data_OFH # _chem_comp.id OFH _chem_comp.name "(4R)-4-[(2-chloro-4-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}phenyl)sulfonyl]-N-{1-[(E)-iminomethyl]cyclopropyl}-1-{[1-(trifluoromethyl)cyclopropyl]carbonyl}-L-prolinamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 Cl F6 N3 O5 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-05-28 _chem_comp.pdbx_modified_date 2014-06-06 _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 603.962 _chem_comp.one_letter_code ? _chem_comp.three_letter_code OFH _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 4BPV _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 OFH C1 C1 C 0 1 N N N 11.824 -16.434 52.534 -1.545 -3.106 0.780 C1 OFH 1 OFH S2 S2 S 0 1 N N N 15.168 -16.339 48.486 -0.021 2.332 1.531 S2 OFH 2 OFH N3 N3 N 0 1 N N N 13.690 -17.512 51.282 -2.431 -0.817 1.092 N3 OFH 3 OFH C4 C4 C 0 1 N N N 12.501 -17.638 51.891 -2.684 -2.123 0.877 C4 OFH 4 OFH C5 C5 C 0 1 N N R 15.585 -16.717 50.078 -1.313 1.284 0.808 C5 OFH 5 OFH C6 C6 C 0 1 Y N N 14.945 -14.723 48.408 1.474 1.752 0.801 C6 OFH 6 OFH C7 C7 C 0 1 N N S 14.317 -18.703 50.684 -3.443 0.232 1.284 C7 OFH 7 OFH C8 C8 C 0 1 N N N 12.340 -16.059 53.928 -0.897 -3.232 -0.600 C8 OFH 8 OFH C9 C9 C 0 1 N N N 14.503 -16.289 51.052 -1.092 -0.204 1.178 C9 OFH 9 OFH C10 C10 C 0 1 N N N 15.713 -18.245 50.262 -2.690 1.566 1.469 C10 OFH 10 OFH C11 C11 C 0 1 N N N 11.568 -15.234 51.598 -0.638 -3.258 2.003 C11 OFH 11 OFH C12 C12 C 0 1 N N N 10.404 -16.107 52.091 -1.627 -4.369 1.640 C12 OFH 12 OFH C13 C13 C 0 1 N N N 14.354 -19.897 51.629 -4.337 0.310 0.074 C13 OFH 13 OFH C14 C14 C 0 1 N N N 13.718 -22.289 51.693 -6.210 1.285 -1.143 C14 OFH 14 OFH C15 C15 C 0 1 N N N 15.014 -9.388 50.177 7.283 -0.255 -0.591 C15 OFH 15 OFH C16 C16 C 0 1 Y N N 16.018 -13.829 48.498 1.759 2.048 -0.520 C16 OFH 16 OFH N17 N17 N 0 1 N N N 13.857 -21.000 51.095 -5.340 1.208 0.034 N17 OFH 17 OFH C18 C18 C 0 1 N N N 15.005 -23.106 51.940 -6.489 -0.027 -1.831 C18 OFH 18 OFH N19 N19 N 0 1 N N N 15.005 -24.201 52.622 -6.422 -1.122 -1.172 N19 OFH 19 OFH C20 C20 C 0 1 Y N N 13.642 -14.197 48.288 2.365 1.005 1.551 C20 OFH 20 OFH C21 C21 C 0 1 Y N N 15.830 -12.446 48.468 2.932 1.593 -1.095 C21 OFH 21 OFH O22 O22 O 0 1 N N N 16.197 -16.810 47.621 -0.143 3.668 1.064 O22 OFH 22 OFH O23 O23 O 0 1 N N N 13.931 -17.040 48.218 0.133 2.051 2.915 O23 OFH 23 OFH C24 C24 C 0 1 N N N 12.784 -22.297 52.919 -7.330 2.327 -1.127 C24 OFH 24 OFH C25 C25 C 0 1 N N N 12.341 -22.943 51.623 -6.103 2.534 -2.019 C25 OFH 25 OFH C26 C26 C 0 1 N N S 15.125 -9.546 48.674 5.848 -0.375 -0.075 C26 OFH 26 OFH O27 O27 O 0 1 N N N 11.947 -18.721 51.967 -3.828 -2.508 0.762 O27 OFH 27 OFH O28 O28 O 0 1 N N N 14.254 -10.592 48.308 4.976 0.393 -0.907 O28 OFH 28 OFH C29 C29 C 0 1 Y N N 14.534 -11.938 48.343 3.823 0.840 -0.345 C29 OFH 29 OFH O30 O30 O 0 1 N N N 14.767 -19.832 52.771 -4.153 -0.435 -0.865 O30 OFH 30 OFH F31 F31 F 0 1 N N N 11.639 -15.063 54.402 -0.253 -2.033 -0.924 F31 OFH 31 OFH F32 F32 F 0 1 N N N 12.180 -17.126 54.690 0.036 -4.273 -0.584 F32 OFH 32 OFH F33 F33 F 0 1 N N N 13.626 -15.731 53.931 -1.883 -3.504 -1.554 F33 OFH 33 OFH F34 F34 F 0 1 N N N 15.912 -10.210 50.691 7.677 1.087 -0.567 F34 OFH 34 OFH F35 F35 F 0 1 N N N 15.287 -8.152 50.497 8.137 -1.007 0.223 F35 OFH 35 OFH F36 F36 F 0 1 N N N 13.782 -9.654 50.612 7.348 -0.736 -1.904 F36 OFH 36 OFH CL CL CL 0 0 N N N 17.710 -14.442 48.655 0.642 2.990 -1.458 CL OFH 37 OFH C38 C38 C 0 1 Y N N 13.452 -12.823 48.244 3.537 0.549 0.982 C38 OFH 38 OFH C39 C39 C 0 1 N N N 14.675 -8.280 47.968 5.417 -1.843 -0.102 C39 OFH 39 OFH H5 H5 H 0 1 N N N 16.539 -16.223 50.316 -1.361 1.415 -0.273 H5 OFH 40 OFH H7 H7 H 0 1 N N N 13.758 -18.990 49.781 -4.036 0.015 2.173 H7 OFH 41 OFH H9 H9 H 0 1 N N N 13.885 -15.490 50.617 -0.701 -0.289 2.191 H9 OFH 42 OFH H9A H9A H 0 1 N N N 14.948 -15.937 51.994 -0.413 -0.675 0.467 H9A OFH 43 OFH H10 H10 H 0 1 N N N 16.010 -18.726 49.318 -2.570 1.798 2.527 H10 OFH 44 OFH H10A H10A H 0 0 N N N 16.451 -18.481 51.042 -3.207 2.375 0.952 H10A OFH 45 OFH H11 H11 H 0 1 N N N 11.685 -14.207 51.973 0.420 -3.448 1.824 H11 OFH 46 OFH H11A H11A H 0 0 N N N 11.884 -15.278 50.545 -0.865 -2.648 2.877 H11A OFH 47 OFH H12 H12 H 0 1 N N N 9.882 -16.773 51.388 -2.504 -4.489 2.276 H12 OFH 48 OFH H12A H12A H 0 0 N N N 9.683 -15.701 52.816 -1.219 -5.289 1.223 H12A OFH 49 OFH HN17 HN17 H 0 0 N N N 13.537 -20.921 50.151 -5.488 1.805 0.785 HN17 OFH 50 OFH H18 H18 H 0 1 N N N 15.937 -22.748 51.528 -6.745 -0.042 -2.880 H18 OFH 51 OFH HN19 HN19 H 0 0 N N N 15.919 -24.602 52.686 -6.601 -1.966 -1.615 HN19 OFH 52 OFH H20 H20 H 0 1 N N N 12.793 -14.862 48.230 2.143 0.779 2.584 H20 OFH 53 OFH H21 H21 H 0 1 N N N 16.675 -11.777 48.540 3.153 1.824 -2.126 H21 OFH 54 OFH H24 H24 H 0 1 N N N 13.026 -22.922 53.791 -8.268 2.064 -1.615 H24 OFH 55 OFH H24A H24A H 0 0 N N N 12.312 -21.363 53.257 -7.420 2.955 -0.242 H24A OFH 56 OFH H25 H25 H 0 1 N N N 11.544 -22.478 51.024 -5.387 3.299 -1.721 H25 OFH 57 OFH H25A H25A H 0 0 N N N 12.258 -24.038 51.558 -6.236 2.407 -3.094 H25A OFH 58 OFH H26 H26 H 0 1 N N N 16.165 -9.776 48.399 5.798 -0.000 0.948 H26 OFH 59 OFH H38 H38 H 0 1 N N N 12.453 -12.429 48.131 4.232 -0.033 1.568 H38 OFH 60 OFH H39 H39 H 0 1 N N N 14.763 -8.415 46.880 4.395 -1.928 0.267 H39 OFH 61 OFH H39A H39A H 0 0 N N N 13.627 -8.068 48.227 5.468 -2.217 -1.124 H39A OFH 62 OFH H39B H39B H 0 0 N N N 15.308 -7.438 48.285 6.082 -2.428 0.533 H39B OFH 63 # 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 OFH C1 C4 SING N N 1 OFH C1 C8 SING N N 2 OFH C1 C11 SING N N 3 OFH C1 C12 SING N N 4 OFH S2 C5 SING N N 5 OFH S2 C6 SING N N 6 OFH S2 O22 DOUB N N 7 OFH S2 O23 DOUB N N 8 OFH N3 C4 SING N N 9 OFH N3 C7 SING N N 10 OFH N3 C9 SING N N 11 OFH C4 O27 DOUB N N 12 OFH C5 C9 SING N N 13 OFH C5 C10 SING N N 14 OFH C6 C16 DOUB Y N 15 OFH C6 C20 SING Y N 16 OFH C7 C10 SING N N 17 OFH C7 C13 SING N N 18 OFH C8 F31 SING N N 19 OFH C8 F32 SING N N 20 OFH C8 F33 SING N N 21 OFH C11 C12 SING N N 22 OFH C13 N17 SING N N 23 OFH C13 O30 DOUB N N 24 OFH C14 N17 SING N N 25 OFH C14 C18 SING N N 26 OFH C14 C24 SING N N 27 OFH C14 C25 SING N N 28 OFH C15 C26 SING N N 29 OFH C15 F34 SING N N 30 OFH C15 F35 SING N N 31 OFH C15 F36 SING N N 32 OFH C16 C21 SING Y N 33 OFH C16 CL SING N N 34 OFH C18 N19 DOUB N N 35 OFH C20 C38 DOUB Y N 36 OFH C21 C29 DOUB Y N 37 OFH C24 C25 SING N N 38 OFH C26 O28 SING N N 39 OFH C26 C39 SING N N 40 OFH O28 C29 SING N N 41 OFH C29 C38 SING Y N 42 OFH C5 H5 SING N N 43 OFH C7 H7 SING N N 44 OFH C9 H9 SING N N 45 OFH C9 H9A SING N N 46 OFH C10 H10 SING N N 47 OFH C10 H10A SING N N 48 OFH C11 H11 SING N N 49 OFH C11 H11A SING N N 50 OFH C12 H12 SING N N 51 OFH C12 H12A SING N N 52 OFH N17 HN17 SING N N 53 OFH C18 H18 SING N N 54 OFH N19 HN19 SING N N 55 OFH C20 H20 SING N N 56 OFH C21 H21 SING N N 57 OFH C24 H24 SING N N 58 OFH C24 H24A SING N N 59 OFH C25 H25 SING N N 60 OFH C25 H25A SING N N 61 OFH C26 H26 SING N N 62 OFH C38 H38 SING N N 63 OFH C39 H39 SING N N 64 OFH C39 H39A SING N N 65 OFH C39 H39B SING N N 66 # 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 OFH SMILES ACDLabs 12.01 "O=S(=O)(c1ccc(OC(C)C(F)(F)F)cc1Cl)C4CC(C(=O)NC2(C=[N@H])CC2)N(C(=O)C3(C(F)(F)F)CC3)C4" OFH InChI InChI 1.03 "InChI=1S/C23H24ClF6N3O5S/c1-12(22(25,26)27)38-13-2-3-17(15(24)8-13)39(36,37)14-9-16(18(34)32-20(11-31)4-5-20)33(10-14)19(35)21(6-7-21)23(28,29)30/h2-3,8,11-12,14,16,31H,4-7,9-10H2,1H3,(H,32,34)/b31-11+/t12-,14+,16-/m0/s1" OFH InChIKey InChI 1.03 FXRUMLCPKBCVCA-YDWYZIHQSA-N OFH SMILES_CANONICAL CACTVS 3.370 "C[C@H](Oc1ccc(c(Cl)c1)[S](=O)(=O)[C@@H]2C[C@H](N(C2)C(=O)C3(CC3)C(F)(F)F)C(=O)NC4(CC4)C=N)C(F)(F)F" OFH SMILES CACTVS 3.370 "C[CH](Oc1ccc(c(Cl)c1)[S](=O)(=O)[CH]2C[CH](N(C2)C(=O)C3(CC3)C(F)(F)F)C(=O)NC4(CC4)C=N)C(F)(F)F" OFH SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "[H]/N=C/C1(CC1)NC(=O)[C@@H]2C[C@H](CN2C(=O)C3(CC3)C(F)(F)F)S(=O)(=O)c4ccc(cc4Cl)O[C@@H](C)C(F)(F)F" OFH SMILES "OpenEye OEToolkits" 1.7.6 "CC(C(F)(F)F)Oc1ccc(c(c1)Cl)S(=O)(=O)C2CC(N(C2)C(=O)C3(CC3)C(F)(F)F)C(=O)NC4(CC4)C=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 OFH "SYSTEMATIC NAME" ACDLabs 12.01 "(4R)-4-[(2-chloro-4-{[(2S)-1,1,1-trifluoropropan-2-yl]oxy}phenyl)sulfonyl]-N-{1-[(E)-iminomethyl]cyclopropyl}-1-{[1-(trifluoromethyl)cyclopropyl]carbonyl}-L-prolinamide" OFH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(2S,4R)-4-[2-chloranyl-4-[(2S)-1,1,1-tris(fluoranyl)propan-2-yl]oxy-phenyl]sulfonyl-N-[1-(iminomethyl)cyclopropyl]-1-[1-(trifluoromethyl)cyclopropyl]carbonyl-pyrrolidine-2-carboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site OFH "Create component" 2013-05-28 EBI OFH "Initial release" 2014-06-11 RCSB #