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 
# 
