data_RFQ # _chem_comp.id RFQ _chem_comp.name "N-{3-[(1S)-2-(3-{(Z)-[amino(thiophen-2-yl)methylidene]amino}phenoxy)-1-hydroxyethyl]phenyl}thiophene-2-carboximidamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H21 N4 O2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-24 _chem_comp.pdbx_modified_date 2015-01-09 _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 RFQ _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 4D3U _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 RFQ S01 S01 S 0 1 Y N N 1.777 19.378 24.105 -8.400 -1.449 0.276 S01 RFQ 1 RFQ C02 C02 C 0 1 Y N N 2.507 20.680 23.322 -8.797 -3.103 0.152 C02 RFQ 2 RFQ C03 C03 C 0 1 Y N N 3.889 20.585 23.529 -7.725 -3.829 -0.177 C03 RFQ 3 RFQ C04 C04 C 0 1 Y N N 4.306 19.488 24.287 -6.562 -3.109 -0.342 C04 RFQ 4 RFQ C05 C05 C 0 1 Y N N 3.207 18.730 24.695 -6.721 -1.771 -0.135 C05 RFQ 5 RFQ C06 C06 C 0 1 N N N 3.045 17.475 25.474 -5.659 -0.759 -0.241 C06 RFQ 6 RFQ N07 N07 N 0 1 N N N 3.772 16.394 25.153 -5.947 0.572 -0.007 N07 RFQ 7 RFQ N08 N08 N 0 1 N N N 2.216 17.439 26.438 -4.443 -1.118 -0.555 N08 RFQ 8 RFQ C11 C11 C 0 1 Y N N 4.467 16.185 23.996 -4.917 1.516 0.020 C11 RFQ 9 RFQ C12 C12 C 0 1 Y N N 3.943 16.488 22.732 -5.114 2.777 -0.528 C12 RFQ 10 RFQ C13 C13 C 0 1 Y N N 4.690 16.220 21.575 -4.094 3.707 -0.500 C13 RFQ 11 RFQ C14 C14 C 0 1 Y N N 5.952 15.632 21.662 -2.877 3.385 0.072 C14 RFQ 12 RFQ C15 C15 C 0 1 Y N N 6.483 15.322 22.918 -2.677 2.130 0.618 C15 RFQ 13 RFQ C16 C16 C 0 1 Y N N 5.731 15.591 24.070 -3.695 1.197 0.599 C16 RFQ 14 RFQ C17 C17 C 0 1 N N S 7.823 14.696 23.052 -1.349 1.782 1.240 C17 RFQ 15 RFQ O18 O18 O 0 1 N N N 8.734 15.235 22.086 -0.861 2.904 1.978 O18 RFQ 16 RFQ S21 S21 S 0 1 Y N N 7.016 5.099 20.874 7.944 -2.026 1.049 S21 RFQ 17 RFQ C22 C22 C 0 1 Y N N 5.785 3.946 20.474 9.641 -1.879 0.965 C22 RFQ 18 RFQ C23 C23 C 0 1 Y N N 4.594 4.487 20.959 9.994 -0.827 0.219 C23 RFQ 19 RFQ C24 C24 C 0 1 Y N N 4.670 5.739 21.595 8.946 -0.106 -0.307 C24 RFQ 20 RFQ C25 C25 C 0 1 Y N N 5.969 6.248 21.640 7.722 -0.606 0.036 C25 RFQ 21 RFQ C26 C26 C 0 1 N N N 6.559 7.516 22.190 6.429 -0.048 -0.377 C26 RFQ 22 RFQ N27 N27 N 0 1 N N N 7.673 8.033 21.669 5.310 -0.619 0.017 N27 RFQ 23 RFQ N28 N28 N 0 1 N N N 5.981 8.124 23.132 6.386 1.074 -1.178 N28 RFQ 24 RFQ C31 C31 C 0 1 Y N N 8.475 8.911 22.327 4.111 -0.186 -0.477 C31 RFQ 25 RFQ C32 C32 C 0 1 Y N N 9.646 8.410 22.874 3.907 -0.113 -1.858 C32 RFQ 26 RFQ C33 C33 C 0 1 Y N N 10.519 9.257 23.545 2.696 0.324 -2.353 C33 RFQ 27 RFQ C34 C34 C 0 1 Y N N 10.233 10.613 23.664 1.681 0.689 -1.487 C34 RFQ 28 RFQ C35 C35 C 0 1 Y N N 9.065 11.142 23.127 1.874 0.619 -0.113 C35 RFQ 29 RFQ C36 C36 C 0 1 Y N N 8.186 10.281 22.447 3.084 0.178 0.395 C36 RFQ 30 RFQ O37 O37 O 0 1 N N N 8.855 12.502 23.287 0.873 0.980 0.732 O37 RFQ 31 RFQ C38 C38 C 0 1 N N N 7.702 13.197 22.800 -0.349 1.422 0.139 C38 RFQ 32 RFQ H02 H02 H 0 1 N N N 1.999 21.450 22.761 -9.784 -3.510 0.318 H02 RFQ 33 RFQ H03 H03 H 0 1 N N N 4.584 21.309 23.130 -7.766 -4.900 -0.305 H03 RFQ 34 RFQ H04 H04 H 0 1 N N N 5.334 19.259 24.524 -5.617 -3.560 -0.608 H04 RFQ 35 RFQ HN07 HN07 H 0 0 N N N 3.809 15.663 25.834 -6.865 0.851 0.139 HN07 RFQ 36 RFQ HN08 HN08 H 0 0 N N N 2.197 16.543 26.882 -3.764 -0.444 -0.716 HN08 RFQ 37 RFQ H12 H12 H 0 1 N N N 2.961 16.929 22.648 -6.064 3.029 -0.975 H12 RFQ 38 RFQ H13 H13 H 0 1 N N N 4.284 16.472 20.607 -4.247 4.688 -0.926 H13 RFQ 39 RFQ H14 H14 H 0 1 N N N 6.515 15.418 20.766 -2.081 4.114 0.093 H14 RFQ 40 RFQ H16 H16 H 0 1 N N N 6.137 15.334 25.037 -3.540 0.219 1.029 H16 RFQ 41 RFQ H17 H17 H 0 1 N N N 8.206 14.859 24.070 -1.473 0.932 1.910 H17 RFQ 42 RFQ HO18 HO18 H 0 0 N N N 9.584 14.823 22.187 -0.726 3.698 1.443 HO18 RFQ 43 RFQ H22 H22 H 0 1 N N N 5.913 3.006 19.958 10.338 -2.547 1.449 H22 RFQ 44 RFQ H23 H23 H 0 1 N N N 3.654 3.967 20.851 11.026 -0.562 0.042 H23 RFQ 45 RFQ H24 H24 H 0 1 N N N 3.813 6.253 22.006 9.078 0.767 -0.928 H24 RFQ 46 RFQ HN28 HN28 H 0 0 N N N 6.459 8.966 23.384 7.203 1.424 -1.566 HN28 RFQ 47 RFQ H32 H32 H 0 1 N N N 9.880 7.360 22.778 4.698 -0.397 -2.537 H32 RFQ 48 RFQ H33 H33 H 0 1 N N N 11.426 8.860 23.977 2.539 0.380 -3.420 H33 RFQ 49 RFQ H34 H34 H 0 1 N N N 10.926 11.262 24.179 0.735 1.030 -1.881 H34 RFQ 50 RFQ H36 H36 H 0 1 N N N 7.280 10.676 22.013 3.233 0.119 1.463 H36 RFQ 51 RFQ H38 H38 H 0 1 N N N 6.808 12.816 23.315 -0.762 0.624 -0.479 H38 RFQ 52 RFQ H38A H38A H 0 0 N N N 7.605 13.020 21.719 -0.158 2.299 -0.479 H38A RFQ 53 # 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 RFQ S01 C02 SING Y N 1 RFQ S01 C05 SING Y N 2 RFQ C02 C03 DOUB Y N 3 RFQ C03 C04 SING Y N 4 RFQ C04 C05 DOUB Y N 5 RFQ C05 C06 SING N N 6 RFQ C06 N07 SING N N 7 RFQ C06 N08 DOUB N N 8 RFQ N07 C11 SING N N 9 RFQ C11 C12 DOUB Y N 10 RFQ C11 C16 SING Y N 11 RFQ C12 C13 SING Y N 12 RFQ C13 C14 DOUB Y N 13 RFQ C14 C15 SING Y N 14 RFQ C15 C16 DOUB Y N 15 RFQ C15 C17 SING N N 16 RFQ C17 O18 SING N N 17 RFQ C17 C38 SING N N 18 RFQ S21 C22 SING Y N 19 RFQ S21 C25 SING Y N 20 RFQ C22 C23 DOUB Y N 21 RFQ C23 C24 SING Y N 22 RFQ C24 C25 DOUB Y N 23 RFQ C25 C26 SING N N 24 RFQ C26 N27 SING N N 25 RFQ C26 N28 DOUB N N 26 RFQ N27 C31 SING N N 27 RFQ C31 C32 DOUB Y N 28 RFQ C31 C36 SING Y N 29 RFQ C32 C33 SING Y N 30 RFQ C33 C34 DOUB Y N 31 RFQ C34 C35 SING Y N 32 RFQ C35 C36 DOUB Y N 33 RFQ C35 O37 SING N N 34 RFQ O37 C38 SING N N 35 RFQ C02 H02 SING N N 36 RFQ C03 H03 SING N N 37 RFQ C04 H04 SING N N 38 RFQ N07 HN07 SING N N 39 RFQ N08 HN08 SING N N 40 RFQ C12 H12 SING N N 41 RFQ C13 H13 SING N N 42 RFQ C14 H14 SING N N 43 RFQ C16 H16 SING N N 44 RFQ C17 H17 SING N N 45 RFQ O18 HO18 SING N N 46 RFQ C22 H22 SING N N 47 RFQ C23 H23 SING N N 48 RFQ C24 H24 SING N N 49 RFQ N28 HN28 SING N N 50 RFQ C32 H32 SING N N 51 RFQ C33 H33 SING N N 52 RFQ C34 H34 SING N N 53 RFQ C36 H36 SING N N 54 RFQ C38 H38 SING N N 55 RFQ C38 H38A SING N N 56 # 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 RFQ SMILES ACDLabs 12.01 "N(c3cc(OCC(O)c2cccc(NC(=[N@H])c1sccc1)c2)ccc3)C(=[N@H])c4sccc4" RFQ InChI InChI 1.03 "InChI=1S/C24H22N4O2S2/c25-23(21-9-3-11-31-21)27-17-6-1-5-16(13-17)20(29)15-30-19-8-2-7-18(14-19)28-24(26)22-10-4-12-32-22/h1-14,20,29H,15H2,(H2,25,27)(H2,26,28)/t20-/m1/s1" RFQ InChIKey InChI 1.03 ZCTCFQXRJWOQIL-HXUWFJFHSA-N RFQ SMILES_CANONICAL CACTVS 3.385 "O[C@H](COc1cccc([N]C(=N)c2sccc2)c1)c3cccc(NC(=N)c4sccc4)c3" RFQ SMILES CACTVS 3.385 "O[CH](COc1cccc([N]C(=N)c2sccc2)c1)c3cccc(NC(=N)c4sccc4)c3" RFQ SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(/c1cccs1)\Nc2cccc(c2)[C@@H](COc3cccc(c3)[N]/C(=N\[H])/c4cccs4)O" RFQ SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=N)c2cccs2)C(COc3cccc(c3)[N]C(=N)c4cccs4)O" # 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 RFQ "SYSTEMATIC NAME" ACDLabs 12.01 "N-{3-[(1S)-1-hydroxy-2-(3-{[(Z)-imino(thiophen-2-yl)methyl]amino}phenoxy)ethyl]phenyl}thiophene-2-carboximidamide" RFQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[3-[(1S)-1-oxidanyl-2-[3-[(C-thiophen-2-ylcarbonimidoyl)-$l^{2}-azanyl]phenoxy]ethyl]phenyl]thiophene-2-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site RFQ "Create component" 2014-10-24 EBI RFQ "Initial release" 2015-01-14 RCSB #