data_CS9
# 
_chem_comp.id                                    CS9 
_chem_comp.name                                  "N'-{(1S,2R)-1-(3,5-DIFLUOROBENZYL)-2-HYDROXY-2-[(2R,4R)-4-PHENOXYPYRROLIDIN-2-YL]ETHYL}-5-METHYL-N,N-DIPROPYLISOPHTHALAMIDE" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H41 F2 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-07-26 
_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                        593.704 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     CS9 
_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        2QMF 
_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 
CS9 C1   C1   C 0 1 Y N N 26.966 15.465 24.454 -4.735 1.600  -1.152 C1   CS9 1  
CS9 C2   C2   C 0 1 Y N N 25.691 15.892 24.896 -3.621 2.030  -1.845 C2   CS9 2  
CS9 C3   C3   C 0 1 Y N N 24.542 15.093 24.595 -2.382 1.479  -1.583 C3   CS9 3  
CS9 C4   C4   C 0 1 Y N N 24.670 13.878 23.859 -2.249 0.482  -0.614 C4   CS9 4  
CS9 C5   C5   C 0 1 Y N N 25.952 13.476 23.430 -3.369 0.044  0.089  C5   CS9 5  
CS9 C6   C6   C 0 1 Y N N 27.108 14.264 23.719 -4.616 0.605  -0.180 C6   CS9 6  
CS9 C7   C7   C 0 1 N N N 28.446 13.811 23.268 -5.810 0.147  0.562  C7   CS9 7  
CS9 N1   N1   N 0 1 N N N 28.760 13.612 21.902 -6.661 1.048  1.091  N1   CS9 8  
CS9 O1   O1   O 0 1 N N N 29.290 13.593 24.128 -6.024 -1.043 0.695  O1   CS9 9  
CS9 C8   C8   C 0 1 N N N 27.846 13.841 20.741 -7.763 0.600  1.946  C8   CS9 10 
CS9 C9   C9   C 0 1 N N N 28.338 14.991 19.834 -7.297 0.567  3.403  C9   CS9 11 
CS9 C10  C10  C 0 1 N N N 28.682 16.276 20.610 -8.448 0.099  4.297  C10  CS9 12 
CS9 C11  C11  C 0 1 N N N 30.137 13.138 21.592 -6.485 2.475  0.811  C11  CS9 13 
CS9 C12  C12  C 0 1 N N N 30.142 11.676 21.055 -7.449 2.899  -0.299 C12  CS9 14 
CS9 C13  C13  C 0 1 N N N 29.350 10.667 21.917 -7.164 4.350  -0.694 C13  CS9 15 
CS9 C30  C30  C 0 1 N N N 25.561 17.179 25.676 -3.757 3.104  -2.893 C30  CS9 16 
CS9 C14  C14  C 0 1 N N N 23.465 13.071 23.551 -0.922 -0.108 -0.335 C14  CS9 17 
CS9 N2   N2   N 0 1 N N N 23.666 11.717 23.431 0.161  0.316  -1.017 N2   CS9 18 
CS9 O2   O2   O 0 1 N N N 22.345 13.571 23.402 -0.807 -0.975 0.509  O2   CS9 19 
CS9 C15  C15  C 0 1 N N S 22.576 10.762 23.109 1.475  -0.268 -0.740 C15  CS9 20 
CS9 C16  C16  C 0 1 N N R 22.162 9.920  24.333 2.569  0.731  -1.126 C16  CS9 21 
CS9 C17  C17  C 0 1 N N N 23.063 9.861  21.936 1.645  -1.550 -1.558 C17  CS9 22 
CS9 O3   O3   O 0 1 N N N 21.106 9.064  23.954 2.540  0.947  -2.538 O3   CS9 23 
CS9 C19  C19  C 0 1 Y N N 23.692 10.650 20.805 0.647  -2.578 -1.092 C19  CS9 24 
CS9 C21  C21  C 0 1 Y N N 25.030 10.379 20.413 0.978  -3.452 -0.074 C21  CS9 25 
CS9 C22  C22  C 0 1 Y N N 25.611 11.120 19.356 0.061  -4.397 0.354  C22  CS9 26 
CS9 C23  C23  C 0 1 Y N N 24.910 12.131 18.668 -1.188 -4.466 -0.238 C23  CS9 27 
CS9 C24  C24  C 0 1 Y N N 23.581 12.388 19.073 -1.519 -3.591 -1.258 C24  CS9 28 
CS9 C25  C25  C 0 1 Y N N 22.965 11.670 20.121 -0.602 -2.644 -1.681 C25  CS9 29 
CS9 F2   F2   F 0 1 N N N 26.862 10.852 19.005 0.386  -5.251 1.349  F2   CS9 30 
CS9 F1   F1   F 0 1 N N N 22.888 13.338 18.444 -2.738 -3.658 -1.837 F1   CS9 31 
CS9 C26  C26  C 0 1 N N R 19.527 11.456 26.514 6.159  0.771  -0.034 C26  CS9 32 
CS9 C18  C18  C 0 1 N N N 20.464 10.780 27.511 5.356  0.316  1.203  C18  CS9 33 
CS9 N3   N3   N 0 1 N N N 21.256 9.883  26.665 3.998  -0.026 0.741  N3   CS9 34 
CS9 C20  C20  C 0 1 N N N 20.441 11.642 25.279 5.050  1.202  -1.031 C20  CS9 35 
CS9 C27  C27  C 0 1 N N R 21.669 10.745 25.552 3.935  0.172  -0.723 C27  CS9 36 
CS9 O4   O4   O 0 1 N N N 18.455 10.521 26.300 7.004  1.876  0.290  O4   CS9 37 
CS9 C31  C31  C 0 1 Y N N 17.472 10.812 25.338 8.255  1.586  0.737  C31  CS9 38 
CS9 C32  C32  C 0 1 Y N N 17.002 12.123 24.974 8.650  0.265  0.887  C32  CS9 39 
CS9 C33  C33  C 0 1 Y N N 16.007 12.268 23.985 9.921  -0.027 1.340  C33  CS9 40 
CS9 C34  C34  C 0 1 Y N N 15.467 11.127 23.346 10.800 0.996  1.645  C34  CS9 41 
CS9 C35  C35  C 0 1 Y N N 15.923 9.830  23.698 10.408 2.314  1.497  C35  CS9 42 
CS9 C36  C36  C 0 1 Y N N 16.920 9.678  24.688 9.140  2.611  1.038  C36  CS9 43 
CS9 H1   H1   H 0 1 N N N 27.838 16.061 24.680 -5.700 2.039  -1.358 H1   CS9 44 
CS9 H3   H3   H 0 1 N N N 23.566 15.414 24.929 -1.515 1.819  -2.129 H3   CS9 45 
CS9 H5   H5   H 0 1 N N N 26.062 12.557 22.874 -3.271 -0.727 0.840  H5   CS9 46 
CS9 H81  1H8  H 0 1 N N N 27.799 12.918 20.144 -8.602 1.289  1.849  H81  CS9 47 
CS9 H82  2H8  H 0 1 N N N 26.857 14.117 21.135 -8.076 -0.399 1.642  H82  CS9 48 
CS9 H91  1H9  H 0 1 N N N 29.245 14.652 19.311 -6.458 -0.123 3.501  H91  CS9 49 
CS9 H92  2H9  H 0 1 N N N 27.519 15.236 19.142 -6.984 1.565  3.707  H92  CS9 50 
CS9 H101 1H10 H 0 0 N N N 28.764 16.046 21.683 -9.286 0.788  4.199  H101 CS9 51 
CS9 H102 2H10 H 0 0 N N N 29.639 16.678 20.247 -8.761 -0.900 3.992  H102 CS9 52 
CS9 H103 3H10 H 0 0 N N N 27.888 17.021 20.455 -8.116 0.075  5.334  H103 CS9 53 
CS9 H111 1H11 H 0 0 N N N 30.571 13.796 20.825 -6.693 3.050  1.712  H111 CS9 54 
CS9 H112 2H11 H 0 0 N N N 30.724 13.163 22.522 -5.459 2.658  0.491  H112 CS9 55 
CS9 H121 1H12 H 0 0 N N N 29.691 11.686 20.052 -7.312 2.253  -1.166 H121 CS9 56 
CS9 H122 2H12 H 0 0 N N N 31.190 11.342 21.066 -8.475 2.814  0.058  H122 CS9 57 
CS9 H131 1H13 H 0 0 N N N 29.162 9.754  21.333 -7.851 4.652  -1.485 H131 CS9 58 
CS9 H132 2H13 H 0 0 N N N 29.933 10.415 22.815 -7.301 4.996  0.173  H132 CS9 59 
CS9 H133 3H13 H 0 0 N N N 28.391 11.115 22.216 -6.138 4.435  -1.052 H133 CS9 60 
CS9 H301 1H30 H 0 0 N N N 25.529 16.954 26.752 -3.622 4.082  -2.431 H301 CS9 61 
CS9 H302 2H30 H 0 0 N N N 26.424 17.826 25.462 -3.000 2.959  -3.663 H302 CS9 62 
CS9 H303 3H30 H 0 0 N N N 24.634 17.694 25.382 -4.748 3.049  -3.343 H303 CS9 63 
CS9 HN2  HN2  H 0 1 N N N 24.589 11.358 23.567 0.069  1.009  -1.690 HN2  CS9 64 
CS9 H15  H15  H 0 1 N N N 21.675 11.319 22.811 1.554  -0.501 0.322  H15  CS9 65 
CS9 H16  H16  H 0 1 N N N 23.070 9.384  24.648 2.396  1.676  -0.610 H16  CS9 66 
CS9 H171 1H17 H 0 0 N N N 23.814 9.160  22.328 1.479  -1.333 -2.613 H171 CS9 67 
CS9 H172 2H17 H 0 0 N N N 22.182 9.343  21.529 2.655  -1.937 -1.421 H172 CS9 68 
CS9 HO3  HO3  H 0 1 N N N 20.566 8.872  24.712 2.687  0.148  -3.061 HO3  CS9 69 
CS9 H21  H21  H 0 1 N N N 25.600 9.613  20.918 1.953  -3.397 0.388  H21  CS9 70 
CS9 H23  H23  H 0 1 N N N 25.370 12.686 17.864 -1.904 -5.203 0.095  H23  CS9 71 
CS9 H25  H25  H 0 1 N N N 21.947 11.892 20.404 -0.862 -1.958 -2.474 H25  CS9 72 
CS9 H26  H26  H 0 1 N N N 19.074 12.416 26.803 6.744  -0.054 -0.442 H26  CS9 73 
CS9 H181 1H18 H 0 0 N N N 21.098 11.512 28.033 5.827  -0.559 1.650  H181 CS9 74 
CS9 H182 2H18 H 0 0 N N N 19.929 10.253 28.315 5.306  1.126  1.931  H182 CS9 75 
CS9 HN3  HN3  H 0 1 N N N 22.045 9.515  27.157 3.761  -0.976 0.988  HN3  CS9 76 
CS9 H201 1H20 H 0 0 N N N 19.925 11.334 24.357 4.713  2.217  -0.824 H201 CS9 77 
CS9 H202 2H20 H 0 0 N N N 20.725 12.695 25.132 5.394  1.109  -2.061 H202 CS9 78 
CS9 H27  H27  H 0 1 N N N 22.545 11.367 25.787 4.128  -0.766 -1.242 H27  CS9 79 
CS9 H32  H32  H 0 1 N N N 17.412 12.997 25.459 7.964  -0.535 0.649  H32  CS9 80 
CS9 H33  H33  H 0 1 N N N 15.656 13.253 23.715 10.229 -1.056 1.457  H33  CS9 81 
CS9 H34  H34  H 0 1 N N N 14.706 11.243 22.589 11.793 0.766  2.000  H34  CS9 82 
CS9 H35  H35  H 0 1 N N N 15.509 8.960  23.210 11.096 3.111  1.737  H35  CS9 83 
CS9 H36  H36  H 0 1 N N N 17.265 8.689  24.952 8.836  3.641  0.918  H36  CS9 84 
# 
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 
CS9 C1  C6   SING Y N 1  
CS9 C1  C2   DOUB Y N 2  
CS9 C1  H1   SING N N 3  
CS9 C2  C3   SING Y N 4  
CS9 C2  C30  SING N N 5  
CS9 C3  C4   DOUB Y N 6  
CS9 C3  H3   SING N N 7  
CS9 C4  C5   SING Y N 8  
CS9 C4  C14  SING N N 9  
CS9 C5  C6   DOUB Y N 10 
CS9 C5  H5   SING N N 11 
CS9 C6  C7   SING N N 12 
CS9 C7  N1   SING N N 13 
CS9 C7  O1   DOUB N N 14 
CS9 N1  C8   SING N N 15 
CS9 N1  C11  SING N N 16 
CS9 C8  C9   SING N N 17 
CS9 C8  H81  SING N N 18 
CS9 C8  H82  SING N N 19 
CS9 C9  C10  SING N N 20 
CS9 C9  H91  SING N N 21 
CS9 C9  H92  SING N N 22 
CS9 C10 H101 SING N N 23 
CS9 C10 H102 SING N N 24 
CS9 C10 H103 SING N N 25 
CS9 C11 C12  SING N N 26 
CS9 C11 H111 SING N N 27 
CS9 C11 H112 SING N N 28 
CS9 C12 C13  SING N N 29 
CS9 C12 H121 SING N N 30 
CS9 C12 H122 SING N N 31 
CS9 C13 H131 SING N N 32 
CS9 C13 H132 SING N N 33 
CS9 C13 H133 SING N N 34 
CS9 C30 H301 SING N N 35 
CS9 C30 H302 SING N N 36 
CS9 C30 H303 SING N N 37 
CS9 C14 O2   DOUB N N 38 
CS9 C14 N2   SING N N 39 
CS9 N2  C15  SING N N 40 
CS9 N2  HN2  SING N N 41 
CS9 C15 C17  SING N N 42 
CS9 C15 C16  SING N N 43 
CS9 C15 H15  SING N N 44 
CS9 C16 O3   SING N N 45 
CS9 C16 C27  SING N N 46 
CS9 C16 H16  SING N N 47 
CS9 C17 C19  SING N N 48 
CS9 C17 H171 SING N N 49 
CS9 C17 H172 SING N N 50 
CS9 O3  HO3  SING N N 51 
CS9 C19 C25  DOUB Y N 52 
CS9 C19 C21  SING Y N 53 
CS9 C21 C22  DOUB Y N 54 
CS9 C21 H21  SING N N 55 
CS9 C22 C23  SING Y N 56 
CS9 C22 F2   SING N N 57 
CS9 C23 C24  DOUB Y N 58 
CS9 C23 H23  SING N N 59 
CS9 C24 F1   SING N N 60 
CS9 C24 C25  SING Y N 61 
CS9 C25 H25  SING N N 62 
CS9 C26 C20  SING N N 63 
CS9 C26 O4   SING N N 64 
CS9 C26 C18  SING N N 65 
CS9 C26 H26  SING N N 66 
CS9 C18 N3   SING N N 67 
CS9 C18 H181 SING N N 68 
CS9 C18 H182 SING N N 69 
CS9 N3  C27  SING N N 70 
CS9 N3  HN3  SING N N 71 
CS9 C20 C27  SING N N 72 
CS9 C20 H201 SING N N 73 
CS9 C20 H202 SING N N 74 
CS9 C27 H27  SING N N 75 
CS9 O4  C31  SING N N 76 
CS9 C31 C36  DOUB Y N 77 
CS9 C31 C32  SING Y N 78 
CS9 C32 C33  DOUB Y N 79 
CS9 C32 H32  SING N N 80 
CS9 C33 C34  SING Y N 81 
CS9 C33 H33  SING N N 82 
CS9 C34 C35  DOUB Y N 83 
CS9 C34 H34  SING N N 84 
CS9 C35 C36  SING Y N 85 
CS9 C35 H35  SING N N 86 
CS9 C36 H36  SING N N 87 
# 
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 
CS9 SMILES           ACDLabs              10.04 O=C(N(CCC)CCC)c1cc(cc(c1)C)C(=O)NC(Cc2cc(F)cc(F)c2)C(O)C4NCC(Oc3ccccc3)C4 
CS9 InChI            InChI                1.02b 
InChI=1/C34H41F2N3O4/c1-4-11-39(12-5-2)34(42)25-14-22(3)13-24(18-25)33(41)38-31(17-23-15-26(35)19-27(36)16-23)32(40)30-20-29(21-37-30)43-28-9-7-6-8-10-28/h6-10,13-16,18-19,29-32,37,40H,4-5,11-12,17,20-21H2,1-3H3,(H,38,41)/t29-,30-,31+,32-/m1/s1/f/h38H 
CS9 InChIKey         InChI                1.02b YDCNYSQITCUGST-XTPIDBERDS 
CS9 SMILES_CANONICAL CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)[C@H]3C[C@H](CN3)Oc4ccccc4 
CS9 SMILES           CACTVS               3.341 CCCN(CCC)C(=O)c1cc(C)cc(c1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)[CH]3C[CH](CN3)Oc4ccccc4 
CS9 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)N[C@@H](Cc2cc(cc(c2)F)F)[C@@H]([C@H]3C[C@H](CN3)Oc4ccccc4)O)C 
CS9 SMILES           "OpenEye OEToolkits" 1.5.0 CCCN(CCC)C(=O)c1cc(cc(c1)C(=O)NC(Cc2cc(cc(c2)F)F)C(C3CC(CN3)Oc4ccccc4)O)C 
# 
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 
CS9 "SYSTEMATIC NAME" ACDLabs              10.04 "N'-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-2-[(2R,4R)-4-phenoxypyrrolidin-2-yl]ethyl}-5-methyl-N,N-dipropylbenzene-1,3-dicarboxamide"        
CS9 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N'-[(1R,2S)-3-(3,5-difluorophenyl)-1-hydroxy-1-[(2R,4R)-4-phenoxypyrrolidin-2-yl]propan-2-yl]-5-methyl-N,N-dipropyl-benzene-1,3-dicarboxamide" 
# 
