data_CI3 # _chem_comp.id CI3 _chem_comp.name "(2Z)-4-[(3S)-1-benzyl-3-(4-chlorobenzyl)piperidin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H24 Cl N O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-06-03 _chem_comp.pdbx_modified_date 2014-09-05 _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 413.894 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CI3 _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 4AWG _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 CI3 CL CL CL 0 0 N N N -25.893 -34.188 53.569 -1.183 -5.363 -0.280 CL CI3 1 CI3 CZB CZB C 0 1 Y N N -24.604 -35.404 53.403 -0.900 -3.711 0.174 CZB CI3 2 CI3 CEA CEA C 0 1 Y N N -23.911 -35.884 54.518 0.385 -3.201 0.162 CEA CI3 3 CI3 CDA CDA C 0 1 Y N N -22.912 -36.835 54.315 0.609 -1.885 0.523 CDA CI3 4 CI3 CEB CEB C 0 1 Y N N -24.325 -35.832 52.115 -1.962 -2.904 0.541 CEB CI3 5 CI3 CDB CDB C 0 1 Y N N -23.335 -36.775 51.910 -1.736 -1.589 0.902 CDB CI3 6 CI3 CGA CGA C 0 1 Y N N -22.622 -37.269 53.006 -0.451 -1.081 0.896 CGA CI3 7 CI3 CO CO C 0 1 N N N -21.541 -38.286 52.758 -0.206 0.353 1.291 CO CI3 8 CI3 CF CF C 0 1 N N S -20.233 -37.677 52.207 -0.344 1.251 0.061 CF CI3 9 CI3 CH CH C 0 1 N N N -19.318 -37.133 53.313 0.709 0.859 -0.979 CH CI3 10 CI3 CB CB C 0 1 N N N -19.608 -38.905 51.613 -1.720 1.087 -0.530 CB CI3 11 CI3 O13 O13 O 0 1 N N N -18.659 -39.423 52.202 -1.852 0.606 -1.637 O13 CI3 12 CI3 CM CM C 0 1 N N N -20.219 -39.495 50.386 -2.859 1.495 0.205 CM CI3 13 CI3 CA CA C 0 1 N N N -19.988 -40.757 49.966 -4.088 1.446 -0.366 CA CI3 14 CI3 O14 O14 O 0 1 N N N -19.123 -41.567 50.565 -4.225 1.009 -1.638 O14 CI3 15 CI3 CE CE C 0 1 N N N -20.679 -41.223 48.770 -5.281 1.872 0.404 CE CI3 16 CI3 CG CG C 0 1 N N N -20.446 -36.597 51.125 -0.133 2.712 0.468 CG CI3 17 CI3 OAO OAO O 0 1 N N N -20.621 -42.421 48.460 -5.157 2.265 1.546 OAO CI3 18 CI3 OAN OAN O 0 1 N N N -21.289 -40.407 48.051 -6.501 1.824 -0.163 OAN CI3 19 CI3 CK CK C 0 1 N N N -19.164 -35.919 50.642 1.288 2.882 1.013 CK CI3 20 CI3 CI CI C 0 1 N N N -18.373 -35.287 51.783 2.294 2.444 -0.054 CI CI3 21 CI3 NJ NJ N 0 1 N N N -18.833 -35.728 53.135 2.051 1.038 -0.410 NJ CI3 22 CI3 CP CP C 0 1 N N N -17.765 -35.451 54.159 3.083 0.542 -1.330 CP CI3 23 CI3 CGB CGB C 0 1 Y N N -18.478 -35.088 55.444 4.413 0.507 -0.621 CGB CI3 24 CI3 CD1 CD1 C 0 1 Y N N -18.259 -35.819 56.609 4.802 -0.629 0.062 CD1 CI3 25 CI3 CE1 CE1 C 0 1 Y N N -18.966 -35.497 57.764 6.022 -0.661 0.713 CE1 CI3 26 CI3 CZ CZ C 0 1 Y N N -19.897 -34.444 57.742 6.852 0.444 0.680 CZ CI3 27 CI3 CE2 CE2 C 0 1 Y N N -20.127 -33.715 56.580 6.462 1.581 -0.004 CE2 CI3 28 CI3 CD2 CD2 C 0 1 Y N N -19.409 -34.041 55.435 5.245 1.611 -0.658 CD2 CI3 29 CI3 HEB HEB H 0 1 N N N -24.877 -35.432 51.277 -2.966 -3.301 0.546 HEB CI3 30 CI3 HEA HEA H 0 1 N N N -24.143 -35.528 55.511 1.214 -3.829 -0.129 HEA CI3 31 CI3 HDB HDB H 0 1 N N N -23.115 -37.126 50.913 -2.565 -0.958 1.190 HDB CI3 32 CI3 HDA HDA H 0 1 N N N -22.364 -37.236 55.155 1.613 -1.487 0.514 HDA CI3 33 CI3 HO1C HO1C H 0 0 N N N -21.315 -38.792 53.708 -0.935 0.652 2.044 HO1C CI3 34 CI3 HO2C HO2C H 0 0 N N N -21.916 -39.021 52.031 0.800 0.450 1.701 HO2C CI3 35 CI3 HG1C HG1C H 0 0 N N N -20.931 -37.070 50.259 -0.270 3.356 -0.401 HG1C CI3 36 CI3 HG2C HG2C H 0 0 N N N -21.109 -35.823 51.539 -0.854 2.983 1.240 HG2C CI3 37 CI3 HH1C HH1C H 0 0 N N N -19.873 -37.179 54.261 0.570 -0.184 -1.261 HH1C CI3 38 CI3 HH2C HH2C H 0 0 N N N -18.436 -37.788 53.372 0.601 1.491 -1.861 HH2C CI3 39 CI3 HM HM H 0 1 N N N -20.884 -38.877 49.801 -2.750 1.844 1.221 HM CI3 40 CI3 H14 H14 H 0 1 N N N -19.140 -42.418 50.143 -5.138 1.010 -1.958 H14 CI3 41 CI3 HAN HAN H 0 1 N N N -21.656 -40.858 47.300 -7.249 2.112 0.378 HAN CI3 42 CI3 HK1C HK1C H 0 0 N N N -18.531 -36.671 50.148 1.458 3.929 1.265 HK1C CI3 43 CI3 HK2C HK2C H 0 0 N N N -19.431 -35.133 49.920 1.412 2.268 1.904 HK2C CI3 44 CI3 HI1C HI1C H 0 0 N N N -17.314 -35.561 51.668 2.178 3.067 -0.941 HI1C CI3 45 CI3 HI2C HI2C H 0 0 N N N -18.478 -34.194 51.718 3.306 2.550 0.335 HI2C CI3 46 CI3 HP1C HP1C H 0 0 N N N -17.143 -36.346 54.310 2.822 -0.463 -1.661 HP1C CI3 47 CI3 HP2C HP2C H 0 0 N N N -17.130 -34.615 53.828 3.149 1.204 -2.193 HP2C CI3 48 CI3 HD1 HD1 H 0 1 N N N -17.546 -36.630 56.616 4.154 -1.493 0.088 HD1 CI3 49 CI3 HD2 HD2 H 0 1 N N N -19.571 -33.480 54.527 4.942 2.497 -1.196 HD2 CI3 50 CI3 HE1 HE1 H 0 1 N N N -18.800 -36.054 58.674 6.326 -1.549 1.247 HE1 CI3 51 CI3 HZ HZ H 0 1 N N N -20.442 -34.197 58.641 7.804 0.420 1.189 HZ CI3 52 CI3 HE2 HE2 H 0 1 N N N -20.849 -32.912 56.567 7.110 2.444 -0.030 HE2 CI3 53 # 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 CI3 CL CZB SING N N 1 CI3 CZB CEB DOUB Y N 2 CI3 CZB CEA SING Y N 3 CI3 CEB CDB SING Y N 4 CI3 CDB CGA DOUB Y N 5 CI3 CEA CDA DOUB Y N 6 CI3 CDA CGA SING Y N 7 CI3 CGA CO SING N N 8 CI3 CO CF SING N N 9 CI3 CF CB SING N N 10 CI3 CF CG SING N N 11 CI3 CF CH SING N N 12 CI3 CB CM SING N N 13 CI3 CB O13 DOUB N N 14 CI3 CM CA DOUB N Z 15 CI3 CA CE SING N N 16 CI3 CA O14 SING N N 17 CI3 CE OAO DOUB N N 18 CI3 CE OAN SING N N 19 CI3 CG CK SING N N 20 CI3 CK CI SING N N 21 CI3 CI NJ SING N N 22 CI3 NJ CH SING N N 23 CI3 NJ CP SING N N 24 CI3 CP CGB SING N N 25 CI3 CGB CD1 DOUB Y N 26 CI3 CGB CD2 SING Y N 27 CI3 CD1 CE1 SING Y N 28 CI3 CE1 CZ DOUB Y N 29 CI3 CZ CE2 SING Y N 30 CI3 CE2 CD2 DOUB Y N 31 CI3 CEB HEB SING N N 32 CI3 CEA HEA SING N N 33 CI3 CDB HDB SING N N 34 CI3 CDA HDA SING N N 35 CI3 CO HO1C SING N N 36 CI3 CO HO2C SING N N 37 CI3 CG HG1C SING N N 38 CI3 CG HG2C SING N N 39 CI3 CH HH1C SING N N 40 CI3 CH HH2C SING N N 41 CI3 CM HM SING N N 42 CI3 O14 H14 SING N N 43 CI3 OAN HAN SING N N 44 CI3 CK HK1C SING N N 45 CI3 CK HK2C SING N N 46 CI3 CI HI1C SING N N 47 CI3 CI HI2C SING N N 48 CI3 CP HP1C SING N N 49 CI3 CP HP2C SING N N 50 CI3 CD1 HD1 SING N N 51 CI3 CD2 HD2 SING N N 52 CI3 CE1 HE1 SING N N 53 CI3 CZ HZ SING N N 54 CI3 CE2 HE2 SING N N 55 # 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 CI3 SMILES ACDLabs 12.01 "O=C(O)C(\O)=C\C(=O)C2(CCCN(Cc1ccccc1)C2)Cc3ccc(Cl)cc3" CI3 InChI InChI 1.03 "InChI=1S/C23H24ClNO4/c24-19-9-7-17(8-10-19)14-23(21(27)13-20(26)22(28)29)11-4-12-25(16-23)15-18-5-2-1-3-6-18/h1-3,5-10,13,26H,4,11-12,14-16H2,(H,28,29)/b20-13-/t23-/m0/s1" CI3 InChIKey InChI 1.03 KBXVCUKTDOSDRY-BXDIUNCMSA-N CI3 SMILES_CANONICAL CACTVS 3.385 "OC(=O)C(/O)=C/C(=O)[C@@]1(CCCN(Cc2ccccc2)C1)Cc3ccc(Cl)cc3" CI3 SMILES CACTVS 3.385 "OC(=O)C(O)=CC(=O)[C]1(CCCN(Cc2ccccc2)C1)Cc3ccc(Cl)cc3" CI3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCC[C@@](C2)(Cc3ccc(cc3)Cl)C(=O)/C=C(/C(=O)O)\O" CI3 SMILES "OpenEye OEToolkits" 1.9.2 "c1ccc(cc1)CN2CCCC(C2)(Cc3ccc(cc3)Cl)C(=O)C=C(C(=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 CI3 "SYSTEMATIC NAME" ACDLabs 12.01 "(2Z)-4-[(3S)-1-benzyl-3-(4-chlorobenzyl)piperidin-3-yl]-2-hydroxy-4-oxobut-2-enoic acid" CI3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(Z)-4-[(3S)-3-[(4-chlorophenyl)methyl]-1-(phenylmethyl)piperidin-3-yl]-2-oxidanyl-4-oxidanylidene-but-2-enoic 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 CI3 "Create component" 2012-06-03 EBI CI3 "Modify descriptor" 2014-09-05 RCSB #