data_WOW # _chem_comp.id WOW _chem_comp.name "2-chloro-4-{(2-methylbenzyl)[(3S)-1-(methylsulfonyl)pyrrolidin-3-yl]amino}benzonitrile" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H22 Cl N3 O2 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-10-23 _chem_comp.pdbx_modified_date 2011-06-04 _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 403.926 _chem_comp.one_letter_code ? _chem_comp.three_letter_code WOW _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 3KBA _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 WOW C01 C01 C 0 1 N N N 12.355 13.342 12.008 3.571 3.719 -1.462 C01 WOW 1 WOW C02 C02 C 0 1 Y N N 12.309 14.821 11.876 2.935 3.319 -0.156 C02 WOW 2 WOW C03 C03 C 0 1 Y N N 12.892 15.636 12.839 3.333 3.926 1.021 C03 WOW 3 WOW C04 C04 C 0 1 Y N N 12.846 17.023 12.698 2.750 3.559 2.219 C04 WOW 4 WOW C05 C05 C 0 1 Y N N 12.228 17.583 11.581 1.770 2.584 2.241 C05 WOW 5 WOW C06 C06 C 0 1 Y N N 11.670 16.763 10.604 1.373 1.977 1.065 C06 WOW 6 WOW C07 C07 C 0 1 Y N N 11.737 15.380 10.744 1.951 2.348 -0.134 C07 WOW 7 WOW C08 C08 C 0 1 N N N 11.120 14.478 9.735 1.518 1.686 -1.417 C08 WOW 8 WOW N09 N09 N 0 1 N N N 10.487 15.052 8.603 0.408 0.771 -1.143 N09 WOW 9 WOW C10 C10 C 0 1 N N S 9.067 15.048 8.488 -0.975 1.227 -1.303 C10 WOW 10 WOW C11 C11 C 0 1 N N N 8.383 13.729 8.335 -1.729 0.345 -2.333 C11 WOW 11 WOW C12 C12 C 0 1 N N N 7.759 13.419 9.704 -3.197 0.506 -1.865 C12 WOW 12 WOW N13 N13 N 0 1 N N N 7.944 14.605 10.509 -3.121 0.551 -0.393 N13 WOW 13 WOW C14 C14 C 0 1 N N N 8.351 15.684 9.615 -1.778 1.005 -0.004 C14 WOW 14 WOW S15 S15 S 0 1 N N N 7.335 14.286 11.968 -4.345 0.156 0.649 S15 WOW 15 WOW C16 C16 C 0 1 N N N 6.712 12.658 12.084 -4.124 -1.617 0.957 C16 WOW 16 WOW O17 O17 O 0 1 N N N 6.321 15.223 12.185 -4.062 0.906 1.823 O17 WOW 17 WOW O18 O18 O 0 1 N N N 8.333 14.496 12.938 -5.531 0.388 -0.099 O18 WOW 18 WOW C19 C19 C 0 1 Y N N 11.264 15.509 7.515 0.666 -0.533 -0.730 C19 WOW 19 WOW C20 C20 C 0 1 Y N N 12.660 15.586 7.539 -0.390 -1.406 -0.485 C20 WOW 20 WOW C21 C21 C 0 1 Y N N 13.385 15.995 6.413 -0.139 -2.696 -0.077 C21 WOW 21 WOW C22 C22 C 0 1 Y N N 12.681 16.331 5.267 1.180 -3.131 0.092 C22 WOW 22 WOW C23 C23 C 0 1 N N N 13.322 16.789 4.011 1.444 -4.473 0.516 C23 WOW 23 WOW N24 N24 N 0 1 N N N 13.764 17.143 3.031 1.655 -5.537 0.852 N24 WOW 24 WOW C25 C25 C 0 1 Y N N 11.310 16.167 5.260 2.239 -2.251 -0.155 C25 WOW 25 WOW CL26 CL26 CL 0 0 N N N 10.459 16.595 3.876 3.878 -2.784 0.052 CL26 WOW 26 WOW C27 C27 C 0 1 Y N N 10.582 15.814 6.370 1.980 -0.962 -0.569 C27 WOW 27 WOW H01 H01 H 0 1 N N N 13.275 12.960 11.542 4.490 3.151 -1.609 H01 WOW 28 WOW H01A H01A H 0 0 N N N 12.343 13.069 13.073 2.881 3.511 -2.280 H01A WOW 29 WOW H01B H01B H 0 0 N N N 11.481 12.902 11.506 3.801 4.784 -1.443 H01B WOW 30 WOW H03 H03 H 0 1 N N N 13.380 15.196 13.696 4.099 4.688 1.003 H03 WOW 31 WOW H04 H04 H 0 1 N N N 13.287 17.660 13.451 3.061 4.034 3.138 H04 WOW 32 WOW H05 H05 H 0 1 N N N 12.182 18.657 11.473 1.315 2.297 3.178 H05 WOW 33 WOW H06 H06 H 0 1 N N N 11.187 17.198 9.741 0.608 1.215 1.083 H06 WOW 34 WOW H08 H08 H 0 1 N N N 11.929 13.840 9.350 1.195 2.447 -2.128 H08 WOW 35 WOW H08A H08A H 0 0 N N N 10.349 13.899 10.264 2.354 1.128 -1.838 H08A WOW 36 WOW H10 H10 H 0 1 N N N 8.998 15.618 7.550 -1.001 2.276 -1.598 H10 WOW 37 WOW H11 H11 H 0 1 N N N 7.607 13.781 7.557 -1.597 0.727 -3.345 H11 WOW 38 WOW H11A H11A H 0 0 N N N 9.103 12.948 8.050 -1.409 -0.695 -2.264 H11A WOW 39 WOW H12 H12 H 0 1 N N N 6.689 13.187 9.598 -3.618 1.433 -2.251 H12 WOW 40 WOW H12A H12A H 0 0 N N N 8.256 12.555 10.169 -3.793 -0.347 -2.188 H12A WOW 41 WOW H14 H14 H 0 1 N N N 9.010 16.391 10.140 -1.291 0.245 0.607 H14 WOW 42 WOW H14A H14A H 0 0 N N N 7.471 16.234 9.250 -1.849 1.940 0.552 H14A WOW 43 WOW H16 H16 H 0 1 N N N 6.309 12.490 13.094 -3.142 -1.790 1.399 H16 WOW 44 WOW H16A H16A H 0 0 N N N 5.912 12.518 11.342 -4.897 -1.967 1.642 H16A WOW 45 WOW H16B H16B H 0 0 N N N 7.523 11.941 11.889 -4.199 -2.162 0.016 H16B WOW 46 WOW H20 H20 H 0 1 N N N 13.189 15.325 8.444 -1.408 -1.071 -0.616 H20 WOW 47 WOW H21 H21 H 0 1 N N N 14.463 16.047 6.437 -0.959 -3.372 0.113 H21 WOW 48 WOW H27 H27 H 0 1 N N N 9.503 15.778 6.339 2.797 -0.282 -0.760 H27 WOW 49 # 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 WOW C02 C01 SING N N 1 WOW C01 H01 SING N N 2 WOW C01 H01A SING N N 3 WOW C01 H01B SING N N 4 WOW C07 C02 DOUB Y N 5 WOW C02 C03 SING Y N 6 WOW C04 C03 DOUB Y N 7 WOW C03 H03 SING N N 8 WOW C05 C04 SING Y N 9 WOW C04 H04 SING N N 10 WOW C06 C05 DOUB Y N 11 WOW C05 H05 SING N N 12 WOW C06 C07 SING Y N 13 WOW C06 H06 SING N N 14 WOW C08 C07 SING N N 15 WOW N09 C08 SING N N 16 WOW C08 H08 SING N N 17 WOW C08 H08A SING N N 18 WOW C19 N09 SING N N 19 WOW C10 N09 SING N N 20 WOW C11 C10 SING N N 21 WOW C10 C14 SING N N 22 WOW C10 H10 SING N N 23 WOW C11 C12 SING N N 24 WOW C11 H11 SING N N 25 WOW C11 H11A SING N N 26 WOW C12 N13 SING N N 27 WOW C12 H12 SING N N 28 WOW C12 H12A SING N N 29 WOW C14 N13 SING N N 30 WOW N13 S15 SING N N 31 WOW C14 H14 SING N N 32 WOW C14 H14A SING N N 33 WOW S15 C16 SING N N 34 WOW S15 O17 DOUB N N 35 WOW S15 O18 DOUB N N 36 WOW C16 H16 SING N N 37 WOW C16 H16A SING N N 38 WOW C16 H16B SING N N 39 WOW C27 C19 DOUB Y N 40 WOW C19 C20 SING Y N 41 WOW C21 C20 DOUB Y N 42 WOW C20 H20 SING N N 43 WOW C22 C21 SING Y N 44 WOW C21 H21 SING N N 45 WOW C23 C22 SING N N 46 WOW C25 C22 DOUB Y N 47 WOW N24 C23 TRIP N N 48 WOW CL26 C25 SING N N 49 WOW C25 C27 SING Y N 50 WOW C27 H27 SING N N 51 # 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 WOW SMILES ACDLabs 11.02 "O=S(=O)(N3CCC(N(c1ccc(C#N)c(Cl)c1)Cc2ccccc2C)C3)C" WOW SMILES_CANONICAL CACTVS 3.352 "Cc1ccccc1CN([C@H]2CCN(C2)[S](C)(=O)=O)c3ccc(C#N)c(Cl)c3" WOW SMILES CACTVS 3.352 "Cc1ccccc1CN([CH]2CCN(C2)[S](C)(=O)=O)c3ccc(C#N)c(Cl)c3" WOW SMILES_CANONICAL "OpenEye OEToolkits" 1.7.0 "Cc1ccccc1CN(c2ccc(c(c2)Cl)C#N)[C@H]3CC[N@@](C3)S(=O)(=O)C" WOW SMILES "OpenEye OEToolkits" 1.7.0 "Cc1ccccc1CN(c2ccc(c(c2)Cl)C#N)C3CCN(C3)S(=O)(=O)C" WOW InChI InChI 1.03 "InChI=1S/C20H22ClN3O2S/c1-15-5-3-4-6-17(15)13-24(18-8-7-16(12-22)20(21)11-18)19-9-10-23(14-19)27(2,25)26/h3-8,11,19H,9-10,13-14H2,1-2H3/t19-/m0/s1" WOW InChIKey InChI 1.03 OTRAFCFYTZJLKH-IBGZPJMESA-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 WOW "SYSTEMATIC NAME" ACDLabs 11.02 "2-chloro-4-{(2-methylbenzyl)[(3S)-1-(methylsulfonyl)pyrrolidin-3-yl]amino}benzonitrile" WOW "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "2-chloro-4-[(2-methylphenyl)methyl-[(1S,3S)-1-methylsulfonylpyrrolidin-3-yl]amino]benzenecarbonitrile" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site WOW "Create component" 2009-10-23 RCSB WOW "Modify aromatic_flag" 2011-06-04 RCSB WOW "Modify descriptor" 2011-06-04 RCSB #