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 2011-06-04 _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 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" SC6 InChI InChI 1.03 ;InChI=1S/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 ; SC6 InChIKey InChI 1.03 KYHYNSQLYDXSNK-MXWGZHRFSA-N # 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site SC6 "Create component" 2007-07-26 RCSB SC6 "Modify descriptor" 2011-06-04 RCSB #