data_1JE # _chem_comp.id 1JE _chem_comp.name "[(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C16 H17 Cl2 N O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-02-15 _chem_comp.pdbx_modified_date 2013-04-12 _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 342.217 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 1JE _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 4J02 _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 1JE C1 C1 C 0 1 Y N N -25.366 53.559 55.029 1.488 0.791 0.319 C1 1JE 1 1JE C2 C2 C 0 1 Y N N -24.000 53.785 54.769 2.678 1.502 0.450 C2 1JE 2 1JE C3 C3 C 0 1 Y N N -23.460 55.074 55.015 3.885 0.841 0.369 C3 1JE 3 1JE C4 C4 C 0 1 Y N N -24.291 56.117 55.517 3.927 -0.530 0.157 C4 1JE 4 1JE C5 C5 C 0 1 Y N N -25.671 55.886 55.781 2.772 -1.248 0.025 C5 1JE 5 1JE C6 C6 C 0 1 Y N N -26.214 54.599 55.536 1.536 -0.600 0.104 C6 1JE 6 1JE N7 N7 N 0 1 Y N N -26.117 52.392 54.872 0.159 1.156 0.356 N7 1JE 7 1JE C8 C8 C 0 1 Y N N -27.404 52.668 55.263 -0.629 0.057 0.177 C8 1JE 8 1JE C9 C9 C 0 1 Y N N -27.551 53.964 55.674 0.148 -1.034 0.015 C9 1JE 9 1JE C10 C10 C 0 1 N N R -28.562 51.643 55.252 -2.138 -0.007 0.146 C10 1JE 10 1JE O11 O11 O 0 1 N N N -29.851 52.294 55.655 -2.520 -1.268 -0.418 O11 1JE 11 1JE C12 C12 C 0 1 N N N -29.782 53.394 56.621 -1.889 -2.401 0.185 C12 1JE 12 1JE C13 C13 C 0 1 N N N -28.843 54.531 56.151 -0.401 -2.420 -0.205 C13 1JE 13 1JE CL1 CL1 CL 0 0 N N N -22.991 52.545 54.170 2.641 3.217 0.714 CL1 1JE 14 1JE CL2 CL2 CL 0 0 N N N -26.579 57.200 56.385 2.840 -2.962 -0.241 CL2 1JE 15 1JE C16 C16 C 0 1 N N N -28.309 50.468 56.257 -2.686 1.132 -0.716 C16 1JE 16 1JE C17 C17 C 0 1 N N N -27.064 49.608 56.048 -2.156 0.999 -2.120 C17 1JE 17 1JE O18 O18 O 0 1 N N N -26.368 49.569 55.040 -1.505 0.029 -2.431 O18 1JE 18 1JE O19 O19 O 0 1 N N N -26.779 48.854 57.130 -2.407 1.957 -3.026 O19 1JE 19 1JE C20 C20 C 0 1 N N N -28.856 51.092 53.806 -2.690 0.110 1.569 C20 1JE 20 1JE C21 C21 C 0 1 N N N -29.271 52.139 52.749 -4.218 0.034 1.532 C21 1JE 21 1JE C22 C22 C 0 1 N N N -29.695 51.477 51.447 -4.762 0.020 2.961 C22 1JE 22 1JE H1 H1 H 0 1 N N N -22.415 55.265 54.821 4.806 1.396 0.472 H1 1JE 23 1JE H2 H2 H 0 1 N N N -23.869 57.094 55.699 4.881 -1.033 0.095 H2 1JE 24 1JE H3 H3 H 0 1 N N N -25.778 51.513 54.535 -0.168 2.059 0.491 H3 1JE 25 1JE H4 H4 H 0 1 N N N -30.793 53.805 56.761 -1.984 -2.336 1.269 H4 1JE 26 1JE H5 H5 H 0 1 N N N -29.410 53.001 57.579 -2.368 -3.314 -0.168 H5 1JE 27 1JE H6 H6 H 0 1 N N N -28.652 55.215 56.991 -0.290 -2.700 -1.253 H6 1JE 28 1JE H7 H7 H 0 1 N N N -29.323 55.083 55.330 0.130 -3.133 0.427 H7 1JE 29 1JE H8 H8 H 0 1 N N N -28.240 50.906 57.264 -3.775 1.084 -0.733 H8 1JE 30 1JE H9 H9 H 0 1 N N N -29.181 49.800 56.207 -2.372 2.088 -0.298 H9 1JE 31 1JE H10 H10 H 0 1 N N N -26.000 48.337 56.960 -2.046 1.827 -3.914 H10 1JE 32 1JE H11 H11 H 0 1 N N N -29.669 50.356 53.886 -2.300 -0.706 2.178 H11 1JE 33 1JE H12 H12 H 0 1 N N N -27.944 50.594 53.445 -2.384 1.063 2.000 H12 1JE 34 1JE H13 H13 H 0 1 N N N -28.418 52.804 52.551 -4.612 0.900 1.001 H13 1JE 35 1JE H14 H14 H 0 1 N N N -30.113 52.729 53.141 -4.523 -0.877 1.018 H14 1JE 36 1JE H15 H15 H 0 1 N N N -29.983 52.250 50.719 -4.368 -0.846 3.492 H15 1JE 37 1JE H16 H16 H 0 1 N N N -28.857 50.889 51.045 -4.457 0.931 3.475 H16 1JE 38 1JE H17 H17 H 0 1 N N N -30.552 50.813 51.635 -5.851 -0.034 2.935 H17 1JE 39 # 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 1JE C22 C21 SING N N 1 1JE C21 C20 SING N N 2 1JE C20 C10 SING N N 3 1JE CL1 C2 SING N N 4 1JE C2 C3 DOUB Y N 5 1JE C2 C1 SING Y N 6 1JE N7 C1 SING Y N 7 1JE N7 C8 SING Y N 8 1JE C3 C4 SING Y N 9 1JE C1 C6 DOUB Y N 10 1JE O18 C17 DOUB N N 11 1JE C10 C8 SING N N 12 1JE C10 O11 SING N N 13 1JE C10 C16 SING N N 14 1JE C8 C9 DOUB Y N 15 1JE C4 C5 DOUB Y N 16 1JE C6 C9 SING Y N 17 1JE C6 C5 SING Y N 18 1JE O11 C12 SING N N 19 1JE C9 C13 SING N N 20 1JE C5 CL2 SING N N 21 1JE C17 C16 SING N N 22 1JE C17 O19 SING N N 23 1JE C13 C12 SING N N 24 1JE C3 H1 SING N N 25 1JE C4 H2 SING N N 26 1JE N7 H3 SING N N 27 1JE C12 H4 SING N N 28 1JE C12 H5 SING N N 29 1JE C13 H6 SING N N 30 1JE C13 H7 SING N N 31 1JE C16 H8 SING N N 32 1JE C16 H9 SING N N 33 1JE O19 H10 SING N N 34 1JE C20 H11 SING N N 35 1JE C20 H12 SING N N 36 1JE C21 H13 SING N N 37 1JE C21 H14 SING N N 38 1JE C22 H15 SING N N 39 1JE C22 H16 SING N N 40 1JE C22 H17 SING N N 41 # 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 1JE SMILES ACDLabs 12.01 "O=C(O)CC3(OCCc2c3nc1c(Cl)ccc(Cl)c12)CCC" 1JE InChI InChI 1.03 "InChI=1S/C16H17Cl2NO3/c1-2-6-16(8-12(20)21)15-9(5-7-22-16)13-10(17)3-4-11(18)14(13)19-15/h3-4,19H,2,5-8H2,1H3,(H,20,21)/t16-/m1/s1" 1JE InChIKey InChI 1.03 DKHFCUNJXIAWGU-MRXNPFEDSA-N 1JE SMILES_CANONICAL CACTVS 3.370 "CCC[C@]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23" 1JE SMILES CACTVS 3.370 "CCC[C]1(CC(O)=O)OCCc2c1[nH]c3c(Cl)ccc(Cl)c23" 1JE SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCC[C@]1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=O)O" 1JE SMILES "OpenEye OEToolkits" 1.7.6 "CCCC1(c2c(c3c(ccc(c3[nH]2)Cl)Cl)CCO1)CC(=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 1JE "SYSTEMATIC NAME" ACDLabs 12.01 "[(1R)-5,8-dichloro-1-propyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid" 1JE "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "2-[(1R)-5,8-bis(chloranyl)-1-propyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl]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 1JE "Create component" 2013-02-15 RCSB 1JE "Initial release" 2013-04-17 RCSB #