data_493
# 
_chem_comp.id                                    493 
_chem_comp.name                                  "{4-[2-ACETYLAMINO-2-(1-BIPHENYL-4-YLMETHYL-2-OXO-AZEPAN-3-YLCARBAMOYL)-ETHYL]-2-PHOSPHONO-PHENOXY}-ACETIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H36 N3 O9 P" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         RU85493 
_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                        637.617 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     493 
_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        1O49 
_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 
493 C1   C1   C 0 1 Y N N 17.995 24.781 19.756 -0.498 -1.064 -2.002 C1   493 1  
493 C2   C2   C 0 1 Y N N 16.963 25.348 19.058 -0.681 -0.937 -3.365 C2   493 2  
493 C3   C3   C 0 1 Y N N 17.296 26.474 18.355 0.121  -0.070 -4.093 C3   493 3  
493 C4   C4   C 0 1 Y N N 18.611 27.000 18.281 1.104  0.665  -3.450 C4   493 4  
493 C5   C5   C 0 1 Y N N 19.671 26.439 19.043 1.280  0.538  -2.085 C5   493 5  
493 C6   C6   C 0 1 Y N N 19.279 25.319 19.763 0.483  -0.329 -1.363 C6   493 6  
493 C7   C7   C 0 1 N N N 16.020 28.084 17.016 -1.128 -0.816 -5.794 C7   493 7  
493 C8   C8   C 0 1 N N N 15.130 29.082 17.698 -1.377 -0.722 -7.277 C8   493 8  
493 C9   C9   C 0 1 N N N 20.158 24.536 20.675 0.680  -0.471 0.123  C9   493 9  
493 C10  C10  C 0 1 N N S 19.720 25.056 21.973 1.692  -1.585 0.400  C10  493 10 
493 C11  C11  C 0 1 N N N 20.364 24.265 23.080 1.889  -1.726 1.887  C11  493 11 
493 N12  N12  N 0 1 N N N 19.656 23.271 23.645 2.846  -1.011 2.511  N12  493 12 
493 N13  N13  N 0 1 N N N 20.242 26.483 22.042 1.191  -2.847 -0.148 N13  493 13 
493 C14  C14  C 0 1 N N N 19.554 27.434 22.632 0.021  -3.355 0.288  C14  493 14 
493 C15  C15  C 0 1 N N N 19.920 28.766 21.880 -0.493 -4.653 -0.275 C15  493 15 
493 O16  O16  O 0 1 N N N 18.686 27.184 23.456 -0.616 -2.766 1.135  O16  493 16 
493 O17  O17  O 0 1 N N N 21.478 24.541 23.415 1.187  -2.484 2.522  O17  493 17 
493 C18  C18  C 0 1 N N S 20.309 22.296 24.439 3.038  -1.148 3.957  C18  493 18 
493 C19  C19  C 0 1 N N N 19.185 21.499 24.943 4.404  -0.582 4.351  C19  493 19 
493 C20  C20  C 0 1 N N N 19.496 20.724 26.217 4.758  0.615  3.488  C20  493 20 
493 C21  C21  C 0 1 N N N 20.721 19.789 26.194 3.863  1.820  3.715  C21  493 21 
493 C22  C22  C 0 1 N N N 22.118 20.388 25.871 2.436  1.535  3.245  C22  493 22 
493 N23  N23  N 0 1 N N N 22.337 20.663 24.409 1.698  0.890  4.344  N23  493 23 
493 C24  C24  C 0 1 N N N 21.370 21.448 23.641 1.963  -0.373 4.689  C24  493 24 
493 C25  C25  C 0 1 N N N 23.370 19.786 23.688 0.663  1.638  5.062  C25  493 25 
493 C26  C26  C 0 1 Y N N 22.769 18.400 23.384 -0.666 1.433  4.384  C26  493 26 
493 O27  O27  O 0 1 N N N 21.410 21.469 22.349 1.344  -0.895 5.592  O27  493 27 
493 O28  O28  O 0 1 N N N 16.134 26.946 17.871 -0.056 0.057  -5.435 O28  493 28 
493 C49  C49  C 0 1 Y N N 23.255 17.249 23.965 -1.069 2.299  3.383  C49  493 29 
493 C50  C50  C 0 1 Y N N 22.633 16.007 23.713 -2.284 2.114  2.754  C50  493 30 
493 C51  C51  C 0 1 Y N N 21.492 15.887 22.834 -3.110 1.059  3.137  C51  493 31 
493 C52  C52  C 0 1 Y N N 20.904 17.070 22.320 -2.701 0.193  4.150  C52  493 32 
493 C53  C53  C 0 1 Y N N 21.549 18.350 22.579 -1.482 0.384  4.768  C53  493 33 
493 C58  C58  C 0 1 Y N N 20.876 14.598 22.440 -4.419 0.857  2.469  C58  493 34 
493 C59  C59  C 0 1 Y N N 19.476 14.465 22.247 -4.857 -0.428 2.162  C59  493 35 
493 C60  C60  C 0 1 Y N N 18.735 13.305 22.158 -6.079 -0.610 1.546  C60  493 36 
493 C61  C61  C 0 1 Y N N 19.490 12.157 22.202 -6.862 0.482  1.222  C61  493 37 
493 C62  C62  C 0 1 Y N N 20.841 12.145 22.226 -6.430 1.762  1.520  C62  493 38 
493 C63  C63  C 0 1 Y N N 21.575 13.394 22.383 -5.213 1.955  2.141  C63  493 39 
493 P71  P71  P 0 1 N N N 18.954 28.497 17.266 2.156  1.799  -4.398 P71  493 40 
493 O72  O72  O 0 1 N N N 20.488 28.887 17.256 1.472  3.256  -4.441 O72  493 41 
493 O73  O73  O 0 1 N N N 18.013 29.650 18.121 2.314  1.288  -5.778 O73  493 42 
493 O74  O74  O 0 1 N N N 18.137 28.259 15.605 3.601  1.905  -3.696 O74  493 43 
493 O79  O79  O 0 1 N N N 14.317 29.479 16.716 -2.345 -1.460 -7.844 O79  493 44 
493 O80  O80  O 0 1 N N N 15.130 29.422 18.857 -0.706 0.017  -7.957 O80  493 45 
493 H1   H1   H 0 1 N N N 17.785 23.862 20.330 -1.123 -1.739 -1.435 H1   493 46 
493 H2   H2   H 0 1 N N N 15.942 24.930 19.061 -1.447 -1.511 -3.864 H2   493 47 
493 H5   H5   H 0 1 N N N 20.700 26.835 19.072 2.045  1.111  -1.584 H5   493 48 
493 H71  1H7  H 0 1 N N N 15.669 27.821 15.990 -0.863 -1.842 -5.535 H71  493 49 
493 H72A 2H7  H 0 0 N N N 17.009 28.511 16.729 -2.030 -0.527 -5.255 H72A 493 50 
493 H91  1H9  H 0 1 N N N 20.112 23.428 20.557 1.053  0.467  0.531  H91  493 51 
493 H92  2H9  H 0 1 N N N 21.251 24.605 20.470 -0.270 -0.720 0.594  H92  493 52 
493 H10  H10  H 0 1 N N N 18.611 24.996 22.081 2.643  -1.336 -0.070 H10  493 53 
493 H12  H12  H 0 1 N N N 18.650 23.257 23.475 3.407  -0.404 2.003  H12  493 54 
493 H13  H13  H 0 1 N N N 21.123 26.829 21.662 1.701  -3.318 -0.825 H13  493 55 
493 H151 1H15 H 0 0 N N N 19.336 29.573 22.380 -1.445 -4.902 0.195  H151 493 56 
493 H152 2H15 H 0 0 N N N 21.015 28.968 21.842 -0.636 -4.551 -1.351 H152 493 57 
493 H153 3H15 H 0 0 N N N 19.753 28.714 20.778 0.227  -5.447 -0.078 H153 493 58 
493 H18  H18  H 0 1 N N N 20.931 22.738 25.252 2.984  -2.201 4.235  H18  493 59 
493 H191 1H19 H 0 0 N N N 18.283 22.139 25.085 5.163  -1.353 4.222  H191 493 60 
493 H192 2H19 H 0 0 N N N 18.805 20.812 24.150 4.378  -0.275 5.396  H192 493 61 
493 H201 1H20 H 0 0 N N N 19.590 21.436 27.069 4.688  0.323  2.440  H201 493 62 
493 H202 2H20 H 0 0 N N N 18.594 20.145 26.527 5.788  0.903  3.698  H202 493 63 
493 H211 1H21 H 0 0 N N N 20.778 19.247 27.167 4.260  2.671  3.161  H211 493 64 
493 H212 2H21 H 0 0 N N N 20.518 18.948 25.489 3.849  2.061  4.778  H212 493 65 
493 H221 1H22 H 0 0 N N N 22.300 21.307 26.475 2.461  0.870  2.382  H221 493 66 
493 H222 2H22 H 0 0 N N N 22.927 19.735 26.273 1.946  2.471  2.975  H222 493 67 
493 H251 1H25 H 0 0 N N N 23.767 20.278 22.770 0.913  2.699  5.060  H251 493 68 
493 H252 2H25 H 0 0 N N N 24.324 19.710 24.259 0.605  1.281  6.091  H252 493 69 
493 H49  H49  H 0 1 N N N 24.134 17.321 24.626 -0.428 3.116  3.087  H49  493 70 
493 H50  H50  H 0 1 N N N 23.046 15.114 24.211 -2.596 2.787  1.970  H50  493 71 
493 H52  H52  H 0 1 N N N 19.971 16.996 21.735 -3.337 -0.626 4.450  H52  493 72 
493 H53  H53  H 0 1 N N N 21.115 19.277 22.167 -1.164 -0.285 5.552  H53  493 73 
493 H59  H59  H 0 1 N N N 18.882 15.390 22.153 -4.246 -1.282 2.414  H59  493 74 
493 H60  H60  H 0 1 N N N 17.636 13.296 22.060 -6.422 -1.607 1.312  H60  493 75 
493 H61  H61  H 0 1 N N N 18.977 11.180 22.219 -7.816 0.335  0.736  H61  493 76 
493 H62  H62  H 0 1 N N N 21.323 11.158 22.122 -7.046 2.612  1.265  H62  493 77 
493 H63  H63  H 0 1 N N N 22.674 13.428 22.459 -4.876 2.954  2.373  H63  493 78 
493 H72  H72  H 0 1 N N N 20.665 29.659 16.732 2.062  3.827  -4.953 H72  493 79 
493 H74  H74  H 0 1 N N N 18.314 29.031 15.081 3.453  2.241  -2.802 H74  493 80 
493 H79  H79  H 0 1 N N N 13.753 30.110 17.147 -2.505 -1.399 -8.795 H79  493 81 
# 
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 
493 C1  C2   SING Y N 1  
493 C1  C6   DOUB Y N 2  
493 C1  H1   SING N N 3  
493 C2  C3   DOUB Y N 4  
493 C2  H2   SING N N 5  
493 C3  C4   SING Y N 6  
493 C3  O28  SING N N 7  
493 C4  C5   DOUB Y N 8  
493 C4  P71  SING N N 9  
493 C5  C6   SING Y N 10 
493 C5  H5   SING N N 11 
493 C6  C9   SING N N 12 
493 C7  C8   SING N N 13 
493 C7  O28  SING N N 14 
493 C7  H71  SING N N 15 
493 C7  H72A SING N N 16 
493 C8  O79  SING N N 17 
493 C8  O80  DOUB N N 18 
493 C9  C10  SING N N 19 
493 C9  H91  SING N N 20 
493 C9  H92  SING N N 21 
493 C10 C11  SING N N 22 
493 C10 N13  SING N N 23 
493 C10 H10  SING N N 24 
493 C11 N12  SING N N 25 
493 C11 O17  DOUB N N 26 
493 N12 C18  SING N N 27 
493 N12 H12  SING N N 28 
493 N13 C14  SING N N 29 
493 N13 H13  SING N N 30 
493 C14 C15  SING N N 31 
493 C14 O16  DOUB N N 32 
493 C15 H151 SING N N 33 
493 C15 H152 SING N N 34 
493 C15 H153 SING N N 35 
493 C18 C19  SING N N 36 
493 C18 C24  SING N N 37 
493 C18 H18  SING N N 38 
493 C19 C20  SING N N 39 
493 C19 H191 SING N N 40 
493 C19 H192 SING N N 41 
493 C20 C21  SING N N 42 
493 C20 H201 SING N N 43 
493 C20 H202 SING N N 44 
493 C21 C22  SING N N 45 
493 C21 H211 SING N N 46 
493 C21 H212 SING N N 47 
493 C22 N23  SING N N 48 
493 C22 H221 SING N N 49 
493 C22 H222 SING N N 50 
493 N23 C24  SING N N 51 
493 N23 C25  SING N N 52 
493 C24 O27  DOUB N N 53 
493 C25 C26  SING N N 54 
493 C25 H251 SING N N 55 
493 C25 H252 SING N N 56 
493 C26 C49  SING Y N 57 
493 C26 C53  DOUB Y N 58 
493 C49 C50  DOUB Y N 59 
493 C49 H49  SING N N 60 
493 C50 C51  SING Y N 61 
493 C50 H50  SING N N 62 
493 C51 C52  DOUB Y N 63 
493 C51 C58  SING N N 64 
493 C52 C53  SING Y N 65 
493 C52 H52  SING N N 66 
493 C53 H53  SING N N 67 
493 C58 C59  SING Y N 68 
493 C58 C63  DOUB Y N 69 
493 C59 C60  DOUB Y N 70 
493 C59 H59  SING N N 71 
493 C60 C61  SING Y N 72 
493 C60 H60  SING N N 73 
493 C61 C62  DOUB Y N 74 
493 C61 H61  SING N N 75 
493 C62 C63  SING Y N 76 
493 C62 H62  SING N N 77 
493 C63 H63  SING N N 78 
493 P71 O72  SING N N 79 
493 P71 O73  DOUB N N 80 
493 P71 O74  SING N N 81 
493 O72 H72  SING N N 82 
493 O74 H74  SING N N 83 
493 O79 H79  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 
493 SMILES           ACDLabs              10.04 O=C(O)COc1ccc(cc1P(=O)(O)O)CC(NC(=O)C)C(=O)NC4C(=O)N(Cc3ccc(c2ccccc2)cc3)CCCC4 
493 InChI            InChI                1.02b 
;InChI=1/C32H36N3O9P/c1-21(36)33-27(17-23-12-15-28(44-20-30(37)38)29(18-23)45(41,42)43)31(39)34-26-9-5-6-16-35(32(26)40)19-22-10-13-25(14-11-22)24-7-3-2-4-8-24/h2-4,7-8,10-15,18,26-27H,5-6,9,16-17,19-20H2,1H3,(H,33,36)(H,34,39)(H,37,38)(H2,41,42,43)/t26-,27-/m0/s1/f/h33-34,37,41-42H
;
493 InChIKey         InChI                1.02b MWEWSHNGVWABKG-RZBBTPOUDO 
493 SMILES_CANONICAL CACTVS               3.341 CC(=O)N[C@@H](Cc1ccc(OCC(O)=O)c(c1)[P](O)(O)=O)C(=O)N[C@H]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
493 SMILES           CACTVS               3.341 CC(=O)N[CH](Cc1ccc(OCC(O)=O)c(c1)[P](O)(O)=O)C(=O)N[CH]2CCCCN(Cc3ccc(cc3)c4ccccc4)C2=O 
493 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(=O)N[C@@H](Cc1ccc(c(c1)P(=O)(O)O)OCC(=O)O)C(=O)N[C@H]2CCCCN(C2=O)Cc3ccc(cc3)c4ccccc4 
493 SMILES           "OpenEye OEToolkits" 1.5.0 CC(=O)NC(Cc1ccc(c(c1)P(=O)(O)O)OCC(=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 
493 "SYSTEMATIC NAME" ACDLabs              10.04 "{4-[(2S)-2-(acetylamino)-3-{[(3S)-1-(biphenyl-4-ylmethyl)-2-oxoazepan-3-yl]amino}-3-oxopropyl]-2-phosphonophenoxy}acetic acid"     
493 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "2-[4-[(2S)-2-acetamido-3-oxo-3-[[(3S)-2-oxo-1-[(4-phenylphenyl)methyl]azepan-3-yl]amino]propyl]-2-phosphono-phenoxy]ethanoic acid" 
# 
