data_4YF # _chem_comp.id 4YF _chem_comp.name "(2R)-4-[2-(6-chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-oxoethyl]-2-methylpiperazin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C14 H20 Cl N4 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 295.788 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4YF _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 5C7D _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 4YF C1 C1 C 0 1 N N N -15.482 -21.565 -0.340 -5.078 2.269 0.750 C1 4YF 1 4YF C2 C2 C 0 1 N N R -15.940 -20.180 -0.771 -4.438 0.891 0.570 C2 4YF 2 4YF C3 C3 C 0 1 N N N -15.931 -20.010 -2.288 -2.922 1.046 0.438 C3 4YF 3 4YF N4 N1 N 0 1 N N N -16.295 -18.645 -2.687 -2.312 -0.278 0.246 N4 4YF 4 4YF C5 C4 C 0 1 N N N -16.484 -18.485 -4.134 -0.848 -0.177 0.172 C5 4YF 5 4YF C6 C5 C 0 1 N N N -15.297 -18.843 -5.010 -0.247 -1.558 0.223 C6 4YF 6 4YF C10 C6 C 0 1 N N N -16.640 -18.946 -8.441 3.286 -2.651 0.120 C10 4YF 7 4YF C11 C7 C 0 1 Y N N -15.174 -19.243 -8.591 3.318 -1.144 0.032 C11 4YF 8 4YF C12 C8 C 0 1 Y N N -14.412 -19.553 -9.698 4.363 -0.250 -0.069 C12 4YF 9 4YF C14 C9 C 0 1 Y N N -12.537 -19.712 -8.421 2.910 1.540 -0.104 C14 4YF 10 4YF C16 C10 C 0 1 Y N N -13.192 -19.414 -7.259 1.813 0.709 -0.004 C16 4YF 11 4YF C19 C11 C 0 1 N N N -15.391 -17.761 -0.585 -4.373 -1.073 -0.807 C19 4YF 12 4YF O7 O1 O 0 1 N N N -14.206 -19.114 -4.520 -0.966 -2.530 0.312 O7 4YF 13 4YF N8 N2 N 0 1 N N N -15.501 -18.847 -6.370 1.091 -1.713 0.169 N8 4YF 14 4YF C9 C12 C 0 1 N N N -16.753 -18.400 -7.034 1.791 -3.001 0.210 C9 4YF 15 4YF N13 N3 N 0 1 Y N N -13.101 -19.786 -9.615 4.135 1.049 -0.133 N13 4YF 16 4YF CL CL CL 0 0 N N N -10.828 -20.024 -8.368 2.675 3.258 -0.192 CL15 4YF 17 4YF C17 C13 C 0 1 Y N N -14.544 -19.175 -7.357 2.011 -0.674 0.066 C17 4YF 18 4YF C18 C14 C 0 1 N N N -15.380 -17.657 -2.100 -2.856 -0.935 -0.951 C18 4YF 19 4YF N20 N4 N 1 1 N N N -15.038 -19.143 -0.166 -4.973 0.257 -0.643 N20 4YF 20 4YF H21 H1 H 0 1 N N N -15.507 -21.635 0.757 -6.158 2.159 0.844 H21 4YF 21 4YF H23 H2 H 0 1 N N N -16.152 -22.323 -0.771 -4.681 2.739 1.649 H23 4YF 22 4YF H22 H3 H 0 1 N N N -14.456 -21.739 -0.695 -4.850 2.891 -0.116 H22 4YF 23 4YF H24 H4 H 0 1 N N N -16.965 -20.018 -0.406 -4.666 0.269 1.435 H24 4YF 24 4YF H25 H5 H 0 1 N N N -16.652 -20.714 -2.729 -2.694 1.679 -0.419 H25 4YF 25 4YF H26 H6 H 0 1 N N N -14.922 -20.234 -2.665 -2.523 1.503 1.344 H26 4YF 26 4YF H28 H8 H 0 1 N N N -16.736 -17.431 -4.325 -0.564 0.309 -0.762 H28 4YF 27 4YF H27 H9 H 0 1 N N N -17.327 -19.124 -4.435 -0.481 0.410 1.013 H27 4YF 28 4YF H31 H10 H 0 1 N N N -16.966 -18.199 -9.179 3.727 -3.094 -0.774 H31 4YF 29 4YF H32 H11 H 0 1 N N N -17.239 -19.861 -8.556 3.811 -2.993 1.011 H32 4YF 30 4YF H33 H12 H 0 1 N N N -14.892 -19.609 -10.664 5.378 -0.616 -0.095 H33 4YF 31 4YF H34 H13 H 0 1 N N N -12.675 -19.368 -6.312 0.815 1.121 0.020 H34 4YF 32 4YF H37 H14 H 0 1 N N N -14.658 -17.055 -0.166 -4.781 -1.548 -1.700 H37 4YF 33 4YF H38 H15 H 0 1 N N N -16.395 -17.512 -0.210 -4.602 -1.685 0.065 H38 4YF 34 4YF H29 H16 H 0 1 N N N -16.818 -17.302 -7.045 1.495 -3.618 -0.638 H29 4YF 35 4YF H30 H17 H 0 1 N N N -17.635 -18.815 -6.524 1.579 -3.516 1.146 H30 4YF 36 4YF H36 H18 H 0 1 N N N -14.360 -17.843 -2.469 -2.627 -0.334 -1.831 H36 4YF 37 4YF H35 H19 H 0 1 N N N -15.699 -16.647 -2.396 -2.409 -1.923 -1.058 H35 4YF 38 4YF H40 H20 H 0 1 N N N -15.105 -19.202 0.830 -5.975 0.167 -0.561 H40 4YF 39 4YF H39 H21 H 0 1 N N N -14.098 -19.333 -0.449 -4.752 0.827 -1.445 H39 4YF 40 # 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 4YF C12 N13 DOUB Y N 1 4YF C12 C11 SING Y N 2 4YF N13 C14 SING Y N 3 4YF C11 C10 SING N N 4 4YF C11 C17 DOUB Y N 5 4YF C10 C9 SING N N 6 4YF C14 CL SING N N 7 4YF C14 C16 DOUB Y N 8 4YF C17 C16 SING Y N 9 4YF C17 N8 SING N N 10 4YF C9 N8 SING N N 11 4YF N8 C6 SING N N 12 4YF C6 O7 DOUB N N 13 4YF C6 C5 SING N N 14 4YF C5 N4 SING N N 15 4YF N4 C3 SING N N 16 4YF N4 C18 SING N N 17 4YF C3 C2 SING N N 18 4YF C18 C19 SING N N 19 4YF C2 C1 SING N N 20 4YF C2 N20 SING N N 21 4YF C19 N20 SING N N 22 4YF C1 H21 SING N N 23 4YF C1 H23 SING N N 24 4YF C1 H22 SING N N 25 4YF C2 H24 SING N N 26 4YF C3 H25 SING N N 27 4YF C3 H26 SING N N 28 4YF C5 H28 SING N N 29 4YF C5 H27 SING N N 30 4YF C10 H31 SING N N 31 4YF C10 H32 SING N N 32 4YF C12 H33 SING N N 33 4YF C16 H34 SING N N 34 4YF C19 H37 SING N N 35 4YF C19 H38 SING N N 36 4YF C9 H29 SING N N 37 4YF C9 H30 SING N N 38 4YF C18 H36 SING N N 39 4YF C18 H35 SING N N 40 4YF N20 H40 SING N N 41 4YF N20 H39 SING N N 42 # 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 4YF SMILES ACDLabs 12.01 "CC1[NH2+]CCN(C1)CC(=O)N3CCc2c3cc(Cl)nc2" 4YF InChI InChI 1.03 "InChI=1S/C14H19ClN4O/c1-10-8-18(5-3-16-10)9-14(20)19-4-2-11-7-17-13(15)6-12(11)19/h6-7,10,16H,2-5,8-9H2,1H3/p+1/t10-/m1/s1" 4YF InChIKey InChI 1.03 UIUNSWTUDREESN-SNVBAGLBSA-O 4YF SMILES_CANONICAL CACTVS 3.385 "C[C@@H]1CN(CC[NH2+]1)CC(=O)N2CCc3cnc(Cl)cc23" 4YF SMILES CACTVS 3.385 "C[CH]1CN(CC[NH2+]1)CC(=O)N2CCc3cnc(Cl)cc23" 4YF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN(CC[NH2+]1)CC(=O)N2CCc3c2cc(nc3)Cl" 4YF SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN(CC[NH2+]1)CC(=O)N2CCc3c2cc(nc3)Cl" # 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 4YF "SYSTEMATIC NAME" ACDLabs 12.01 "(2R)-4-[2-(6-chloro-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-oxoethyl]-2-methylpiperazin-1-ium" 4YF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-(6-chloranyl-2,3-dihydropyrrolo[3,2-c]pyridin-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 4YF "Create component" 2015-06-24 EBI 4YF "Initial release" 2015-08-12 RCSB #