data_MSD # _chem_comp.id MSD _chem_comp.name "1-[2-(3-ACETYL-2-HYDROXY-6-METHOXY-PHENYL)-CYCLOPROPYL]-3-(5-CYANO-PYRIDIN-2-YL)-THIOUREA" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H18 N4 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-05-22 _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 382.436 _chem_comp.one_letter_code ? _chem_comp.three_letter_code MSD _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 1IKY _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 MSD C2 C2 C 0 1 Y N N -6.745 144.932 173.087 0.372 0.388 -5.783 C2 MSD 1 MSD C3 C3 C 0 1 Y N N -8.038 144.423 173.434 -0.681 -0.193 -5.076 C3 MSD 2 MSD N4 N4 N 0 1 Y N N -8.691 143.587 172.534 -0.757 -0.068 -3.767 N4 MSD 3 MSD C5 C5 C 0 1 Y N N -8.154 143.204 171.290 0.146 0.615 -3.080 C5 MSD 4 MSD C6 C6 C 0 1 Y N N -6.863 143.682 170.902 1.224 1.221 -3.720 C6 MSD 5 MSD C7 C7 C 0 1 Y N N -6.161 144.549 171.806 1.346 1.112 -5.079 C7 MSD 6 MSD N8 N8 N 0 1 N N N -8.922 142.344 170.438 0.018 0.724 -1.700 N8 MSD 7 MSD C9 C9 C 0 1 N N N -10.242 142.031 170.576 -0.932 0.021 -1.054 C9 MSD 8 MSD S10 S10 S 0 1 N N N -10.804 141.236 169.725 -1.893 -1.106 -1.910 S10 MSD 9 MSD N11 N11 N 0 1 N N N -10.912 142.595 171.640 -1.126 0.207 0.266 N11 MSD 10 MSD C12 C12 C 0 1 N N R -12.298 142.322 171.873 -2.160 -0.556 0.969 C12 MSD 11 MSD C13 C13 C 0 1 N N N -13.066 143.356 172.701 -2.969 0.173 2.044 C13 MSD 12 MSD C14 C14 C 0 1 N N R -13.023 141.817 173.067 -1.925 -0.869 2.448 C14 MSD 13 MSD C15 C15 C 0 1 Y N N -12.226 141.441 174.357 -0.647 -0.370 3.071 C15 MSD 14 MSD C16 C16 C 0 1 Y N N -12.406 140.102 174.828 -0.692 0.415 4.213 C16 MSD 15 MSD C18 C18 C 0 1 Y N N -11.719 139.655 176.028 0.484 0.880 4.794 C18 MSD 16 MSD C19 C19 C 0 1 Y N N -10.862 140.531 176.757 1.694 0.572 4.244 C19 MSD 17 MSD C20 C20 C 0 1 Y N N -10.643 141.886 176.321 1.759 -0.215 3.086 C20 MSD 18 MSD C21 C21 C 0 1 Y N N -11.327 142.357 175.108 0.572 -0.686 2.497 C21 MSD 19 MSD O22 O22 O 0 1 N N N -11.143 143.650 174.660 0.622 -1.449 1.378 O22 MSD 20 MSD C23 C23 C 0 1 N N N -9.710 142.804 177.129 3.057 -0.547 2.493 C23 MSD 21 MSD O24 O24 O 0 1 N N N -9.534 143.954 176.734 3.109 -1.229 1.492 O24 MSD 22 MSD C25 C25 C 0 1 N N N -8.992 142.354 178.397 4.327 -0.041 3.128 C25 MSD 23 MSD O41 O41 O 0 1 N N N -13.224 139.269 174.147 -1.889 0.727 4.771 O41 MSD 24 MSD C42 C42 C 0 1 N N N -5.920 145.859 173.961 0.458 0.247 -7.205 C42 MSD 25 MSD N43 N43 N 0 1 N N N -5.411 146.642 174.689 0.526 0.135 -8.334 N43 MSD 26 MSD C44 C44 C 0 1 N N N -12.998 138.049 173.942 -1.612 1.530 5.920 C44 MSD 27 MSD HC3 HC3 H 0 1 N N N -8.528 144.673 174.389 -1.437 -0.752 -5.606 HC3 MSD 28 MSD HC6 HC6 H 0 1 N N N -6.421 143.390 169.934 1.957 1.772 -3.149 HC6 MSD 29 MSD HC7 HC7 H 0 1 N N N -5.165 144.923 171.514 2.174 1.574 -5.598 HC7 MSD 30 MSD HN8 HN8 H 0 1 N N N -8.421 141.456 170.404 0.614 1.305 -1.203 HN8 MSD 31 MSD H11N NH11 H 0 0 N N N -10.382 143.213 172.254 -0.582 0.846 0.751 H11N MSD 32 MSD H12C CH12 H 0 0 N N N -12.279 141.868 170.854 -2.679 -1.306 0.371 H12C MSD 33 MSD H131 1H13 H 0 0 N N N -12.836 144.319 173.212 -4.020 -0.097 2.154 H131 MSD 34 MSD H132 2H13 H 0 0 N N N -13.851 144.125 172.514 -2.732 1.220 2.229 H132 MSD 35 MSD H14C CH14 H 0 0 N N N -13.763 140.999 173.226 -2.288 -1.826 2.823 H14C MSD 36 MSD H18C CH18 H 0 0 N N N -11.851 138.623 176.395 0.439 1.488 5.686 H18C MSD 37 MSD H19C CH19 H 0 0 N N N -10.363 140.156 177.667 2.603 0.937 4.700 H19C MSD 38 MSD H22O OH22 H 0 0 N N N -10.568 144.235 175.139 0.742 -2.364 1.668 H22O MSD 39 MSD H251 1H25 H 0 0 N N N -8.315 143.019 178.982 5.184 -0.387 2.551 H251 MSD 40 MSD H252 2H25 H 0 0 N N N -9.767 141.966 179.098 4.315 1.048 3.144 H252 MSD 41 MSD H253 3H25 H 0 0 N N N -8.416 141.433 178.144 4.399 -0.419 4.148 H253 MSD 42 MSD H441 1H44 H 0 0 N N N -13.672 137.361 173.380 -2.549 1.807 6.404 H441 MSD 43 MSD H442 2H44 H 0 0 N N N -11.996 137.984 173.456 -0.996 0.963 6.619 H442 MSD 44 MSD H443 3H44 H 0 0 N N N -12.821 137.582 174.939 -1.080 2.431 5.615 H443 MSD 45 # 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 MSD C2 C3 DOUB Y N 1 MSD C2 C7 SING Y N 2 MSD C2 C42 SING N N 3 MSD C3 N4 SING Y N 4 MSD C3 HC3 SING N N 5 MSD N4 C5 DOUB Y N 6 MSD C5 C6 SING Y N 7 MSD C5 N8 SING N N 8 MSD C6 C7 DOUB Y N 9 MSD C6 HC6 SING N N 10 MSD C7 HC7 SING N N 11 MSD N8 C9 SING N N 12 MSD N8 HN8 SING N N 13 MSD C9 S10 DOUB N N 14 MSD C9 N11 SING N N 15 MSD N11 C12 SING N N 16 MSD N11 H11N SING N N 17 MSD C12 C13 SING N N 18 MSD C12 C14 SING N N 19 MSD C12 H12C SING N N 20 MSD C13 C14 SING N N 21 MSD C13 H131 SING N N 22 MSD C13 H132 SING N N 23 MSD C14 C15 SING N N 24 MSD C14 H14C SING N N 25 MSD C15 C16 DOUB Y N 26 MSD C15 C21 SING Y N 27 MSD C16 C18 SING Y N 28 MSD C16 O41 SING N N 29 MSD C18 C19 DOUB Y N 30 MSD C18 H18C SING N N 31 MSD C19 C20 SING Y N 32 MSD C19 H19C SING N N 33 MSD C20 C21 DOUB Y N 34 MSD C20 C23 SING N N 35 MSD C21 O22 SING N N 36 MSD O22 H22O SING N N 37 MSD C23 O24 DOUB N N 38 MSD C23 C25 SING N N 39 MSD C25 H251 SING N N 40 MSD C25 H252 SING N N 41 MSD C25 H253 SING N N 42 MSD O41 C44 SING N N 43 MSD C42 N43 TRIP N N 44 MSD C44 H441 SING N N 45 MSD C44 H442 SING N N 46 MSD C44 H443 SING N N 47 # 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 MSD SMILES ACDLabs 10.04 "S=C(Nc1ncc(C#N)cc1)NC3CC3c2c(OC)ccc(C(=O)C)c2O" MSD SMILES_CANONICAL CACTVS 3.341 "COc1ccc(C(C)=O)c(O)c1[C@H]2C[C@H]2NC(=S)Nc3ccc(cn3)C#N" MSD SMILES CACTVS 3.341 "COc1ccc(C(C)=O)c(O)c1[CH]2C[CH]2NC(=S)Nc3ccc(cn3)C#N" MSD SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CC(=O)c1ccc(c(c1O)[C@H]2C[C@H]2NC(=S)Nc3ccc(cn3)C#N)OC" MSD SMILES "OpenEye OEToolkits" 1.5.0 "CC(=O)c1ccc(c(c1O)C2CC2NC(=S)Nc3ccc(cn3)C#N)OC" MSD InChI InChI 1.03 "InChI=1S/C19H18N4O3S/c1-10(24)12-4-5-15(26-2)17(18(12)25)13-7-14(13)22-19(27)23-16-6-3-11(8-20)9-21-16/h3-6,9,13-14,25H,7H2,1-2H3,(H2,21,22,23,27)/t13-,14+/m0/s1" MSD InChIKey InChI 1.03 FSRLCMRWYUJTNT-UONOGXRCSA-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 MSD "SYSTEMATIC NAME" ACDLabs 10.04 "1-[(1R,2R)-2-(3-acetyl-2-hydroxy-6-methoxyphenyl)cyclopropyl]-3-(5-cyanopyridin-2-yl)thiourea" MSD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "1-(5-cyanopyridin-2-yl)-3-[(1R,2R)-2-(3-ethanoyl-2-hydroxy-6-methoxy-phenyl)cyclopropyl]thiourea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site MSD "Create component" 2001-05-22 RCSB MSD "Modify descriptor" 2011-06-04 RCSB #