data_6B4 # _chem_comp.id 6B4 _chem_comp.name "1-(4-aminobenzyl)-3-(2-{(2R)-2-[2-(methylsulfanyl)phenyl]pyrrolidin-1-yl}-2-oxoethyl)urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C21 H26 N4 O2 S" _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 2014-02-14 _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 398.522 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 6B4 _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 4J5B _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 6B4 CAA CAA C 0 1 N N N 6.471 22.512 12.968 -6.439 2.931 1.527 CAA 6B4 1 6B4 SAT SAT S 0 1 N N N 6.882 21.739 14.518 -5.531 1.360 1.517 SAT 6B4 2 6B4 CAY CAY C 0 1 Y N N 6.581 23.088 15.657 -4.738 1.371 -0.056 CAY 6B4 3 6B4 CAG CAG C 0 1 Y N N 6.239 24.342 15.158 -4.911 2.448 -0.916 CAG 6B4 4 6B4 CAE CAE C 0 1 Y N N 6.002 25.402 16.017 -4.288 2.454 -2.149 CAE 6B4 5 6B4 CAF CAF C 0 1 Y N N 6.122 25.194 17.379 -3.492 1.388 -2.527 CAF 6B4 6 6B4 CAH CAH C 0 1 Y N N 6.444 23.935 17.877 -3.317 0.314 -1.674 CAH 6B4 7 6B4 CAZ CAZ C 0 1 Y N N 6.729 22.857 17.028 -3.932 0.305 -0.438 CAZ 6B4 8 6B4 CBA CBA C 0 1 N N R 7.069 21.496 17.327 -3.735 -0.863 0.494 CBA 6B4 9 6B4 CAP CAP C 0 1 N N N 8.592 21.287 17.777 -4.870 -1.890 0.294 CAP 6B4 10 6B4 CAM CAM C 0 1 N N N 8.604 22.128 18.983 -4.135 -3.250 0.429 CAM 6B4 11 6B4 CAQ CAQ C 0 1 N N N 7.515 21.197 19.538 -2.766 -2.930 -0.224 CAQ 6B4 12 6B4 N1 N1 N 0 1 N N N 6.408 21.235 18.625 -2.470 -1.544 0.182 N1 6B4 13 6B4 C C C 0 1 N N N 5.149 20.965 18.998 -1.242 -0.993 0.255 C 6B4 14 6B4 O O O 0 1 N N N 4.837 20.665 20.148 -1.116 0.163 0.603 O 6B4 15 6B4 CA CA C 0 1 N N N 4.114 20.906 17.883 -0.027 -1.811 -0.095 CA 6B4 16 6B4 N N N 0 1 N N N 2.936 20.185 18.378 1.177 -0.990 0.063 N 6B4 17 6B4 CAU CAU C 0 1 N N N 2.760 18.872 18.196 2.390 -1.516 -0.197 CAU 6B4 18 6B4 OAC OAC O 0 1 N N N 3.558 18.176 17.562 2.486 -2.672 -0.562 OAC 6B4 19 6B4 N2 N2 N 0 1 N N N 1.640 18.358 18.704 3.497 -0.761 -0.051 N2 6B4 20 6B4 CAO CAO C 0 1 N N N 1.280 16.939 18.599 4.816 -1.333 -0.333 CAO 6B4 21 6B4 CAX CAX C 0 1 Y N N 1.059 16.503 19.899 5.877 -0.290 -0.095 CAX 6B4 22 6B4 CAK CAK C 0 1 Y N N 2.018 16.777 20.868 6.268 0.545 -1.126 CAK 6B4 23 6B4 CAI CAI C 0 1 Y N N 1.823 16.370 22.179 7.240 1.502 -0.911 CAI 6B4 24 6B4 CAW CAW C 0 1 Y N N 0.663 15.690 22.524 7.825 1.626 0.343 CAW 6B4 25 6B4 N3 N3 N 0 1 N N N 0.490 15.308 23.787 8.808 2.593 0.564 N3 6B4 26 6B4 CAJ CAJ C 0 1 Y N N -0.302 15.412 21.556 7.430 0.786 1.376 CAJ 6B4 27 6B4 CAL CAL C 0 1 Y N N -0.105 15.823 20.241 6.454 -0.166 1.156 CAL 6B4 28 6B4 H1 H1 H 0 1 N N N 6.609 21.790 12.150 -5.736 3.757 1.419 H1 6B4 29 6B4 H2 H2 H 0 1 N N N 5.423 22.844 12.991 -7.148 2.946 0.700 H2 6B4 30 6B4 H3 H3 H 0 1 N N N 7.127 23.380 12.806 -6.977 3.033 2.470 H3 6B4 31 6B4 H4 H4 H 0 1 N N N 6.158 24.489 14.091 -5.534 3.281 -0.622 H4 6B4 32 6B4 H5 H5 H 0 1 N N N 5.729 26.373 15.631 -4.423 3.291 -2.818 H5 6B4 33 6B4 H6 H6 H 0 1 N N N 5.964 26.016 18.062 -3.006 1.395 -3.491 H6 6B4 34 6B4 H7 H7 H 0 1 N N N 6.475 23.785 18.946 -2.695 -0.517 -1.973 H7 6B4 35 6B4 H8 H8 H 0 1 N N N 6.781 20.781 16.543 -3.727 -0.516 1.527 H8 6B4 36 6B4 H9 H9 H 0 1 N N N 8.811 20.234 18.008 -5.628 -1.784 1.070 H9 6B4 37 6B4 H10 H10 H 0 1 N N N 9.299 21.650 17.016 -5.313 -1.788 -0.696 H10 6B4 38 6B4 H11 H11 H 0 1 N N N 9.550 22.117 19.544 -4.013 -3.527 1.476 H11 6B4 39 6B4 H12 H12 H 0 1 N N N 8.284 23.168 18.823 -4.656 -4.033 -0.123 H12 6B4 40 6B4 H13 H13 H 0 1 N N N 7.195 21.544 20.531 -1.999 -3.608 0.152 H13 6B4 41 6B4 H14 H14 H 0 1 N N N 7.902 20.170 19.616 -2.838 -3.002 -1.309 H14 6B4 42 6B4 H15 H15 H 0 1 N N N 4.534 20.378 17.014 0.033 -2.675 0.567 H15 6B4 43 6B4 H16 H16 H 0 1 N N N 3.828 21.926 17.588 -0.102 -2.150 -1.128 H16 6B4 44 6B4 H17 H17 H 0 1 N N N 2.234 20.698 18.873 1.100 -0.068 0.355 H17 6B4 45 6B4 H18 H18 H 0 1 N N N 2.101 16.369 18.139 4.990 -2.185 0.323 H18 6B4 46 6B4 H19 H19 H 0 1 N N N 0.368 16.820 17.996 4.855 -1.661 -1.372 H19 6B4 47 6B4 H20 H20 H 0 1 N N N 2.918 17.309 20.598 5.813 0.448 -2.100 H20 6B4 48 6B4 H21 H21 H 0 1 N N N 2.571 16.581 22.929 7.544 2.154 -1.716 H21 6B4 49 6B4 H22 H22 H 0 1 N N N -1.201 14.878 21.827 7.883 0.879 2.352 H22 6B4 50 6B4 H23 H23 H 0 1 N N N -0.852 15.615 19.490 6.143 -0.817 1.960 H23 6B4 51 6B4 H24 H24 H 0 1 N N N 1.012 18.972 19.182 3.420 0.161 0.241 H24 6B4 52 6B4 H25 H25 H 0 1 N N N 1.279 15.592 24.333 9.082 3.180 -0.158 H25 6B4 53 6B4 H26 H26 H 0 1 N N N -0.338 15.732 24.153 9.216 2.679 1.440 H26 6B4 54 # 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 6B4 CAA SAT SING N N 1 6B4 SAT CAY SING N N 2 6B4 CAG CAY DOUB Y N 3 6B4 CAG CAE SING Y N 4 6B4 CAY CAZ SING Y N 5 6B4 CAE CAF DOUB Y N 6 6B4 CAZ CBA SING N N 7 6B4 CAZ CAH DOUB Y N 8 6B4 CBA CAP SING N N 9 6B4 CBA N1 SING N N 10 6B4 CAF CAH SING Y N 11 6B4 OAC CAU DOUB N N 12 6B4 CAP CAM SING N N 13 6B4 CA N SING N N 14 6B4 CA C SING N N 15 6B4 CAU N SING N N 16 6B4 CAU N2 SING N N 17 6B4 CAO CAX SING N N 18 6B4 N1 C SING N N 19 6B4 N1 CAQ SING N N 20 6B4 CAM CAQ SING N N 21 6B4 C O DOUB N N 22 6B4 CAX CAL DOUB Y N 23 6B4 CAX CAK SING Y N 24 6B4 CAL CAJ SING Y N 25 6B4 CAK CAI DOUB Y N 26 6B4 CAJ CAW DOUB Y N 27 6B4 CAI CAW SING Y N 28 6B4 CAW N3 SING N N 29 6B4 N2 CAO SING N N 30 6B4 CAA H1 SING N N 31 6B4 CAA H2 SING N N 32 6B4 CAA H3 SING N N 33 6B4 CAG H4 SING N N 34 6B4 CAE H5 SING N N 35 6B4 CAF H6 SING N N 36 6B4 CAH H7 SING N N 37 6B4 CBA H8 SING N N 38 6B4 CAP H9 SING N N 39 6B4 CAP H10 SING N N 40 6B4 CAM H11 SING N N 41 6B4 CAM H12 SING N N 42 6B4 CAQ H13 SING N N 43 6B4 CAQ H14 SING N N 44 6B4 CA H15 SING N N 45 6B4 CA H16 SING N N 46 6B4 N H17 SING N N 47 6B4 CAO H18 SING N N 48 6B4 CAO H19 SING N N 49 6B4 CAK H20 SING N N 50 6B4 CAI H21 SING N N 51 6B4 CAJ H22 SING N N 52 6B4 CAL H23 SING N N 53 6B4 N2 H24 SING N N 54 6B4 N3 H25 SING N N 55 6B4 N3 H26 SING N N 56 # 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 6B4 SMILES ACDLabs 12.01 "O=C(N2C(c1c(SC)cccc1)CCC2)CNC(=O)NCc3ccc(N)cc3" 6B4 InChI InChI 1.03 "InChI=1S/C21H26N4O2S/c1-28-19-7-3-2-5-17(19)18-6-4-12-25(18)20(26)14-24-21(27)23-13-15-8-10-16(22)11-9-15/h2-3,5,7-11,18H,4,6,12-14,22H2,1H3,(H2,23,24,27)/t18-/m1/s1" 6B4 InChIKey InChI 1.03 BWOIOAFNMATNEP-GOSISDBHSA-N 6B4 SMILES_CANONICAL CACTVS 3.370 "CSc1ccccc1[C@H]2CCCN2C(=O)CNC(=O)NCc3ccc(N)cc3" 6B4 SMILES CACTVS 3.370 "CSc1ccccc1[CH]2CCCN2C(=O)CNC(=O)NCc3ccc(N)cc3" 6B4 SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CSc1ccccc1[C@H]2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N" 6B4 SMILES "OpenEye OEToolkits" 1.7.6 "CSc1ccccc1C2CCCN2C(=O)CNC(=O)NCc3ccc(cc3)N" # 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 6B4 "SYSTEMATIC NAME" ACDLabs 12.01 "1-(4-aminobenzyl)-3-(2-{(2R)-2-[2-(methylsulfanyl)phenyl]pyrrolidin-1-yl}-2-oxoethyl)urea" 6B4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "1-[(4-aminophenyl)methyl]-3-[2-[(2R)-2-(2-methylsulfanylphenyl)pyrrolidin-1-yl]-2-oxidanylidene-ethyl]urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 6B4 "Create component" 2013-02-15 RCSB 6B4 "Initial release" 2014-02-19 RCSB #