data_443 # _chem_comp.id 443 _chem_comp.name "1-(1-{(2S)-3-[(6-chloronaphthalen-2-yl)sulfonyl]-2-hydroxypropanoyl}piperidin-4-yl)tetrahydropyrimidin-2(1H)-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H26 Cl N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-11-10 _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 479.977 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 443 _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 3KL6 _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 443 C4 C4 C 0 1 N N N 1.843 -9.150 -16.529 0.392 -1.916 0.312 C4 443 1 443 C8 C8 C 0 1 Y N N 4.435 -8.065 -16.369 2.997 -1.242 -0.553 C8 443 2 443 C10 C10 C 0 1 Y N N 6.108 -7.576 -14.723 5.100 -1.172 0.595 C10 443 3 443 C13 C13 C 0 1 Y N N 6.390 -3.908 -14.398 6.482 2.226 0.252 C13 443 4 443 C15 C15 C 0 1 Y N N 5.438 -3.490 -15.352 5.492 2.839 -0.516 C15 443 5 443 C17 C17 C 0 1 Y N N 4.924 -5.780 -15.878 4.242 0.800 -0.550 C17 443 6 443 C22 C22 C 0 1 N N N -1.473 -10.562 -13.187 -3.414 -0.808 2.219 C22 443 7 443 C24 C24 C 0 1 N N N -0.647 -10.916 -10.859 -4.135 1.076 0.746 C24 443 8 443 C26 C26 C 0 1 N N N 0.945 -11.194 -12.773 -1.947 -0.045 0.306 C26 443 9 443 C28 C28 C 0 1 N N N 0.002 -9.458 -8.866 -5.573 3.136 0.463 C28 443 10 443 O1 O1 O 0 1 N N N 2.478 -9.086 -14.174 -0.631 -4.083 -0.006 O1 443 11 443 C2 C2 C 0 1 N N S 1.762 -9.846 -15.170 -0.899 -2.679 0.006 C2 443 12 443 S5 S5 S 0 1 N N N 3.491 -9.242 -17.264 1.577 -2.167 -1.037 S5 443 13 443 O6 O6 O 0 1 N N N 4.090 -10.514 -16.992 2.029 -3.514 -1.061 O6 443 14 443 O7 O7 O 0 1 N N N 3.389 -8.744 -18.594 1.128 -1.524 -2.222 O7 443 15 443 C9 C9 C 0 1 Y N N 5.391 -8.482 -15.434 3.992 -1.858 0.205 C9 443 16 443 C11 C11 C 0 1 Y N N 5.893 -6.202 -14.926 5.248 0.177 0.230 C11 443 17 443 C12 C12 C 0 1 Y N N 6.614 -5.241 -14.201 6.373 0.920 0.624 C12 443 18 443 CL14 CL14 CL 0 0 N N N 7.287 -2.742 -13.471 7.874 3.142 0.740 CL14 443 19 443 C16 C16 C 0 1 Y N N 4.717 -4.397 -16.077 4.389 2.149 -0.915 C16 443 20 443 C18 C18 C 0 1 Y N N 4.201 -6.742 -16.603 3.108 0.061 -0.930 C18 443 21 443 C19 C19 C 0 1 N N N 0.304 -9.903 -14.767 -1.926 -2.373 1.065 C19 443 22 443 O20 O20 O 0 1 N N N -0.535 -9.367 -15.473 -2.318 -3.252 1.803 O20 443 23 443 N21 N21 N 0 1 N N N -0.059 -10.520 -13.618 -2.411 -1.122 1.191 N21 443 24 443 C23 C23 C 0 1 N N N -1.550 -10.032 -11.737 -4.615 -0.136 1.546 C23 443 25 443 C25 C25 C 0 1 N N N 0.812 -10.762 -11.310 -3.165 0.617 -0.346 C25 443 26 443 N27 N27 N 0 1 N N N -0.719 -10.622 -9.415 -5.285 1.740 0.128 N27 443 27 443 C29 C29 C 0 1 N N N -0.643 -8.947 -7.573 -7.080 3.383 0.335 C29 443 28 443 C30 C30 C 0 1 N N N -0.838 -10.106 -6.588 -7.522 2.984 -1.077 C30 443 29 443 N31 N31 N 0 1 N N N -1.489 -11.233 -7.258 -7.128 1.596 -1.329 N31 443 30 443 C32 C32 C 0 1 N N N -1.406 -11.438 -8.586 -6.054 1.057 -0.734 C32 443 31 443 O33 O33 O 0 1 N N N -1.981 -12.401 -9.053 -5.764 -0.097 -0.986 O33 443 32 443 H4 H4 H 0 1 N N N 1.583 -8.090 -16.392 0.171 -0.853 0.410 H4 443 33 443 H4A H4A H 0 1 N N N 1.131 -9.637 -17.211 0.819 -2.285 1.245 H4A 443 34 443 H10 H10 H 0 1 N N N 6.841 -7.909 -14.004 5.863 -1.662 1.182 H10 443 35 443 H15 H15 H 0 1 N N N 5.276 -2.434 -15.512 5.603 3.875 -0.798 H15 443 36 443 H22 H22 H 0 1 N N N -2.085 -9.932 -13.849 -3.735 -1.727 2.708 H22 443 37 443 H22A H22A H 0 0 N N N -1.847 -11.596 -13.229 -2.983 -0.131 2.957 H22A 443 38 443 H24 H24 H 0 1 N N N -1.017 -11.943 -10.993 -3.628 1.774 1.412 H24 443 39 443 H26 H26 H 0 1 N N N 0.795 -12.282 -12.839 -1.395 0.694 0.886 H26 443 40 443 H26A H26A H 0 0 N N N 1.950 -10.930 -13.133 -1.299 -0.460 -0.468 H26A 443 41 443 H28 H28 H 0 1 N N N 1.039 -9.755 -8.649 -5.256 3.337 1.486 H28 443 42 443 H28A H28A H 0 0 N N N -0.014 -8.649 -9.612 -5.036 3.794 -0.221 H28A 443 43 443 HO1 HO1 H 0 1 N N N 2.420 -9.528 -13.335 -0.289 -4.425 0.831 HO1 443 44 443 H2 H2 H 0 1 N N N 2.203 -10.851 -15.242 -1.279 -2.373 -0.969 H2 443 45 443 H9 H9 H 0 1 N N N 5.559 -9.537 -15.277 3.881 -2.894 0.487 H9 443 46 443 H12 H12 H 0 1 N N N 7.353 -5.558 -13.480 7.148 0.459 1.218 H12 443 47 443 H16 H16 H 0 1 N N N 3.991 -4.057 -16.800 3.630 2.636 -1.510 H16 443 48 443 H18 H18 H 0 1 N N N 3.469 -6.438 -17.336 2.329 0.525 -1.517 H18 443 49 443 H23 H23 H 0 1 N N N -1.205 -8.988 -11.700 -5.100 -0.846 0.876 H23 443 50 443 H23A H23A H 0 0 N N N -2.588 -10.078 -11.375 -5.324 0.189 2.308 H23A 443 51 443 H25 H25 H 0 1 N N N 1.117 -9.710 -11.210 -3.664 -0.099 -0.998 H25 443 52 443 H25A H25A H 0 0 N N N 1.458 -11.393 -10.682 -2.841 1.478 -0.930 H25A 443 53 443 H29 H29 H 0 1 N N N 0.010 -8.189 -7.117 -7.614 2.781 1.070 H29 443 54 443 H29A H29A H 0 0 N N N -1.621 -8.501 -7.807 -7.292 4.440 0.500 H29A 443 55 443 H30 H30 H 0 1 N N N 0.143 -10.428 -6.208 -8.604 3.076 -1.160 H30 443 56 443 H30A H30A H 0 0 N N N -1.468 -9.769 -5.751 -7.043 3.637 -1.807 H30A 443 57 443 HN31 HN31 H 0 0 N N N -2.018 -11.878 -6.706 -7.655 1.056 -1.938 HN31 443 58 # 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 443 S5 C4 SING N N 1 443 C4 C2 SING N N 2 443 C4 H4 SING N N 3 443 C4 H4A SING N N 4 443 S5 C8 SING N N 5 443 C18 C8 DOUB Y N 6 443 C8 C9 SING Y N 7 443 C9 C10 DOUB Y N 8 443 C11 C10 SING Y N 9 443 C10 H10 SING N N 10 443 C15 C13 DOUB Y N 11 443 C13 C12 SING Y N 12 443 C13 CL14 SING N N 13 443 C16 C15 SING Y N 14 443 C15 H15 SING N N 15 443 C18 C17 SING Y N 16 443 C16 C17 DOUB Y N 17 443 C17 C11 SING Y N 18 443 N21 C22 SING N N 19 443 C22 C23 SING N N 20 443 C22 H22 SING N N 21 443 C22 H22A SING N N 22 443 C23 C24 SING N N 23 443 C25 C24 SING N N 24 443 C24 N27 SING N N 25 443 C24 H24 SING N N 26 443 N21 C26 SING N N 27 443 C26 C25 SING N N 28 443 C26 H26 SING N N 29 443 C26 H26A SING N N 30 443 N27 C28 SING N N 31 443 C28 C29 SING N N 32 443 C28 H28 SING N N 33 443 C28 H28A SING N N 34 443 C2 O1 SING N N 35 443 O1 HO1 SING N N 36 443 C2 C19 SING N N 37 443 C2 H2 SING N N 38 443 O7 S5 DOUB N N 39 443 S5 O6 DOUB N N 40 443 C9 H9 SING N N 41 443 C11 C12 DOUB Y N 42 443 C12 H12 SING N N 43 443 C16 H16 SING N N 44 443 C18 H18 SING N N 45 443 O20 C19 DOUB N N 46 443 C19 N21 SING N N 47 443 C23 H23 SING N N 48 443 C23 H23A SING N N 49 443 C25 H25 SING N N 50 443 C25 H25A SING N N 51 443 N27 C32 SING N N 52 443 C29 C30 SING N N 53 443 C29 H29 SING N N 54 443 C29 H29A SING N N 55 443 N31 C30 SING N N 56 443 C30 H30 SING N N 57 443 C30 H30A SING N N 58 443 C32 N31 SING N N 59 443 N31 HN31 SING N N 60 443 O33 C32 DOUB N N 61 # 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 443 SMILES_CANONICAL CACTVS 3.352 "O[C@H](C[S](=O)(=O)c1ccc2cc(Cl)ccc2c1)C(=O)N3CC[C@@H](CC3)N4CCCNC4=O" 443 SMILES CACTVS 3.352 "O[CH](C[S](=O)(=O)c1ccc2cc(Cl)ccc2c1)C(=O)N3CC[CH](CC3)N4CCCNC4=O" 443 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)C[C@H](C(=O)N3CCC(CC3)N4CCCNC4=O)O" 443 SMILES "OpenEye OEToolkits" 1.7.0 "c1cc(cc2c1cc(cc2)Cl)S(=O)(=O)CC(C(=O)N3CCC(CC3)N4CCCNC4=O)O" 443 InChI InChI 1.03 "InChI=1S/C22H26ClN3O5S/c23-17-4-2-16-13-19(5-3-15(16)12-17)32(30,31)14-20(27)21(28)25-10-6-18(7-11-25)26-9-1-8-24-22(26)29/h2-5,12-13,18,20,27H,1,6-11,14H2,(H,24,29)/t20-/m1/s1" 443 InChIKey InChI 1.03 GEHAEMCVKDPMKO-HXUWFJFHSA-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 443 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "1-[1-[(2S)-3-(6-chloronaphthalen-2-yl)sulfonyl-2-hydroxy-propanoyl]piperidin-4-yl]-1,3-diazinan-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 443 "Create component" 2009-11-10 RCSB 443 "Modify aromatic_flag" 2011-06-04 RCSB 443 "Modify descriptor" 2011-06-04 RCSB #