data_SC6
# 
_chem_comp.id                                    SC6 
_chem_comp.name                                  N-{(1S,2R)-1-(3,5-DIFLUOROBENZYL)-2-HYDROXY-2-[(2R,4R)-4-PHENOXYPYRROLIDIN-2-YL]ETHYL}-3-{[(2R)-2-(METHOXYMETHYL)PYRROLIDIN-1-YL]CARBONYL}-5-METHYLBENZAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C34 H39 F2 N3 O5" 
_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                        607.687 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     SC6 
_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        2QMG 
_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 
SC6 C1   C1   C 0 1 Y N N 26.895 15.430 24.606 -4.410 1.588  -1.079 C1   SC6 1  
SC6 C2   C2   C 0 1 Y N N 25.614 15.848 25.053 -3.311 1.942  -1.836 C2   SC6 2  
SC6 C3   C3   C 0 1 Y N N 24.468 15.065 24.721 -2.069 1.409  -1.554 C3   SC6 3  
SC6 C4   C4   C 0 1 Y N N 24.602 13.873 23.946 -1.917 0.506  -0.499 C4   SC6 4  
SC6 C5   C5   C 0 1 Y N N 25.878 13.480 23.520 -3.022 0.144  0.269  C5   SC6 5  
SC6 C6   C6   C 0 1 Y N N 27.034 14.244 23.833 -4.272 0.686  -0.022 C6   SC6 6  
SC6 C7   C7   C 0 1 N N N 28.363 13.781 23.364 -5.450 0.308  0.788  C7   SC6 7  
SC6 N1   N1   N 0 1 N N N 28.585 13.524 21.994 -6.692 0.500  0.302  N1   SC6 8  
SC6 O1   O1   O 0 1 N N N 29.274 13.604 24.170 -5.298 -0.177 1.893  O1   SC6 9  
SC6 C8   C8   C 0 1 N N N 27.648 13.669 20.864 -7.020 0.964  -1.059 C8   SC6 10 
SC6 C9   C9   C 0 1 N N N 28.573 14.260 19.795 -8.453 0.439  -1.322 C9   SC6 11 
SC6 C10  C10  C 0 1 N N N 29.938 13.595 20.048 -9.106 0.602  0.076  C10  SC6 12 
SC6 C11  C11  C 0 1 N N R 29.879 13.051 21.489 -7.945 0.276  1.038  C11  SC6 13 
SC6 C12  C12  C 0 1 N N N 29.918 11.499 21.484 -8.005 1.201  2.256  C12  SC6 14 
SC6 C30  C30  C 0 1 N N N 25.477 17.108 25.868 -3.468 2.915  -2.976 C30  SC6 15 
SC6 C14  C14  C 0 1 N N N 23.414 13.073 23.604 -0.587 -0.065 -0.199 C14  SC6 16 
SC6 N2   N2   N 0 1 N N N 23.628 11.717 23.474 0.481  0.286  -0.942 N2   SC6 17 
SC6 O2   O2   O 0 1 N N N 22.300 13.575 23.440 -0.456 -0.851 0.720  O2   SC6 18 
SC6 C15  C15  C 0 1 N N S 22.556 10.751 23.127 1.799  -0.280 -0.645 C15  SC6 19 
SC6 C16  C16  C 0 1 N N R 22.105 9.920  24.351 2.887  0.671  -1.148 C16  SC6 20 
SC6 C17  C17  C 0 1 N N N 23.070 9.821  22.006 1.942  -1.634 -1.342 C17  SC6 21 
SC6 O3   O3   O 0 1 N N N 21.038 9.095  23.946 2.825  0.754  -2.573 O3   SC6 22 
SC6 C19  C19  C 0 1 Y N N 23.732 10.524 20.846 0.950  -2.607 -0.760 C19  SC6 23 
SC6 C21  C21  C 0 1 Y N N 25.080 10.220 20.516 1.302  -3.384 0.328  C21  SC6 24 
SC6 C22  C22  C 0 1 Y N N 25.697 10.875 19.430 0.391  -4.278 0.864  C22  SC6 25 
SC6 C23  C23  C 0 1 Y N N 25.026 11.835 18.646 -0.873 -4.394 0.311  C23  SC6 26 
SC6 C24  C24  C 0 1 Y N N 23.686 12.128 18.988 -1.224 -3.615 -0.777 C24  SC6 27 
SC6 C25  C25  C 0 1 Y N N 23.028 11.495 20.068 -0.313 -2.718 -1.309 C25  SC6 28 
SC6 F2   F2   F 0 1 N N N 26.960 10.572 19.139 0.735  -5.038 1.927  F2   SC6 29 
SC6 F1   F1   F 0 1 N N N 23.027 13.029 18.267 -2.457 -3.727 -1.319 F1   SC6 30 
SC6 C26  C26  C 0 1 N N R 19.460 11.482 26.488 6.503  0.786  -0.152 C26  SC6 31 
SC6 C18  C18  C 0 1 N N N 20.357 10.793 27.505 5.729  0.454  1.142  C18  SC6 32 
SC6 N3   N3   N 0 1 N N N 21.172 9.898  26.680 4.359  0.080  0.747  N3   SC6 33 
SC6 C20  C20  C 0 1 N N N 20.396 11.666 25.281 5.373  1.130  -1.157 C20  SC6 34 
SC6 C27  C27  C 0 1 N N R 21.609 10.752 25.566 4.260  0.142  -0.727 C27  SC6 35 
SC6 O4   O4   O 0 1 N N N 18.394 10.566 26.238 7.362  1.910  0.048  O4   SC6 36 
SC6 C31  C31  C 0 1 Y N N 17.416 10.875 25.276 8.625  1.653  0.477  C31  SC6 37 
SC6 C32  C32  C 0 1 Y N N 16.948 12.189 24.923 8.997  0.358  0.809  C32  SC6 38 
SC6 C33  C33  C 0 1 Y N N 15.954 12.344 23.929 10.282 0.099  1.245  C33  SC6 39 
SC6 C34  C34  C 0 1 Y N N 15.420 11.204 23.278 11.198 1.129  1.351  C34  SC6 40 
SC6 C35  C35  C 0 1 Y N N 15.881 9.912  23.625 10.830 2.421  1.021  C35  SC6 41 
SC6 C36  C36  C 0 1 Y N N 16.873 9.754  24.617 9.548  2.684  0.579  C36  SC6 42 
SC6 C37  C37  C 0 1 N N N 29.457 9.581  22.847 -8.127 3.510  2.884  C37  SC6 43 
SC6 O5   O5   O 0 1 N N N 29.627 10.982 22.778 -8.067 2.560  1.819  O5   SC6 44 
SC6 H1   H1   H 0 1 N N N 27.768 16.015 24.854 -5.378 2.012  -1.303 H1   SC6 45 
SC6 H3   H3   H 0 1 N N N 23.491 15.377 25.059 -1.214 1.691  -2.150 H3   SC6 46 
SC6 H5   H5   H 0 1 N N N 25.985 12.575 22.940 -2.910 -0.554 1.085  H5   SC6 47 
SC6 H81  1H8  H 0 1 N N N 27.210 12.708 20.556 -7.000 2.053  -1.103 H81  SC6 48 
SC6 H82  2H8  H 0 1 N N N 26.764 14.285 21.087 -6.323 0.541  -1.782 H82  SC6 49 
SC6 H91  1H9  H 0 1 N N N 28.204 14.034 18.784 -8.963 1.052  -2.065 H91  SC6 50 
SC6 H92  2H9  H 0 1 N N N 28.629 15.357 19.857 -8.437 -0.607 -1.626 H92  SC6 51 
SC6 H101 1H10 H 0 0 N N N 30.112 12.779 19.331 -9.457 1.624  0.221  H101 SC6 52 
SC6 H102 2H10 H 0 0 N N N 30.765 14.309 19.920 -9.923 -0.108 0.206  H102 SC6 53 
SC6 H11  H11  H 0 1 N N N 30.727 13.387 22.104 -8.006 -0.765 1.357  H11  SC6 54 
SC6 H121 1H12 H 0 0 N N N 29.169 11.124 20.771 -8.892 0.968  2.845  H121 SC6 55 
SC6 H122 2H12 H 0 0 N N N 30.927 11.172 21.191 -7.115 1.055  2.867  H122 SC6 56 
SC6 H301 1H30 H 0 0 N N N 25.444 16.852 26.937 -3.316 3.931  -2.611 H301 SC6 57 
SC6 H302 2H30 H 0 0 N N N 26.338 17.765 25.675 -2.731 2.693  -3.748 H302 SC6 58 
SC6 H303 3H30 H 0 0 N N N 24.549 17.627 25.587 -4.470 2.826  -3.395 H303 SC6 59 
SC6 HN2  HN2  H 0 1 N N N 24.553 11.367 23.621 0.376  0.913  -1.675 HN2  SC6 60 
SC6 H15  H15  H 0 1 N N N 21.676 11.314 22.782 1.902  -0.413 0.432  H15  SC6 61 
SC6 H16  H16  H 0 1 N N N 22.995 9.368  24.688 2.732  1.660  -0.718 H16  SC6 62 
SC6 H171 1H17 H 0 0 N N N 23.811 9.141  22.451 1.751  -1.515 -2.409 H171 SC6 63 
SC6 H172 2H17 H 0 0 N N N 22.186 9.311  21.596 2.953  -2.014 -1.195 H172 SC6 64 
SC6 HO3  HO3  H 0 1 N N N 20.480 8.909  24.692 2.955  -0.092 -3.023 HO3  SC6 65 
SC6 H21  H21  H 0 1 N N N 25.629 9.491  21.094 2.288  -3.294 0.759  H21  SC6 66 
SC6 H23  H23  H 0 1 N N N 25.515 12.326 17.818 -1.584 -5.091 0.729  H23  SC6 67 
SC6 H25  H25  H 0 1 N N N 22.003 11.743 20.303 -0.589 -2.107 -2.156 H25  SC6 68 
SC6 H26  H26  H 0 1 N N N 19.014 12.445 26.776 7.074  -0.078 -0.494 H26  SC6 69 
SC6 H181 1H18 H 0 0 N N N 20.978 11.516 28.053 6.207  -0.379 1.657  H181 SC6 70 
SC6 H182 2H18 H 0 0 N N N 19.792 10.262 28.285 5.701  1.329  1.792  H182 SC6 71 
SC6 HN3  HN3  H 0 1 N N N 21.952 9.538  27.192 4.123  -0.840 1.086  HN3  SC6 72 
SC6 H201 1H20 H 0 0 N N N 19.894 11.373 24.347 5.046  2.163  -1.038 H201 SC6 73 
SC6 H202 2H20 H 0 0 N N N 20.696 12.716 25.152 5.691  0.939  -2.182 H202 SC6 74 
SC6 H27  H27  H 0 1 N N N 22.493 11.360 25.808 4.436  -0.842 -1.161 H27  SC6 75 
SC6 H32  H32  H 0 1 N N N 17.356 13.058 25.418 8.281  -0.447 0.727  H32  SC6 76 
SC6 H33  H33  H 0 1 N N N 15.602 13.331 23.666 10.571 -0.909 1.503  H33  SC6 77 
SC6 H34  H34  H 0 1 N N N 14.662 11.321 22.518 12.202 0.925  1.692  H34  SC6 78 
SC6 H35  H35  H 0 1 N N N 15.473 9.044  23.129 11.547 3.224  1.106  H35  SC6 79 
SC6 H36  H36  H 0 1 N N N 17.219 8.764  24.873 9.263  3.692  0.318  H36  SC6 80 
SC6 H371 1H37 H 0 0 N N N 29.413 9.166  21.829 -9.017 3.325  3.486  H371 SC6 81 
SC6 H372 2H37 H 0 0 N N N 30.305 9.135  23.388 -7.239 3.413  3.508  H372 SC6 82 
SC6 H373 3H37 H 0 0 N N N 28.521 9.351  23.377 -8.172 4.518  2.470  H373 SC6 83 
# 
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 
SC6 C1  C6   SING Y N 1  
SC6 C1  C2   DOUB Y N 2  
SC6 C1  H1   SING N N 3  
SC6 C2  C3   SING Y N 4  
SC6 C2  C30  SING N N 5  
SC6 C3  C4   DOUB Y N 6  
SC6 C3  H3   SING N N 7  
SC6 C4  C5   SING Y N 8  
SC6 C4  C14  SING N N 9  
SC6 C5  C6   DOUB Y N 10 
SC6 C5  H5   SING N N 11 
SC6 C6  C7   SING N N 12 
SC6 C7  N1   SING N N 13 
SC6 C7  O1   DOUB N N 14 
SC6 N1  C8   SING N N 15 
SC6 N1  C11  SING N N 16 
SC6 C8  C9   SING N N 17 
SC6 C8  H81  SING N N 18 
SC6 C8  H82  SING N N 19 
SC6 C9  C10  SING N N 20 
SC6 C9  H91  SING N N 21 
SC6 C9  H92  SING N N 22 
SC6 C10 C11  SING N N 23 
SC6 C10 H101 SING N N 24 
SC6 C10 H102 SING N N 25 
SC6 C11 C12  SING N N 26 
SC6 C11 H11  SING N N 27 
SC6 C12 O5   SING N N 28 
SC6 C12 H121 SING N N 29 
SC6 C12 H122 SING N N 30 
SC6 C30 H301 SING N N 31 
SC6 C30 H302 SING N N 32 
SC6 C30 H303 SING N N 33 
SC6 C14 O2   DOUB N N 34 
SC6 C14 N2   SING N N 35 
SC6 N2  C15  SING N N 36 
SC6 N2  HN2  SING N N 37 
SC6 C15 C17  SING N N 38 
SC6 C15 C16  SING N N 39 
SC6 C15 H15  SING N N 40 
SC6 C16 O3   SING N N 41 
SC6 C16 C27  SING N N 42 
SC6 C16 H16  SING N N 43 
SC6 C17 C19  SING N N 44 
SC6 C17 H171 SING N N 45 
SC6 C17 H172 SING N N 46 
SC6 O3  HO3  SING N N 47 
SC6 C19 C25  DOUB Y N 48 
SC6 C19 C21  SING Y N 49 
SC6 C21 C22  DOUB Y N 50 
SC6 C21 H21  SING N N 51 
SC6 C22 C23  SING Y N 52 
SC6 C22 F2   SING N N 53 
SC6 C23 C24  DOUB Y N 54 
SC6 C23 H23  SING N N 55 
SC6 C24 F1   SING N N 56 
SC6 C24 C25  SING Y N 57 
SC6 C25 H25  SING N N 58 
SC6 C26 C20  SING N N 59 
SC6 C26 O4   SING N N 60 
SC6 C26 C18  SING N N 61 
SC6 C26 H26  SING N N 62 
SC6 C18 N3   SING N N 63 
SC6 C18 H181 SING N N 64 
SC6 C18 H182 SING N N 65 
SC6 N3  C27  SING N N 66 
SC6 N3  HN3  SING N N 67 
SC6 C20 C27  SING N N 68 
SC6 C20 H201 SING N N 69 
SC6 C20 H202 SING N N 70 
SC6 C27 H27  SING N N 71 
SC6 O4  C31  SING N N 72 
SC6 C31 C36  DOUB Y N 73 
SC6 C31 C32  SING Y N 74 
SC6 C32 C33  DOUB Y N 75 
SC6 C32 H32  SING N N 76 
SC6 C33 C34  SING Y N 77 
SC6 C33 H33  SING N N 78 
SC6 C34 C35  DOUB Y N 79 
SC6 C34 H34  SING N N 80 
SC6 C35 C36  SING Y N 81 
SC6 C35 H35  SING N N 82 
SC6 C36 H36  SING N N 83 
SC6 C37 O5   SING N N 84 
SC6 C37 H371 SING N N 85 
SC6 C37 H372 SING N N 86 
SC6 C37 H373 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 
SC6 SMILES           ACDLabs              10.04 O=C(N1CCCC1COC)c2cc(cc(c2)C)C(=O)NC(Cc3cc(F)cc(F)c3)C(O)C5NCC(Oc4ccccc4)C5 
SC6 InChI            InChI                1.02b 
;InChI=1/C34H39F2N3O5/c1-21-11-23(16-24(12-21)34(42)39-10-6-7-27(39)20-43-2)33(41)38-31(15-22-13-25(35)17-26(36)14-22)32(40)30-18-29(19-37-30)44-28-8-4-3-5-9-28/h3-5,8-9,11-14,16-17,27,29-32,37,40H,6-7,10,15,18-20H2,1-2H3,(H,38,41)/t27-,29-,30-,31+,32-/m1/s1/f/h38H
;
SC6 InChIKey         InChI                1.02b KYHYNSQLYDXSNK-DABIFVCPDL 
SC6 SMILES_CANONICAL CACTVS               3.341 COC[C@H]1CCCN1C(=O)c2cc(C)cc(c2)C(=O)N[C@@H](Cc3cc(F)cc(F)c3)[C@H](O)[C@H]4C[C@H](CN4)Oc5ccccc5 
SC6 SMILES           CACTVS               3.341 COC[CH]1CCCN1C(=O)c2cc(C)cc(c2)C(=O)N[CH](Cc3cc(F)cc(F)c3)[CH](O)[CH]4C[CH](CN4)Oc5ccccc5 
SC6 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1)C(=O)N2CCC[C@@H]2COC)C(=O)N[C@@H](Cc3cc(cc(c3)F)F)[C@@H]([C@H]4C[C@H](CN4)Oc5ccccc5)O 
SC6 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1cc(cc(c1)C(=O)N2CCCC2COC)C(=O)NC(Cc3cc(cc(c3)F)F)C(C4CC(CN4)Oc5ccccc5)O 
# 
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 
SC6 "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S,2R)-1-(3,5-difluorobenzyl)-2-hydroxy-2-[(2R,4R)-4-phenoxypyrrolidin-2-yl]ethyl}-3-{[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]carbonyl}-5-methylbenzamide      
SC6 "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]-3-[(2R)-2-(methoxymethyl)pyrrolidin-1-yl]carbonyl-5-methyl-benzamide 
# 
