data_821
# 
_chem_comp.id                                    821 
_chem_comp.name                                  
;[4-((1Z)-2-(ACETYLAMINO)-3-{[1-(1,1'-BIPHENYL-4-YLMETHYL)-2-OXOAZEPAN-3-YL]AMINO}-3-OXOPROP-1-ENYL)-2-FORMYLPHENYL]ACETIC ACID
;
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H33 N3 O6" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RU82129 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2003-06-20 
_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                        567.632 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     821 
_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        1O43 
_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 
821 C1   C1   C 0 1 N N N 19.109 24.653 20.979 1.669  -0.752 -3.077 C1   821 1  
821 C2   C2   C 0 1 N N N 19.874 25.229 21.962 1.515  -0.557 -1.748 C2   821 2  
821 N3   N3   N 0 1 N N N 20.199 26.722 22.111 0.318  -0.030 -1.252 N3   821 3  
821 C4   C4   C 0 1 N N N 19.453 27.436 22.961 -0.424 -0.745 -0.384 C4   821 4  
821 C5   C5   C 0 1 N N N 19.914 28.858 23.291 -1.650 -0.132 0.241  C5   821 5  
821 O9   O9   O 0 1 N N N 18.505 26.925 23.544 -0.106 -1.882 -0.107 O9   821 6  
821 C10  C10  C 0 1 N N N 20.489 24.321 23.046 2.606  -0.899 -0.824 C10  821 7  
821 O11  O11  O 0 1 N N N 21.583 24.680 23.515 3.606  -1.451 -1.241 O11  821 8  
821 N12  N12  N 0 1 N N N 19.798 23.200 23.484 2.498  -0.601 0.485  N12  821 9  
821 C14  C14  C 0 1 N N S 20.376 22.338 24.469 3.630  -0.833 1.385  C14  821 10 
821 C15  C15  C 0 1 N N N 19.239 21.516 25.013 4.852  -0.061 0.884  C15  821 11 
821 C16  C16  C 0 1 N N N 19.540 20.779 26.291 4.435  1.256  0.255  C16  821 12 
821 C19  C19  C 0 1 N N N 20.660 19.732 26.169 3.845  2.246  1.243  C19  821 13 
821 C22  C22  C 0 1 N N N 22.026 20.350 25.896 2.505  1.745  1.784  C22  821 14 
821 C25  C25  C 0 1 N N N 21.471 21.538 23.690 3.284  -0.343 2.776  C25  821 15 
821 N26  N26  N 0 1 N N N 22.277 20.658 24.465 2.761  0.875  2.943  N26  821 16 
821 O29  O29  O 0 1 N N N 21.596 21.665 22.453 3.485  -1.052 3.739  O29  821 17 
821 C30  C30  C 0 1 N N N 23.341 19.777 23.819 2.437  1.347  4.292  C30  821 18 
821 C31  C31  C 0 1 Y N N 22.789 18.419 23.506 1.021  0.961  4.633  C31  821 19 
821 C34  C34  C 0 1 Y N N 23.284 17.204 24.041 -0.017 1.825  4.337  C34  821 20 
821 C35  C35  C 0 1 Y N N 22.573 15.995 23.751 -1.317 1.475  4.642  C35  821 21 
821 C36  C36  C 0 1 Y N N 21.392 15.976 22.945 -1.580 0.254  5.259  C36  821 22 
821 C37  C37  C 0 1 Y N N 20.881 17.185 22.466 -0.529 -0.609 5.560  C37  821 23 
821 C38  C38  C 0 1 Y N N 21.589 18.393 22.728 0.765  -0.251 5.245  C38  821 24 
821 C43  C43  C 0 1 Y N N 20.701 14.703 22.522 -2.975 -0.125 5.594  C43  821 25 
821 C44  C44  C 0 1 Y N N 21.436 13.452 22.465 -3.407 -1.436 5.409  C44  821 26 
821 C45  C45  C 0 1 Y N N 20.697 12.236 22.256 -4.703 -1.785 5.728  C45  821 27 
821 C46  C46  C 0 1 Y N N 19.309 12.272 22.105 -5.577 -0.833 6.220  C46  821 28 
821 C47  C47  C 0 1 Y N N 18.608 13.509 22.031 -5.156 0.472  6.400  C47  821 29 
821 C48  C48  C 0 1 Y N N 19.291 14.711 22.237 -3.860 0.830  6.090  C48  821 30 
821 C56  C56  C 0 1 Y N N 18.512 25.444 19.881 0.513  -0.621 -3.979 C56  821 31 
821 C57  C57  C 0 1 Y N N 19.000 26.746 19.520 -0.777 -0.498 -3.451 C57  821 32 
821 C58  C58  C 0 1 Y N N 18.438 27.495 18.429 -1.863 -0.376 -4.295 C58  821 33 
821 C59  C59  C 0 1 Y N N 17.356 26.921 17.661 -1.685 -0.373 -5.665 C59  821 34 
821 C60  C60  C 0 1 Y N N 16.885 25.581 18.005 -0.401 -0.494 -6.208 C60  821 35 
821 C61  C61  C 0 1 Y N N 17.450 24.908 19.115 0.701  -0.614 -5.361 C61  821 36 
821 C65  C65  C 0 1 N N N 16.706 27.846 16.603 -2.877 -0.239 -6.577 C65  821 37 
821 C66  C66  C 0 1 N N N 15.403 28.560 17.265 -3.132 1.218  -6.860 C66  821 38 
821 O69  O69  O 0 1 N N N 14.565 29.027 16.549 -4.151 1.580  -7.655 O69  821 39 
821 O70  O70  O 0 1 N N N 15.224 28.586 18.643 -2.418 2.062  -6.371 O70  821 40 
821 C71  C71  C 0 1 N N N 16.055 24.715 17.188 -0.214 -0.490 -7.668 C71  821 41 
821 O72  O72  O 0 1 N N N 16.615 24.200 16.084 0.898  -0.595 -8.137 O72  821 42 
821 H1   H1   H 0 1 N N N 18.974 23.562 21.070 2.640  -1.004 -3.477 H1   821 43 
821 H3   H3   H 0 1 N N N 20.928 27.252 21.633 0.022  0.849  -1.533 H3   821 44 
821 H51  1H5  H 0 1 N N N 19.292 29.453 23.999 -2.117 -0.855 0.910  H51  821 45 
821 H52  2H5  H 0 1 N N N 20.965 28.826 23.661 -1.364 0.754  0.807  H52  821 46 
821 H53  3H5  H 0 1 N N N 20.042 29.431 22.343 -2.356 0.148  -0.540 H53  821 47 
821 H12  H12  H 0 1 N N N 18.877 23.012 23.087 1.670  -0.233 0.832  H12  821 48 
821 H14  H14  H 0 1 N N N 20.864 22.822 25.346 3.859  -1.899 1.419  H14  821 49 
821 H151 1H15 H 0 0 N N N 18.331 22.151 25.139 5.377  -0.662 0.142  H151 821 50 
821 H152 2H15 H 0 0 N N N 18.872 20.805 24.236 5.521  0.137  1.722  H152 821 51 
821 H161 1H16 H 0 0 N N N 19.767 21.498 27.111 3.694  1.053  -0.517 H161 821 52 
821 H162 2H16 H 0 0 N N N 18.613 20.312 26.699 5.308  1.709  -0.213 H162 821 53 
821 H191 1H19 H 0 0 N N N 20.692 19.077 27.070 3.695  3.203  0.743  H191 821 54 
821 H192 2H19 H 0 0 N N N 20.407 18.967 25.397 4.539  2.381  2.072  H192 821 55 
821 H221 1H22 H 0 0 N N N 22.176 21.259 26.523 1.987  1.179  1.010  H221 821 56 
821 H222 2H22 H 0 0 N N N 22.836 19.702 26.304 1.894  2.593  2.091  H222 821 57 
821 H301 1H30 H 0 0 N N N 23.784 20.259 22.917 3.120  0.892  5.010  H301 821 58 
821 H302 2H30 H 0 0 N N N 24.260 19.714 24.445 2.538  2.431  4.332  H302 821 59 
821 H34  H34  H 0 1 N N N 24.194 17.199 24.663 0.187  2.771  3.858  H34  821 60 
821 H35  H35  H 0 1 N N N 22.948 15.043 24.163 -2.128 2.148  4.406  H35  821 61 
821 H37  H37  H 0 1 N N N 19.938 17.185 21.893 -0.728 -1.557 6.037  H37  821 62 
821 H38  H38  H 0 1 N N N 21.195 19.337 22.315 1.581  -0.920 5.477  H38  821 63 
821 H44  H44  H 0 1 N N N 22.532 13.426 22.578 -2.725 -2.181 5.025  H44  821 64 
821 H45  H45  H 0 1 N N N 21.204 11.257 22.210 -5.038 -2.803 5.590  H45  821 65 
821 H46  H46  H 0 1 N N N 18.762 11.316 22.043 -6.593 -1.109 6.464  H46  821 66 
821 H47  H47  H 0 1 N N N 17.527 13.536 21.812 -5.843 1.211  6.785  H47  821 67 
821 H48  H48  H 0 1 N N N 18.723 15.655 22.175 -3.532 1.849  6.232  H48  821 68 
821 H57  H57  H 0 1 N N N 19.831 27.183 20.097 -0.924 -0.500 -2.382 H57  821 69 
821 H58  H58  H 0 1 N N N 18.831 28.496 18.184 -2.856 -0.282 -3.882 H58  821 70 
821 H61  H61  H 0 1 N N N 17.044 23.921 19.395 1.695  -0.707 -5.774 H61  821 71 
821 H651 1H65 H 0 0 N N N 17.427 28.583 16.179 -2.679 -0.762 -7.513 H651 821 72 
821 H652 2H65 H 0 0 N N N 16.463 27.307 15.657 -3.753 -0.674 -6.096 H652 821 73 
821 H69  H69  H 0 1 N N N 13.804 29.444 16.935 -4.315 2.515  -7.836 H69  821 74 
821 H71  H71  H 0 1 N N N 15.006 24.450 17.404 -1.068 -0.394 -8.321 H71  821 75 
# 
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 
821 C1  C2   DOUB N Z 1  
821 C1  C56  SING N N 2  
821 C1  H1   SING N N 3  
821 C2  N3   SING N N 4  
821 C2  C10  SING N N 5  
821 N3  C4   SING N N 6  
821 N3  H3   SING N N 7  
821 C4  C5   SING N N 8  
821 C4  O9   DOUB N N 9  
821 C5  H51  SING N N 10 
821 C5  H52  SING N N 11 
821 C5  H53  SING N N 12 
821 C10 O11  DOUB N N 13 
821 C10 N12  SING N N 14 
821 N12 C14  SING N N 15 
821 N12 H12  SING N N 16 
821 C14 C15  SING N N 17 
821 C14 C25  SING N N 18 
821 C14 H14  SING N N 19 
821 C15 C16  SING N N 20 
821 C15 H151 SING N N 21 
821 C15 H152 SING N N 22 
821 C16 C19  SING N N 23 
821 C16 H161 SING N N 24 
821 C16 H162 SING N N 25 
821 C19 C22  SING N N 26 
821 C19 H191 SING N N 27 
821 C19 H192 SING N N 28 
821 C22 N26  SING N N 29 
821 C22 H221 SING N N 30 
821 C22 H222 SING N N 31 
821 C25 N26  SING N N 32 
821 C25 O29  DOUB N N 33 
821 N26 C30  SING N N 34 
821 C30 C31  SING N N 35 
821 C30 H301 SING N N 36 
821 C30 H302 SING N N 37 
821 C31 C34  SING Y N 38 
821 C31 C38  DOUB Y N 39 
821 C34 C35  DOUB Y N 40 
821 C34 H34  SING N N 41 
821 C35 C36  SING Y N 42 
821 C35 H35  SING N N 43 
821 C36 C37  DOUB Y N 44 
821 C36 C43  SING N N 45 
821 C37 C38  SING Y N 46 
821 C37 H37  SING N N 47 
821 C38 H38  SING N N 48 
821 C43 C44  SING Y N 49 
821 C43 C48  DOUB Y N 50 
821 C44 C45  DOUB Y N 51 
821 C44 H44  SING N N 52 
821 C45 C46  SING Y N 53 
821 C45 H45  SING N N 54 
821 C46 C47  DOUB Y N 55 
821 C46 H46  SING N N 56 
821 C47 C48  SING Y N 57 
821 C47 H47  SING N N 58 
821 C48 H48  SING N N 59 
821 C56 C57  DOUB Y N 60 
821 C56 C61  SING Y N 61 
821 C57 C58  SING Y N 62 
821 C57 H57  SING N N 63 
821 C58 C59  DOUB Y N 64 
821 C58 H58  SING N N 65 
821 C59 C60  SING Y N 66 
821 C59 C65  SING N N 67 
821 C60 C61  DOUB Y N 68 
821 C60 C71  SING N N 69 
821 C61 H61  SING N N 70 
821 C65 C66  SING N N 71 
821 C65 H651 SING N N 72 
821 C65 H652 SING N N 73 
821 C66 O69  SING N N 74 
821 C66 O70  DOUB N N 75 
821 O69 H69  SING N N 76 
821 C71 O72  DOUB N N 77 
821 C71 H71  SING N N 78 
# 
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 
821 SMILES           ACDLabs              10.04 O=C(O)Cc1ccc(cc1C=O)\C=C(/NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4 
821 InChI            InChI                1.02b 
;InChI=1/C33H33N3O6/c1-22(38)34-30(18-24-12-15-27(19-31(39)40)28(17-24)21-37)32(41)35-29-9-5-6-16-36(33(29)42)20-23-10-13-26(14-11-23)25-7-3-2-4-8-25/h2-4,7-8,10-15,17-18,21,29H,5-6,9,16,19-20H2,1H3,(H,34,38)(H,35,41)(H,39,40)/b30-18-/t29-/m0/s1/f/h34-35,39H
;
821 InChIKey         InChI                1.02b NKMPOVPTYDXGEC-PIOAMOORDJ 
821 SMILES_CANONICAL CACTVS               3.341 CC(=O)N\C(=C/c1ccc(CC(O)=O)c(C=O)c1)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
821 SMILES           CACTVS               3.341 CC(=O)NC(=Cc1ccc(CC(O)=O)c(C=O)c1)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
821 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N/C(=C\c1ccc(c(c1)C=O)CC(=O)O)/C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
821 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(=Cc1ccc(c(c1)C=O)CC(=O)O)C(=O)NC2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
# 
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 
821 "SYSTEMATIC NAME" ACDLabs              10.04 "{4-[(1Z)-2-(acetylamino)-3-{[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]amino}-3-oxoprop-1-en-1-yl]-2-formylphenyl}acetic acid"    
821 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[(Z)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]prop-1-enyl]-2-methanoyl-phenyl]ethanoic acid" 
# 
