data_687
# 
_chem_comp.id                                    687 
_chem_comp.name                                  "N-ACETYL-N-[1-(1,1'-BIPHENYL-4-YLMETHYL)-2-OXOAZEPAN-3-YL]-3-FORMYL-O-PHOSPHONOTYROSINAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C31 H34 N3 O8 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RU84687 
_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                        607.591 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     687 
_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        1O45 
_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 
687 O76  O76  O 0 1 N N N 16.638 24.523 15.976 2.303  3.178  -3.890 O76  687 1  
687 C1   C1   C 0 1 Y N N 19.227 26.755 19.096 -0.721 -0.409 -2.279 C1   687 2  
687 C2   C2   C 0 1 Y N N 18.440 27.519 18.227 -1.064 -0.139 -3.588 C2   687 3  
687 C3   C3   C 0 1 Y N N 17.210 26.993 17.708 -0.377 0.832  -4.301 C3   687 4  
687 C4   C4   C 0 1 Y N N 16.805 25.691 18.068 0.667  1.538  -3.684 C4   687 5  
687 C5   C5   C 0 1 Y N N 17.534 24.984 19.059 0.999  1.257  -2.353 C5   687 6  
687 C6   C6   C 0 1 Y N N 18.749 25.495 19.550 0.309  0.285  -1.665 C6   687 7  
687 P7   P7   P 0 1 N N N 15.660 29.019 17.587 -0.154 -0.121 -6.477 P7   687 8  
687 O8   O8   O 0 1 N N N 14.483 29.294 16.645 -0.721 -1.394 -5.980 O8   687 9  
687 O9   O9   O 0 1 N N N 16.564 30.336 17.619 -0.583 0.094  -8.014 O9   687 10 
687 O10  O10  O 0 1 N N N 15.280 28.670 18.972 1.451  -0.170 -6.370 O10  687 11 
687 C11  C11  C 0 1 N N N 19.618 24.705 20.516 0.672  -0.021 -0.235 C11  687 12 
687 C12  C12  C 0 1 N N S 19.502 25.216 21.918 1.735  -1.121 -0.203 C12  687 13 
687 C13  C13  C 0 1 N N N 20.333 24.385 22.880 2.099  -1.427 1.226  C13  687 14 
687 N14  N14  N 0 1 N N N 19.690 23.294 23.382 3.100  -0.754 1.826  N14  687 15 
687 N15  N15  N 0 1 N N N 19.985 26.580 21.919 1.208  -2.329 -0.842 N15  687 16 
687 C16  C16  C 0 1 N N N 19.361 27.450 22.695 0.106  -2.927 -0.348 C16  687 17 
687 C17  C17  C 0 1 N N N 19.824 28.911 22.401 -0.436 -4.169 -1.005 C17  687 18 
687 O18  O18  O 0 1 N N N 18.541 27.152 23.561 -0.448 -2.465 0.626  O18  687 19 
687 O19  O19  O 0 1 N N N 21.500 24.716 23.154 1.489  -2.280 1.837  O19  687 20 
687 C20  C20  C 0 1 N N S 20.341 22.405 24.291 3.453  -1.052 3.217  C20  687 21 
687 C21  C21  C 0 1 N N N 19.260 21.538 24.929 4.806  -0.419 3.551  C21  687 22 
687 C22  C22  C 0 1 N N N 19.729 20.688 26.117 4.975  0.902  2.824  C22  687 23 
687 C23  C23  C 0 1 N N N 20.843 19.653 26.028 4.020  1.985  3.292  C23  687 24 
687 C24  C24  C 0 1 N N N 22.097 20.411 25.640 2.577  1.634  2.926  C24  687 25 
687 N25  N25  N 0 1 N N N 22.213 20.725 24.202 2.010  0.796  3.995  N25  687 26 
687 C26  C26  C 0 1 N N N 21.388 21.564 23.457 2.405  -0.472 4.143  C26  687 27 
687 C27  C27  C 0 1 N N N 23.129 19.870 23.388 1.003  1.353  4.901  C27  687 28 
687 C28  C28  C 0 1 Y N N 22.499 18.508 23.216 -0.371 1.117  4.330  C28  687 29 
687 O29  O29  O 0 1 N N N 21.411 21.614 22.203 1.927  -1.155 5.024  O29  687 30 
687 O30  O30  O 0 1 N N N 16.457 27.816 16.814 -0.714 1.098  -5.587 O30  687 31 
687 C53  C53  C 0 1 Y N N 23.035 17.368 23.884 -0.942 2.060  3.495  C53  687 32 
687 C54  C54  C 0 1 Y N N 22.461 16.093 23.657 -2.198 1.847  2.965  C54  687 33 
687 C55  C55  C 0 1 Y N N 21.355 15.991 22.777 -2.896 0.683  3.282  C55  687 34 
687 C56  C56  C 0 1 Y N N 20.782 17.136 22.192 -2.319 -0.261 4.128  C56  687 35 
687 C57  C57  C 0 1 Y N N 21.328 18.427 22.395 -1.059 -0.039 4.647  C57  687 36 
687 C62  C62  C 0 1 Y N N 20.742 14.679 22.505 -4.250 0.450  2.720  C62  687 37 
687 C63  C63  C 0 1 Y N N 19.304 14.580 22.361 -4.619 -0.821 2.288  C63  687 38 
687 C64  C64  C 0 1 Y N N 18.677 13.316 22.105 -5.881 -1.033 1.772  C64  687 39 
687 C65  C65  C 0 1 Y N N 19.486 12.145 22.020 -6.775 0.016  1.672  C65  687 40 
687 C66  C66  C 0 1 Y N N 20.888 12.241 22.158 -6.412 1.283  2.093  C66  687 41 
687 C67  C67  C 0 1 Y N N 21.538 13.501 22.409 -5.155 1.505  2.616  C67  687 42 
687 C75  C75  C 0 1 N N N 16.037 24.878 17.156 1.401  2.570  -4.427 C75  687 43 
687 H1   H1   H 0 1 N N N 20.209 27.140 19.418 -1.259 -1.167 -1.728 H1   687 44 
687 H2   H2   H 0 1 N N N 18.787 28.529 17.952 -1.868 -0.686 -4.058 H2   687 45 
687 H5   H5   H 0 1 N N N 17.152 24.026 19.452 1.801  1.795  -1.871 H5   687 46 
687 H9   H9   H 0 1 N N N 17.293 30.165 18.203 -0.229 -0.655 -8.511 H9   687 47 
687 H10  H10  H 0 1 N N N 16.009 28.499 19.556 1.779  0.676  -6.703 H10  687 48 
687 H111 1H11 H 0 0 N N N 19.394 23.614 20.462 -0.214 -0.358 0.300  H111 687 49 
687 H112 2H11 H 0 0 N N N 20.680 24.682 20.179 1.065  0.877  0.240  H112 687 50 
687 H12  H12  H 0 1 N N N 18.440 25.156 22.253 2.623  -0.784 -0.739 H12  687 51 
687 H14  H14  H 0 1 N N N 18.727 23.143 23.079 3.587  -0.072 1.338  H14  687 52 
687 H15  H15  H 0 1 N N N 20.769 26.930 21.369 1.652  -2.698 -1.622 H15  687 53 
687 H171 1H17 H 0 0 N N N 19.297 29.644 23.055 -1.323 -4.506 -0.469 H171 687 54 
687 H172 2H17 H 0 0 N N N 20.931 29.012 22.481 -0.698 -3.947 -2.040 H172 687 55 
687 H173 3H17 H 0 0 N N N 19.705 29.167 21.322 0.321  -4.953 -0.983 H173 687 56 
687 H20  H20  H 0 1 N N N 20.890 22.928 25.107 3.509  -2.132 3.357  H20  687 57 
687 H211 1H21 H 0 0 N N N 18.387 22.166 25.225 5.604  -1.098 3.250  H211 687 58 
687 H212 2H21 H 0 0 N N N 18.780 20.890 24.158 4.867  -0.249 4.626  H212 687 59 
687 H221 1H22 H 0 0 N N N 19.998 21.391 26.939 4.818  0.736  1.759  H221 687 60 
687 H222 2H22 H 0 0 N N N 18.830 20.170 26.526 5.997  1.252  2.972  H222 687 61 
687 H231 1H23 H 0 0 N N N 20.960 19.047 26.957 4.291  2.929  2.821  H231 687 62 
687 H232 2H23 H 0 0 N N N 20.607 18.806 25.342 4.100  2.090  4.374  H232 687 63 
687 H241 1H24 H 0 0 N N N 22.188 21.342 26.246 2.561  1.087  1.984  H241 687 64 
687 H242 2H24 H 0 0 N N N 23.002 19.862 25.989 1.992  2.549  2.830  H242 687 65 
687 H271 1H27 H 0 0 N N N 23.397 20.341 22.413 1.170  2.424  5.015  H271 687 66 
687 H272 2H27 H 0 0 N N N 24.155 19.813 23.820 1.080  0.868  5.873  H272 687 67 
687 H53  H53  H 0 1 N N N 23.889 17.472 24.573 -0.400 2.962  3.250  H53  687 68 
687 H54  H54  H 0 1 N N N 22.867 15.197 24.155 -2.641 2.582  2.310  H54  687 69 
687 H56  H56  H 0 1 N N N 19.885 17.019 21.560 -2.855 -1.164 4.376  H56  687 70 
687 H57  H57  H 0 1 N N N 20.867 19.319 21.939 -0.611 -0.771 5.303  H57  687 71 
687 H63  H63  H 0 1 N N N 18.675 15.482 22.447 -3.921 -1.642 2.366  H63  687 72 
687 H64  H64  H 0 1 N N N 17.584 13.245 21.974 -6.170 -2.020 1.442  H64  687 73 
687 H65  H65  H 0 1 N N N 19.024 11.158 21.846 -7.760 -0.152 1.263  H65  687 74 
687 H66  H66  H 0 1 N N N 21.484 11.317 22.068 -7.115 2.099  2.012  H66  687 75 
687 H67  H67  H 0 1 N N N 22.633 13.563 22.526 -4.873 2.494  2.946  H67  687 76 
687 H75  H75  H 0 1 N N N 15.008 24.533 17.357 1.138  2.787  -5.452 H75  687 77 
# 
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 
687 O76 C75  DOUB N N 1  
687 C1  C2   SING Y N 2  
687 C1  C6   DOUB Y N 3  
687 C1  H1   SING N N 4  
687 C2  C3   DOUB Y N 5  
687 C2  H2   SING N N 6  
687 C3  C4   SING Y N 7  
687 C3  O30  SING N N 8  
687 C4  C5   DOUB Y N 9  
687 C4  C75  SING N N 10 
687 C5  C6   SING Y N 11 
687 C5  H5   SING N N 12 
687 C6  C11  SING N N 13 
687 P7  O8   DOUB N N 14 
687 P7  O9   SING N N 15 
687 P7  O10  SING N N 16 
687 P7  O30  SING N N 17 
687 O9  H9   SING N N 18 
687 O10 H10  SING N N 19 
687 C11 C12  SING N N 20 
687 C11 H111 SING N N 21 
687 C11 H112 SING N N 22 
687 C12 C13  SING N N 23 
687 C12 N15  SING N N 24 
687 C12 H12  SING N N 25 
687 C13 N14  SING N N 26 
687 C13 O19  DOUB N N 27 
687 N14 C20  SING N N 28 
687 N14 H14  SING N N 29 
687 N15 C16  SING N N 30 
687 N15 H15  SING N N 31 
687 C16 C17  SING N N 32 
687 C16 O18  DOUB N N 33 
687 C17 H171 SING N N 34 
687 C17 H172 SING N N 35 
687 C17 H173 SING N N 36 
687 C20 C21  SING N N 37 
687 C20 C26  SING N N 38 
687 C20 H20  SING N N 39 
687 C21 C22  SING N N 40 
687 C21 H211 SING N N 41 
687 C21 H212 SING N N 42 
687 C22 C23  SING N N 43 
687 C22 H221 SING N N 44 
687 C22 H222 SING N N 45 
687 C23 C24  SING N N 46 
687 C23 H231 SING N N 47 
687 C23 H232 SING N N 48 
687 C24 N25  SING N N 49 
687 C24 H241 SING N N 50 
687 C24 H242 SING N N 51 
687 N25 C26  SING N N 52 
687 N25 C27  SING N N 53 
687 C26 O29  DOUB N N 54 
687 C27 C28  SING N N 55 
687 C27 H271 SING N N 56 
687 C27 H272 SING N N 57 
687 C28 C53  SING Y N 58 
687 C28 C57  DOUB Y N 59 
687 C53 C54  DOUB Y N 60 
687 C53 H53  SING N N 61 
687 C54 C55  SING Y N 62 
687 C54 H54  SING N N 63 
687 C55 C56  DOUB Y N 64 
687 C55 C62  SING N N 65 
687 C56 C57  SING Y N 66 
687 C56 H56  SING N N 67 
687 C57 H57  SING N N 68 
687 C62 C63  SING Y N 69 
687 C62 C67  DOUB Y N 70 
687 C63 C64  DOUB Y N 71 
687 C63 H63  SING N N 72 
687 C64 C65  SING Y N 73 
687 C64 H64  SING N N 74 
687 C65 C66  DOUB Y N 75 
687 C65 H65  SING N N 76 
687 C66 C67  SING Y N 77 
687 C66 H66  SING N N 78 
687 C67 H67  SING N N 79 
687 C75 H75  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 
687 SMILES           ACDLabs              10.04 O=Cc1cc(ccc1OP(=O)(O)O)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4 
687 InChI            InChI                1.02b 
;InChI=1/C31H34N3O8P/c1-21(36)32-28(18-23-12-15-29(26(17-23)20-35)42-43(39,40)41)30(37)33-27-9-5-6-16-34(31(27)38)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,17,20,27-28H,5-6,9,16,18-19H2,1H3,(H,32,36)(H,33,37)(H2,39,40,41)/t27-,28-/m0/s1/f/h32-33,39-40H
;
687 InChIKey         InChI                1.02b SAFPHFWYRLLBFO-MWOWVMHADB 
687 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(O[P](O)(O)=O)c(C=O)c1)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
687 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(O[P](O)(O)=O)c(C=O)c1)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
687 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(c(c1)C=O)OP(=O)(O)O)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
687 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(c(c1)C=O)OP(=O)(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 
687 "SYSTEMATIC NAME" ACDLabs              10.04 Nalpha-acetyl-N-[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]-3-formyl-O-phosphono-L-tyrosinamide                                      
687 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[4-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]-2-methanoyl-phenyl] dihydrogen phosphate" 
# 
