data_1D6 # _chem_comp.id 1D6 _chem_comp.name "{4-[(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-4-hydroxy-3-(3-methylbenzoyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H20 Cl N O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-12-11 _chem_comp.pdbx_modified_date 2014-03-14 _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 505.903 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1D6 _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 4IBG _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 1D6 CAA CAA C 0 1 N N N 9.287 20.870 3.595 7.057 -1.871 -1.924 CAA 1D6 1 1D6 CBA CBA C 0 1 Y N N 7.896 20.476 3.659 5.616 -2.112 -1.555 CBA 1D6 2 1D6 CAO CAO C 0 1 Y N N 6.944 21.041 2.782 5.038 -1.388 -0.532 CAO 1D6 3 1D6 CAI CAI C 0 1 Y N N 7.483 19.602 4.652 4.875 -3.054 -2.245 CAI 1D6 4 1D6 CAH CAH C 0 1 Y N N 6.120 19.222 4.748 3.550 -3.281 -1.912 CAH 1D6 5 1D6 CAJ CAJ C 0 1 Y N N 5.192 19.787 3.836 2.962 -2.569 -0.889 CAJ 1D6 6 1D6 CBD CBD C 0 1 Y N N 5.613 20.618 2.785 3.703 -1.612 -0.191 CBD 1D6 7 1D6 CAW CAW C 0 1 N N N 4.670 21.230 1.875 3.077 -0.841 0.904 CAW 1D6 8 1D6 OAC OAC O 0 1 N N N 4.851 22.399 1.556 3.743 -0.057 1.554 OAC 1D6 9 1D6 CAZ CAZ C 0 1 N N N 3.474 20.636 1.454 1.654 -1.021 1.207 CAZ 1D6 10 1D6 CAY CAY C 0 1 N N N 3.201 19.338 1.188 1.129 -1.545 2.339 CAY 1D6 11 1D6 OAF OAF O 0 1 N N N 3.879 18.249 1.689 1.841 -1.997 3.397 OAF 1D6 12 1D6 CAX CAX C 0 1 N N N 1.975 19.271 0.552 -0.345 -1.545 2.237 CAX 1D6 13 1D6 OAD OAD O 0 1 N N N 1.391 18.175 0.237 -1.104 -1.952 3.094 OAD 1D6 14 1D6 NBJ NBJ N 0 1 N N N 1.499 20.474 0.244 -0.723 -1.026 1.054 NBJ 1D6 15 1D6 CBF CBF C 0 1 Y N N 0.393 20.749 -0.494 -2.038 -0.867 0.609 CBF 1D6 16 1D6 CAM CAM C 0 1 Y N N 0.435 21.747 -1.492 -2.287 -0.319 -0.643 CAM 1D6 17 1D6 CAK CAK C 0 1 Y N N -0.680 22.030 -2.238 -3.588 -0.169 -1.083 CAK 1D6 18 1D6 CBB CBB C 0 1 Y N N -1.870 21.381 -1.989 -4.641 -0.562 -0.278 CBB 1D6 19 1D6 CAS CAS C 0 1 N N N -3.063 21.753 -2.770 -6.059 -0.396 -0.761 CAS 1D6 20 1D6 CAV CAV C 0 1 N N N -3.698 20.525 -3.434 -6.487 -1.639 -1.498 CAV 1D6 21 1D6 OAE OAE O 0 1 N N N -4.875 20.247 -3.095 -7.721 -1.718 -2.021 OAE 1D6 22 1D6 OAB OAB O 0 1 N N N -2.997 19.887 -4.277 -5.719 -2.565 -1.619 OAB 1D6 23 1D6 CAL CAL C 0 1 Y N N -1.939 20.398 -1.019 -4.396 -1.108 0.969 CAL 1D6 24 1D6 CAN CAN C 0 1 Y N N -0.832 20.140 -0.195 -3.098 -1.262 1.414 CAN 1D6 25 1D6 CBI CBI C 0 1 N N S 2.496 21.471 0.769 0.490 -0.651 0.317 CBI 1D6 26 1D6 CBE CBE C 0 1 Y N N 1.810 22.335 1.753 0.490 0.830 0.039 CBE 1D6 27 1D6 CAQ CAQ C 0 1 Y N N 1.180 21.805 2.901 0.822 1.295 -1.220 CAQ 1D6 28 1D6 CBG CBG C 0 1 Y N N 0.601 22.638 3.775 0.823 2.656 -1.479 CBG 1D6 29 1D6 OAT OAT O 0 1 N N N -0.031 22.307 4.968 1.107 3.362 -2.613 OAT 1D6 30 1D6 CAR CAR C 0 1 N N N -0.322 23.582 5.621 1.340 4.714 -2.176 CAR 1D6 31 1D6 OAU OAU O 0 1 N N N 0.036 24.678 4.671 0.562 4.822 -0.969 OAU 1D6 32 1D6 CBH CBH C 0 1 Y N N 0.644 23.994 3.625 0.488 3.554 -0.468 CBH 1D6 33 1D6 CBC CBC C 0 1 Y N N 1.218 24.537 2.588 0.155 3.081 0.791 CBC 1D6 34 1D6 CLA CLA CL 0 0 N N N 1.260 26.280 2.372 -0.263 4.196 2.054 CLA 1D6 35 1D6 CAP CAP C 0 1 Y N N 1.791 23.694 1.600 0.151 1.720 1.041 CAP 1D6 36 1D6 H1 H1 H 0 1 N N N 9.449 21.751 4.233 7.112 -1.091 -2.684 H1 1D6 37 1D6 H2 H2 H 0 1 N N N 9.919 20.041 3.947 7.612 -1.557 -1.040 H2 1D6 38 1D6 H3 H3 H 0 1 N N N 9.551 21.117 2.556 7.490 -2.791 -2.317 H3 1D6 39 1D6 H4 H4 H 0 1 N N N 7.251 21.816 2.095 5.617 -0.651 0.004 H4 1D6 40 1D6 H5 H5 H 0 1 N N N 8.202 19.209 5.356 5.331 -3.614 -3.048 H5 1D6 41 1D6 H6 H6 H 0 1 N N N 5.796 18.517 5.499 2.977 -4.017 -2.455 H6 1D6 42 1D6 H7 H7 H 0 1 N N N 4.140 19.574 3.952 1.928 -2.747 -0.630 H7 1D6 43 1D6 H10 H10 H 0 1 N N N 3.400 17.455 1.483 1.297 -2.338 4.120 H10 1D6 44 1D6 H11 H11 H 0 1 N N N 1.351 22.291 -1.669 -1.465 -0.011 -1.272 H11 1D6 45 1D6 H12 H12 H 0 1 N N N -0.625 22.766 -3.026 -3.782 0.257 -2.056 H12 1D6 46 1D6 H13 H13 H 0 1 N N N -2.771 22.472 -3.550 -6.717 -0.236 0.093 H13 1D6 47 1D6 H14 H14 H 0 1 N N N -3.800 22.219 -2.099 -6.117 0.461 -1.431 H14 1D6 48 1D6 H15 H15 H 0 1 N N N -5.168 19.478 -3.569 -7.950 -2.535 -2.485 H15 1D6 49 1D6 H16 H16 H 0 1 N N N -2.847 19.827 -0.895 -5.221 -1.414 1.595 H16 1D6 50 1D6 H17 H17 H 0 1 N N N -0.924 19.482 0.656 -2.908 -1.692 2.387 H17 1D6 51 1D6 H18 H18 H 0 1 N N N 2.947 22.056 -0.046 0.548 -1.209 -0.617 H18 1D6 52 1D6 H19 H19 H 0 1 N N N 1.166 20.739 3.072 1.082 0.597 -2.002 H19 1D6 53 1D6 H20 H20 H 0 1 N N N 0.274 23.675 6.541 2.398 4.871 -1.965 H20 1D6 54 1D6 H21 H21 H 0 1 N N N 2.220 24.134 0.712 -0.112 1.353 2.022 H21 1D6 55 1D6 H8 H8 H 0 1 N N N -1.392 23.638 5.870 0.990 5.424 -2.925 H8 1D6 56 # 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 1D6 OAB CAV DOUB N N 1 1D6 CAV OAE SING N N 2 1D6 CAV CAS SING N N 3 1D6 CAS CBB SING N N 4 1D6 CAK CBB DOUB Y N 5 1D6 CAK CAM SING Y N 6 1D6 CBB CAL SING Y N 7 1D6 CAM CBF DOUB Y N 8 1D6 CAL CAN DOUB Y N 9 1D6 CBF CAN SING Y N 10 1D6 CBF NBJ SING N N 11 1D6 OAD CAX DOUB N N 12 1D6 NBJ CAX SING N N 13 1D6 NBJ CBI SING N N 14 1D6 CAX CAY SING N N 15 1D6 CBI CAZ SING N N 16 1D6 CBI CBE SING N N 17 1D6 CAY CAZ DOUB N N 18 1D6 CAY OAF SING N N 19 1D6 CAZ CAW SING N N 20 1D6 OAC CAW DOUB N N 21 1D6 CAP CBE DOUB Y N 22 1D6 CAP CBC SING Y N 23 1D6 CBE CAQ SING Y N 24 1D6 CAW CBD SING N N 25 1D6 CLA CBC SING N N 26 1D6 CBC CBH DOUB Y N 27 1D6 CAO CBD DOUB Y N 28 1D6 CAO CBA SING Y N 29 1D6 CBD CAJ SING Y N 30 1D6 CAQ CBG DOUB Y N 31 1D6 CAA CBA SING N N 32 1D6 CBH CBG SING Y N 33 1D6 CBH OAU SING N N 34 1D6 CBA CAI DOUB Y N 35 1D6 CBG OAT SING N N 36 1D6 CAJ CAH DOUB Y N 37 1D6 CAI CAH SING Y N 38 1D6 OAU CAR SING N N 39 1D6 OAT CAR SING N N 40 1D6 CAA H1 SING N N 41 1D6 CAA H2 SING N N 42 1D6 CAA H3 SING N N 43 1D6 CAO H4 SING N N 44 1D6 CAI H5 SING N N 45 1D6 CAH H6 SING N N 46 1D6 CAJ H7 SING N N 47 1D6 OAF H10 SING N N 48 1D6 CAM H11 SING N N 49 1D6 CAK H12 SING N N 50 1D6 CAS H13 SING N N 51 1D6 CAS H14 SING N N 52 1D6 OAE H15 SING N N 53 1D6 CAL H16 SING N N 54 1D6 CAN H17 SING N N 55 1D6 CBI H18 SING N N 56 1D6 CAQ H19 SING N N 57 1D6 CAR H20 SING N N 58 1D6 CAP H21 SING N N 59 1D6 CAR H8 SING N N 60 # 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 1D6 SMILES ACDLabs 12.01 "O=C(O)Cc1ccc(cc1)N5C(=O)C(O)=C(C(=O)c2cccc(c2)C)C5c3cc4OCOc4c(Cl)c3" 1D6 InChI InChI 1.03 "InChI=1S/C27H20ClNO7/c1-14-3-2-4-16(9-14)24(32)22-23(17-11-19(28)26-20(12-17)35-13-36-26)29(27(34)25(22)33)18-7-5-15(6-8-18)10-21(30)31/h2-9,11-12,23,33H,10,13H2,1H3,(H,30,31)/t23-/m0/s1" 1D6 InChIKey InChI 1.03 UREMFAJAZZTMEH-QHCPKHFHSA-N 1D6 SMILES_CANONICAL CACTVS 3.370 "Cc1cccc(c1)C(=O)C2=C(O)C(=O)N([C@H]2c3cc(Cl)c4OCOc4c3)c5ccc(CC(O)=O)cc5" 1D6 SMILES CACTVS 3.370 "Cc1cccc(c1)C(=O)C2=C(O)C(=O)N([CH]2c3cc(Cl)c4OCOc4c3)c5ccc(CC(O)=O)cc5" 1D6 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)C(=O)C2=C(C(=O)N([C@H]2c3cc4c(c(c3)Cl)OCO4)c5ccc(cc5)CC(=O)O)O" 1D6 SMILES "OpenEye OEToolkits" 1.7.6 "Cc1cccc(c1)C(=O)C2=C(C(=O)N(C2c3cc4c(c(c3)Cl)OCO4)c5ccc(cc5)CC(=O)O)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 1D6 "SYSTEMATIC NAME" ACDLabs 12.01 "{4-[(2S)-2-(7-chloro-1,3-benzodioxol-5-yl)-4-hydroxy-3-(3-methylbenzoyl)-5-oxo-2,5-dihydro-1H-pyrrol-1-yl]phenyl}acetic acid" 1D6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[4-[(2S)-2-(7-chloranyl-1,3-benzodioxol-5-yl)-3-(3-methylphenyl)carbonyl-4-oxidanyl-5-oxidanylidene-2H-pyrrol-1-yl]phenyl]ethanoic acid" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 1D6 "Create component" 2012-12-11 RCSB 1D6 "Initial release" 2014-03-19 RCSB #