data_6SJ # _chem_comp.id 6SJ _chem_comp.name ;2-[(3~{S},3'~{a}~{S},6'~{S},6'~{a}~{S})-6-chloranyl-6'-(3-chlorophenyl)-4'-(cyclopropylmethyl)-2-oxidanylidene-spiro[1~{H}-indole-3,5'-3,3~{a},6,6~{a}-tetrahydro-2~{H}-pyrrolo[3,2-b]pyrrole]-1'-yl]ethanoic acid ; _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C25 H25 Cl2 N3 O3" _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 486.390 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6SJ _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 5LAW _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 6SJ C4 C1 C 0 1 Y N N -4.134 8.880 -1.323 1.946 1.651 3.025 C4 6SJ 1 6SJ C5 C2 C 0 1 Y N N -5.442 9.259 -0.973 1.669 0.655 2.106 C5 6SJ 2 6SJ C6 C3 C 0 1 Y N N -5.992 10.464 -1.446 1.038 0.968 0.917 C6 6SJ 3 6SJ C7 C4 C 0 1 Y N N -5.184 11.285 -2.240 0.683 2.276 0.646 C7 6SJ 4 6SJ C8 C5 C 0 1 N N S -7.392 10.959 -1.113 0.738 -0.117 -0.084 C8 6SJ 5 6SJ C10 C6 C 0 1 N N S -8.467 9.860 -0.980 1.802 -1.240 -0.008 C10 6SJ 6 6SJ N12 N1 N 0 1 N N N -9.271 9.610 -2.233 2.807 -1.017 -1.062 N12 6SJ 7 6SJ C13 C7 C 0 1 N N N -10.345 10.622 -2.240 2.356 -1.666 -2.305 C13 6SJ 8 6SJ C15 C8 C 0 1 N N S -9.484 10.465 0.037 0.993 -2.490 -0.472 C15 6SJ 9 6SJ C20 C9 C 0 1 N N N -10.849 14.328 2.479 0.391 -5.452 1.501 C20 6SJ 10 6SJ C21 C10 C 0 1 N N N -10.700 14.367 0.951 -1.044 -5.515 2.026 C21 6SJ 11 6SJ C22 C11 C 0 1 N N S -7.449 11.689 0.254 -0.569 -0.839 0.276 C22 6SJ 12 6SJ C26 C12 C 0 1 Y N N -5.809 13.036 1.242 -2.628 0.210 0.393 C26 6SJ 13 6SJ C28 C13 C 0 1 Y N N -5.173 15.296 0.637 -4.066 0.848 -1.426 C28 6SJ 14 6SJ CL1 CL1 CL 0 0 N N N -2.911 11.929 -3.575 0.513 4.915 1.225 CL1 6SJ 15 6SJ C2 C14 C 0 1 Y N N -3.886 10.895 -2.576 0.959 3.272 1.565 C2 6SJ 16 6SJ C3 C15 C 0 1 Y N N -3.352 9.706 -2.109 1.587 2.958 2.758 C3 6SJ 17 6SJ C14 C16 C 0 1 N N N -10.800 10.617 -0.781 0.991 -2.319 -2.011 C14 6SJ 18 6SJ N17 N2 N 0 1 N N N -8.919 11.788 0.447 -0.378 -2.272 0.031 N17 6SJ 19 6SJ C18 C17 C 0 1 N N N -9.389 12.278 1.774 -0.620 -3.052 1.252 C18 6SJ 20 6SJ C19 C18 C 0 1 N N N -10.729 13.027 1.672 -0.682 -4.540 0.903 C19 6SJ 21 6SJ C23 C19 C 0 1 N N N -6.732 10.972 1.408 -0.947 -0.575 1.711 C23 6SJ 22 6SJ O24 O1 O 0 1 N N N -6.921 9.828 1.758 -0.295 -0.855 2.694 O24 6SJ 23 6SJ N25 N3 N 0 1 N N N -5.816 11.802 1.916 -2.148 0.033 1.692 N25 6SJ 24 6SJ C27 C20 C 0 1 Y N N -5.017 14.173 1.441 -3.809 0.785 -0.071 C27 6SJ 25 6SJ CL2 CL2 CL 0 0 N N N -4.172 16.701 0.845 -5.540 1.566 -1.994 CL29 6SJ 26 6SJ C30 C21 C 0 1 Y N N -6.116 15.274 -0.389 -3.153 0.340 -2.334 C30 6SJ 27 6SJ C31 C22 C 0 1 Y N N -6.912 14.157 -0.599 -1.977 -0.232 -1.881 C31 6SJ 28 6SJ C32 C23 C 0 1 Y N N -6.770 13.032 0.200 -1.719 -0.296 -0.530 C32 6SJ 29 6SJ C33 C24 C 0 1 N N N -8.460 9.586 -3.482 3.040 0.418 -1.272 C33 6SJ 30 6SJ C34 C25 C 0 1 N N N -9.246 9.076 -4.647 4.236 0.606 -2.170 C34 6SJ 31 6SJ O35 O2 O 0 1 N N N -10.485 8.589 -4.495 4.639 1.844 -2.501 O35 6SJ 32 6SJ O36 O3 O 0 1 N N N -8.757 9.096 -5.741 4.833 -0.356 -2.591 O36 6SJ 33 6SJ H1 H1 H 0 1 N N N -3.738 7.937 -0.976 2.440 1.406 3.954 H1 6SJ 34 6SJ H2 H2 H 0 1 N N N -6.031 8.618 -0.334 1.947 -0.367 2.318 H2 6SJ 35 6SJ H3 H3 H 0 1 N N N -5.568 12.229 -2.596 0.190 2.520 -0.283 H3 6SJ 36 6SJ H4 H4 H 0 1 N N N -7.711 11.664 -1.895 0.686 0.295 -1.092 H4 6SJ 37 6SJ H5 H5 H 0 1 N N N -8.032 8.929 -0.588 2.232 -1.353 0.987 H5 6SJ 38 6SJ H7 H7 H 0 1 N N N -9.961 11.610 -2.535 2.248 -0.922 -3.094 H7 6SJ 39 6SJ H8 H8 H 0 1 N N N -11.164 10.331 -2.914 3.074 -2.428 -2.607 H8 6SJ 40 6SJ H9 H9 H 0 1 N N N -9.628 9.795 0.897 1.426 -3.432 -0.137 H9 6SJ 41 6SJ H10 H10 H 0 1 N N N -10.020 14.656 3.123 1.142 -4.991 2.143 H10 6SJ 42 6SJ H11 H11 H 0 1 N N N -11.806 14.601 2.947 0.741 -6.285 0.891 H11 6SJ 43 6SJ H12 H12 H 0 1 N N N -9.764 14.728 0.500 -1.639 -6.389 1.762 H12 6SJ 44 6SJ H13 H13 H 0 1 N N N -11.551 14.672 0.324 -1.238 -5.096 3.014 H13 6SJ 45 6SJ H14 H14 H 0 1 N N N -2.338 9.427 -2.355 1.799 3.735 3.477 H14 6SJ 46 6SJ H15 H15 H 0 1 N N N -11.308 11.560 -0.529 0.177 -1.664 -2.323 H15 6SJ 47 6SJ H16 H16 H 0 1 N N N -11.478 9.772 -0.588 0.915 -3.288 -2.504 H16 6SJ 48 6SJ H18 H18 H 0 1 N N N -9.514 11.416 2.446 0.190 -2.879 1.961 H18 6SJ 49 6SJ H19 H19 H 0 1 N N N -8.632 12.960 2.189 -1.565 -2.744 1.699 H19 6SJ 50 6SJ H20 H20 H 0 1 N N N -11.638 12.416 1.568 -1.039 -4.773 -0.100 H20 6SJ 51 6SJ H21 H21 H 0 1 N N N -5.212 11.574 2.679 -2.625 0.315 2.488 H21 6SJ 52 6SJ H22 H22 H 0 1 N N N -4.277 14.178 2.228 -4.527 1.183 0.632 H22 6SJ 53 6SJ H23 H23 H 0 1 N N N -6.229 16.137 -1.029 -3.357 0.390 -3.393 H23 6SJ 54 6SJ H24 H24 H 0 1 N N N -7.647 14.164 -1.390 -1.263 -0.629 -2.586 H24 6SJ 55 6SJ H25 H25 H 0 1 N N N -7.588 8.933 -3.328 2.162 0.864 -1.739 H25 6SJ 56 6SJ H26 H26 H 0 1 N N N -8.118 10.608 -3.704 3.227 0.900 -0.313 H26 6SJ 57 6SJ H27 H27 H 0 1 N N N -10.822 8.309 -5.338 5.411 1.914 -3.079 H27 6SJ 58 # 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 6SJ O36 C34 DOUB N N 1 6SJ C34 O35 SING N N 2 6SJ C34 C33 SING N N 3 6SJ CL1 C2 SING N N 4 6SJ C33 N12 SING N N 5 6SJ C2 C7 DOUB Y N 6 6SJ C2 C3 SING Y N 7 6SJ C7 C6 SING Y N 8 6SJ C13 N12 SING N N 9 6SJ C13 C14 SING N N 10 6SJ N12 C10 SING N N 11 6SJ C3 C4 DOUB Y N 12 6SJ C6 C8 SING N N 13 6SJ C6 C5 DOUB Y N 14 6SJ C4 C5 SING Y N 15 6SJ C8 C10 SING N N 16 6SJ C8 C22 SING N N 17 6SJ C10 C15 SING N N 18 6SJ C14 C15 SING N N 19 6SJ C31 C30 DOUB Y N 20 6SJ C31 C32 SING Y N 21 6SJ C30 C28 SING Y N 22 6SJ C15 N17 SING N N 23 6SJ C32 C22 SING N N 24 6SJ C32 C26 DOUB Y N 25 6SJ C22 N17 SING N N 26 6SJ C22 C23 SING N N 27 6SJ N17 C18 SING N N 28 6SJ C28 CL2 SING N N 29 6SJ C28 C27 DOUB Y N 30 6SJ C21 C19 SING N N 31 6SJ C21 C20 SING N N 32 6SJ C26 C27 SING Y N 33 6SJ C26 N25 SING N N 34 6SJ C23 O24 DOUB N N 35 6SJ C23 N25 SING N N 36 6SJ C19 C18 SING N N 37 6SJ C19 C20 SING N N 38 6SJ C4 H1 SING N N 39 6SJ C5 H2 SING N N 40 6SJ C7 H3 SING N N 41 6SJ C8 H4 SING N N 42 6SJ C10 H5 SING N N 43 6SJ C13 H7 SING N N 44 6SJ C13 H8 SING N N 45 6SJ C15 H9 SING N N 46 6SJ C20 H10 SING N N 47 6SJ C20 H11 SING N N 48 6SJ C21 H12 SING N N 49 6SJ C21 H13 SING N N 50 6SJ C3 H14 SING N N 51 6SJ C14 H15 SING N N 52 6SJ C14 H16 SING N N 53 6SJ C18 H18 SING N N 54 6SJ C18 H19 SING N N 55 6SJ C19 H20 SING N N 56 6SJ N25 H21 SING N N 57 6SJ C27 H22 SING N N 58 6SJ C30 H23 SING N N 59 6SJ C31 H24 SING N N 60 6SJ C33 H25 SING N N 61 6SJ C33 H26 SING N N 62 6SJ O35 H27 SING N N 63 # 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 6SJ InChI InChI 1.03 "InChI=1S/C25H25Cl2N3O3/c26-16-3-1-2-15(10-16)22-23-20(8-9-29(23)13-21(31)32)30(12-14-4-5-14)25(22)18-7-6-17(27)11-19(18)28-24(25)33/h1-3,6-7,10-11,14,20,22-23H,4-5,8-9,12-13H2,(H,28,33)(H,31,32)/t20-,22-,23+,25+/m0/s1" 6SJ InChIKey InChI 1.03 PECRYANCKVXSRI-FDHFVPJWSA-N 6SJ SMILES_CANONICAL CACTVS 3.385 "OC(=O)CN1CC[C@H]2[C@@H]1[C@H](c3cccc(Cl)c3)[C@@]4(N2CC5CC5)C(=O)Nc6cc(Cl)ccc46" 6SJ SMILES CACTVS 3.385 "OC(=O)CN1CC[CH]2[CH]1[CH](c3cccc(Cl)c3)[C]4(N2CC5CC5)C(=O)Nc6cc(Cl)ccc46" 6SJ SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "c1cc(cc(c1)Cl)[C@H]2[C@H]3[C@H](CCN3CC(=O)O)N([C@]24c5ccc(cc5NC4=O)Cl)CC6CC6" 6SJ SMILES "OpenEye OEToolkits" 2.0.5 "c1cc(cc(c1)Cl)C2C3C(CCN3CC(=O)O)N(C24c5ccc(cc5NC4=O)Cl)CC6CC6" # 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 6SJ "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 ;2-[(3~{S},3'~{a}~{S},6'~{S},6'~{a}~{S})-6-chloranyl-6'-(3-chlorophenyl)-4'-(cyclopropylmethyl)-2-oxidanylidene-spiro[1~{H}-indole-3,5'-3,3~{a},6,6~{a}-tetrahydro-2~{H}-pyrrolo[3,2-b]pyrrole]-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 6SJ "Create component" 2016-06-15 EBI 6SJ "Initial release" 2016-11-02 RCSB #