N N N 27.446 4.615  32.251 -2.844  0.012  1.734  O21  ZY1 33 
ZY1 C6   C6   C 0 1 N N N 28.406 4.602  34.435 -4.045  -1.176 0.005  C6   ZY1 34 
ZY1 N20  N20  N 0 1 N N N 27.666 5.868  34.572 -5.201  -0.272 0.075  N20  ZY1 35 
ZY1 C37  C37  C 0 1 N N N 28.411 6.952  35.238 -6.443  -0.977 -0.269 C37  ZY1 36 
ZY1 C39  C39  C 0 1 Y N N 29.509 7.517  34.363 -7.604  -0.020 -0.186 C39  ZY1 37 
ZY1 C42  C42  C 0 1 Y N N 29.217 7.951  33.045 -7.980  0.706  -1.299 C42  ZY1 38 
ZY1 C43  C43  C 0 1 Y N N 30.241 8.486  32.201 -9.050  1.587  -1.222 C43  ZY1 39 
ZY1 C44  C44  C 0 1 Y N N 31.560 8.573  32.710 -9.738  1.735  -0.028 C44  ZY1 40 
ZY1 C45  C45  C 0 1 Y N N 31.859 8.143  34.022 -9.358  1.007  1.083  C45  ZY1 41 
ZY1 C46  C46  C 0 1 Y N N 30.838 7.617  34.846 -8.295  0.126  1.003  C46  ZY1 42 
ZY1 H2   H2   H 0 1 N N N 28.382 0.862  33.838 -0.355  0.244  0.975  H2   ZY1 43 
ZY1 H3   H3   H 0 1 N N N 29.631 3.250  32.449 -1.552  -1.703 -0.842 H3   ZY1 44 
ZY1 H51C H51C H 0 0 N N N 27.119 1.764  31.605 -1.539  -2.092 2.184  H51C ZY1 45 
ZY1 H52C H52C H 0 0 N N N 28.447 2.557  30.598 -2.575  -2.996 1.054  H52C ZY1 46 
ZY1 H61C H61C H 0 0 N N N 28.344 4.045  35.382 -3.954  -1.571 -1.007 H61C ZY1 47 
ZY1 H62C H62C H 0 0 N N N 29.454 4.828  34.191 -4.185  -1.999 0.706  H62C ZY1 48 
ZY1 H21  H21  H 0 1 N N N 27.365 5.502  32.582 -2.928  -0.716 2.365  H21  ZY1 49 
ZY1 H20  H20  H 0 1 N N N 27.428 6.182  33.653 -5.270  0.158  0.986  H20  ZY1 50 
ZY1 H9   H9   H 0 1 N N N 31.448 1.421  36.949 3.292   -1.452 -1.130 H9   ZY1 51 
ZY1 H13  H13  H 0 1 N N N 29.469 -0.923 33.884 1.098   1.279  1.352  H13  ZY1 52 
ZY1 H15  H15  H 0 1 N N N 26.953 -0.533 31.277 0.862   -2.447 2.223  H15  ZY1 53 
ZY1 H19  H19  H 0 1 N N N 30.861 1.315  31.021 -1.624  -4.619 -0.477 H19  ZY1 54 
ZY1 H16  H16  H 0 1 N N N 27.985 -2.760 30.836 2.711   -4.012 1.780  H16  ZY1 55 
ZY1 H17  H17  H 0 1 N N N 30.448 -2.954 30.495 2.393   -5.878 0.205  H17  ZY1 56 
ZY1 H18  H18  H 0 1 N N N 31.885 -0.912 30.591 0.227   -6.179 -0.927 H18  ZY1 57 
ZY1 H371 H371 H 0 0 N N N 27.707 7.761  35.482 -6.368  -1.371 -1.283 H371 ZY1 58 
ZY1 H372 H372 H 0 0 N N N 28.880 6.534  36.141 -6.599  -1.799 0.430  H372 ZY1 59 
ZY1 H42  H42  H 0 1 N N N 28.206 7.877  32.672 -7.442  0.589  -2.228 H42  ZY1 60 
ZY1 H46  H46  H 0 1 N N N 31.072 7.290  35.848 -8.002  -0.446 1.870  H46  ZY1 61 
ZY1 H44  H44  H 0 1 N N N 32.347 8.973  32.087 -10.571 2.421  0.035  H44  ZY1 62 
ZY1 H45  H45  H 0 1 N N N 32.869 8.216  34.396 -9.894  1.122  2.013  H45  ZY1 63 
ZY1 H481 H481 H 0 0 N N N 28.151 9.531  31.368 -11.414 2.621  -1.872 H481 ZY1 64 
ZY1 H482 H482 H 0 0 N N N 28.900 10.379 29.972 -10.304 3.928  -1.395 H482 ZY1 65 
ZY1 H483 H483 H 0 0 N N N 28.334 8.683  29.795 -10.722 3.698  -3.109 H483 ZY1 66 
ZY1 H57  H57  H 0 1 N N N 30.272 -5.196 36.550 5.402   3.957  2.086  H57  ZY1 67 
ZY1 H621 H621 H 0 0 N N N 31.370 -4.745 38.753 6.959   3.534  0.191  H621 ZY1 68 
ZY1 H622 H622 H 0 0 N N N 32.670 -3.390 38.434 7.307   1.790  0.269  H622 ZY1 69 
ZY1 H681 H681 H 0 0 N N N 29.457 -3.473 33.222 1.644   3.588  2.544  H681 ZY1 70 
ZY1 H682 H682 H 0 0 N N N 29.382 -5.072 34.063 3.020   4.603  3.040  H682 ZY1 71 
ZY1 H751 H751 H 0 0 N N N 32.923 0.690  39.900 7.290   -1.482 -0.917 H751 ZY1 72 
ZY1 H752 H752 H 0 0 N N N 33.703 0.559  38.287 6.559   -1.222 0.685  H752 ZY1 73 
ZY1 H753 H753 H 0 0 N N N 32.143 1.433  38.463 5.732   -2.244 -0.515 H753 ZY1 74 
ZY1 H611 H611 H 0 0 N N N 32.117 -3.201 40.639 5.437   2.922  -1.837 H611 ZY1 75 
ZY1 H612 H612 H 0 0 N N N 30.316 -3.387 40.259 7.196   2.927  -2.082 H612 ZY1 76 
ZY1 H691 H691 H 0 0 N N N 27.360 -3.819 35.357 2.375   1.825  4.126  H691 ZY1 77 
ZY1 H692 H692 H 0 0 N N N 27.288 -2.925 33.801 3.751   2.840  4.622  H692 ZY1 78 
ZY1 H693 H693 H 0 0 N N N 27.116 -4.713 33.818 2.086   3.364  4.973  H693 ZY1 79 
ZY1 H4   H4   H 0 1 N N N 26.964 3.206  33.761 -2.681  0.468  -0.275 H4   ZY1 80 
# 
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 
ZY1 C1  N2   SING N N 1  
ZY1 C1  O7   DOUB N N 2  
ZY1 C1  C8   SING N N 3  
ZY1 N2  C3   SING N N 4  
ZY1 C3  C4   SING N N 5  
ZY1 C3  C5   SING N N 6  
ZY1 C4  C6   SING N N 7  
ZY1 C4  O21  SING N N 8  
ZY1 C5  C14  SING N N 9  
ZY1 C6  N20  SING N N 10 
ZY1 C8  C9   DOUB Y N 11 
ZY1 C8  C13  SING Y N 12 
ZY1 C9  C10  SING Y N 13 
ZY1 C10 C11  DOUB Y N 14 
ZY1 C10 N59  SING N N 15 
ZY1 C11 C12  SING Y N 16 
ZY1 C11 N56  SING Y N 17 
ZY1 C12 C13  DOUB Y N 18 
ZY1 C12 C58  SING Y N 19 
ZY1 C14 C15  SING Y N 20 
ZY1 C14 C19  DOUB Y N 21 
ZY1 C15 C16  DOUB Y N 22 
ZY1 C16 C17  SING Y N 23 
ZY1 C17 C18  DOUB Y N 24 
ZY1 C18 C19  SING Y N 25 
ZY1 N20 C37  SING N N 26 
ZY1 C37 C39  SING N N 27 
ZY1 C39 C42  DOUB Y N 28 
ZY1 C39 C46  SING Y N 29 
ZY1 C42 C43  SING Y N 30 
ZY1 C43 C44  DOUB Y N 31 
ZY1 C43 O47  SING N N 32 
ZY1 C44 C45  SING Y N 33 
ZY1 C45 C46  DOUB Y N 34 
ZY1 O47 C48  SING N N 35 
ZY1 N56 C57  SING Y N 36 
ZY1 N56 C62  SING N N 37 
ZY1 C57 C58  DOUB Y N 38 
ZY1 C58 C68  SING N N 39 
ZY1 N59 S60  SING N N 40 
ZY1 N59 C75  SING N N 41 
ZY1 S60 C61  SING N N 42 
ZY1 S60 O79  DOUB N N 43 
ZY1 S60 O80  DOUB N N 44 
ZY1 C61 C62  SING N N 45 
ZY1 C68 C69  SING N N 46 
ZY1 N2  H2   SING N N 47 
ZY1 C3  H3   SING N N 48 
ZY1 C5  H51C SING N N 49 
ZY1 C5  H52C SING N N 50 
ZY1 C6  H61C SING N N 51 
ZY1 C6  H62C SING N N 52 
ZY1 O21 H21  SING N N 53 
ZY1 N20 H20  SING N N 54 
ZY1 C9  H9   SING N N 55 
ZY1 C13 H13  SING N N 56 
ZY1 C15 H15  SING N N 57 
ZY1 C19 H19  SING N N 58 
ZY1 C16 H16  SING N N 59 
ZY1 C17 H17  SING N N 60 
ZY1 C18 H18  SING N N 61 
ZY1 C37 H371 SING N N 62 
ZY1 C37 H372 SING N N 63 
ZY1 C42 H42  SING N N 64 
ZY1 C46 H46  SING N N 65 
ZY1 C44 H44  SING N N 66 
ZY1 C45 H45  SING N N 67 
ZY1 C48 H481 SING N N 68 
ZY1 C48 H482 SING N N 69 
ZY1 C48 H483 SING N N 70 
ZY1 C57 H57  SING N N 71 
ZY1 C62 H621 SING N N 72 
ZY1 C62 H622 SING N N 73 
ZY1 C68 H681 SING N N 74 
ZY1 C68 H682 SING N N 75 
ZY1 C75 H751 SING N N 76 
ZY1 C75 H752 SING N N 77 
ZY1 C75 H753 SING N N 78 
ZY1 C61 H611 SING N N 79 
ZY1 C61 H612 SING N N 80 
ZY1 C69 H691 SING N N 81 
ZY1 C69 H692 SING N N 82 
ZY1 C69 H693 SING N N 83 
ZY1 C4  H4   SING N N 84 
# 
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 
ZY1 SMILES           ACDLabs              10.04 "O=C(c2cc3c1n(cc(c1c2)CC)CCS(=O)(=O)N3C)NC(Cc4ccccc4)C(O)CNCc5cccc(OC)c5" 
ZY1 SMILES_CANONICAL CACTVS               3.352 "CCc1cn2CC[S](=O)(=O)N(C)c3cc(cc1c23)C(=O)N[C@@H](Cc4ccccc4)[C@H](O)CNCc5cccc(OC)c5" 
ZY1 SMILES           CACTVS               3.352 "CCc1cn2CC[S](=O)(=O)N(C)c3cc(cc1c23)C(=O)N[CH](Cc4ccccc4)[CH](O)CNCc5cccc(OC)c5" 
ZY1 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCc1cn2c3c1cc(cc3[N@](S(=O)(=O)CC2)C)C(=O)N[C@@H](Cc4ccccc4)[C@@H](CNCc5cccc(c5)OC)O" 
ZY1 SMILES           "OpenEye OEToolkits" 1.6.1 "CCc1cn2c3c1cc(cc3N(S(=O)(=O)CC2)C)C(=O)NC(Cc4ccccc4)C(CNCc5cccc(c5)OC)O" 
ZY1 InChI            InChI                1.03  
"InChI=1S/C32H38N4O5S/c1-4-24-21-36-13-14-42(39,40)35(2)29-18-25(17-27(24)31(29)36)32(38)34-28(16-22-9-6-5-7-10-22)30(37)20-33-19-23-11-8-12-26(15-23)41-3/h5-12,15,17-18,21,28,30,33,37H,4,13-14,16,19-20H2,1-3H3,(H,34,38)/t28-,30+/m0/s1" 
ZY1 InChIKey         InChI                1.03  MNGUVHPNHVMEDL-MFMCTBQISA-N 
# 
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 
ZY1 "SYSTEMATIC NAME" ACDLabs 10.04 "N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(3-methoxybenzyl)amino]propyl}-7-ethyl-1-methyl-3,4-dihydro-1H-[1,2,5]thiadiazepino[3,4,5-hi]indole-9-carboxamide 2,2-dioxide" 
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
ZY1 "Create component"     2009-04-02 EBI  
ZY1 "Modify aromatic_flag" 2011-06-04 RCSB 
ZY1 "Modify descriptor"    2011-06-04 RCSB 
# 
