data_D99 # _chem_comp.id D99 _chem_comp.name "(3R)-1-{4-[{4-chloro-2-[(S)-(2-chlorophenyl)(hydroxy)methyl]phenyl}(2,2-dimethylpropyl)amino]-4-oxobutanoyl}piperidine-3-carboxylic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C28 H34 Cl2 N2 O5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-12 _chem_comp.pdbx_modified_date 2011-12-16 _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 549.486 _chem_comp.one_letter_code ? _chem_comp.three_letter_code D99 _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 3ASX _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site PDBJ # 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 D99 C1 C1 C 0 1 Y N N 17.172 -3.609 55.072 2.490 1.075 -0.414 C1 D99 1 D99 N1 N1 N 0 1 N N N 17.711 -4.411 56.122 1.261 1.140 0.253 N1 D99 2 D99 O1 O1 O 0 1 N N N 18.225 -0.955 56.547 4.305 -0.055 2.342 O1 D99 3 D99 CL1 CL1 CL 0 0 N N N 20.802 -3.040 53.523 0.808 -1.913 0.587 CL1 D99 4 D99 C2 C2 C 0 1 Y N N 16.059 -4.129 54.392 2.680 1.785 -1.592 C2 D99 5 D99 N2 N2 N 0 1 N N N 16.672 -2.102 60.898 -4.636 -0.588 -0.198 N2 D99 6 D99 O2 O2 O 0 1 N N N 17.380 -5.024 58.224 0.247 0.001 -1.359 O2 D99 7 D99 CL2 CL2 CL 0 0 N N N 15.216 -1.144 51.732 6.443 0.866 -2.560 CL2 D99 8 D99 C3 C3 C 0 1 Y N N 15.490 -3.392 53.312 3.894 1.719 -2.249 C3 D99 9 D99 O3 O3 O 0 1 N N N 17.673 -2.072 58.866 -3.667 0.748 1.285 O3 D99 10 D99 C4 C4 C 0 1 Y N N 15.990 -2.125 53.029 4.919 0.947 -1.733 C4 D99 11 D99 O4 O4 O 0 1 N N N 13.324 -2.053 63.530 -9.222 -0.709 -0.431 O4 D99 12 D99 C5 C5 C 0 1 Y N N 17.117 -1.610 53.710 4.732 0.238 -0.559 C5 D99 13 D99 O5 O5 O 0 1 N N N 13.863 -0.016 64.189 -8.605 0.775 1.086 O5 D99 14 D99 C6 C6 C 0 1 Y N N 17.686 -2.348 54.733 3.523 0.306 0.105 C6 D99 15 D99 C7 C7 C 0 1 N N S 18.827 -1.740 55.485 3.323 -0.460 1.387 C7 D99 16 D99 C8 C8 C 0 1 Y N N 19.740 -0.812 54.718 3.463 -1.936 1.118 C8 D99 17 D99 C9 C9 C 0 1 Y N N 20.691 -1.291 53.832 2.358 -2.680 0.744 C9 D99 18 D99 C10 C10 C 0 1 Y N N 21.582 -0.442 53.194 2.488 -4.035 0.496 C10 D99 19 D99 C11 C11 C 0 1 Y N N 21.482 0.924 53.414 3.721 -4.645 0.622 C11 D99 20 D99 C12 C12 C 0 1 Y N N 20.516 1.440 54.282 4.826 -3.901 0.996 C12 D99 21 D99 C13 C13 C 0 1 Y N N 19.633 0.585 54.927 4.698 -2.547 1.238 C13 D99 22 D99 C14 C14 C 0 1 N N N 17.027 -4.360 57.288 0.161 0.600 -0.308 C14 D99 23 D99 C15 C15 C 0 1 N N N 15.798 -3.445 57.444 -1.177 0.741 0.371 C15 D99 24 D99 C16 C16 C 0 1 N N N 15.575 -3.199 58.968 -2.221 -0.085 -0.384 C16 D99 25 D99 C17 C17 C 0 1 N N N 16.717 -2.400 59.570 -3.559 0.056 0.295 C17 D99 26 D99 C18 C18 C 0 1 N N N 15.423 -2.192 61.697 -5.947 -0.461 0.453 C18 D99 27 D99 C19 C19 C 0 1 N N R 15.580 -1.433 63.024 -6.975 -0.016 -0.592 C19 D99 28 D99 C20 C20 C 0 1 N N N 16.365 -0.127 62.784 -6.951 -0.991 -1.772 C20 D99 29 D99 C21 C21 C 0 1 N N N 17.754 -0.379 62.179 -5.565 -0.975 -2.420 C21 D99 30 D99 C22 C22 C 0 1 N N N 17.906 -1.801 61.638 -4.522 -1.426 -1.399 C22 D99 31 D99 C23 C23 C 0 1 N N N 14.191 -1.181 63.593 -8.350 -0.009 0.026 C23 D99 32 D99 C24 C24 C 0 1 N N N 18.950 -5.223 55.913 1.171 1.794 1.561 C24 D99 33 D99 C25 C25 C 0 1 N N N 18.783 -6.613 55.322 0.999 3.302 1.366 C25 D99 34 D99 C26 C26 C 0 1 N N N 17.628 -7.414 55.939 -0.269 3.570 0.552 C26 D99 35 D99 C27 C27 C 0 1 N N N 20.096 -7.287 55.675 0.882 3.983 2.731 C27 D99 36 D99 C28 C28 C 0 1 N N N 18.662 -6.533 53.779 2.211 3.861 0.619 C28 D99 37 D99 HO1 HO1 H 0 1 N N N 18.092 -1.504 57.311 5.216 -0.207 2.059 HO1 D99 38 D99 H2 H2 H 0 1 N N N 15.637 -5.079 54.685 1.879 2.387 -1.996 H2 D99 39 D99 H3 H3 H 0 1 N N N 14.686 -3.810 52.725 4.042 2.271 -3.165 H3 D99 40 D99 H5 H5 H 0 1 N N N 17.529 -0.651 53.435 5.535 -0.364 -0.158 H5 D99 41 D99 H7 H7 H 0 1 N N N 19.468 -2.577 55.797 2.327 -0.256 1.780 H7 D99 42 D99 H10 H10 H 0 1 N N N 22.342 -0.838 52.536 1.625 -4.616 0.205 H10 D99 43 D99 H11 H11 H 0 1 N N N 22.159 1.597 52.908 3.823 -5.702 0.429 H11 D99 44 D99 H12 H12 H 0 1 N N N 20.456 2.505 54.451 5.789 -4.379 1.094 H12 D99 45 D99 H13 H13 H 0 1 N N N 18.871 0.981 55.582 5.561 -1.966 1.526 H13 D99 46 D99 H15 H15 H 0 1 N N N 15.973 -2.488 56.930 -1.103 0.382 1.398 H15 D99 47 D99 H15A H15A H 0 0 N N N 14.911 -3.928 57.007 -1.475 1.789 0.373 H15A D99 48 D99 H16 H16 H 0 1 N N N 14.638 -2.639 59.105 -2.295 0.274 -1.410 H16 D99 49 D99 H16A H16A H 0 0 N N N 15.512 -4.171 59.480 -1.923 -1.133 -0.386 H16A D99 50 D99 H18 H18 H 0 1 N N N 14.595 -1.750 61.124 -6.243 -1.423 0.871 H18 D99 51 D99 H18A H18A H 0 0 N N N 15.206 -3.249 61.909 -5.890 0.282 1.248 H18A D99 52 D99 H19 H19 H 0 1 N N N 16.154 -2.021 63.756 -6.728 0.985 -0.942 H19 D99 53 D99 H20 H20 H 0 1 N N N 15.791 0.502 62.088 -7.174 -1.997 -1.416 H20 D99 54 D99 H20A H20A H 0 0 N N N 16.493 0.385 63.749 -7.699 -0.691 -2.506 H20A D99 55 D99 H21 H21 H 0 1 N N N 17.907 0.328 61.350 -5.556 -1.652 -3.275 H21 D99 56 D99 H21A H21A H 0 0 N N N 18.510 -0.221 62.963 -5.331 0.036 -2.754 H21A D99 57 D99 H22 H22 H 0 1 N N N 18.042 -2.514 62.464 -3.525 -1.319 -1.826 H22 D99 58 D99 H22A H22A H 0 0 N N N 18.779 -1.868 60.972 -4.700 -2.468 -1.136 H22A D99 59 D99 H24 H24 H 0 1 N N N 19.591 -4.656 55.222 0.314 1.398 2.106 H24 D99 60 D99 H24A H24A H 0 0 N N N 19.420 -5.349 56.899 2.082 1.603 2.126 H24A D99 61 D99 H26 H26 H 0 1 N N N 17.571 -8.404 55.462 -1.143 3.285 1.138 H26 D99 62 D99 H26A H26A H 0 0 N N N 17.803 -7.537 57.018 -0.326 4.630 0.306 H26A D99 63 D99 H26B H26B H 0 0 N N N 16.682 -6.876 55.779 -0.241 2.985 -0.367 H26B D99 64 D99 H27 H27 H 0 1 N N N 20.094 -8.318 55.292 1.785 3.792 3.310 H27 D99 65 D99 H27A H27A H 0 0 N N N 20.928 -6.729 55.221 0.759 5.057 2.592 H27A D99 66 D99 H27B H27B H 0 0 N N N 20.218 -7.302 56.768 0.018 3.584 3.263 H27B D99 67 D99 H28 H28 H 0 1 N N N 18.542 -7.546 53.367 2.200 3.504 -0.411 H28 D99 68 D99 H28A H28A H 0 0 N N N 17.787 -5.922 53.511 2.172 4.951 0.627 H28A D99 69 D99 H28B H28B H 0 0 N N N 19.571 -6.074 53.363 3.126 3.527 1.109 H28B D99 70 D99 HO5 HO5 H 0 1 N N N 12.961 -0.054 64.484 -9.501 0.746 1.447 HO5 D99 71 # 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 D99 C1 N1 SING N N 1 D99 C1 C2 DOUB Y N 2 D99 C1 C6 SING Y N 3 D99 N1 C14 SING N N 4 D99 N1 C24 SING N N 5 D99 O1 C7 SING N N 6 D99 CL1 C9 SING N N 7 D99 C2 C3 SING Y N 8 D99 N2 C17 SING N N 9 D99 N2 C18 SING N N 10 D99 N2 C22 SING N N 11 D99 O2 C14 DOUB N N 12 D99 CL2 C4 SING N N 13 D99 C3 C4 DOUB Y N 14 D99 O3 C17 DOUB N N 15 D99 C4 C5 SING Y N 16 D99 O4 C23 DOUB N N 17 D99 C5 C6 DOUB Y N 18 D99 O5 C23 SING N N 19 D99 C6 C7 SING N N 20 D99 C7 C8 SING N N 21 D99 C8 C9 DOUB Y N 22 D99 C8 C13 SING Y N 23 D99 C9 C10 SING Y N 24 D99 C10 C11 DOUB Y N 25 D99 C11 C12 SING Y N 26 D99 C12 C13 DOUB Y N 27 D99 C14 C15 SING N N 28 D99 C15 C16 SING N N 29 D99 C16 C17 SING N N 30 D99 C18 C19 SING N N 31 D99 C19 C20 SING N N 32 D99 C19 C23 SING N N 33 D99 C20 C21 SING N N 34 D99 C21 C22 SING N N 35 D99 C24 C25 SING N N 36 D99 C25 C26 SING N N 37 D99 C25 C27 SING N N 38 D99 C25 C28 SING N N 39 D99 O1 HO1 SING N N 40 D99 C2 H2 SING N N 41 D99 C3 H3 SING N N 42 D99 C5 H5 SING N N 43 D99 C7 H7 SING N N 44 D99 C10 H10 SING N N 45 D99 C11 H11 SING N N 46 D99 C12 H12 SING N N 47 D99 C13 H13 SING N N 48 D99 C15 H15 SING N N 49 D99 C15 H15A SING N N 50 D99 C16 H16 SING N N 51 D99 C16 H16A SING N N 52 D99 C18 H18 SING N N 53 D99 C18 H18A SING N N 54 D99 C19 H19 SING N N 55 D99 C20 H20 SING N N 56 D99 C20 H20A SING N N 57 D99 C21 H21 SING N N 58 D99 C21 H21A SING N N 59 D99 C22 H22 SING N N 60 D99 C22 H22A SING N N 61 D99 C24 H24 SING N N 62 D99 C24 H24A SING N N 63 D99 C26 H26 SING N N 64 D99 C26 H26A SING N N 65 D99 C26 H26B SING N N 66 D99 C27 H27 SING N N 67 D99 C27 H27A SING N N 68 D99 C27 H27B SING N N 69 D99 C28 H28 SING N N 70 D99 C28 H28A SING N N 71 D99 C28 H28B SING N N 72 D99 O5 HO5 SING N N 73 # 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 D99 SMILES ACDLabs 12.01 "O=C(N1CCCC(C(=O)O)C1)CCC(=O)N(c2ccc(Cl)cc2C(O)c3ccccc3Cl)CC(C)(C)C" D99 SMILES_CANONICAL CACTVS 3.370 "CC(C)(C)CN(C(=O)CCC(=O)N1CCC[C@H](C1)C(O)=O)c2ccc(Cl)cc2[C@H](O)c3ccccc3Cl" D99 SMILES CACTVS 3.370 "CC(C)(C)CN(C(=O)CCC(=O)N1CCC[CH](C1)C(O)=O)c2ccc(Cl)cc2[CH](O)c3ccccc3Cl" D99 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CC(C)(C)CN(c1ccc(cc1[C@@H](c2ccccc2Cl)O)Cl)C(=O)CCC(=O)N3CCC[C@H](C3)C(=O)O" D99 SMILES "OpenEye OEToolkits" 1.7.0 "CC(C)(C)CN(c1ccc(cc1C(c2ccccc2Cl)O)Cl)C(=O)CCC(=O)N3CCCC(C3)C(=O)O" D99 InChI InChI 1.03 "InChI=1S/C28H34Cl2N2O5/c1-28(2,3)17-32(25(34)13-12-24(33)31-14-6-7-18(16-31)27(36)37)23-11-10-19(29)15-21(23)26(35)20-8-4-5-9-22(20)30/h4-5,8-11,15,18,26,35H,6-7,12-14,16-17H2,1-3H3,(H,36,37)/t18-,26-/m1/s1" D99 InChIKey InChI 1.03 SGSZXPGOMQXFLD-WXTAPIANSA-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 D99 "SYSTEMATIC NAME" ACDLabs 12.01 "(3R)-1-{4-[{4-chloro-2-[(S)-(2-chlorophenyl)(hydroxy)methyl]phenyl}(2,2-dimethylpropyl)amino]-4-oxobutanoyl}piperidine-3-carboxylic acid" D99 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "(3R)-1-[4-[[4-chloro-2-[(S)-(2-chlorophenyl)-hydroxy-methyl]phenyl]-(2,2-dimethylpropyl)amino]-4-oxo-butanoyl]piperidine-3-carboxylic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site D99 "Create component" 2011-01-12 PDBJ D99 "Modify aromatic_flag" 2011-06-04 RCSB D99 "Modify descriptor" 2011-06-04 RCSB #