data_NXW # _chem_comp.id NXW _chem_comp.name "2-[(3,4-dichlorobenzyl)sulfanyl]-4-{[3-({N-[2-(methylamino)ethyl]glycyl}amino)phenyl]ethynyl}benzoic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H25 Cl2 N3 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2011-01-19 _chem_comp.pdbx_modified_date 2011-12-23 _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 542.477 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NXW _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 3QCM _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 NXW C1 C1 C 0 1 N N N 33.368 10.821 82.938 -2.132 -3.648 -0.051 C1 NXW 1 NXW C2 C2 C 0 1 N N N 34.340 10.691 82.245 -0.966 -3.734 0.049 C2 NXW 2 NXW C3 C3 C 0 1 Y N N 31.132 11.496 85.888 -5.728 -4.575 -0.141 C3 NXW 3 NXW C4 C4 C 0 1 Y N N 32.294 11.344 85.103 -4.358 -4.679 -0.024 C4 NXW 4 NXW C5 C5 C 0 1 Y N N 35.387 9.784 80.234 1.047 -5.082 0.435 C5 NXW 5 NXW C6 C6 C 0 1 Y N N 36.480 9.665 79.369 2.401 -5.191 0.547 C6 NXW 6 NXW C7 C7 C 0 1 Y N N 41.749 11.522 83.787 3.583 1.627 -1.836 C7 NXW 7 NXW C8 C8 C 0 1 Y N N 29.859 11.288 85.327 -6.313 -3.351 -0.408 C8 NXW 8 NXW C9 C9 C 0 1 Y N N 42.997 12.022 84.207 4.249 2.827 -2.011 C9 NXW 9 NXW C10 C10 C 0 1 Y N N 30.919 10.778 83.184 -4.148 -2.307 -0.436 C10 NXW 10 NXW C11 C11 C 0 1 Y N N 36.658 11.289 81.663 1.254 -2.702 0.022 C11 NXW 11 NXW C12 C12 C 0 1 Y N N 40.944 13.773 83.429 3.423 2.056 0.515 C12 NXW 12 NXW C13 C13 C 0 1 Y N N 32.192 10.983 83.745 -3.556 -3.543 -0.171 C13 NXW 13 NXW C14 C14 C 0 1 Y N N 35.477 10.581 81.382 0.457 -3.838 0.169 C14 NXW 14 NXW C15 C15 C 0 1 Y N N 37.665 10.355 79.662 3.215 -4.062 0.396 C15 NXW 15 NXW C16 C16 C 0 1 Y N N 40.739 12.404 83.399 3.171 1.243 -0.574 C16 NXW 16 NXW C17 C17 C 0 1 Y N N 29.747 10.931 83.971 -5.525 -2.215 -0.557 C17 NXW 17 NXW C18 C18 C 0 1 Y N N 37.767 11.170 80.803 2.632 -2.809 0.128 C18 NXW 18 NXW C19 C19 C 0 1 Y N N 43.206 13.405 84.239 4.507 3.640 -0.922 C19 NXW 19 NXW C20 C20 C 0 1 Y N N 42.182 14.265 83.847 4.098 3.252 0.343 C20 NXW 20 NXW C21 C21 C 0 1 N N N 38.767 10.205 78.730 4.675 -4.184 0.518 C21 NXW 21 NXW C22 C22 C 0 1 N N N 28.134 10.358 82.086 -5.601 0.149 -0.301 C22 NXW 22 NXW C23 C23 C 0 1 N N N 22.096 8.593 79.759 -5.262 7.290 1.172 C23 NXW 23 NXW C24 C24 C 0 1 N N N 39.411 11.887 82.946 2.445 -0.065 -0.385 C24 NXW 24 NXW C25 C25 C 0 1 N N N 26.624 10.234 81.911 -6.303 1.468 -0.500 C25 NXW 25 NXW C26 C26 C 0 1 N N N 24.455 8.766 79.342 -5.371 4.920 0.686 C26 NXW 26 NXW C27 C27 C 0 1 N N N 25.446 9.791 79.861 -6.194 3.837 -0.014 C27 NXW 27 NXW N28 N28 N 0 1 N N N 28.470 10.725 83.413 -6.123 -0.978 -0.822 N28 NXW 28 NXW N29 N29 N 0 1 N N N 23.162 9.346 79.095 -6.026 6.223 0.512 N29 NXW 29 NXW N30 N30 N 0 1 N N N 26.313 9.244 80.902 -5.538 2.534 0.160 N30 NXW 30 NXW O31 O31 O 0 1 N N N 39.247 11.128 78.090 5.380 -3.203 0.387 O31 NXW 31 NXW O32 O32 O 0 1 N N N 28.917 10.146 81.152 -4.565 0.102 0.329 O32 NXW 32 NXW O33 O33 O 0 1 N N N 39.216 8.926 78.619 5.232 -5.385 0.774 O33 NXW 33 NXW S34 S34 S 0 1 N N N 39.288 12.078 81.176 3.649 -1.383 -0.063 S34 NXW 34 NXW CL35 CL35 CL 0 0 N N N 44.725 14.055 84.767 5.343 5.145 -1.141 CL35 NXW 35 NXW CL36 CL36 CL 0 0 N N N 42.422 15.965 83.896 4.415 4.274 1.709 CL36 NXW 36 NXW H3 H3 H 0 1 N N N 31.220 11.774 86.928 -6.346 -5.453 -0.027 H3 NXW 37 NXW H4 H4 H 0 1 N N N 33.266 11.505 85.545 -3.905 -5.638 0.181 H4 NXW 38 NXW H5 H5 H 0 1 N N N 34.469 9.259 80.015 0.426 -5.958 0.548 H5 NXW 39 NXW H6 H6 H 0 1 N N N 36.412 9.048 78.485 2.848 -6.153 0.752 H6 NXW 40 NXW H7 H7 H 0 1 N N N 41.574 10.457 83.765 3.382 0.993 -2.687 H7 NXW 41 NXW H8 H8 H 0 1 N N N 28.973 11.402 85.934 -7.386 -3.276 -0.503 H8 NXW 42 NXW H9 H9 H 0 1 N N N 43.785 11.344 84.501 4.568 3.128 -2.998 H9 NXW 43 NXW H10 H10 H 0 1 N N N 30.832 10.501 82.144 -3.534 -1.426 -0.551 H10 NXW 44 NXW H11 H11 H 0 1 N N N 36.715 11.922 82.536 0.799 -1.745 -0.184 H11 NXW 45 NXW H12 H12 H 0 1 N N N 40.157 14.451 83.133 3.104 1.753 1.501 H12 NXW 46 NXW H23 H23 H 0 1 N N N 21.126 9.066 79.547 -5.186 7.076 2.238 H23 NXW 47 NXW H23A H23A H 0 0 N N N 22.089 7.559 79.384 -4.262 7.341 0.740 H23A NXW 48 NXW H23B H23B H 0 0 N N N 22.272 8.588 80.845 -5.770 8.243 1.028 H23B NXW 49 NXW H24 H24 H 0 1 N N N 39.318 10.823 83.211 1.762 0.018 0.460 H24 NXW 50 NXW H24A H24A H 0 0 N N N 38.606 12.455 83.436 1.881 -0.301 -1.287 H24A NXW 51 NXW H25 H25 H 0 1 N N N 26.173 9.929 82.867 -6.378 1.681 -1.566 H25 NXW 52 NXW H25A H25A H 0 0 N N N 26.215 11.207 81.600 -7.302 1.416 -0.068 H25A NXW 53 NXW H26 H26 H 0 1 N N N 24.346 7.970 80.093 -5.295 4.690 1.749 H26 NXW 54 NXW H26A H26A H 0 0 N N N 24.840 8.350 78.399 -4.372 4.955 0.250 H26A NXW 55 NXW H27 H27 H 0 1 N N N 26.074 10.126 79.023 -7.193 3.802 0.422 H27 NXW 56 NXW H27A H27A H 0 0 N N N 24.885 10.638 80.282 -6.269 4.067 -1.077 H27A NXW 57 NXW HN28 HN28 H 0 0 N N N 27.698 10.855 84.036 -6.914 -0.932 -1.382 HN28 NXW 58 NXW HN29 HN29 H 0 0 N N N 22.992 9.343 78.110 -6.977 6.197 0.850 HN29 NXW 59 NXW HN30 HN30 H 0 0 N N N 27.166 8.935 80.481 -5.399 2.327 1.138 HN30 NXW 60 NXW HO33 HO33 H 0 0 N N N 39.927 8.893 77.990 6.196 -5.416 0.846 HO33 NXW 61 # 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 NXW C2 C1 TRIP N N 1 NXW C1 C13 SING N N 2 NXW C14 C2 SING N N 3 NXW C4 C3 DOUB Y N 4 NXW C8 C3 SING Y N 5 NXW C3 H3 SING N N 6 NXW C13 C4 SING Y N 7 NXW C4 H4 SING N N 8 NXW C6 C5 DOUB Y N 9 NXW C5 C14 SING Y N 10 NXW C5 H5 SING N N 11 NXW C6 C15 SING Y N 12 NXW C6 H6 SING N N 13 NXW C16 C7 DOUB Y N 14 NXW C7 C9 SING Y N 15 NXW C7 H7 SING N N 16 NXW C17 C8 DOUB Y N 17 NXW C8 H8 SING N N 18 NXW C9 C19 DOUB Y N 19 NXW C9 H9 SING N N 20 NXW C10 C13 DOUB Y N 21 NXW C10 C17 SING Y N 22 NXW C10 H10 SING N N 23 NXW C18 C11 SING Y N 24 NXW C14 C11 DOUB Y N 25 NXW C11 H11 SING N N 26 NXW C16 C12 SING Y N 27 NXW C12 C20 DOUB Y N 28 NXW C12 H12 SING N N 29 NXW C21 C15 SING N N 30 NXW C15 C18 DOUB Y N 31 NXW C24 C16 SING N N 32 NXW N28 C17 SING N N 33 NXW C18 S34 SING N N 34 NXW C20 C19 SING Y N 35 NXW C19 CL35 SING N N 36 NXW C20 CL36 SING N N 37 NXW O31 C21 DOUB N N 38 NXW O33 C21 SING N N 39 NXW O32 C22 DOUB N N 40 NXW C25 C22 SING N N 41 NXW C22 N28 SING N N 42 NXW N29 C23 SING N N 43 NXW C23 H23 SING N N 44 NXW C23 H23A SING N N 45 NXW C23 H23B SING N N 46 NXW S34 C24 SING N N 47 NXW C24 H24 SING N N 48 NXW C24 H24A SING N N 49 NXW N30 C25 SING N N 50 NXW C25 H25 SING N N 51 NXW C25 H25A SING N N 52 NXW N29 C26 SING N N 53 NXW C26 C27 SING N N 54 NXW C26 H26 SING N N 55 NXW C26 H26A SING N N 56 NXW C27 N30 SING N N 57 NXW C27 H27 SING N N 58 NXW C27 H27A SING N N 59 NXW N28 HN28 SING N N 60 NXW N29 HN29 SING N N 61 NXW N30 HN30 SING N N 62 NXW O33 HO33 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 NXW SMILES ACDLabs 12.01 "Clc1ccc(cc1Cl)CSc3cc(C#Cc2cccc(NC(=O)CNCCNC)c2)ccc3C(=O)O" NXW SMILES_CANONICAL CACTVS 3.370 "CNCCNCC(=O)Nc1cccc(c1)C#Cc2ccc(C(O)=O)c(SCc3ccc(Cl)c(Cl)c3)c2" NXW SMILES CACTVS 3.370 "CNCCNCC(=O)Nc1cccc(c1)C#Cc2ccc(C(O)=O)c(SCc3ccc(Cl)c(Cl)c3)c2" NXW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "CNCCNCC(=O)Nc1cccc(c1)C#Cc2ccc(c(c2)SCc3ccc(c(c3)Cl)Cl)C(=O)O" NXW SMILES "OpenEye OEToolkits" 1.7.0 "CNCCNCC(=O)Nc1cccc(c1)C#Cc2ccc(c(c2)SCc3ccc(c(c3)Cl)Cl)C(=O)O" NXW InChI InChI 1.03 "InChI=1S/C27H25Cl2N3O3S/c1-30-11-12-31-16-26(33)32-21-4-2-3-18(13-21)5-6-19-7-9-22(27(34)35)25(15-19)36-17-20-8-10-23(28)24(29)14-20/h2-4,7-10,13-15,30-31H,11-12,16-17H2,1H3,(H,32,33)(H,34,35)" NXW InChIKey InChI 1.03 ZFBIDSCNZFTQMQ-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 NXW "SYSTEMATIC NAME" ACDLabs 12.01 "2-[(3,4-dichlorobenzyl)sulfanyl]-4-{[3-({N-[2-(methylamino)ethyl]glycyl}amino)phenyl]ethynyl}benzoic acid" NXW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.0 "2-[(3,4-dichlorophenyl)methylsulfanyl]-4-[2-[3-[2-[2-(methylamino)ethylamino]ethanoylamino]phenyl]ethynyl]benzoic 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 NXW "Create component" 2011-01-19 RCSB NXW "Other modification" 2011-01-24 RCSB NXW "Modify aromatic_flag" 2011-06-04 RCSB NXW "Modify descriptor" 2011-06-04 RCSB #