data_6L2 # _chem_comp.id 6L2 _chem_comp.name "5-[5-(3-hydroxyprop-1-yn-1-yl)thiophen-2-yl]-2,4-dimethoxy-N-{[(1R,3R)-3-methoxycyclohexyl]sulfonyl}benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H27 N O7 S2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-04-26 _chem_comp.pdbx_modified_date 2016-07-01 _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 493.593 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6L2 _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 5JJS _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 6L2 C8 C1 C 0 1 N N N 26.114 172.002 23.270 -8.132 -0.603 -1.182 C8 6L2 1 6L2 O2 O1 O 0 1 N N N 26.118 170.591 22.914 -6.850 -0.144 -0.749 O2 6L2 2 6L2 C5 C2 C 0 1 N N R 25.100 170.143 21.976 -6.755 1.276 -0.615 C5 6L2 3 6L2 C6 C3 C 0 1 N N N 24.665 171.274 21.005 -5.745 1.618 0.482 C6 6L2 4 6L2 C4 C4 C 0 1 N N N 25.539 168.858 21.236 -6.294 1.884 -1.941 C4 6L2 5 6L2 C3 C5 C 0 1 N N N 24.457 168.345 20.228 -4.924 1.315 -2.314 C3 6L2 6 6L2 C2 C6 C 0 1 N N N 23.713 169.477 19.470 -3.914 1.657 -1.217 C2 6L2 7 6L2 C1 C7 C 0 1 N N R 24.489 170.791 19.579 -4.375 1.049 0.109 C1 6L2 8 6L2 S1 S1 S 0 1 N N N 24.018 172.400 18.605 -3.177 1.454 1.410 S1 6L2 9 6L2 O1 O2 O 0 1 N N N 23.739 172.034 17.161 -2.930 2.853 1.441 O1 6L2 10 6L2 O4 O3 O 0 1 N N N 22.820 173.101 19.222 -3.470 0.735 2.600 O4 6L2 11 6L2 N5 N1 N 0 1 N N N 25.347 173.422 18.737 -1.752 0.800 0.878 N5 6L2 12 6L2 C7 C8 C 0 1 N N N 26.545 173.031 18.280 -1.627 -0.537 0.760 C7 6L2 13 6L2 O8 O4 O 0 1 N N N 26.758 171.932 17.767 -2.587 -1.257 0.955 O8 6L2 14 6L2 C9 C9 C 0 1 Y N N 27.591 173.908 18.617 -0.327 -1.126 0.394 C9 6L2 15 6L2 C14 C10 C 0 1 Y N N 27.584 175.245 18.163 0.778 -0.301 0.175 C14 6L2 16 6L2 C10 C11 C 0 1 Y N N 28.574 173.501 19.546 -0.195 -2.518 0.270 C10 6L2 17 6L2 O3 O5 O 0 1 N N N 28.512 172.190 19.978 -1.266 -3.322 0.487 O3 6L2 18 6L2 C20 C12 C 0 1 N N N 29.308 171.839 21.127 -1.061 -4.729 0.345 C20 6L2 19 6L2 C11 C13 C 0 1 Y N N 29.554 174.396 19.966 1.027 -3.072 -0.073 C11 6L2 20 6L2 C12 C14 C 0 1 Y N N 29.547 175.724 19.504 2.123 -2.256 -0.296 C12 6L2 21 6L2 O5 O6 O 0 1 N N N 30.530 176.601 19.868 3.318 -2.804 -0.632 O5 6L2 22 6L2 C15 C15 C 0 1 N N N 31.534 176.199 20.845 3.372 -4.228 -0.738 C15 6L2 23 6L2 C13 C16 C 0 1 Y N N 28.547 176.178 18.594 2.002 -0.862 -0.170 C13 6L2 24 6L2 C16 C17 C 0 1 Y N N 28.537 177.448 18.076 3.174 0.006 -0.404 C16 6L2 25 6L2 S20 S2 S 0 1 Y N N 29.010 178.874 18.853 4.760 -0.218 0.322 S20 6L2 26 6L2 C17 C18 C 0 1 Y N N 28.144 177.809 16.832 3.191 1.096 -1.217 C17 6L2 27 6L2 C18 C19 C 0 1 Y N N 28.252 179.147 16.552 4.397 1.750 -1.277 C18 6L2 28 6L2 C19 C20 C 0 1 Y N N 28.758 179.852 17.568 5.382 1.199 -0.514 C19 6L2 29 6L2 C21 C21 C 0 1 N N N 29.052 181.271 17.636 6.720 1.696 -0.409 C21 6L2 30 6L2 C22 C22 C 0 1 N N N 29.319 182.307 17.802 7.818 2.104 -0.323 C22 6L2 31 6L2 C23 C23 C 0 1 N N N 29.719 183.684 18.055 9.194 2.615 -0.215 C23 6L2 32 6L2 O24 O7 O 0 1 N N N 28.814 184.307 18.946 9.943 1.784 0.674 O24 6L2 33 6L2 H1 H1 H 0 1 N N N 26.929 172.204 23.981 -8.363 -0.171 -2.156 H1 6L2 34 6L2 H2 H2 H 0 1 N N N 26.259 172.609 22.364 -8.122 -1.690 -1.259 H2 6L2 35 6L2 H3 H3 H 0 1 N N N 25.151 172.260 23.734 -8.890 -0.297 -0.461 H3 6L2 36 6L2 H4 H4 H 0 1 N N N 24.207 169.876 22.560 -7.732 1.681 -0.349 H4 6L2 37 6L2 H5 H5 H 0 1 N N N 25.433 172.061 21.017 -5.673 2.701 0.585 H5 6L2 38 6L2 H6 H6 H 0 1 N N N 23.709 171.689 21.356 -6.074 1.184 1.427 H6 6L2 39 6L2 H7 H7 H 0 1 N N N 25.729 168.070 21.980 -7.014 1.640 -2.722 H7 6L2 40 6L2 H8 H8 H 0 1 N N N 26.465 169.070 20.681 -6.222 2.967 -1.838 H8 6L2 41 6L2 H9 H9 H 0 1 N N N 23.714 167.757 20.787 -4.996 0.232 -2.416 H9 6L2 42 6L2 H10 H10 H 0 1 N N N 24.952 167.700 19.487 -4.596 1.748 -3.258 H10 6L2 43 6L2 H11 H11 H 0 1 N N N 22.713 169.610 19.908 -2.938 1.252 -1.483 H11 6L2 44 6L2 H12 H12 H 0 1 N N N 23.616 169.200 18.410 -3.842 2.740 -1.114 H12 6L2 45 6L2 H13 H13 H 0 1 N N N 25.501 170.575 19.205 -4.447 -0.034 0.006 H13 6L2 46 6L2 H14 H14 H 0 1 N N N 25.243 174.323 19.157 -1.007 1.378 0.651 H14 6L2 47 6L2 H15 H15 H 0 1 N N N 26.820 175.560 17.467 0.681 0.770 0.272 H15 6L2 48 6L2 H16 H16 H 0 1 N N N 29.165 170.774 21.361 -0.732 -4.947 -0.672 H16 6L2 49 6L2 H17 H17 H 0 1 N N N 30.370 172.028 20.909 -0.299 -5.058 1.051 H17 6L2 50 6L2 H18 H18 H 0 1 N N N 28.997 172.448 21.988 -1.995 -5.254 0.545 H18 6L2 51 6L2 H19 H19 H 0 1 N N N 30.323 174.069 20.650 1.126 -4.143 -0.168 H19 6L2 52 6L2 H20 H20 H 0 1 N N N 32.237 177.028 21.011 3.104 -4.674 0.220 H20 6L2 53 6L2 H21 H21 H 0 1 N N N 31.040 175.942 21.794 2.671 -4.562 -1.503 H21 6L2 54 6L2 H22 H22 H 0 1 N N N 32.083 175.323 20.468 4.381 -4.534 -1.011 H22 6L2 55 6L2 H23 H23 H 0 1 N N N 27.772 177.095 16.112 2.324 1.422 -1.773 H23 6L2 56 6L2 H24 H24 H 0 1 N N N 27.959 179.585 15.609 4.554 2.630 -1.883 H24 6L2 57 6L2 H25 H25 H 0 1 N N N 30.726 183.693 18.497 9.662 2.609 -1.199 H25 6L2 58 6L2 H26 H26 H 0 1 N N N 29.731 184.238 17.105 9.174 3.634 0.171 H26 6L2 59 6L2 H27 H27 H 0 1 N N N 29.088 185.203 19.101 10.861 2.062 0.793 H27 6L2 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 6L2 C18 C17 SING Y N 1 6L2 C18 C19 DOUB Y N 2 6L2 C17 C16 DOUB Y N 3 6L2 O1 S1 DOUB N N 4 6L2 C19 C21 SING N N 5 6L2 C19 S20 SING Y N 6 6L2 C21 C22 TRIP N N 7 6L2 O8 C7 DOUB N N 8 6L2 C22 C23 SING N N 9 6L2 C23 O24 SING N N 10 6L2 C16 C13 SING N N 11 6L2 C16 S20 SING Y N 12 6L2 C14 C13 DOUB Y N 13 6L2 C14 C9 SING Y N 14 6L2 C7 C9 SING N N 15 6L2 C7 N5 SING N N 16 6L2 C13 C12 SING Y N 17 6L2 S1 N5 SING N N 18 6L2 S1 O4 DOUB N N 19 6L2 S1 C1 SING N N 20 6L2 C9 C10 DOUB Y N 21 6L2 C2 C1 SING N N 22 6L2 C2 C3 SING N N 23 6L2 C12 O5 SING N N 24 6L2 C12 C11 DOUB Y N 25 6L2 C10 C11 SING Y N 26 6L2 C10 O3 SING N N 27 6L2 C1 C6 SING N N 28 6L2 O5 C15 SING N N 29 6L2 O3 C20 SING N N 30 6L2 C3 C4 SING N N 31 6L2 C6 C5 SING N N 32 6L2 C4 C5 SING N N 33 6L2 C5 O2 SING N N 34 6L2 O2 C8 SING N N 35 6L2 C8 H1 SING N N 36 6L2 C8 H2 SING N N 37 6L2 C8 H3 SING N N 38 6L2 C5 H4 SING N N 39 6L2 C6 H5 SING N N 40 6L2 C6 H6 SING N N 41 6L2 C4 H7 SING N N 42 6L2 C4 H8 SING N N 43 6L2 C3 H9 SING N N 44 6L2 C3 H10 SING N N 45 6L2 C2 H11 SING N N 46 6L2 C2 H12 SING N N 47 6L2 C1 H13 SING N N 48 6L2 N5 H14 SING N N 49 6L2 C14 H15 SING N N 50 6L2 C20 H16 SING N N 51 6L2 C20 H17 SING N N 52 6L2 C20 H18 SING N N 53 6L2 C11 H19 SING N N 54 6L2 C15 H20 SING N N 55 6L2 C15 H21 SING N N 56 6L2 C15 H22 SING N N 57 6L2 C17 H23 SING N N 58 6L2 C18 H24 SING N N 59 6L2 C23 H25 SING N N 60 6L2 C23 H26 SING N N 61 6L2 O24 H27 SING N N 62 # 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 6L2 SMILES ACDLabs 12.01 "COC1CC(CCC1)S(NC(c2c(cc(OC)c(c2)c3sc(cc3)C#CCO)OC)=O)(=O)=O" 6L2 InChI InChI 1.03 "InChI=1S/C23H27NO7S2/c1-29-15-6-4-8-17(12-15)33(27,28)24-23(26)19-13-18(20(30-2)14-21(19)31-3)22-10-9-16(32-22)7-5-11-25/h9-10,13-15,17,25H,4,6,8,11-12H2,1-3H3,(H,24,26)/t15-,17-/m1/s1" 6L2 InChIKey InChI 1.03 COCQFOUTOAHOEQ-NVXWUHKLSA-N 6L2 SMILES_CANONICAL CACTVS 3.385 "CO[C@@H]1CCC[C@H](C1)[S](=O)(=O)NC(=O)c2cc(c(OC)cc2OC)c3sc(cc3)C#CCO" 6L2 SMILES CACTVS 3.385 "CO[CH]1CCC[CH](C1)[S](=O)(=O)NC(=O)c2cc(c(OC)cc2OC)c3sc(cc3)C#CCO" 6L2 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "COc1cc(c(cc1c2ccc(s2)C#CCO)C(=O)NS(=O)(=O)[C@@H]3CCC[C@H](C3)OC)OC" 6L2 SMILES "OpenEye OEToolkits" 2.0.4 "COc1cc(c(cc1c2ccc(s2)C#CCO)C(=O)NS(=O)(=O)C3CCCC(C3)OC)OC" # 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 6L2 "SYSTEMATIC NAME" ACDLabs 12.01 "5-[5-(3-hydroxyprop-1-yn-1-yl)thiophen-2-yl]-2,4-dimethoxy-N-{[(1R,3R)-3-methoxycyclohexyl]sulfonyl}benzamide" 6L2 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "2,4-dimethoxy-~{N}-[(1~{R},3~{R})-3-methoxycyclohexyl]sulfonyl-5-[5-(3-oxidanylprop-1-ynyl)thiophen-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6L2 "Create component" 2016-04-26 RCSB 6L2 "Initial release" 2016-07-06 RCSB #