data_RXV # _chem_comp.id RXV _chem_comp.name "6-METHOXY-4-(2-{4-[([1,3]OXATHIOLO[5,4-C]PYRIDIN-6-YLMETHYL)AMINO]PIPERIDIN-1-YL}ETHYL)QUINOLINE-3-CARBONITRILE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H27 N5 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-25 _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 461.579 _chem_comp.one_letter_code ? _chem_comp.three_letter_code RXV _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 2XCS _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 RXV N11 N11 N 0 1 N N N 5.971 49.051 44.567 -4.399 -4.501 0.676 N11 RXV 1 RXV C10 C10 C 0 1 N N N 6.087 49.564 43.520 -4.921 -3.504 0.522 C10 RXV 2 RXV C9 C9 C 0 1 Y N N 6.292 50.244 42.451 -5.578 -2.247 0.328 C9 RXV 3 RXV C12 C12 C 0 1 Y N N 6.433 49.620 41.226 -4.857 -1.060 0.395 C12 RXV 4 RXV C32 C32 C 0 1 Y N N 6.650 50.407 40.098 -5.551 0.145 0.197 C32 RXV 5 RXV C33 C33 C 0 1 Y N N 6.796 49.823 38.843 -4.888 1.383 0.249 C33 RXV 6 RXV C3 C3 C 0 1 Y N N 7.010 50.626 37.730 -5.595 2.535 0.052 C3 RXV 7 RXV O2 O2 O 0 1 N N N 7.160 50.063 36.490 -4.955 3.733 0.102 O2 RXV 8 RXV C1 C1 C 0 1 N N N 7.322 48.652 36.360 -5.749 4.902 -0.111 C1 RXV 9 RXV C4 C4 C 0 1 Y N N 7.082 52.006 37.866 -6.970 2.496 -0.201 C4 RXV 10 RXV C5 C5 C 0 1 Y N N 6.929 52.593 39.114 -7.638 1.312 -0.258 C5 RXV 11 RXV C6 C6 C 0 1 Y N N 6.716 51.793 40.231 -6.945 0.106 -0.060 C6 RXV 12 RXV N7 N7 N 0 1 Y N N 6.570 52.373 41.443 -7.586 -1.068 -0.112 N7 RXV 13 RXV C8 C8 C 0 1 Y N N 6.363 51.629 42.534 -6.959 -2.203 0.064 C8 RXV 14 RXV C13 C13 C 0 1 N N N 6.360 48.111 41.112 -3.375 -1.067 0.671 C13 RXV 15 RXV C14 C14 C 0 1 N N N 7.755 47.555 40.832 -2.610 -1.151 -0.651 C14 RXV 16 RXV N15 N15 N 0 1 N N N 7.826 46.089 40.996 -1.166 -1.157 -0.382 N15 RXV 17 RXV C16 C16 C 0 1 N N N 7.051 45.647 42.168 -0.405 -1.473 -1.598 C16 RXV 18 RXV C17 C17 C 0 1 N N N 7.189 44.134 42.321 1.079 -1.614 -1.250 C17 RXV 19 RXV C18 C18 C 0 1 N N N 6.647 43.439 41.078 1.581 -0.304 -0.638 C18 RXV 20 RXV C19 C19 C 0 1 N N N 7.482 43.918 39.899 0.741 0.027 0.599 C19 RXV 21 RXV C20 C20 C 0 1 N N N 7.328 45.431 39.776 -0.733 0.121 0.198 C20 RXV 22 RXV N21 N21 N 0 1 N N N 6.673 41.993 41.212 2.990 -0.453 -0.249 N21 RXV 23 RXV C22 C22 C 0 1 N N N 5.503 41.314 41.741 3.669 0.849 -0.223 C22 RXV 24 RXV C23 C23 C 0 1 Y N N 5.699 39.816 41.724 5.109 0.657 0.179 C23 RXV 25 RXV C24 C24 C 0 1 Y N N 4.975 39.034 40.826 6.090 0.536 -0.790 C24 RXV 26 RXV C25 C25 C 0 1 Y N N 5.182 37.661 40.841 7.399 0.366 -0.391 C25 RXV 27 RXV S26 S26 S 0 1 N N N 4.406 36.530 39.838 8.928 0.158 -1.267 S26 RXV 28 RXV C27 C27 C 0 1 N N N 5.322 35.219 40.611 9.858 -0.398 0.218 C27 RXV 29 RXV O28 O28 O 0 1 N N N 6.179 35.768 41.621 9.052 0.174 1.266 O28 RXV 30 RXV C29 C29 C 0 1 Y N N 6.077 37.123 41.722 7.737 0.322 0.970 C29 RXV 31 RXV C30 C30 C 0 1 Y N N 6.785 37.924 42.607 6.675 0.445 1.871 C30 RXV 32 RXV N31 N31 N 0 1 Y N N 6.580 39.249 42.588 5.438 0.609 1.456 N31 RXV 33 RXV H8 H8 H 0 1 N N N 6.249 52.111 43.494 -7.516 -3.126 0.009 H8 RXV 34 RXV H131 H131 H 0 0 N N N 5.979 47.690 42.054 -3.099 -0.151 1.193 H131 RXV 35 RXV H132 H132 H 0 0 N N N 5.683 47.837 40.289 -3.125 -1.928 1.291 H132 RXV 36 RXV H33 H33 H 0 1 N N N 6.743 48.750 38.735 -3.827 1.423 0.444 H33 RXV 37 RXV H4 H4 H 0 1 N N N 7.258 52.624 36.998 -7.509 3.419 -0.353 H4 RXV 38 RXV H11C H11C H 0 0 N N N 7.364 48.384 35.294 -6.205 4.855 -1.100 H11C RXV 39 RXV H12C H12C H 0 0 N N N 8.256 48.343 36.852 -6.530 4.955 0.647 H12C RXV 40 RXV H13C H13C H 0 0 N N N 6.471 48.140 36.833 -5.117 5.787 -0.045 H13C RXV 41 RXV H5 H5 H 0 1 N N N 6.975 53.667 39.217 -8.700 1.300 -0.455 H5 RXV 42 RXV H141 H141 H 0 0 N N N 8.026 47.802 39.795 -2.886 -2.066 -1.174 H141 RXV 43 RXV H142 H142 H 0 0 N N N 8.447 48.007 41.558 -2.860 -0.289 -1.271 H142 RXV 44 RXV H161 H161 H 0 0 N N N 7.434 46.145 43.071 -0.770 -2.409 -2.021 H161 RXV 45 RXV H162 H162 H 0 0 N N N 5.992 45.909 42.030 -0.533 -0.672 -2.325 H162 RXV 46 RXV H201 H201 H 0 0 N N N 6.265 45.678 39.638 -0.859 0.915 -0.538 H201 RXV 47 RXV H202 H202 H 0 0 N N N 7.910 45.784 38.912 -1.336 0.343 1.079 H202 RXV 48 RXV H171 H171 H 0 0 N N N 8.250 43.876 42.450 1.209 -2.425 -0.534 H171 RXV 49 RXV H172 H172 H 0 0 N N N 6.617 43.804 43.201 1.645 -1.834 -2.156 H172 RXV 50 RXV H18 H18 H 0 1 N N N 5.589 43.697 40.925 1.487 0.499 -1.368 H18 RXV 51 RXV H191 H191 H 0 0 N N N 8.539 43.664 40.065 0.866 -0.758 1.345 H191 RXV 52 RXV H192 H192 H 0 0 N N N 7.141 43.430 38.974 1.066 0.981 1.015 H192 RXV 53 RXV H21 H21 H 0 1 N N N 6.821 41.627 40.293 3.072 -0.921 0.641 H21 RXV 54 RXV H221 H221 H 0 0 N N N 5.336 41.642 42.777 3.626 1.301 -1.214 H221 RXV 55 RXV H222 H222 H 0 0 N N N 4.635 41.564 41.113 3.175 1.503 0.496 H222 RXV 56 RXV H24 H24 H 0 1 N N N 4.273 39.483 40.138 5.834 0.574 -1.839 H24 RXV 57 RXV H271 H271 H 0 0 N N N 4.623 34.505 41.071 9.877 -1.486 0.286 H271 RXV 58 RXV H272 H272 H 0 0 N N N 5.930 34.701 39.855 10.867 0.013 0.228 H272 RXV 59 RXV H30 H30 H 0 1 N N N 7.489 37.487 43.300 6.876 0.408 2.931 H30 RXV 60 # 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 RXV N11 C10 TRIP N N 1 RXV C10 C9 SING N N 2 RXV C9 C12 SING Y N 3 RXV C9 C8 DOUB Y N 4 RXV C12 C32 DOUB Y N 5 RXV C12 C13 SING N N 6 RXV C32 C33 SING Y N 7 RXV C32 C6 SING Y N 8 RXV C33 C3 DOUB Y N 9 RXV C3 O2 SING N N 10 RXV C3 C4 SING Y N 11 RXV O2 C1 SING N N 12 RXV C4 C5 DOUB Y N 13 RXV C5 C6 SING Y N 14 RXV C6 N7 DOUB Y N 15 RXV N7 C8 SING Y N 16 RXV C13 C14 SING N N 17 RXV C14 N15 SING N N 18 RXV N15 C16 SING N N 19 RXV N15 C20 SING N N 20 RXV C16 C17 SING N N 21 RXV C17 C18 SING N N 22 RXV C18 C19 SING N N 23 RXV C18 N21 SING N N 24 RXV C19 C20 SING N N 25 RXV N21 C22 SING N N 26 RXV C22 C23 SING N N 27 RXV C23 C24 SING Y N 28 RXV C23 N31 DOUB Y N 29 RXV C24 C25 DOUB Y N 30 RXV C25 S26 SING N N 31 RXV C25 C29 SING Y N 32 RXV S26 C27 SING N N 33 RXV C27 O28 SING N N 34 RXV O28 C29 SING N N 35 RXV C29 C30 DOUB Y N 36 RXV C30 N31 SING Y N 37 RXV C8 H8 SING N N 38 RXV C13 H131 SING N N 39 RXV C13 H132 SING N N 40 RXV C33 H33 SING N N 41 RXV C4 H4 SING N N 42 RXV C1 H11C SING N N 43 RXV C1 H12C SING N N 44 RXV C1 H13C SING N N 45 RXV C5 H5 SING N N 46 RXV C14 H141 SING N N 47 RXV C14 H142 SING N N 48 RXV C16 H161 SING N N 49 RXV C16 H162 SING N N 50 RXV C20 H201 SING N N 51 RXV C20 H202 SING N N 52 RXV C17 H171 SING N N 53 RXV C17 H172 SING N N 54 RXV C18 H18 SING N N 55 RXV C19 H191 SING N N 56 RXV C19 H192 SING N N 57 RXV N21 H21 SING N N 58 RXV C22 H221 SING N N 59 RXV C22 H222 SING N N 60 RXV C24 H24 SING N N 61 RXV C27 H271 SING N N 62 RXV C27 H272 SING N N 63 RXV C30 H30 SING N N 64 # 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 RXV SMILES ACDLabs 10.04 "N#Cc2cnc1c(cc(OC)cc1)c2CCN5CCC(NCc3ncc4OCSc4c3)CC5" RXV SMILES_CANONICAL CACTVS 3.352 "COc1ccc2ncc(C#N)c(CCN3CCC(CC3)NCc4cc5SCOc5cn4)c2c1" RXV SMILES CACTVS 3.352 "COc1ccc2ncc(C#N)c(CCN3CCC(CC3)NCc4cc5SCOc5cn4)c2c1" RXV SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "COc1ccc2c(c1)c(c(cn2)C#N)CCN3CCC(CC3)NCc4cc5c(cn4)OCS5" RXV SMILES "OpenEye OEToolkits" 1.6.1 "COc1ccc2c(c1)c(c(cn2)C#N)CCN3CCC(CC3)NCc4cc5c(cn4)OCS5" RXV InChI InChI 1.03 "InChI=1S/C25H27N5O2S/c1-31-20-2-3-23-22(11-20)21(17(12-26)13-29-23)6-9-30-7-4-18(5-8-30)27-14-19-10-25-24(15-28-19)32-16-33-25/h2-3,10-11,13,15,18,27H,4-9,14,16H2,1H3" RXV InChIKey InChI 1.03 NKXJSCXEAVZSMF-UHFFFAOYSA-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 RXV "SYSTEMATIC NAME" ACDLabs 10.04 "6-methoxy-4-(2-{4-[([1,3]oxathiolo[5,4-c]pyridin-6-ylmethyl)amino]piperidin-1-yl}ethyl)quinoline-3-carbonitrile" RXV "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "6-methoxy-4-[2-[4-([1,3]oxathiolo[4,5-d]pyridin-6-ylmethylamino)piperidin-1-yl]ethyl]quinoline-3-carbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RXV "Create component" 2010-04-25 EBI RXV "Modify aromatic_flag" 2011-06-04 RCSB RXV "Modify descriptor" 2011-06-04 RCSB #