data_3CS
# 
_chem_comp.id                                    3CS 
_chem_comp.name                                  "3-[3-(3,3-DIMETHYLBUTANOYL)-1-(4-IODOBENZYL)-5-(QUINOLIN-2-YLMETHOXY)-1H-INDOL-2-YL]-2,2-DIMETHYLPROPANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H37 I N2 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-15 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        688.594 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     3CS 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        ? 
_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 
3CS C1   C1   C 0 1 Y N N 74.825 64.566 21.604 -8.620  -1.275 -0.316 C1   3CS 1  
3CS C2   C2   C 0 1 Y N N 75.538 65.168 22.669 -9.973  -1.365 -0.680 C2   3CS 2  
3CS C3   C3   C 0 1 Y N N 75.338 66.557 22.870 -10.744 -2.360 -0.161 C3   3CS 3  
3CS C7   C7   C 0 1 Y N N 75.008 63.196 21.391 -7.790  -0.258 -0.825 C7   3CS 4  
3CS C8   C8   C 0 1 Y N N 74.350 62.618 20.304 -6.485  -0.229 -0.422 C8   3CS 5  
3CS C9   C9   C 0 1 Y N N 73.454 63.370 19.535 -6.011  -1.190 0.469  C9   3CS 6  
3CS C10  C10  C 0 1 N N N 72.722 62.705 18.475 -4.568  -1.141 0.901  C10  3CS 7  
3CS C11  C11  C 0 1 Y N N 74.312 62.362 16.920 -2.602  0.150  0.551  C11  3CS 8  
3CS C12  C12  C 0 1 Y N N 73.874 62.311 15.579 -1.914  1.199  -0.029 C12  3CS 9  
3CS C13  C13  C 0 1 Y N N 75.570 62.903 17.320 -1.952  -0.711 1.430  C13  3CS 10 
3CS C14  C14  C 0 1 Y N N 76.463 63.412 16.360 -0.621  -0.530 1.733  C14  3CS 11 
3CS C15  C15  C 0 1 Y N N 76.022 63.343 15.001 0.087   0.521  1.158  C15  3CS 12 
3CS C16  C16  C 0 1 Y N N 74.762 62.814 14.608 -0.568  1.389  0.271  C16  3CS 13 
3CS C19  C19  C 0 1 Y N N 77.847 65.668 13.004 3.018   -0.860 1.352  C19  3CS 14 
3CS C20  C20  C 0 1 Y N N 77.016 66.722 13.502 2.514   -2.135 1.528  C20  3CS 15 
3CS C21  C21  C 0 1 Y N N 76.916 67.956 12.822 3.071   -3.199 0.845  C21  3CS 16 
3CS C22  C22  C 0 1 Y N N 78.498 67.085 11.089 4.637   -1.714 -0.192 C22  3CS 17 
3CS C24  C24  C 0 1 Y N N 77.665 68.113 11.625 4.133   -2.989 -0.015 C24  3CS 18 
3CS N26  N26  N 0 1 Y N N 73.271 64.695 19.752 -6.787  -2.135 0.941  N26  3CS 19 
3CS C30  C30  C 0 1 N N N 72.150 62.908 12.617 -1.089  3.691  -1.675 C30  3CS 20 
3CS C31  C31  C 0 1 N N N 70.453 64.661 12.944 0.019   4.668  -3.690 C31  3CS 21 
3CS C32  C32  C 0 1 N N N 71.002 64.058 10.631 -2.389  5.151  -3.231 C32  3CS 22 
3CS C33  C33  C 0 1 N N N 71.604 64.234 12.032 -1.019  4.913  -2.593 C33  3CS 23 
3CS C34  C34  C 0 1 N N N 72.584 65.416 12.006 -0.617  6.142  -1.776 C34  3CS 24 
3CS C4   C4   C 0 1 Y N N 74.459 67.312 22.036 -10.209 -3.290 0.727  C4   3CS 25 
3CS C5   C5   C 0 1 Y N N 73.735 66.718 20.962 -8.902  -3.233 1.101  C5   3CS 26 
3CS C6   C6   C 0 1 Y N N 73.930 65.331 20.757 -8.073  -2.220 0.587  C6   3CS 27 
3CS N17  N17  N 0 1 Y N N 76.635 63.729 13.863 1.398   0.945  1.267  N17  3CS 28 
3CS C18  C18  C 0 1 N N N 77.903 64.383 13.709 2.415   0.300  2.101  C18  3CS 29 
3CS C23  C23  C 0 1 Y N N 78.583 65.850 11.792 4.080   -0.649 0.491  C23  3CS 30 
3CS I25  I25  I 0 1 N N N 77.517 69.905 10.638 4.978   -4.603 -1.050 I25  3CS 31 
3CS O27  O27  O 0 1 N N N 73.444 61.908 17.698 -3.918  -0.038 0.267  O27  3CS 32 
3CS C28  C28  C 0 1 Y N N 74.615 62.894 13.217 0.447   2.374  -0.152 C28  3CS 33 
3CS C29  C29  C 0 1 N N N 73.532 62.509 12.409 0.261   3.457  -1.047 C29  3CS 34 
3CS O35  O35  O 0 1 N N N 73.647 61.837 11.398 1.188   4.195  -1.308 O35  3CS 35 
3CS C36  C36  C 0 1 Y N N 75.815 63.480 12.816 1.612   2.031  0.501  C36  3CS 36 
3CS C37  C37  C 0 1 N N N 76.149 63.747 11.397 2.925   2.760  0.376  C37  3CS 37 
3CS C38  C38  C 0 1 N N N 76.314 61.260 10.829 1.936   4.893  1.222  C38  3CS 38 
3CS C39  C39  C 0 1 N N N 76.875 62.870 9.100  2.809   3.195  2.833  C39  3CS 39 
3CS C40  C40  C 0 1 N N N 76.954 62.647 10.623 3.017   3.836  1.460  C40  3CS 40 
3CS C41  C41  C 0 1 N N N 78.351 62.532 11.071 4.375   4.485  1.409  C41  3CS 41 
3CS O42  O42  O 0 1 N N N 79.242 63.325 10.794 5.187   4.125  0.589  O42  3CS 42 
3CS O43  O43  O 0 1 N N N 78.785 61.618 11.771 4.684   5.465  2.273  O43  3CS 43 
3CS H2   H2   H 0 1 N N N 76.203 64.596 23.299 -10.399 -0.649 -1.367 H2   3CS 44 
3CS H3   H3   H 0 1 N N N 75.862 67.055 23.672 -11.785 -2.428 -0.441 H3   3CS 45 
3CS H7   H7   H 0 1 N N N 75.635 62.607 22.043 -8.174  0.478  -1.515 H7   3CS 46 
3CS H8   H8   H 0 1 N N N 74.533 61.583 20.055 -5.821  0.537  -0.794 H8   3CS 47 
3CS H101 1H10 H 0 0 N N N 71.941 62.090 18.947 -4.517  -1.020 1.983  H101 3CS 48 
3CS H102 2H10 H 0 0 N N N 72.336 63.502 17.822 -4.072  -2.069 0.615  H102 3CS 49 
3CS H12  H12  H 0 1 N N N 72.909 61.907 15.311 -2.417  1.867  -0.712 H12  3CS 50 
3CS H13  H13  H 0 1 N N N 75.838 62.922 18.366 -2.497  -1.529 1.880  H13  3CS 51 
3CS H14  H14  H 0 1 N N N 77.422 63.829 16.632 -0.126  -1.204 2.417  H14  3CS 52 
3CS H20  H20  H 0 1 N N N 76.456 66.571 14.413 1.684   -2.299 2.200  H20  3CS 53 
3CS H21  H21  H 0 1 N N N 76.292 68.753 13.199 2.677   -4.195 0.984  H21  3CS 54 
3CS H22  H22  H 0 1 N N N 79.050 67.240 10.174 5.467   -1.549 -0.864 H22  3CS 55 
3CS H301 1H30 H 0 0 N N N 72.022 62.987 13.707 -1.828  3.865  -0.894 H301 3CS 56 
3CS H302 2H30 H 0 0 N N N 71.585 62.142 12.066 -1.376  2.815  -2.258 H302 3CS 57 
3CS H311 1H31 H 0 0 N N N 70.821 64.764 13.976 -0.268  3.792  -4.273 H311 3CS 58 
3CS H312 2H31 H 0 0 N N N 70.052 65.626 12.600 0.069   5.538  -4.344 H312 3CS 59 
3CS H313 3H31 H 0 0 N N N 69.659 63.901 12.912 0.995   4.498  -3.236 H313 3CS 60 
3CS H321 1H32 H 0 0 N N N 69.905 64.016 10.705 -3.128  5.326  -2.450 H321 3CS 61 
3CS H322 2H32 H 0 0 N N N 71.294 64.908 9.997  -2.339  6.022  -3.885 H322 3CS 62 
3CS H323 3H32 H 0 0 N N N 71.375 63.124 10.187 -2.676  4.275  -3.813 H323 3CS 63 
3CS H341 1H34 H 0 0 N N N 72.818 65.721 13.036 0.359   5.973  -1.321 H341 3CS 64 
3CS H342 2H34 H 0 0 N N N 73.509 65.114 11.494 -0.567  7.013  -2.430 H342 3CS 65 
3CS H343 3H34 H 0 0 N N N 72.126 66.260 11.469 -1.356  6.317  -0.994 H343 3CS 66 
3CS H4   H4   H 0 1 N N N 74.339 68.368 22.225 -10.842 -4.070 1.125  H4   3CS 67 
3CS H5   H5   H 0 1 N N N 73.071 67.296 20.336 -8.503  -3.962 1.791  H5   3CS 68 
3CS H181 1H18 H 0 0 N N N 78.559 63.713 13.134 1.955   -0.062 3.021  H181 3CS 69 
3CS H182 2H18 H 0 0 N N N 78.271 64.597 14.723 3.195   1.021  2.345  H182 3CS 70 
3CS H23  H23  H 0 1 N N N 79.202 65.052 11.410 4.474   0.347  0.354  H23  3CS 71 
3CS H371 1H37 H 0 0 N N N 75.196 63.879 10.864 3.746   2.053  0.495  H371 3CS 72 
3CS H372 2H37 H 0 0 N N N 76.814 64.623 11.421 2.988   3.228  -0.607 H372 3CS 73 
3CS H381 1H38 H 0 0 N N N 76.162 60.777 9.852  0.957   4.415  1.212  H381 3CS 74 
3CS H382 2H38 H 0 0 N N N 76.979 60.637 11.446 1.971   5.634  2.020  H382 3CS 75 
3CS H383 3H38 H 0 0 N N N 75.345 61.375 11.336 2.112   5.383  0.264  H383 3CS 76 
3CS H391 1H39 H 0 0 N N N 76.856 63.949 8.887  3.631   2.510  3.043  H391 3CS 77 
3CS H392 2H39 H 0 0 N N N 77.753 62.417 8.617  2.781   3.972  3.597  H392 3CS 78 
3CS H393 3H39 H 0 0 N N N 75.959 62.403 8.708  1.868   2.645  2.839  H393 3CS 79 
3CS HO43 HO43 H 0 0 N N N 79.713 61.751 11.927 5.568   5.851  2.202  HO43 3CS 80 
# 
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 
3CS C1  C6   SING Y N 1  
3CS C1  C7   SING Y N 2  
3CS C1  C2   DOUB Y N 3  
3CS C2  C3   SING Y N 4  
3CS C2  H2   SING N N 5  
3CS C3  C4   DOUB Y N 6  
3CS C3  H3   SING N N 7  
3CS C7  C8   DOUB Y N 8  
3CS C7  H7   SING N N 9  
3CS C8  C9   SING Y N 10 
3CS C8  H8   SING N N 11 
3CS C9  C10  SING N N 12 
3CS C9  N26  DOUB Y N 13 
3CS C10 O27  SING N N 14 
3CS C10 H101 SING N N 15 
3CS C10 H102 SING N N 16 
3CS C11 C12  DOUB Y N 17 
3CS C11 C13  SING Y N 18 
3CS C11 O27  SING N N 19 
3CS C12 C16  SING Y N 20 
3CS C12 H12  SING N N 21 
3CS C13 C14  DOUB Y N 22 
3CS C13 H13  SING N N 23 
3CS C14 C15  SING Y N 24 
3CS C14 H14  SING N N 25 
3CS C15 N17  SING Y N 26 
3CS C15 C16  DOUB Y N 27 
3CS C16 C28  SING Y N 28 
3CS C19 C23  DOUB Y N 29 
3CS C19 C20  SING Y N 30 
3CS C19 C18  SING N N 31 
3CS C20 C21  DOUB Y N 32 
3CS C20 H20  SING N N 33 
3CS C21 C24  SING Y N 34 
3CS C21 H21  SING N N 35 
3CS C22 C24  DOUB Y N 36 
3CS C22 C23  SING Y N 37 
3CS C22 H22  SING N N 38 
3CS C24 I25  SING N N 39 
3CS N26 C6   SING Y N 40 
3CS C30 C33  SING N N 41 
3CS C30 C29  SING N N 42 
3CS C30 H301 SING N N 43 
3CS C30 H302 SING N N 44 
3CS C31 C33  SING N N 45 
3CS C31 H311 SING N N 46 
3CS C31 H312 SING N N 47 
3CS C31 H313 SING N N 48 
3CS C32 C33  SING N N 49 
3CS C32 H321 SING N N 50 
3CS C32 H322 SING N N 51 
3CS C32 H323 SING N N 52 
3CS C33 C34  SING N N 53 
3CS C34 H341 SING N N 54 
3CS C34 H342 SING N N 55 
3CS C34 H343 SING N N 56 
3CS C4  C5   SING Y N 57 
3CS C4  H4   SING N N 58 
3CS C5  C6   DOUB Y N 59 
3CS C5  H5   SING N N 60 
3CS N17 C36  SING Y N 61 
3CS N17 C18  SING N N 62 
3CS C18 H181 SING N N 63 
3CS C18 H182 SING N N 64 
3CS C23 H23  SING N N 65 
3CS C28 C29  SING N N 66 
3CS C28 C36  DOUB Y N 67 
3CS C29 O35  DOUB N N 68 
3CS C36 C37  SING N N 69 
3CS C37 C40  SING N N 70 
3CS C37 H371 SING N N 71 
3CS C37 H372 SING N N 72 
3CS C38 C40  SING N N 73 
3CS C38 H381 SING N N 74 
3CS C38 H382 SING N N 75 
3CS C38 H383 SING N N 76 
3CS C39 C40  SING N N 77 
3CS C39 H391 SING N N 78 
3CS C39 H392 SING N N 79 
3CS C39 H393 SING N N 80 
3CS C40 C41  SING N N 81 
3CS C41 O42  DOUB N N 82 
3CS C41 O43  SING N N 83 
3CS O43 HO43 SING N N 84 
# 
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 
3CS SMILES           ACDLabs              10.04 O=C(O)C(C)(C)Cc4c(c3cc(OCc1nc2c(cc1)cccc2)ccc3n4Cc5ccc(I)cc5)C(=O)CC(C)(C)C                                                                                                                       
3CS InChI            InChI                1.02b InChI=1/C36H37IN2O4/c1-35(2,3)20-32(40)33-28-18-27(43-22-26-15-12-24-8-6-7-9-29(24)38-26)16-17-30(28)39(21-23-10-13-25(37)14-11-23)31(33)19-36(4,5)34(41)42/h6-18H,19-22H2,1-5H3,(H,41,42)/f/h41H 
3CS InChIKey         InChI                1.02b VRDARPDCOSVXDY-KTSXDLBNCK                                                                                                                                                                         
3CS SMILES_CANONICAL CACTVS               3.341 CC(C)(C)CC(=O)c1c(CC(C)(C)C(O)=O)n(Cc2ccc(I)cc2)c3ccc(OCc4ccc5ccccc5n4)cc13                                                                                                                       
3CS SMILES           CACTVS               3.341 CC(C)(C)CC(=O)c1c(CC(C)(C)C(O)=O)n(Cc2ccc(I)cc2)c3ccc(OCc4ccc5ccccc5n4)cc13                                                                                                                       
3CS SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CC(C)(C)CC(=O)c1c2cc(ccc2n(c1CC(C)(C)C(=O)O)Cc3ccc(cc3)I)OCc4ccc5ccccc5n4                                                                                                                         
3CS SMILES           "OpenEye OEToolkits" 1.5.0 CC(C)(C)CC(=O)c1c2cc(ccc2n(c1CC(C)(C)C(=O)O)Cc3ccc(cc3)I)OCc4ccc5ccccc5n4                                                                                                                         
# 
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 
3CS "SYSTEMATIC NAME" ACDLabs              10.04 "3-[3-(3,3-dimethylbutanoyl)-1-(4-iodobenzyl)-5-(quinolin-2-ylmethoxy)-1H-indol-2-yl]-2,2-dimethylpropanoic acid"      
3CS "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "3-[3-(3,3-dimethylbutanoyl)-1-[(4-iodophenyl)methyl]-5-(quinolin-2-ylmethoxy)indol-2-yl]-2,2-dimethyl-propanoic acid" 
# 
