data_4YC # _chem_comp.id 4YC _chem_comp.name "(2R)-4-[2-(6-chloro-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl)-2-oxoethyl]-2-methylpiperazin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H25 Cl N3 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-06-24 _chem_comp.pdbx_modified_date 2015-08-07 _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 322.853 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4YC _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 5C7C _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 4YC C1 C1 C 0 1 N N N -15.252 -21.342 -0.649 -5.737 1.642 0.773 C1 4YC 1 4YC C2 C2 C 0 1 N N R -15.698 -19.980 -1.162 -4.886 0.385 0.585 C2 4YC 2 4YC C3 C3 C 0 1 N N N -15.657 -19.888 -2.684 -3.414 0.781 0.447 C3 4YC 3 4YC N4 N1 N 0 1 N N N -16.032 -18.550 -3.163 -2.601 -0.426 0.247 N4 4YC 4 4YC C5 C4 C 0 1 N N N -16.167 -18.473 -4.627 -1.173 -0.092 0.166 C5 4YC 5 4YC C6 C5 C 0 1 N N N -14.921 -18.796 -5.440 -0.357 -1.358 0.209 C6 4YC 6 4YC C10 C6 C 0 1 N N N -15.948 -18.497 -9.011 3.303 -1.868 0.084 C10 4YC 7 4YC C11 C7 C 0 1 N N N -16.903 -19.262 -9.919 4.114 -2.227 1.331 C11 4YC 8 4YC C12 C8 C 0 1 N N N -15.945 -17.032 -9.423 4.008 -2.380 -1.174 C12 4YC 9 4YC C13 C9 C 0 1 Y N N -14.540 -19.064 -9.032 3.093 -0.373 0.003 C13 4YC 10 4YC C14 C10 C 0 1 Y N N -13.746 -19.404 -10.113 4.000 0.665 -0.098 C14 4YC 11 4YC C15 C11 C 0 1 Y N N -12.472 -19.913 -9.901 3.555 1.972 -0.158 C15 4YC 12 4YC C16 C12 C 0 1 Y N N -12.005 -20.077 -8.612 2.198 2.240 -0.116 C16 4YC 13 4YC C19 C13 C 0 1 Y N N -14.056 -19.235 -7.742 1.732 -0.116 0.046 C19 4YC 14 4YC C21 C14 C 0 1 N N N -15.172 -17.555 -1.082 -4.513 -1.539 -0.801 C21 4YC 15 4YC O7 O1 O 0 1 N N N -13.853 -19.025 -4.889 -0.911 -2.434 0.297 O7 4YC 16 4YC N8 N2 N 0 1 N N N -15.045 -18.820 -6.818 0.988 -1.296 0.148 N8 4YC 17 4YC C9 C15 C 0 1 N N N -16.340 -18.654 -7.529 1.885 -2.454 0.179 C9 4YC 18 4YC CL1 CL1 CL 0 0 N N N -10.406 -20.716 -8.356 1.637 3.881 -0.191 CL1 4YC 19 4YC C18 C16 C 0 1 Y N N -12.784 -19.743 -7.521 1.289 1.206 -0.016 C18 4YC 20 4YC C20 C17 C 0 1 N N N -15.147 -17.519 -2.602 -3.039 -1.158 -0.950 C20 4YC 21 4YC N22 N3 N 1 1 N N N -14.806 -18.912 -0.596 -5.318 -0.322 -0.628 N22 4YC 22 4YC H23 H1 H 0 1 N N N -15.300 -21.354 0.450 -6.785 1.359 0.871 H23 4YC 23 4YC H25 H2 H 0 1 N N N -15.915 -22.121 -1.054 -5.416 2.167 1.673 H25 4YC 24 4YC H24 H3 H 0 1 N N N -14.219 -21.535 -0.973 -5.617 2.295 -0.091 H24 4YC 25 4YC H26 H4 H 0 1 N N N -16.730 -19.798 -0.827 -5.006 -0.269 1.449 H26 4YC 26 4YC H27 H5 H 0 1 N N N -16.357 -20.625 -3.104 -3.295 1.446 -0.409 H27 4YC 27 4YC H28 H6 H 0 1 N N N -14.637 -20.115 -3.027 -3.089 1.294 1.352 H28 4YC 28 4YC H30 H8 H 0 1 N N N -16.476 -17.448 -4.881 -0.975 0.437 -0.767 H30 4YC 29 4YC H29 H9 H 0 1 N N N -16.955 -19.179 -4.928 -0.900 0.544 1.008 H29 4YC 30 4YC H35 H10 H 0 1 N N N -16.913 -20.323 -9.630 4.183 -3.311 1.421 H35 4YC 31 4YC H33 H11 H 0 1 N N N -17.916 -18.845 -9.820 5.115 -1.805 1.248 H33 4YC 32 4YC H34 H12 H 0 1 N N N -16.569 -19.170 -10.963 3.621 -1.820 2.214 H34 4YC 33 4YC H37 H13 H 0 1 N N N -15.258 -16.469 -8.774 3.441 -2.081 -2.055 H37 4YC 34 4YC H36 H14 H 0 1 N N N -15.614 -16.946 -10.468 5.011 -1.956 -1.226 H36 4YC 35 4YC H38 H15 H 0 1 N N N -16.961 -16.622 -9.325 4.075 -3.467 -1.137 H38 4YC 36 4YC H39 H16 H 0 1 N N N -14.116 -19.274 -11.119 5.058 0.454 -0.131 H39 4YC 37 4YC H40 H17 H 0 1 N N N -11.848 -20.180 -10.741 4.265 2.782 -0.236 H40 4YC 38 4YC H44 H18 H 0 1 N N N -14.452 -16.822 -0.689 -4.844 -2.069 -1.694 H44 4YC 39 4YC H45 H19 H 0 1 N N N -16.183 -17.303 -0.729 -4.636 -2.182 0.071 H45 4YC 40 4YC H32 H20 H 0 1 N N N -16.869 -17.759 -7.170 1.688 -3.108 -0.670 H32 4YC 41 4YC H31 H21 H 0 1 N N N -16.978 -19.539 -7.387 1.764 -3.001 1.115 H31 4YC 42 4YC H41 H22 H 0 1 N N N -12.410 -19.875 -6.516 0.231 1.421 0.016 H41 4YC 43 4YC H43 H23 H 0 1 N N N -14.119 -17.698 -2.950 -2.914 -0.526 -1.829 H43 4YC 44 4YC H42 H24 H 0 1 N N N -15.483 -16.529 -2.945 -2.440 -2.062 -1.064 H42 4YC 45 4YC H47 H25 H 0 1 N N N -14.879 -18.927 0.401 -6.292 -0.573 -0.542 H47 4YC 46 4YC H46 H26 H 0 1 N N N -13.862 -19.106 -0.864 -5.195 0.278 -1.429 H46 4YC 47 # 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 4YC C14 C15 DOUB Y N 1 4YC C14 C13 SING Y N 2 4YC C11 C10 SING N N 3 4YC C15 C16 SING Y N 4 4YC C12 C10 SING N N 5 4YC C13 C10 SING N N 6 4YC C13 C19 DOUB Y N 7 4YC C10 C9 SING N N 8 4YC C16 CL1 SING N N 9 4YC C16 C18 DOUB Y N 10 4YC C19 C18 SING Y N 11 4YC C19 N8 SING N N 12 4YC C9 N8 SING N N 13 4YC N8 C6 SING N N 14 4YC C6 O7 DOUB N N 15 4YC C6 C5 SING N N 16 4YC C5 N4 SING N N 17 4YC N4 C3 SING N N 18 4YC N4 C20 SING N N 19 4YC C3 C2 SING N N 20 4YC C20 C21 SING N N 21 4YC C2 C1 SING N N 22 4YC C2 N22 SING N N 23 4YC C21 N22 SING N N 24 4YC C1 H23 SING N N 25 4YC C1 H25 SING N N 26 4YC C1 H24 SING N N 27 4YC C2 H26 SING N N 28 4YC C3 H27 SING N N 29 4YC C3 H28 SING N N 30 4YC C5 H30 SING N N 31 4YC C5 H29 SING N N 32 4YC C11 H35 SING N N 33 4YC C11 H33 SING N N 34 4YC C11 H34 SING N N 35 4YC C12 H37 SING N N 36 4YC C12 H36 SING N N 37 4YC C12 H38 SING N N 38 4YC C14 H39 SING N N 39 4YC C15 H40 SING N N 40 4YC C21 H44 SING N N 41 4YC C21 H45 SING N N 42 4YC C9 H32 SING N N 43 4YC C9 H31 SING N N 44 4YC C18 H41 SING N N 45 4YC C20 H43 SING N N 46 4YC C20 H42 SING N N 47 4YC N22 H47 SING N N 48 4YC N22 H46 SING N N 49 # 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 4YC SMILES ACDLabs 12.01 "CC1[NH2+]CCN(C1)CC(=O)N2c3c(C(C2)(C)C)ccc(Cl)c3" 4YC InChI InChI 1.03 "InChI=1S/C17H24ClN3O/c1-12-9-20(7-6-19-12)10-16(22)21-11-17(2,3)14-5-4-13(18)8-15(14)21/h4-5,8,12,19H,6-7,9-11H2,1-3H3/p+1/t12-/m1/s1" 4YC InChIKey InChI 1.03 NUUUULZSGGTOOQ-GFCCVEGCSA-O 4YC SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN(CC[NH2+]1)CC(=O)N2CC(C)(C)c3ccc(Cl)cc23" 4YC SMILES CACTVS 3.385 "C[CH]1CN(CC[NH2+]1)CC(=O)N2CC(C)(C)c3ccc(Cl)cc23" 4YC SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN(CC[NH2+]1)CC(=O)N2CC(c3c2cc(cc3)Cl)(C)C" 4YC SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN(CC[NH2+]1)CC(=O)N2CC(c3c2cc(cc3)Cl)(C)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 4YC "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-4-[2-(6-chloro-3,3-dimethyl-2,3-dihydro-1H-indol-1-yl)-2-oxoethyl]-2-methylpiperazin-1-ium" 4YC "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-(6-chloranyl-3,3-dimethyl-2H-indol-1-yl)-2-[(3R)-3-methylpiperazin-4-ium-1-yl]ethanone" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4YC "Create component" 2015-06-24 EBI 4YC "Initial release" 2015-08-12 RCSB #