data_8NC # _chem_comp.id 8NC _chem_comp.name "(3R,4R)-1-METHANESULFONYL-PYRROLIDINE-3,4--DICARBOXYLIC ACID 3-[(3-FLUORO-4-METHOXY-PHENYL)-AMIDE] 4-{[2-FLUORO-4-(2-OXO-2H-PYRIDIN-1-YL)-PHENYL]-AMIDE}" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H24 F2 N4 O6 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2010-04-15 _chem_comp.pdbx_modified_date 2011-06-04 _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 546.543 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 8NC _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 2XC0 _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 8NC S1 S1 S 0 1 N N N 8.244 70.337 2.702 2.480 5.177 0.129 S1 8NC 1 8NC C2 C2 C 0 1 N N R 8.993 66.494 2.659 0.785 1.589 -0.629 C2 8NC 2 8NC C3 C3 C 0 1 N N R 9.705 66.995 3.952 1.895 1.258 0.403 C3 8NC 3 8NC N4 N4 N 0 1 N N N 8.948 68.853 2.660 2.042 3.596 -0.101 N4 8NC 4 8NC C5 C5 C 0 1 N N N 8.171 65.249 2.920 -0.539 1.016 -0.191 C5 8NC 5 8NC N6 N6 N 0 1 N N N 6.775 58.840 3.060 -6.425 -1.294 0.432 N6 8NC 6 8NC C7 C7 C 0 1 N N N 11.063 66.359 4.022 2.536 -0.071 0.099 C7 8NC 7 8NC C8 C8 C 0 1 N N N 8.120 67.704 2.268 0.744 3.132 -0.611 C8 8NC 8 8NC C9 C9 C 0 1 N N N 9.806 68.510 3.791 2.891 2.422 0.173 C9 8NC 9 8NC C10 C10 C 0 1 N N N 5.815 58.486 2.187 -6.882 -2.320 -0.312 C10 8NC 10 8NC C11 C11 C 0 1 Y N N 7.249 60.159 3.049 -5.221 -0.668 0.083 C11 8NC 11 8NC N12 N12 N 0 1 N N N 8.761 64.062 2.747 -1.635 1.194 -0.954 N12 8NC 12 8NC C13 C13 C 0 1 Y N N 8.055 60.551 2.003 -5.235 0.458 -0.731 C13 8NC 13 8NC N14 N14 N 0 1 N N N 11.647 66.174 5.203 3.527 -0.536 0.885 N14 8NC 14 8NC C15 C15 C 0 1 Y N N 8.188 62.781 2.925 -2.840 0.568 -0.606 C15 8NC 15 8NC C16 C16 C 0 1 Y N N 8.512 61.855 1.957 -4.048 1.075 -1.075 C16 8NC 16 8NC C17 C17 C 0 1 Y N N 14.754 64.334 4.428 6.212 -3.016 0.458 C17 8NC 17 8NC C18 C18 C 0 1 Y N N 13.571 65.033 4.212 5.555 -1.847 0.795 C18 8NC 18 8NC O19 O19 O 0 1 N N N 7.650 70.411 1.411 3.896 5.169 0.017 O19 8NC 19 8NC O20 O20 O 0 1 N N N 9.324 71.187 3.076 1.676 5.900 -0.794 O20 8NC 20 8NC C21 C21 C 0 1 N N N 7.297 57.924 3.929 -7.121 -0.857 1.514 C21 8NC 21 8NC C22 C22 C 0 1 Y N N 12.868 65.515 5.328 4.195 -1.720 0.544 C22 8NC 22 8NC O23 O23 O 0 1 N N N 7.015 65.313 3.299 -0.617 0.395 0.847 O23 8NC 23 8NC O24 O24 O 0 1 N N N 11.630 66.017 3.012 2.162 -0.721 -0.854 O24 8NC 24 8NC C25 C25 C 0 1 N N N 5.313 57.170 2.188 -8.087 -2.954 0.031 C25 8NC 25 8NC C26 C26 C 0 1 Y N N 15.185 64.092 5.728 5.512 -4.061 -0.132 C26 8NC 26 8NC O27 O27 O 0 1 N N N 5.353 59.322 1.420 -6.248 -2.699 -1.284 O27 8NC 27 8NC C28 C28 C 0 1 Y N N 6.898 61.085 4.030 -4.016 -1.170 0.554 C28 8NC 28 8NC C29 C29 C 0 1 Y N N 7.388 62.400 3.992 -2.829 -0.553 0.211 C29 8NC 29 8NC C30 C30 C 0 1 N N N 6.818 56.667 3.969 -8.289 -1.442 1.867 C30 8NC 30 8NC C31 C31 C 0 1 N N N 5.799 56.275 3.087 -8.785 -2.520 1.120 C31 8NC 31 8NC C32 C32 C 0 1 Y N N 14.468 64.553 6.821 4.155 -3.933 -0.382 C32 8NC 32 8NC C33 C33 C 0 1 N N N 7.029 70.185 4.037 1.978 5.543 1.833 C33 8NC 33 8NC F34 F34 F 0 1 N N N 9.315 62.261 0.950 -4.060 2.170 -1.866 F34 8NC 34 8NC F35 F35 F 0 1 N N N 15.493 63.857 3.384 7.536 -3.139 0.697 F35 8NC 35 8NC C36 C36 C 0 1 Y N N 13.296 65.255 6.614 3.497 -2.766 -0.045 C36 8NC 36 8NC O37 O37 O 0 1 N N N 16.337 63.393 5.956 6.159 -5.211 -0.463 O37 8NC 37 8NC C38 C38 C 0 1 N N N 16.457 62.747 7.215 5.378 -6.244 -1.066 C38 8NC 38 8NC H331 H331 H 0 0 N N N 7.550 70.154 5.006 2.499 4.873 2.517 H331 8NC 39 8NC H332 H332 H 0 0 N N N 6.349 71.049 4.014 2.231 6.576 2.073 H332 8NC 40 8NC H333 H333 H 0 0 N N N 6.451 69.259 3.902 0.902 5.400 1.934 H333 8NC 41 8NC H2 H2 H 0 1 N N N 9.688 66.192 1.862 1.055 1.220 -1.618 H2 8NC 42 8NC H3 H3 H 0 1 N N N 9.169 66.737 4.878 1.501 1.276 1.419 H3 8NC 43 8NC H81C H81C H 0 0 N N N 7.898 67.713 1.191 0.586 3.511 -1.620 H81C 8NC 44 8NC H82C H82C H 0 0 N N N 7.134 67.698 2.756 -0.056 3.474 0.046 H82C 8NC 45 8NC H91C H91C H 0 0 N N N 9.466 69.021 4.704 3.493 2.589 1.066 H91C 8NC 46 8NC H92C H92C H 0 0 N N N 10.845 68.827 3.617 3.531 2.209 -0.683 H92C 8NC 47 8NC H12 H12 H 0 1 N N N 9.718 64.082 2.458 -1.591 1.755 -1.745 H12 8NC 48 8NC H21 H21 H 0 1 N N N 8.101 58.211 4.590 -6.739 -0.033 2.098 H21 8NC 49 8NC H14 H14 H 0 1 N N N 11.196 66.519 6.026 3.778 -0.052 1.688 H14 8NC 50 8NC H25 H25 H 0 1 N N N 4.550 56.876 1.482 -8.458 -3.777 -0.562 H25 8NC 51 8NC H13 H13 H 0 1 N N N 8.326 59.849 1.229 -6.173 0.850 -1.094 H13 8NC 52 8NC H28 H28 H 0 1 N N N 6.239 60.786 4.832 -4.006 -2.043 1.190 H28 8NC 53 8NC H29 H29 H 0 1 N N N 7.147 63.101 4.778 -1.891 -0.947 0.575 H29 8NC 54 8NC H18 H18 H 0 1 N N N 13.202 65.201 3.211 6.098 -1.034 1.253 H18 8NC 55 8NC H30 H30 H 0 1 N N N 7.218 55.959 4.680 -8.834 -1.086 2.729 H30 8NC 56 8NC H36 H36 H 0 1 N N N 12.716 65.600 7.457 2.439 -2.666 -0.240 H36 8NC 57 8NC H31 H31 H 0 1 N N N 5.405 55.270 3.123 -9.714 -2.995 1.398 H31 8NC 58 8NC H32 H32 H 0 1 N N N 14.822 64.365 7.824 3.612 -4.746 -0.840 H32 8NC 59 8NC H381 H381 H 0 0 N N N 16.488 61.657 7.067 4.582 -6.542 -0.384 H381 8NC 60 8NC H382 H382 H 0 0 N N N 17.383 63.076 7.709 4.942 -5.875 -1.995 H382 8NC 61 8NC H383 H383 H 0 0 N N N 15.593 63.007 7.844 6.014 -7.103 -1.280 H383 8NC 62 # 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 8NC S1 N4 SING N N 1 8NC S1 O19 DOUB N N 2 8NC S1 O20 DOUB N N 3 8NC S1 C33 SING N N 4 8NC C2 C3 SING N N 5 8NC C2 C5 SING N N 6 8NC C2 C8 SING N N 7 8NC C3 C7 SING N N 8 8NC C3 C9 SING N N 9 8NC N4 C8 SING N N 10 8NC N4 C9 SING N N 11 8NC C5 N12 SING N N 12 8NC C5 O23 DOUB N N 13 8NC N6 C10 SING N N 14 8NC N6 C11 SING N N 15 8NC N6 C21 SING N N 16 8NC C7 N14 SING N N 17 8NC C7 O24 DOUB N N 18 8NC C10 C25 SING N N 19 8NC C10 O27 DOUB N N 20 8NC C11 C13 SING Y N 21 8NC C11 C28 DOUB Y N 22 8NC N12 C15 SING N N 23 8NC C13 C16 DOUB Y N 24 8NC N14 C22 SING N N 25 8NC C15 C16 SING Y N 26 8NC C15 C29 DOUB Y N 27 8NC C16 F34 SING N N 28 8NC C17 C18 DOUB Y N 29 8NC C17 C26 SING Y N 30 8NC C17 F35 SING N N 31 8NC C18 C22 SING Y N 32 8NC C21 C30 DOUB N N 33 8NC C22 C36 DOUB Y N 34 8NC C25 C31 DOUB N N 35 8NC C26 C32 DOUB Y N 36 8NC C26 O37 SING N N 37 8NC C28 C29 SING Y N 38 8NC C30 C31 SING N N 39 8NC C32 C36 SING Y N 40 8NC O37 C38 SING N N 41 8NC C33 H331 SING N N 42 8NC C33 H332 SING N N 43 8NC C33 H333 SING N N 44 8NC C2 H2 SING N N 45 8NC C3 H3 SING N N 46 8NC C8 H81C SING N N 47 8NC C8 H82C SING N N 48 8NC C9 H91C SING N N 49 8NC C9 H92C SING N N 50 8NC N12 H12 SING N N 51 8NC C21 H21 SING N N 52 8NC N14 H14 SING N N 53 8NC C25 H25 SING N N 54 8NC C13 H13 SING N N 55 8NC C28 H28 SING N N 56 8NC C29 H29 SING N N 57 8NC C18 H18 SING N N 58 8NC C30 H30 SING N N 59 8NC C36 H36 SING N N 60 8NC C31 H31 SING N N 61 8NC C32 H32 SING N N 62 8NC C38 H381 SING N N 63 8NC C38 H382 SING N N 64 8NC C38 H383 SING N N 65 # 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 8NC SMILES ACDLabs 10.04 "O=C(Nc2ccc(N1C=CC=CC1=O)cc2F)C4C(C(=O)Nc3ccc(OC)c(F)c3)CN(S(=O)(=O)C)C4" 8NC SMILES_CANONICAL CACTVS 3.352 "COc1ccc(NC(=O)[C@H]2CN(C[C@@H]2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)[S](C)(=O)=O)cc1F" 8NC SMILES CACTVS 3.352 "COc1ccc(NC(=O)[CH]2CN(C[CH]2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)[S](C)(=O)=O)cc1F" 8NC SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "COc1ccc(cc1F)NC(=O)[C@H]2C[N@@](C[C@@H]2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)C" 8NC SMILES "OpenEye OEToolkits" 1.6.1 "COc1ccc(cc1F)NC(=O)C2CN(CC2C(=O)Nc3ccc(cc3F)N4C=CC=CC4=O)S(=O)(=O)C" 8NC InChI InChI 1.03 "InChI=1S/C25H24F2N4O6S/c1-37-22-9-6-15(11-20(22)27)28-24(33)17-13-30(38(2,35)36)14-18(17)25(34)29-21-8-7-16(12-19(21)26)31-10-4-3-5-23(31)32/h3-12,17-18H,13-14H2,1-2H3,(H,28,33)(H,29,34)/t17-,18-/m0/s1" 8NC InChIKey InChI 1.03 JORQWQCWRYRBEL-ROUUACIJSA-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 8NC "SYSTEMATIC NAME" ACDLabs 10.04 "(3R,4R)-N-(3-fluoro-4-methoxyphenyl)-N'-[2-fluoro-4-(2-oxopyridin-1(2H)-yl)phenyl]-1-(methylsulfonyl)pyrrolidine-3,4-dicarboxamide" 8NC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "(1S,3R,4R)-N-(3-fluoro-4-methoxy-phenyl)-N'-[2-fluoro-4-(2-oxopyridin-1-yl)phenyl]-1-methylsulfonyl-pyrrolidine-3,4-dicarboxamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 8NC "Create component" 2010-04-15 EBI 8NC "Modify aromatic_flag" 2011-06-04 RCSB 8NC "Modify descriptor" 2011-06-04 RCSB #