data_5WL # _chem_comp.id 5WL _chem_comp.name "6-chloranyl-~{N}-methylsulfonyl-3-(3-naphthalen-1-yloxypropyl)-1~{H}-indole-2-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 Cl N2 O4 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-12-15 _chem_comp.pdbx_modified_date 2016-02-26 _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 456.942 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5WL _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 5FC4 _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 5WL CAA C1 C 0 1 N N N 1.778 3.980 5.205 2.431 -4.950 -1.346 CAA 5WL 1 5WL SBE S1 S 0 1 N N N 0.767 2.894 6.137 2.467 -4.480 0.405 SBE 5WL 2 5WL OAC O1 O 0 1 N N N 1.229 1.523 5.943 1.151 -4.458 0.943 OAC 5WL 3 5WL OAD O2 O 0 1 N N N -0.619 3.112 5.675 3.523 -5.151 1.080 OAD 5WL 4 5WL NAS N1 N 0 1 N N N 0.792 3.285 7.619 2.932 -2.891 0.398 NAS 5WL 5 5WL CAV C2 C 0 1 N N N 1.944 3.249 8.418 2.132 -1.958 -0.156 CAV 5WL 6 5WL OAB O3 O 0 1 N N N 3.030 2.910 7.911 1.070 -2.283 -0.651 OAB 5WL 7 5WL CAZ C3 C 0 1 Y N N 1.773 3.607 9.802 2.545 -0.547 -0.163 CAZ 5WL 8 5WL NAT N2 N 0 1 Y N N 0.527 3.780 10.375 3.723 -0.054 0.365 NAT 5WL 9 5WL CBB C4 C 0 1 Y N N 0.723 4.146 11.641 3.760 1.307 0.172 CBB 5WL 10 5WL CAO C5 C 0 1 Y N N -0.257 4.417 12.625 4.690 2.290 0.496 CAO 5WL 11 5WL CAW C6 C 0 1 Y N N 0.231 4.784 13.894 4.442 3.604 0.164 CAW 5WL 12 5WL CL CL1 CL 0 0 N N N -0.959 5.112 15.124 5.604 4.828 0.570 CL 5WL 13 5WL CAJ C7 C 0 1 Y N N 1.569 4.881 14.258 3.269 3.959 -0.493 CAJ 5WL 14 5WL CAN C8 C 0 1 Y N N 2.517 4.584 13.272 2.343 3.013 -0.821 CAN 5WL 15 5WL CBD C9 C 0 1 Y N N 2.107 4.172 11.959 2.572 1.670 -0.493 CBD 5WL 16 5WL CAY C10 C 0 1 Y N N 2.764 3.845 10.754 1.831 0.480 -0.694 CAY 5WL 17 5WL CAR C11 C 0 1 N N N 4.286 3.783 10.501 0.490 0.373 -1.373 CAR 5WL 18 5WL CAP C12 C 0 1 N N N 4.857 2.382 10.827 -0.622 0.536 -0.334 CAP 5WL 19 5WL CAQ C13 C 0 1 N N N 4.831 2.057 12.259 -1.983 0.427 -1.023 CAQ 5WL 20 5WL OAU O4 O 0 1 N N N 5.753 2.836 13.011 -3.022 0.580 -0.053 OAU 5WL 21 5WL CAX C14 C 0 1 Y N N 5.881 2.610 14.384 -4.301 0.508 -0.503 CAX 5WL 22 5WL CBC C15 C 0 1 Y N N 6.879 3.413 15.031 -5.378 0.649 0.396 CBC 5WL 23 5WL CAM C16 C 0 1 Y N N 7.680 4.342 14.286 -5.161 0.865 1.766 CAM 5WL 24 5WL CAG C17 C 0 1 Y N N 8.675 5.103 14.902 -6.226 0.998 2.604 CAG 5WL 25 5WL CAF C18 C 0 1 Y N N 8.846 4.941 16.276 -7.531 0.921 2.123 CAF 5WL 26 5WL CAK C19 C 0 1 Y N N 8.022 4.124 17.002 -7.779 0.712 0.801 CAK 5WL 27 5WL CBA C20 C 0 1 Y N N 7.077 3.288 16.387 -6.705 0.572 -0.094 CBA 5WL 28 5WL CAL C21 C 0 1 Y N N 6.194 2.372 17.107 -6.922 0.357 -1.466 CAL 5WL 29 5WL CAH C22 C 0 1 Y N N 5.210 1.597 16.477 -5.859 0.225 -2.306 CAH 5WL 30 5WL CAI C23 C 0 1 Y N N 5.044 1.729 15.075 -4.553 0.304 -1.830 CAI 5WL 31 5WL H1 H1 H 0 1 N N N 2.828 3.858 5.511 3.423 -4.818 -1.778 H1 5WL 32 5WL H2 H2 H 0 1 N N N 1.679 3.746 4.135 2.131 -5.994 -1.437 H2 5WL 33 5WL H3 H3 H 0 1 N N N 1.462 5.019 5.384 1.717 -4.320 -1.877 H3 5WL 34 5WL H4 H4 H 0 1 N N N -0.064 3.583 8.041 3.779 -2.631 0.792 H4 5WL 35 5WL H5 H5 H 0 1 N N N -0.356 3.654 9.924 4.411 -0.581 0.800 H5 5WL 36 5WL H6 H6 H 0 1 N N N -1.314 4.347 12.416 5.604 2.024 1.006 H6 5WL 37 5WL H7 H7 H 0 1 N N N 1.863 5.172 15.255 3.089 4.994 -0.746 H7 5WL 38 5WL H8 H8 H 0 1 N N N 3.569 4.666 13.501 1.434 3.298 -1.331 H8 5WL 39 5WL H9 H9 H 0 1 N N N 4.482 4.012 9.443 0.400 1.155 -2.127 H9 5WL 40 5WL H10 H10 H 0 1 N N N 4.785 4.529 11.137 0.401 -0.603 -1.850 H10 5WL 41 5WL H11 H11 H 0 1 N N N 4.262 1.630 10.288 -0.532 -0.246 0.420 H11 5WL 42 5WL H12 H12 H 0 1 N N N 5.900 2.342 10.480 -0.533 1.512 0.143 H12 5WL 43 5WL H13 H13 H 0 1 N N N 3.817 2.241 12.644 -2.073 1.209 -1.777 H13 5WL 44 5WL H14 H14 H 0 1 N N N 5.083 0.994 12.384 -2.072 -0.549 -1.500 H14 5WL 45 5WL H15 H15 H 0 1 N N N 7.509 4.455 13.226 -4.155 0.926 2.153 H15 5WL 46 5WL H16 H16 H 0 1 N N N 9.288 5.790 14.337 -6.056 1.163 3.658 H16 5WL 47 5WL H17 H17 H 0 1 N N N 9.643 5.470 16.777 -8.358 1.030 2.809 H17 5WL 48 5WL H18 H18 H 0 1 N N N 8.101 4.123 18.079 -8.796 0.655 0.442 H18 5WL 49 5WL H19 H19 H 0 1 N N N 6.305 2.288 18.178 -7.929 0.295 -1.852 H19 5WL 50 5WL H20 H20 H 0 1 N N N 4.594 0.916 17.046 -6.031 0.060 -3.360 H20 5WL 51 5WL H21 H21 H 0 1 N N N 4.288 1.162 14.553 -3.728 0.200 -2.519 H21 5WL 52 # 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 5WL CAA SBE SING N N 1 5WL OAD SBE DOUB N N 2 5WL OAC SBE DOUB N N 3 5WL SBE NAS SING N N 4 5WL NAS CAV SING N N 5 5WL OAB CAV DOUB N N 6 5WL CAV CAZ SING N N 7 5WL CAZ NAT SING Y N 8 5WL CAZ CAY DOUB Y N 9 5WL NAT CBB SING Y N 10 5WL CAR CAY SING N N 11 5WL CAR CAP SING N N 12 5WL CAY CBD SING Y N 13 5WL CAP CAQ SING N N 14 5WL CBB CBD DOUB Y N 15 5WL CBB CAO SING Y N 16 5WL CBD CAN SING Y N 17 5WL CAQ OAU SING N N 18 5WL CAO CAW DOUB Y N 19 5WL OAU CAX SING N N 20 5WL CAN CAJ DOUB Y N 21 5WL CAW CAJ SING Y N 22 5WL CAW CL SING N N 23 5WL CAM CAG DOUB Y N 24 5WL CAM CBC SING Y N 25 5WL CAX CBC DOUB Y N 26 5WL CAX CAI SING Y N 27 5WL CAG CAF SING Y N 28 5WL CBC CBA SING Y N 29 5WL CAI CAH DOUB Y N 30 5WL CAF CAK DOUB Y N 31 5WL CBA CAK SING Y N 32 5WL CBA CAL DOUB Y N 33 5WL CAH CAL SING Y N 34 5WL CAA H1 SING N N 35 5WL CAA H2 SING N N 36 5WL CAA H3 SING N N 37 5WL NAS H4 SING N N 38 5WL NAT H5 SING N N 39 5WL CAO H6 SING N N 40 5WL CAJ H7 SING N N 41 5WL CAN H8 SING N N 42 5WL CAR H9 SING N N 43 5WL CAR H10 SING N N 44 5WL CAP H11 SING N N 45 5WL CAP H12 SING N N 46 5WL CAQ H13 SING N N 47 5WL CAQ H14 SING N N 48 5WL CAM H15 SING N N 49 5WL CAG H16 SING N N 50 5WL CAF H17 SING N N 51 5WL CAK H18 SING N N 52 5WL CAL H19 SING N N 53 5WL CAH H20 SING N N 54 5WL CAI H21 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 5WL InChI InChI 1.03 "InChI=1S/C23H21ClN2O4S/c1-31(28,29)26-23(27)22-19(18-12-11-16(24)14-20(18)25-22)9-5-13-30-21-10-4-7-15-6-2-3-8-17(15)21/h2-4,6-8,10-12,14,25H,5,9,13H2,1H3,(H,26,27)" 5WL InChIKey InChI 1.03 UTSWEVNFLYKBLS-UHFFFAOYSA-N 5WL SMILES_CANONICAL CACTVS 3.385 "C[S](=O)(=O)NC(=O)c1[nH]c2cc(Cl)ccc2c1CCCOc3cccc4ccccc34" 5WL SMILES CACTVS 3.385 "C[S](=O)(=O)NC(=O)c1[nH]c2cc(Cl)ccc2c1CCCOc3cccc4ccccc34" 5WL SMILES_CANONICAL "OpenEye OEToolkits" 2.0.4 "CS(=O)(=O)NC(=O)c1c(c2ccc(cc2[nH]1)Cl)CCCOc3cccc4c3cccc4" 5WL SMILES "OpenEye OEToolkits" 2.0.4 "CS(=O)(=O)NC(=O)c1c(c2ccc(cc2[nH]1)Cl)CCCOc3cccc4c3cccc4" # 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 5WL "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.4 "6-chloranyl-~{N}-methylsulfonyl-3-(3-naphthalen-1-yloxypropyl)-1~{H}-indole-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 5WL "Create component" 2015-12-15 RCSB 5WL "Initial release" 2016-03-02 RCSB #