data_EC5 # _chem_comp.id EC5 _chem_comp.name "(2R)-2-[5-CYCLOPROPYL-6-(HYDROXYSULFANYL)-4-(NAPHTHALEN-1-YLMETHYL)-2-OXOPYRIDIN-1(2H)-YL]-3-PHENYLPROPANOIC ACID" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C28 H25 N O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-05-30 _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 471.567 _chem_comp.one_letter_code ? _chem_comp.three_letter_code EC5 _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 2XG5 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site EBI # 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 EC5 O26 O26 O 0 1 N N N -50.377 -5.291 14.832 0.776 -2.423 1.253 O26 EC5 1 EC5 C26 C26 C 0 1 N N N -49.684 -5.091 13.809 0.501 -1.319 0.811 C26 EC5 2 EC5 N27 N27 N 0 1 N N N -48.661 -6.044 13.591 1.269 -0.771 -0.149 N27 EC5 3 EC5 C28 C28 C 0 1 N N R -48.549 -7.237 14.498 2.430 -1.508 -0.655 C28 EC5 4 EC5 C29 C29 C 0 1 N N N -48.124 -8.500 13.637 3.402 -1.778 0.495 C29 EC5 5 EC5 C6 C6 C 0 1 Y N N -49.238 -9.330 12.966 3.951 -0.471 1.006 C6 EC5 6 EC5 C5 C5 C 0 1 Y N N -49.087 -10.736 12.880 3.299 0.202 2.023 C5 EC5 7 EC5 C4 C4 C 0 1 Y N N -50.095 -11.532 12.306 3.803 1.401 2.492 C4 EC5 8 EC5 C3 C3 C 0 1 Y N N -51.233 -10.930 11.794 4.958 1.926 1.945 C3 EC5 9 EC5 C2 C2 C 0 1 Y N N -51.427 -9.503 11.851 5.611 1.253 0.929 C2 EC5 10 EC5 C1 C1 C 0 1 Y N N -50.420 -8.705 12.447 5.110 0.052 0.463 C1 EC5 11 EC5 C21 C21 C 0 1 N N N -47.585 -7.100 15.609 1.975 -2.817 -1.247 C21 EC5 12 EC5 O23 O23 O 0 1 N N N -47.170 -8.218 16.109 2.874 -3.663 -1.775 O23 EC5 13 EC5 O22 O22 O 0 1 N N N -47.241 -5.937 15.949 0.802 -3.105 -1.247 O22 EC5 14 EC5 C25 C25 C 0 1 N N N -49.910 -4.024 12.907 -0.615 -0.631 1.300 C25 EC5 15 EC5 C24 C24 C 0 1 N N N -49.117 -3.870 11.759 -0.921 0.617 0.797 C24 EC5 16 EC5 C23 C23 C 0 1 N N N -47.983 -4.787 11.511 -0.111 1.169 -0.193 C23 EC5 17 EC5 C18 C18 C 0 1 N N N -47.144 -4.708 10.250 -0.425 2.530 -0.757 C18 EC5 18 EC5 C20 C20 C 0 1 N N N -45.651 -4.860 10.412 0.683 3.584 -0.720 C20 EC5 19 EC5 C19 C19 C 0 1 N N N -46.250 -3.512 10.093 -0.514 3.699 0.226 C19 EC5 20 EC5 C22 C22 C 0 1 N N N -47.854 -5.897 12.468 0.979 0.461 -0.657 C22 EC5 21 EC5 S30 S30 S 0 1 N N N -46.659 -7.065 12.287 2.002 1.153 -1.914 S30 EC5 22 EC5 O56 O56 O 0 1 N N N -45.529 -6.284 13.239 1.666 0.113 -3.164 O56 EC5 23 EC5 C17 C17 C 0 1 N N N -49.420 -2.717 10.782 -2.119 1.373 1.311 C17 EC5 24 EC5 C16 C16 C 0 1 Y N N -50.281 -3.280 9.599 -3.297 1.125 0.404 C16 EC5 25 EC5 C7 C7 C 0 1 Y N N -50.923 -4.535 9.686 -3.566 1.981 -0.619 C7 EC5 26 EC5 C8 C8 C 0 1 Y N N -51.715 -5.022 8.635 -4.650 1.767 -1.467 C8 EC5 27 EC5 C9 C9 C 0 1 Y N N -51.896 -4.243 7.499 -5.472 0.696 -1.297 C9 EC5 28 EC5 C10 C10 C 0 1 Y N N -51.307 -2.999 7.419 -5.226 -0.211 -0.252 C10 EC5 29 EC5 C15 C15 C 0 1 Y N N -50.510 -2.529 8.454 -4.120 0.004 0.608 C15 EC5 30 EC5 C11 C11 C 0 1 Y N N -51.515 -2.225 6.251 -6.052 -1.329 -0.046 C11 EC5 31 EC5 C12 C12 C 0 1 Y N N -50.917 -0.945 6.143 -5.782 -2.186 0.976 C12 EC5 32 EC5 C13 C13 C 0 1 Y N N -50.119 -0.466 7.190 -4.698 -1.972 1.825 C13 EC5 33 EC5 C14 C14 C 0 1 Y N N -49.956 -1.237 8.353 -3.870 -0.906 1.649 C14 EC5 34 EC5 H25 H25 H 0 1 N N N -50.704 -3.319 13.105 -1.233 -1.074 2.068 H25 EC5 35 EC5 H291 H291 H 0 0 N N N -47.477 -8.128 12.829 2.879 -2.292 1.300 H291 EC5 36 EC5 H292 H292 H 0 0 N N N -47.661 -9.188 14.360 4.222 -2.402 0.138 H292 EC5 37 EC5 HA HA H 0 1 N N N -48.189 -11.201 13.259 2.397 -0.209 2.450 HA EC5 38 EC5 HB HB H 0 1 N N N -50.541 -7.634 12.510 5.622 -0.476 -0.328 HB EC5 39 EC5 HC HC H 0 1 N N N -49.982 -12.605 12.265 3.293 1.927 3.286 HC EC5 40 EC5 HD HD H 0 1 N N N -51.995 -11.546 11.340 5.351 2.863 2.311 HD EC5 41 EC5 HE HE H 0 1 N N N -52.321 -9.052 11.448 6.513 1.664 0.502 HE EC5 42 EC5 H23 H23 H 0 1 N N N -46.542 -8.043 16.800 2.535 -4.490 -2.143 H23 EC5 43 EC5 H171 H171 H 0 0 N N N -49.976 -1.924 11.303 -2.358 1.034 2.319 H171 EC5 44 EC5 H172 H172 H 0 0 N N N -48.481 -2.294 10.396 -1.894 2.440 1.330 H172 EC5 45 EC5 H18 H18 H 0 1 N N N -47.913 -5.188 9.628 -1.100 2.539 -1.613 H18 EC5 46 EC5 H201 H201 H 0 0 N N N -45.047 -5.199 11.267 1.640 3.293 -0.287 H201 EC5 47 EC5 H202 H202 H 0 0 N N N -44.867 -5.502 9.983 0.737 4.287 -1.551 H202 EC5 48 EC5 H191 H191 H 0 0 N N N -46.092 -2.840 9.236 -1.247 4.478 0.016 H191 EC5 49 EC5 H192 H192 H 0 0 N N N -46.198 -2.502 10.526 -0.345 3.484 1.281 H192 EC5 50 EC5 H56 H56 H 0 1 N N N -44.738 -6.136 12.735 2.139 0.317 -3.983 H56 EC5 51 EC5 H7 H7 H 0 1 N N N -50.802 -5.131 10.578 -2.929 2.839 -0.775 H7 EC5 52 EC5 H8 H8 H 0 1 N N N -52.180 -5.994 8.709 -4.842 2.463 -2.271 H8 EC5 53 EC5 H9 H9 H 0 1 N N N -52.497 -4.611 6.680 -6.310 0.543 -1.962 H9 EC5 54 EC5 H11 H11 H 0 1 N N N -52.126 -2.608 5.447 -6.896 -1.508 -0.695 H11 EC5 55 EC5 H14 H14 H 0 1 N N N -49.397 -0.833 9.184 -3.033 -0.753 2.315 H14 EC5 56 EC5 H12 H12 H 0 1 N N N -51.075 -0.343 5.260 -6.418 -3.045 1.133 H12 EC5 57 EC5 H13 H13 H 0 1 N N N -49.630 0.493 7.103 -4.506 -2.667 2.629 H13 EC5 58 EC5 H28 H28 H 0 1 N N N -49.541 -7.343 14.960 2.930 -0.916 -1.422 H28 EC5 59 # 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 EC5 O26 C26 DOUB N N 1 EC5 C26 N27 SING N N 2 EC5 C26 C25 SING N N 3 EC5 N27 C28 SING N N 4 EC5 N27 C22 SING N N 5 EC5 C28 C29 SING N N 6 EC5 C28 C21 SING N N 7 EC5 C29 C6 SING N N 8 EC5 C6 C5 SING Y N 9 EC5 C6 C1 DOUB Y N 10 EC5 C5 C4 DOUB Y N 11 EC5 C4 C3 SING Y N 12 EC5 C3 C2 DOUB Y N 13 EC5 C2 C1 SING Y N 14 EC5 C21 O23 SING N N 15 EC5 C21 O22 DOUB N N 16 EC5 C25 C24 DOUB N N 17 EC5 C24 C23 SING N N 18 EC5 C24 C17 SING N N 19 EC5 C23 C18 SING N N 20 EC5 C23 C22 DOUB N N 21 EC5 C18 C20 SING N N 22 EC5 C18 C19 SING N N 23 EC5 C20 C19 SING N N 24 EC5 C22 S30 SING N N 25 EC5 S30 O56 SING N N 26 EC5 C17 C16 SING N N 27 EC5 C16 C7 SING Y N 28 EC5 C16 C15 DOUB Y N 29 EC5 C7 C8 DOUB Y N 30 EC5 C8 C9 SING Y N 31 EC5 C9 C10 DOUB Y N 32 EC5 C10 C15 SING Y N 33 EC5 C10 C11 SING Y N 34 EC5 C15 C14 SING Y N 35 EC5 C11 C12 DOUB Y N 36 EC5 C12 C13 SING Y N 37 EC5 C13 C14 DOUB Y N 38 EC5 C25 H25 SING N N 39 EC5 C29 H291 SING N N 40 EC5 C29 H292 SING N N 41 EC5 C5 HA SING N N 42 EC5 C1 HB SING N N 43 EC5 C4 HC SING N N 44 EC5 C3 HD SING N N 45 EC5 C2 HE SING N N 46 EC5 O23 H23 SING N N 47 EC5 C17 H171 SING N N 48 EC5 C17 H172 SING N N 49 EC5 C18 H18 SING N N 50 EC5 C20 H201 SING N N 51 EC5 C20 H202 SING N N 52 EC5 C19 H191 SING N N 53 EC5 C19 H192 SING N N 54 EC5 O56 H56 SING N N 55 EC5 C7 H7 SING N N 56 EC5 C8 H8 SING N N 57 EC5 C9 H9 SING N N 58 EC5 C11 H11 SING N N 59 EC5 C14 H14 SING N N 60 EC5 C12 H12 SING N N 61 EC5 C13 H13 SING N N 62 EC5 C28 H28 SING N N 63 # 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 EC5 SMILES ACDLabs 10.04 "O=C(O)C(N1C(SO)=C(C(=CC1=O)Cc3c2ccccc2ccc3)C4CC4)Cc5ccccc5" EC5 SMILES_CANONICAL CACTVS 3.352 "OSC1=C(C2CC2)C(=CC(=O)N1[C@H](Cc3ccccc3)C(O)=O)Cc4cccc5ccccc45" EC5 SMILES CACTVS 3.352 "OSC1=C(C2CC2)C(=CC(=O)N1[CH](Cc3ccccc3)C(O)=O)Cc4cccc5ccccc45" EC5 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)C[C@@H](C(=O)O)N2C(=O)C=C(C(=C2SO)C3CC3)Cc4cccc5c4cccc5" EC5 SMILES "OpenEye OEToolkits" 1.6.1 "c1ccc(cc1)CC(C(=O)O)N2C(=O)C=C(C(=C2SO)C3CC3)Cc4cccc5c4cccc5" EC5 InChI InChI 1.03 "InChI=1S/C28H25NO4S/c30-25-17-22(16-21-11-6-10-19-9-4-5-12-23(19)21)26(20-13-14-20)27(34-33)29(25)24(28(31)32)15-18-7-2-1-3-8-18/h1-12,17,20,24,33H,13-16H2,(H,31,32)/t24-/m0/s1" EC5 InChIKey InChI 1.03 RDAFPBNHIKAVPQ-DEOSSOPVSA-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 EC5 "SYSTEMATIC NAME" ACDLabs 10.04 "(2R)-2-[5-cyclopropyl-6-(hydroxysulfanyl)-4-(naphthalen-1-ylmethyl)-2-oxopyridin-1(2H)-yl]-3-phenylpropanoic acid" EC5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(2S)-2-[3-cyclopropyl-2-hydroxysulfanyl-4-(naphthalen-1-ylmethyl)-6-oxo-pyridin-1-yl]-3-phenyl-propanoic 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 EC5 "Create component" 2010-05-30 EBI EC5 "Modify aromatic_flag" 2011-06-04 RCSB EC5 "Modify descriptor" 2011-06-04 RCSB #