data_XLC # _chem_comp.id XLC _chem_comp.name "3-CHLORO-N-[4-CHLORO-2-[[(4-CHLOROPHENYL)AMINO]CARBONYL]PHENYL]-4-[(4-METHYL-1-PIPERAZINYL)METHYL]-2-THIOPHENECARBOXAMIDE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C24 H23 Cl3 N4 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2002-09-23 _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 537.889 _chem_comp.one_letter_code ? _chem_comp.three_letter_code XLC _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 1MQ5 _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 XLC C1 C1 C 0 1 Y N N 9.561 7.679 25.698 1.599 -0.061 4.864 C1 XLC 1 XLC C2 C2 C 0 1 Y N N 10.543 8.237 24.836 2.053 0.571 6.014 C2 XLC 2 XLC C3 C3 C 0 1 Y N N 11.891 8.152 25.163 3.409 0.699 6.241 C3 XLC 3 XLC C4 C4 C 0 1 Y N N 12.311 7.529 26.353 4.316 0.199 5.323 C4 XLC 4 XLC CL1 CL1 CL 0 0 N N N 13.979 7.438 26.715 6.020 0.361 5.611 CL1 XLC 5 XLC C5 C5 C 0 1 Y N N 11.332 6.977 27.225 3.866 -0.430 4.176 C5 XLC 6 XLC C6 C6 C 0 1 Y N N 9.971 7.058 26.900 2.511 -0.566 3.946 C6 XLC 7 XLC N7 N7 N 0 1 N N N 8.227 7.698 25.425 0.226 -0.192 4.632 N7 XLC 8 XLC C9 C9 C 0 1 N N N 7.627 7.620 24.189 -0.254 -0.124 3.374 C9 XLC 9 XLC O10 O10 O 0 1 N N N 8.328 7.515 23.138 0.504 0.058 2.442 O10 XLC 10 XLC C11 C11 C 0 1 Y N N 6.203 7.668 24.102 -1.701 -0.272 3.129 C11 XLC 11 XLC C12 C12 C 0 1 Y N N 5.410 6.869 23.163 -2.194 -0.309 1.816 C12 XLC 12 XLC C13 C13 C 0 1 Y N N 3.992 6.991 23.191 -3.558 -0.449 1.597 C13 XLC 13 XLC C14 C14 C 0 1 Y N N 3.353 7.865 24.107 -4.424 -0.545 2.668 C14 XLC 14 XLC C15 C15 C 0 1 Y N N 4.121 8.645 25.020 -3.941 -0.503 3.967 C15 XLC 15 XLC CL2 CL2 CL 0 0 N N N 3.360 9.690 26.123 -5.044 -0.625 5.302 CL2 XLC 16 XLC C16 C16 C 0 1 Y N N 5.527 8.541 25.008 -2.590 -0.365 4.203 C16 XLC 17 XLC N17 N17 N 0 1 N N N 6.013 6.002 22.278 -1.319 -0.213 0.738 N17 XLC 18 XLC C19 C19 C 0 1 N N N 5.766 4.664 22.140 -1.752 0.280 -0.438 C19 XLC 19 XLC O20 O20 O 0 1 N N N 4.918 4.154 22.924 -2.877 0.735 -0.530 O20 XLC 20 XLC C21 C21 C 0 1 Y N N 6.487 3.781 21.239 -0.870 0.267 -1.606 C21 XLC 21 XLC S22 S22 S 0 1 Y N N 6.350 2.049 21.482 0.804 -0.332 -1.745 S22 XLC 22 XLC C23 C23 C 0 1 Y N N 7.445 1.768 20.197 1.074 0.029 -3.418 C23 XLC 23 XLC C24 C24 C 0 1 Y N N 7.924 2.905 19.571 -0.101 0.586 -3.810 C24 XLC 24 XLC C25 C25 C 0 1 Y N N 7.368 4.065 20.157 -1.115 0.725 -2.893 C25 XLC 25 XLC CL3 CL3 CL 0 0 N N N 7.771 5.590 19.600 -2.640 1.432 -3.329 CL3 XLC 26 XLC C26 C26 C 0 1 N N N 8.915 2.814 18.447 -0.288 1.053 -5.230 C26 XLC 27 XLC N27 N27 N 0 1 N N N 8.427 2.561 17.066 0.806 0.537 -6.063 N27 XLC 28 XLC C29 C29 C 0 1 N N N 7.512 1.399 16.866 0.533 0.976 -7.437 C29 XLC 29 XLC C30 C30 C 0 1 N N N 7.316 1.122 15.346 1.570 0.371 -8.385 C30 XLC 30 XLC N31 N31 N 0 1 N N N 6.884 2.367 14.622 1.454 -1.091 -8.375 N31 XLC 31 XLC C33 C33 C 0 1 N N N 7.759 3.538 14.874 1.726 -1.530 -7.001 C33 XLC 32 XLC C34 C34 C 0 1 N N N 7.902 3.786 16.397 0.690 -0.926 -6.053 C34 XLC 33 XLC C35 C35 C 0 1 N N N 6.689 2.127 13.162 2.549 -1.607 -9.208 C35 XLC 34 XLC HC2 HC2 H 0 1 N N N 10.255 8.743 23.900 1.346 0.961 6.731 HC2 XLC 35 XLC HC3 HC3 H 0 1 N N N 12.635 8.583 24.472 3.762 1.191 7.135 HC3 XLC 36 XLC HC5 HC5 H 0 1 N N N 11.632 6.481 28.163 4.576 -0.820 3.461 HC5 XLC 37 XLC HC6 HC6 H 0 1 N N N 9.223 6.633 27.590 2.161 -1.058 3.051 HC6 XLC 38 XLC HN7 HN7 H 0 1 N N N 7.611 7.780 26.234 -0.380 -0.333 5.376 HN7 XLC 39 XLC HC13 HC13 H 0 0 N N N 3.378 6.399 22.492 -3.942 -0.482 0.588 HC13 XLC 40 XLC HC14 HC14 H 0 0 N N N 2.253 7.939 24.109 -5.484 -0.654 2.492 HC14 XLC 41 XLC HC16 HC16 H 0 0 N N N 6.108 9.153 25.719 -2.218 -0.333 5.217 HC16 XLC 42 XLC HN17 HN17 H 0 0 N N N 6.720 6.394 21.656 -0.397 -0.500 0.833 HN17 XLC 43 XLC HC23 HC23 H 0 0 N N N 7.849 0.837 19.765 1.961 -0.146 -4.008 HC23 XLC 44 XLC H261 1H26 H 0 0 N N N 9.677 2.041 18.704 -0.284 2.142 -5.259 H261 XLC 45 XLC H262 2H26 H 0 0 N N N 9.536 3.740 18.442 -1.240 0.683 -5.612 H262 XLC 46 XLC H291 1H29 H 0 0 N N N 6.539 1.540 17.392 0.587 2.064 -7.488 H291 XLC 47 XLC H292 2H29 H 0 0 N N N 7.865 0.493 17.412 -0.462 0.648 -7.732 H292 XLC 48 XLC H301 1H30 H 0 0 N N N 6.609 0.278 15.170 2.570 0.659 -8.060 H301 XLC 49 XLC H302 2H30 H 0 0 N N N 8.230 0.676 14.888 1.397 0.742 -9.396 H302 XLC 50 XLC H331 1H33 H 0 0 N N N 7.402 4.447 14.337 1.673 -2.618 -6.950 H331 XLC 51 XLC H332 2H33 H 0 0 N N N 8.751 3.431 14.376 2.723 -1.202 -6.706 H332 XLC 52 XLC H341 1H34 H 0 0 N N N 8.527 4.683 16.618 0.863 -1.296 -5.042 H341 XLC 53 XLC H342 2H34 H 0 0 N N N 6.947 4.136 16.855 -0.309 -1.213 -6.378 H342 XLC 54 XLC H351 1H35 H 0 0 N N N 5.978 1.287 12.982 2.505 -2.696 -9.231 H351 XLC 55 XLC H352 2H35 H 0 0 N N N 6.369 3.050 12.625 2.449 -1.217 -10.221 H352 XLC 56 XLC H353 3H35 H 0 0 N N N 7.603 1.687 12.699 3.504 -1.291 -8.789 H353 XLC 57 # 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 XLC C1 C2 DOUB Y N 1 XLC C1 C6 SING Y N 2 XLC C1 N7 SING N N 3 XLC C2 C3 SING Y N 4 XLC C2 HC2 SING N N 5 XLC C3 C4 DOUB Y N 6 XLC C3 HC3 SING N N 7 XLC C4 CL1 SING N N 8 XLC C4 C5 SING Y N 9 XLC C5 C6 DOUB Y N 10 XLC C5 HC5 SING N N 11 XLC C6 HC6 SING N N 12 XLC N7 C9 SING N N 13 XLC N7 HN7 SING N N 14 XLC C9 O10 DOUB N N 15 XLC C9 C11 SING N N 16 XLC C11 C12 DOUB Y N 17 XLC C11 C16 SING Y N 18 XLC C12 C13 SING Y N 19 XLC C12 N17 SING N N 20 XLC C13 C14 DOUB Y N 21 XLC C13 HC13 SING N N 22 XLC C14 C15 SING Y N 23 XLC C14 HC14 SING N N 24 XLC C15 CL2 SING N N 25 XLC C15 C16 DOUB Y N 26 XLC C16 HC16 SING N N 27 XLC N17 C19 SING N N 28 XLC N17 HN17 SING N N 29 XLC C19 O20 DOUB N N 30 XLC C19 C21 SING N N 31 XLC C21 S22 SING Y N 32 XLC C21 C25 DOUB Y N 33 XLC S22 C23 SING Y N 34 XLC C23 C24 DOUB Y N 35 XLC C23 HC23 SING N N 36 XLC C24 C25 SING Y N 37 XLC C24 C26 SING N N 38 XLC C25 CL3 SING N N 39 XLC C26 N27 SING N N 40 XLC C26 H261 SING N N 41 XLC C26 H262 SING N N 42 XLC N27 C29 SING N N 43 XLC N27 C34 SING N N 44 XLC C29 C30 SING N N 45 XLC C29 H291 SING N N 46 XLC C29 H292 SING N N 47 XLC C30 N31 SING N N 48 XLC C30 H301 SING N N 49 XLC C30 H302 SING N N 50 XLC N31 C33 SING N N 51 XLC N31 C35 SING N N 52 XLC C33 C34 SING N N 53 XLC C33 H331 SING N N 54 XLC C33 H332 SING N N 55 XLC C34 H341 SING N N 56 XLC C34 H342 SING N N 57 XLC C35 H351 SING N N 58 XLC C35 H352 SING N N 59 XLC C35 H353 SING N N 60 # 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 XLC SMILES ACDLabs 10.04 "Clc1ccc(cc1)NC(=O)c2cc(Cl)ccc2NC(=O)c3scc(c3Cl)CN4CCN(C)CC4" XLC SMILES_CANONICAL CACTVS 3.341 "CN1CCN(CC1)Cc2csc(C(=O)Nc3ccc(Cl)cc3C(=O)Nc4ccc(Cl)cc4)c2Cl" XLC SMILES CACTVS 3.341 "CN1CCN(CC1)Cc2csc(C(=O)Nc3ccc(Cl)cc3C(=O)Nc4ccc(Cl)cc4)c2Cl" XLC SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)Cc2csc(c2Cl)C(=O)Nc3ccc(cc3C(=O)Nc4ccc(cc4)Cl)Cl" XLC SMILES "OpenEye OEToolkits" 1.5.0 "CN1CCN(CC1)Cc2csc(c2Cl)C(=O)Nc3ccc(cc3C(=O)Nc4ccc(cc4)Cl)Cl" XLC InChI InChI 1.03 "InChI=1S/C24H23Cl3N4O2S/c1-30-8-10-31(11-9-30)13-15-14-34-22(21(15)27)24(33)29-20-7-4-17(26)12-19(20)23(32)28-18-5-2-16(25)3-6-18/h2-7,12,14H,8-11,13H2,1H3,(H,28,32)(H,29,33)" XLC InChIKey InChI 1.03 FIZKTFMGWNHPMZ-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 XLC "SYSTEMATIC NAME" ACDLabs 10.04 "3-chloro-N-{4-chloro-2-[(4-chlorophenyl)carbamoyl]phenyl}-4-[(4-methylpiperazin-1-yl)methyl]thiophene-2-carboxamide" XLC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-chloro-N-[4-chloro-2-[(4-chlorophenyl)carbamoyl]phenyl]-4-[(4-methylpiperazin-1-yl)methyl]thiophene-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site XLC "Create component" 2002-09-23 RCSB XLC "Modify descriptor" 2011-06-04 RCSB #