data_I5U # _chem_comp.id I5U _chem_comp.name "N',N'-{[(2R)-3-aminopropane-1,2-diyl]bis(oxymethanediylbenzene-3,1-diyl)}dithiophene-2-carboximidamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H29 N5 O2 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-06-17 _chem_comp.pdbx_modified_date 2014-08-15 _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 519.681 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I5U _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 4UPM _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 I5U N26 N26 N 0 1 N N N 11.464 -1.529 58.923 -5.002 2.773 2.842 N26 I5U 1 I5U C26 C26 C 0 1 N N N 12.013 -0.376 59.284 -4.762 1.988 1.734 C26 I5U 2 I5U C25 C25 C 0 1 Y N N 11.554 0.384 60.464 -5.865 1.637 0.831 C25 I5U 3 I5U S21 S21 S 0 1 Y N N 9.891 0.270 60.907 -5.770 0.486 -0.495 S21 I5U 4 I5U C22 C22 C 0 1 Y N N 10.180 1.256 62.305 -7.406 0.748 -0.901 C22 I5U 5 I5U C23 C23 C 0 1 Y N N 11.549 1.590 62.422 -7.965 1.644 -0.081 C23 I5U 6 I5U C24 C24 C 0 1 Y N N 12.330 1.067 61.393 -7.130 2.147 0.891 C24 I5U 7 I5U N27 N27 N 0 1 N N N 13.023 0.073 58.576 -3.545 1.555 1.485 N27 I5U 8 I5U C31 C31 C 0 1 Y N N 13.390 1.379 58.431 -3.275 0.911 0.310 C31 I5U 9 I5U C32 C32 C 0 1 Y N N 12.519 2.477 58.505 -3.323 1.608 -0.900 C32 I5U 10 I5U C33 C33 C 0 1 Y N N 13.027 3.775 58.457 -3.049 0.952 -2.082 C33 I5U 11 I5U C34 C34 C 0 1 Y N N 14.403 4.021 58.338 -2.729 -0.395 -2.071 C34 I5U 12 I5U C36 C36 C 0 1 Y N N 14.756 1.630 58.319 -2.946 -0.447 0.313 C36 I5U 13 I5U C35 C35 C 0 1 Y N N 15.248 2.933 58.243 -2.680 -1.092 -0.877 C35 I5U 14 I5U C37 C37 C 0 1 N N N 16.749 3.050 58.140 -2.331 -2.558 -0.876 C37 I5U 15 I5U O38 O38 O 0 1 N N N 17.209 4.336 57.800 -0.916 -2.710 -0.747 O38 I5U 16 I5U C20 C20 C 0 1 N N R 17.922 4.369 56.540 -0.476 -4.070 -0.736 C20 I5U 17 I5U C21 C21 C 0 1 N N N 19.106 3.385 56.408 -0.453 -4.586 0.704 C21 I5U 18 I5U N22 N22 N 0 1 N N N 20.251 3.782 57.207 -1.822 -4.615 1.236 N22 I5U 19 I5U C19 C19 C 0 1 N N N 18.465 5.787 56.382 0.930 -4.156 -1.331 C19 I5U 20 I5U O18 O18 O 0 1 N N N 17.931 6.334 55.195 1.848 -3.455 -0.489 O18 I5U 21 I5U C17 C17 C 0 1 N N N 18.103 7.747 55.043 3.198 -3.475 -0.958 C17 I5U 22 I5U C15 C15 C 0 1 Y N N 19.543 8.078 54.790 4.073 -2.710 0.001 C15 I5U 23 I5U C14 C14 C 0 1 Y N N 20.046 9.295 55.222 4.675 -3.365 1.060 C14 I5U 24 I5U C13 C13 C 0 1 Y N N 21.384 9.582 54.990 5.479 -2.667 1.942 C13 I5U 25 I5U C12 C12 C 0 1 Y N N 22.199 8.657 54.329 5.684 -1.312 1.768 C12 I5U 26 I5U C16 C16 C 0 1 Y N N 20.351 7.159 54.133 4.279 -1.357 -0.182 C16 I5U 27 I5U C11 C11 C 0 1 Y N N 21.698 7.420 53.897 5.082 -0.651 0.705 C11 I5U 28 I5U N07 N07 N 0 1 N N N 22.381 6.411 53.263 5.287 0.720 0.526 N07 I5U 29 I5U C06 C06 C 0 1 N N N 23.669 6.347 52.855 4.264 1.515 0.049 C06 I5U 30 I5U N06 N06 N 0 1 N N N 24.650 7.193 53.185 3.065 1.016 -0.103 N06 I5U 31 I5U C05 C05 C 0 1 Y N N 24.001 5.285 51.845 4.522 2.923 -0.289 C05 I5U 32 I5U S01 S01 S 0 1 Y N N 25.475 4.399 52.020 6.073 3.738 -0.143 S01 I5U 33 I5U C02 C02 C 0 1 Y N N 25.190 3.451 50.594 5.412 5.200 -0.722 C02 I5U 34 I5U C03 C03 C 0 1 Y N N 23.991 3.821 49.991 4.113 5.060 -1.001 C03 I5U 35 I5U C04 C04 C 0 1 Y N N 23.330 4.850 50.694 3.599 3.802 -0.772 C04 I5U 36 I5U H261 H261 H 0 0 N N N 11.821 -2.027 58.133 -5.899 3.092 3.026 H261 I5U 37 I5U H262 H262 H 0 0 N N N 10.693 -1.899 59.441 -4.274 3.002 3.441 H262 I5U 38 I5U H24 H24 H 0 1 N N N 13.402 1.178 61.326 -7.444 2.873 1.626 H24 I5U 39 I5U H22 H22 H 0 1 N N N 9.413 1.574 62.996 -7.922 0.256 -1.712 H22 I5U 40 I5U H23 H23 H 0 1 N N N 11.949 2.189 63.227 -8.998 1.948 -0.172 H23 I5U 41 I5U H32 H32 H 0 1 N N N 11.455 2.317 58.599 -3.573 2.659 -0.910 H32 I5U 42 I5U H36 H36 H 0 1 N N N 15.447 0.800 58.291 -2.903 -0.991 1.245 H36 I5U 43 I5U H33 H33 H 0 1 N N N 12.345 4.611 58.513 -3.086 1.489 -3.018 H33 I5U 44 I5U H34 H34 H 0 1 N N N 14.789 5.029 58.321 -2.517 -0.904 -3.000 H34 I5U 45 I5U H371 H371 H 0 0 N N N 17.183 2.775 59.113 -2.827 -3.049 -0.038 H371 I5U 46 I5U H372 H372 H 0 0 N N N 17.097 2.345 57.371 -2.662 -3.011 -1.810 H372 I5U 47 I5U H20 H20 H 0 1 N N N 17.219 4.173 55.717 -1.160 -4.678 -1.329 H20 I5U 48 I5U H211 H211 H 0 0 N N N 18.775 2.389 56.737 -0.034 -5.592 0.723 H211 I5U 49 I5U H212 H212 H 0 0 N N N 19.411 3.340 55.352 0.160 -3.926 1.317 H212 I5U 50 I5U H191 H191 H 0 0 N N N 18.162 6.400 57.244 1.230 -5.202 -1.404 H191 I5U 51 I5U H192 H192 H 0 0 N N N 19.563 5.760 56.319 0.933 -3.707 -2.325 H192 I5U 52 I5U H221 H221 H 0 0 N N N 20.988 3.116 57.088 -2.427 -5.170 0.648 H221 I5U 53 I5U H222 H222 H 0 0 N N N 20.566 4.684 56.912 -1.834 -4.953 2.187 H222 I5U 54 I5U H171 H171 H 0 0 N N N 17.497 8.096 54.194 3.545 -4.506 -1.023 H171 I5U 55 I5U H172 H172 H 0 0 N N N 17.772 8.253 55.962 3.247 -3.012 -1.943 H172 I5U 56 I5U H14 H14 H 0 1 N N N 19.410 10.006 55.729 4.516 -4.424 1.198 H14 I5U 57 I5U H16 H16 H 0 1 N N N 19.926 6.224 53.799 3.812 -0.846 -1.011 H16 I5U 58 I5U H13 H13 H 0 1 N N N 21.798 10.523 55.321 5.947 -3.182 2.768 H13 I5U 59 I5U H12 H12 H 0 1 N N N 23.235 8.900 54.147 6.312 -0.768 2.457 H12 I5U 60 I5U H07 H07 H 0 1 N N N 21.839 5.592 53.073 6.148 1.113 0.738 H07 I5U 61 I5U H06 H06 H 0 1 N N N 25.498 6.992 52.695 2.346 1.574 -0.438 H06 I5U 62 I5U H04 H04 H 0 1 N N N 22.387 5.267 50.373 2.568 3.540 -0.955 H04 I5U 63 I5U H02 H02 H 0 1 N N N 25.851 2.681 50.226 5.969 6.117 -0.847 H02 I5U 64 I5U H03 H03 H 0 1 N N N 23.610 3.371 49.086 3.510 5.872 -1.380 H03 I5U 65 # 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 I5U N26 C26 SING N N 1 I5U C26 C25 SING N N 2 I5U C26 N27 DOUB N N 3 I5U C25 S21 SING Y N 4 I5U C25 C24 DOUB Y N 5 I5U S21 C22 SING Y N 6 I5U C22 C23 DOUB Y N 7 I5U C23 C24 SING Y N 8 I5U N27 C31 SING N N 9 I5U C31 C32 SING Y N 10 I5U C31 C36 DOUB Y N 11 I5U C32 C33 DOUB Y N 12 I5U C33 C34 SING Y N 13 I5U C34 C35 DOUB Y N 14 I5U C36 C35 SING Y N 15 I5U C35 C37 SING N N 16 I5U C37 O38 SING N N 17 I5U O38 C20 SING N N 18 I5U C20 C21 SING N N 19 I5U C20 C19 SING N N 20 I5U C21 N22 SING N N 21 I5U C19 O18 SING N N 22 I5U O18 C17 SING N N 23 I5U C17 C15 SING N N 24 I5U C15 C14 SING Y N 25 I5U C15 C16 DOUB Y N 26 I5U C14 C13 DOUB Y N 27 I5U C13 C12 SING Y N 28 I5U C12 C11 DOUB Y N 29 I5U C16 C11 SING Y N 30 I5U C11 N07 SING N N 31 I5U N07 C06 SING N N 32 I5U C06 N06 DOUB N N 33 I5U C06 C05 SING N N 34 I5U C05 S01 SING Y N 35 I5U C05 C04 DOUB Y N 36 I5U S01 C02 SING Y N 37 I5U C02 C03 DOUB Y N 38 I5U C03 C04 SING Y N 39 I5U N26 H261 SING N N 40 I5U N26 H262 SING N N 41 I5U C24 H24 SING N N 42 I5U C22 H22 SING N N 43 I5U C23 H23 SING N N 44 I5U C32 H32 SING N N 45 I5U C36 H36 SING N N 46 I5U C33 H33 SING N N 47 I5U C34 H34 SING N N 48 I5U C37 H371 SING N N 49 I5U C37 H372 SING N N 50 I5U C20 H20 SING N N 51 I5U C21 H211 SING N N 52 I5U C21 H212 SING N N 53 I5U C19 H191 SING N N 54 I5U C19 H192 SING N N 55 I5U N22 H221 SING N N 56 I5U N22 H222 SING N N 57 I5U C17 H171 SING N N 58 I5U C17 H172 SING N N 59 I5U C14 H14 SING N N 60 I5U C16 H16 SING N N 61 I5U C13 H13 SING N N 62 I5U C12 H12 SING N N 63 I5U N07 H07 SING N N 64 I5U N06 H06 SING N N 65 I5U C04 H04 SING N N 66 I5U C02 H02 SING N N 67 I5U C03 H03 SING N N 68 # 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 I5U SMILES ACDLabs 12.01 "N(/c1cc(ccc1)COC(CN)COCc3cccc(NC(=[N@H])c2sccc2)c3)=C(\N)c4sccc4" I5U InChI InChI 1.03 "InChI=1S/C27H29N5O2S2/c28-15-23(34-17-20-6-2-8-22(14-20)32-27(30)25-10-4-12-36-25)18-33-16-19-5-1-7-21(13-19)31-26(29)24-9-3-11-35-24/h1-14,23H,15-18,28H2,(H2,29,31)(H2,30,32)/t23-/m1/s1" I5U InChIKey InChI 1.03 KEUPBLDQGUHFOB-HSZRJFAPSA-N I5U SMILES_CANONICAL CACTVS 3.385 "NC[C@H](COCc1cccc(NC(=N)c2sccc2)c1)OCc3cccc(c3)N=C(N)c4sccc4" I5U SMILES CACTVS 3.385 "NC[CH](COCc1cccc(NC(=N)c2sccc2)c1)OCc3cccc(c3)N=C(N)c4sccc4" I5U SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C(\c1cccs1)/Nc2cccc(c2)COC[C@@H](CN)OCc3cccc(c3)/N=C(\c4cccs4)/N" I5U SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)NC(=N)c2cccs2)COCC(CN)OCc3cccc(c3)N=C(c4cccs4)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 I5U "SYSTEMATIC NAME" ACDLabs 12.01 "N',N'-{[(2R)-3-aminopropane-1,2-diyl]bis(oxymethanediylbenzene-3,1-diyl)}dithiophene-2-carboximidamide" I5U "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N'-[3-[[(2R)-1-azanyl-3-[[3-[(C-thiophen-2-ylcarbonimidoyl)amino]phenyl]methoxy]propan-2-yl]oxymethyl]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 I5U "Create component" 2014-06-17 EBI I5U "Initial release" 2014-08-20 RCSB #