data_6SS # _chem_comp.id 6SS _chem_comp.name "(3~{S},3'~{S},4'~{S},5'~{S})-4'-azanyl-6-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-1'-[(3-ethoxyphenyl)methyl]-5'-methyl-spiro[1~{H}-indole-3,2'-pyrrolidine]-2-one" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C27 H26 Cl2 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-06-15 _chem_comp.pdbx_modified_date 2016-10-28 _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 514.419 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6SS _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 5LAY _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 6SS C2 C1 C 0 1 Y N N -0.263 -26.500 8.294 -4.171 2.214 0.420 C2 6SS 1 6SS C3 C2 C 0 1 Y N N -0.760 -27.752 8.614 -4.002 3.583 0.505 C3 6SS 2 6SS C4 C3 C 0 1 Y N N -0.184 -28.462 9.653 -2.850 4.170 0.015 C4 6SS 3 6SS C5 C4 C 0 1 Y N N 0.884 -27.920 10.370 -1.865 3.388 -0.559 C5 6SS 4 6SS C6 C5 C 0 1 Y N N 1.397 -26.655 10.057 -2.031 2.019 -0.646 C6 6SS 5 6SS C7 C6 C 0 1 N N S 2.567 -26.010 10.800 -0.957 1.167 -1.272 C7 6SS 6 6SS C12 C7 C 0 1 N N S 4.180 -25.865 12.583 1.429 1.457 -0.790 C12 6SS 7 6SS C16 C8 C 0 1 N N N 6.269 -26.315 11.232 1.720 -0.453 0.695 C16 6SS 8 6SS C17 C9 C 0 1 Y N N 7.158 -25.255 11.829 3.158 -0.742 0.350 C17 6SS 9 6SS C18 C10 C 0 1 Y N N 7.254 -24.026 11.194 3.471 -1.811 -0.470 C18 6SS 10 6SS C19 C11 C 0 1 Y N N 8.063 -23.034 11.719 4.789 -2.079 -0.788 C19 6SS 11 6SS C21 C12 C 0 1 Y N N 8.695 -24.504 13.534 5.487 -0.205 0.534 C21 6SS 12 6SS C23 C13 C 0 1 N N N 10.703 -24.312 14.929 7.817 0.251 0.657 C23 6SS 13 6SS C24 C14 C 0 1 N N N 11.225 -24.835 16.272 8.786 1.243 1.303 C24 6SS 14 6SS C27 C15 C 0 1 Y N N 4.202 -25.803 8.899 -1.097 -1.193 -0.428 C27 6SS 15 6SS C30 C16 C 0 1 Y N N 4.734 -25.315 6.226 -2.508 -3.546 -0.116 C30 6SS 16 6SS C32 C17 C 0 1 Y N N 4.697 -26.614 6.686 -2.418 -2.658 0.937 C32 6SS 17 6SS C33 C18 C 0 1 Y N N 4.427 -26.870 8.031 -1.710 -1.467 0.790 C33 6SS 18 6SS C35 C19 C 0 1 N N N 4.092 -27.900 10.030 -0.735 0.558 1.153 C35 6SS 19 6SS C37 C20 C 0 1 Y N N 0.804 -25.951 9.001 -3.184 1.429 -0.156 C37 6SS 20 6SS CL1 CL1 CL 0 0 N N N -0.959 -25.591 6.996 -5.614 1.476 1.041 CL1 6SS 21 6SS C9 C21 C 0 1 N N S 2.730 -26.346 12.307 0.271 2.032 -1.635 C9 6SS 22 6SS N11 N1 N 0 1 N N N 1.744 -25.639 13.139 0.575 1.911 -3.067 N11 6SS 23 6SS C14 C22 C 0 1 N N N 4.190 -24.457 13.191 2.733 1.477 -1.590 C14 6SS 24 6SS N15 N2 N 0 1 N N N 4.871 -25.837 11.252 1.024 0.056 -0.495 N15 6SS 25 6SS C20 C23 C 0 1 Y N N 8.779 -23.264 12.886 5.798 -1.278 -0.288 C20 6SS 26 6SS O22 O1 O 0 1 N N N 9.369 -24.774 14.697 6.477 0.584 1.027 O22 6SS 27 6SS C25 C24 C 0 1 Y N N 7.871 -25.493 12.994 4.162 0.064 0.848 C25 6SS 28 6SS C26 C25 C 0 1 N N S 3.947 -26.415 10.245 -0.430 0.142 -0.260 C26 6SS 29 6SS C28 C26 C 0 1 Y N N 4.245 -24.502 8.431 -1.188 -2.082 -1.476 C28 6SS 30 6SS C29 C27 C 0 1 Y N N 4.506 -24.258 7.092 -1.893 -3.262 -1.324 C29 6SS 31 6SS CL2 CL2 CL 0 0 N N N 5.067 -25.006 4.559 -3.393 -5.027 0.075 CL2 6SS 32 6SS N34 N3 N 0 1 N N N 4.352 -28.073 8.724 -1.480 -0.426 1.692 N34 6SS 33 6SS O36 O2 O 0 1 N N N 3.976 -28.783 10.850 -0.380 1.581 1.700 O36 6SS 34 6SS F38 F1 F 0 1 N N N 1.242 -24.722 8.636 -3.346 0.091 -0.239 F38 6SS 35 6SS H1 H1 H 0 1 N N N -1.587 -28.170 8.059 -4.771 4.195 0.953 H1 6SS 36 6SS H2 H2 H 0 1 N N N -0.563 -29.440 9.910 -2.719 5.240 0.081 H2 6SS 37 6SS H3 H3 H 0 1 N N N 1.322 -28.485 11.179 -0.966 3.848 -0.942 H3 6SS 38 6SS H4 H4 H 0 1 N N N 2.471 -24.918 10.707 -1.342 0.664 -2.159 H4 6SS 39 6SS H5 H5 H 0 1 N N N 4.682 -26.570 13.261 1.543 2.024 0.134 H5 6SS 40 6SS H6 H6 H 0 1 N N N 6.351 -27.240 11.821 1.236 -1.370 1.034 H6 6SS 41 6SS H7 H7 H 0 1 N N N 6.576 -26.513 10.195 1.679 0.294 1.487 H7 6SS 42 6SS H8 H8 H 0 1 N N N 6.696 -23.843 10.288 2.684 -2.439 -0.861 H8 6SS 43 6SS H9 H9 H 0 1 N N N 8.138 -22.079 11.220 5.031 -2.914 -1.429 H9 6SS 44 6SS H10 H10 H 0 1 N N N 11.357 -24.672 14.121 7.917 0.298 -0.427 H10 6SS 45 6SS H11 H11 H 0 1 N N N 10.708 -23.212 14.942 8.048 -0.758 1.000 H11 6SS 46 6SS H12 H12 H 0 1 N N N 12.250 -24.471 16.434 8.555 2.252 0.960 H12 6SS 47 6SS H13 H13 H 0 1 N N N 10.575 -24.475 17.083 8.686 1.197 2.387 H13 6SS 48 6SS H14 H14 H 0 1 N N N 11.224 -25.935 16.262 9.808 0.989 1.021 H14 6SS 49 6SS H15 H15 H 0 1 N N N 4.877 -27.433 6.006 -2.901 -2.886 1.876 H15 6SS 50 6SS H16 H16 H 0 1 N N N 2.663 -27.434 12.456 0.091 3.074 -1.372 H16 6SS 51 6SS H17 H17 H 0 1 N N N 1.882 -25.882 14.099 1.376 2.471 -3.315 H17 6SS 52 6SS H18 H18 H 0 1 N N N 1.858 -24.652 13.025 0.715 0.946 -3.327 H18 6SS 53 6SS H20 H20 H 0 1 N N N 3.684 -24.475 14.167 2.907 2.481 -1.976 H20 6SS 54 6SS H21 H21 H 0 1 N N N 5.229 -24.122 13.323 3.561 1.188 -0.942 H21 6SS 55 6SS H22 H22 H 0 1 N N N 3.664 -23.763 12.518 2.660 0.776 -2.421 H22 6SS 56 6SS H24 H24 H 0 1 N N N 9.403 -22.484 13.296 6.828 -1.488 -0.537 H24 6SS 57 6SS H25 H25 H 0 1 N N N 7.788 -26.450 13.487 3.918 0.902 1.484 H25 6SS 58 6SS H26 H26 H 0 1 N N N 4.075 -23.678 9.108 -0.707 -1.858 -2.417 H26 6SS 59 6SS H27 H27 H 0 1 N N N 4.532 -23.243 6.723 -1.965 -3.960 -2.145 H27 6SS 60 6SS H28 H28 H 0 1 N N N 4.478 -28.968 8.297 -1.818 -0.413 2.602 H28 6SS 61 # 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 6SS CL2 C30 SING N N 1 6SS C30 C32 DOUB Y N 2 6SS C30 C29 SING Y N 3 6SS C32 C33 SING Y N 4 6SS CL1 C2 SING N N 5 6SS C29 C28 DOUB Y N 6 6SS C33 N34 SING N N 7 6SS C33 C27 DOUB Y N 8 6SS C2 C3 DOUB Y N 9 6SS C2 C37 SING Y N 10 6SS C28 C27 SING Y N 11 6SS C3 C4 SING Y N 12 6SS F38 C37 SING N N 13 6SS N34 C35 SING N N 14 6SS C27 C26 SING N N 15 6SS C37 C6 DOUB Y N 16 6SS C4 C5 DOUB Y N 17 6SS C35 C26 SING N N 18 6SS C35 O36 DOUB N N 19 6SS C6 C5 SING Y N 20 6SS C6 C7 SING N N 21 6SS C26 C7 SING N N 22 6SS C26 N15 SING N N 23 6SS C7 C9 SING N N 24 6SS C18 C19 DOUB Y N 25 6SS C18 C17 SING Y N 26 6SS C16 N15 SING N N 27 6SS C16 C17 SING N N 28 6SS N15 C12 SING N N 29 6SS C19 C20 SING Y N 30 6SS C17 C25 DOUB Y N 31 6SS C9 C12 SING N N 32 6SS C9 N11 SING N N 33 6SS C12 C14 SING N N 34 6SS C20 C21 DOUB Y N 35 6SS C25 C21 SING Y N 36 6SS C21 O22 SING N N 37 6SS O22 C23 SING N N 38 6SS C23 C24 SING N N 39 6SS C3 H1 SING N N 40 6SS C4 H2 SING N N 41 6SS C5 H3 SING N N 42 6SS C7 H4 SING N N 43 6SS C12 H5 SING N N 44 6SS C16 H6 SING N N 45 6SS C16 H7 SING N N 46 6SS C18 H8 SING N N 47 6SS C19 H9 SING N N 48 6SS C23 H10 SING N N 49 6SS C23 H11 SING N N 50 6SS C24 H12 SING N N 51 6SS C24 H13 SING N N 52 6SS C24 H14 SING N N 53 6SS C32 H15 SING N N 54 6SS C9 H16 SING N N 55 6SS N11 H17 SING N N 56 6SS N11 H18 SING N N 57 6SS C14 H20 SING N N 58 6SS C14 H21 SING N N 59 6SS C14 H22 SING N N 60 6SS C20 H24 SING N N 61 6SS C25 H25 SING N N 62 6SS C28 H26 SING N N 63 6SS C29 H27 SING N N 64 6SS N34 H28 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 6SS InChI InChI 1.03 "InChI=1S/C27H26Cl2FN3O2/c1-3-35-18-7-4-6-16(12-18)14-33-15(2)25(31)23(19-8-5-9-21(29)24(19)30)27(33)20-11-10-17(28)13-22(20)32-26(27)34/h4-13,15,23,25H,3,14,31H2,1-2H3,(H,32,34)/t15-,23-,25+,27+/m0/s1" 6SS InChIKey InChI 1.03 VTZPRLPCZBTKSH-VFICKSILSA-N 6SS SMILES_CANONICAL CACTVS 3.385 "CCOc1cccc(CN2[C@@H](C)[C@@H](N)[C@H](c3cccc(Cl)c3F)[C@]24C(=O)Nc5cc(Cl)ccc45)c1" 6SS SMILES CACTVS 3.385 "CCOc1cccc(CN2[CH](C)[CH](N)[CH](c3cccc(Cl)c3F)[C]24C(=O)Nc5cc(Cl)ccc45)c1" 6SS SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "CCOc1cccc(c1)CN2[C@H]([C@H]([C@@H]([C@@]23c4ccc(cc4NC3=O)Cl)c5cccc(c5F)Cl)N)C" 6SS SMILES "OpenEye OEToolkits" 2.0.5 "CCOc1cccc(c1)CN2C(C(C(C23c4ccc(cc4NC3=O)Cl)c5cccc(c5F)Cl)N)C" # 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 6SS "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "(3~{S},3'~{S},4'~{S},5'~{S})-4'-azanyl-6-chloranyl-3'-(3-chloranyl-2-fluoranyl-phenyl)-1'-[(3-ethoxyphenyl)methyl]-5'-methyl-spiro[1~{H}-indole-3,2'-pyrrolidine]-2-one" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6SS "Create component" 2016-06-15 EBI 6SS "Initial release" 2016-11-02 RCSB #