data_4YL # _chem_comp.id 4YL _chem_comp.name "(2R,5R)-4-[2-(6-chloro-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-oxoethyl]-5-(methoxymethyl)-2-methylpiperazin-1-ium" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H28 Cl N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 1 _chem_comp.pdbx_initial_date 2015-06-25 _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 367.894 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4YL _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 5C84 _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 4YL C1 C1 C 0 1 N N N -13.882 -15.732 -4.403 2.481 1.686 3.623 C1 4YL 1 4YL C3 C2 C 0 1 N N N -15.793 -16.306 -3.061 2.572 1.793 1.230 C3 4YL 2 4YL C5 C3 C 0 1 N N N -15.472 -17.758 -1.029 4.548 0.739 0.120 C5 4YL 3 4YL C7 C4 C 0 1 N N R -15.885 -20.212 -1.067 4.282 -1.299 -1.117 C7 4YL 4 4YL C8 C5 C 0 1 N N N -15.381 -21.537 -0.518 4.768 -2.097 -2.329 C8 4YL 5 4YL C11 C6 C 0 1 N N N -16.369 -18.844 -4.568 0.870 -0.028 -0.154 C11 4YL 6 4YL C12 C7 C 0 1 N N N -15.103 -19.022 -5.389 0.148 -1.296 0.221 C12 4YL 7 4YL C15 C8 C 0 1 N N N -16.503 -18.680 -7.454 -2.011 -2.497 0.582 C15 4YL 8 4YL C16 C9 C 0 1 N N N -16.129 -18.528 -8.942 -3.470 -2.030 0.451 C16 4YL 9 4YL C19 C10 C 0 1 Y N N -14.711 -19.066 -8.978 -3.369 -0.584 0.026 C19 4YL 10 4YL C22 C11 C 0 1 Y N N -12.221 -20.011 -8.663 -2.724 1.949 -0.721 C22 4YL 11 4YL C24 C12 C 0 1 Y N N -12.940 -19.742 -7.521 -1.704 1.056 -0.462 C24 4YL 12 4YL C25 C13 C 0 1 Y N N -14.219 -19.256 -7.697 -2.024 -0.250 -0.078 C25 4YL 13 4YL O2 O1 O 0 1 N N N -15.275 -16.079 -4.381 2.886 1.049 2.410 O2 4YL 14 4YL C4 C14 C 0 1 N N R -15.389 -17.699 -2.552 3.048 1.020 -0.002 C4 4YL 15 4YL N6 N1 N 1 1 N N N -15.045 -19.092 -0.526 5.001 -0.020 -1.053 N6 4YL 16 4YL C9 C15 C 0 1 N N N -15.841 -20.161 -2.591 2.781 -1.036 -1.249 C9 4YL 17 4YL N10 N2 N 0 1 N N N -16.174 -18.828 -3.110 2.320 -0.254 -0.093 N10 4YL 18 4YL O13 O2 O 0 1 N N N -14.037 -19.276 -4.844 0.779 -2.290 0.512 O13 4YL 19 4YL N14 N3 N 0 1 N N N -15.206 -18.886 -6.755 -1.199 -1.326 0.235 N14 4YL 20 4YL C17 C16 C 0 1 N N N -17.077 -19.322 -9.835 -4.200 -2.850 -0.615 C17 4YL 21 4YL C18 C17 C 0 1 N N N -16.158 -17.066 -9.366 -4.189 -2.141 1.797 C18 4YL 22 4YL C20 C18 C 0 1 Y N N -13.899 -19.370 -10.056 -4.331 0.364 -0.248 C20 4YL 23 4YL N21 N4 N 0 1 Y N N -12.661 -19.840 -9.900 -3.989 1.587 -0.609 N21 4YL 24 4YL CL CL CL 0 0 N N N -10.600 -20.625 -8.516 -2.338 3.573 -1.198 CL23 4YL 25 4YL H26 H1 H 0 1 N N N -13.559 -15.574 -5.443 2.979 2.652 3.710 H26 4YL 26 4YL H27 H2 H 0 1 N N N -13.725 -14.808 -3.826 1.401 1.833 3.614 H27 4YL 27 4YL H28 H3 H 0 1 N N N -13.294 -16.547 -3.956 2.756 1.059 4.471 H28 4YL 28 4YL H29 H4 H 0 1 N N N -15.392 -15.542 -2.379 1.494 1.942 1.171 H29 4YL 29 4YL H30 H5 H 0 1 N N N -16.890 -16.235 -3.086 3.071 2.761 1.267 H30 4YL 30 4YL H32 H6 H 0 1 N N N -14.816 -16.985 -0.602 5.090 1.683 0.174 H32 4YL 31 4YL H33 H7 H 0 1 N N N -16.510 -17.571 -0.717 4.737 0.160 1.023 H33 4YL 32 4YL H36 H8 H 0 1 N N N -16.926 -20.068 -0.740 4.473 -1.869 -0.208 H36 4YL 33 4YL H38 H9 H 0 1 N N N -15.433 -21.523 0.581 5.838 -2.285 -2.235 H38 4YL 34 4YL H37 H10 H 0 1 N N N -16.006 -22.355 -0.904 4.236 -3.046 -2.377 H37 4YL 35 4YL H39 H11 H 0 1 N N N -14.339 -21.692 -0.834 4.578 -1.527 -3.239 H39 4YL 36 4YL H42 H12 H 0 1 N N N -16.832 -17.890 -4.860 0.590 0.263 -1.167 H42 4YL 37 4YL H43 H13 H 0 1 N N N -17.051 -19.672 -4.811 0.596 0.766 0.541 H43 4YL 38 4YL H45 H14 H 0 1 N N N -17.002 -17.772 -7.085 -1.804 -2.809 1.606 H45 4YL 39 4YL H44 H15 H 0 1 N N N -17.164 -19.547 -7.307 -1.810 -3.314 -0.110 H44 4YL 40 4YL H53 H16 H 0 1 N N N -12.524 -19.903 -6.537 -0.673 1.362 -0.555 H53 4YL 41 4YL H31 H17 H 0 1 N N N -14.335 -17.853 -2.828 2.860 1.612 -0.897 H31 4YL 42 4YL H35 H18 H 0 1 N N N -15.113 -19.094 0.472 4.815 0.512 -1.890 H35 4YL 43 4YL H34 H19 H 0 1 N N N -14.094 -19.246 -0.796 5.992 -0.194 -0.979 H34 4YL 44 4YL H40 H20 H 0 1 N N N -16.563 -20.888 -2.991 2.588 -0.478 -2.166 H40 4YL 45 4YL H41 H21 H 0 1 N N N -14.828 -20.429 -2.926 2.246 -1.985 -1.282 H41 4YL 46 4YL H48 H23 H 0 1 N N N -17.063 -20.380 -9.536 -4.188 -3.903 -0.334 H48 4YL 47 4YL H46 H24 H 0 1 N N N -18.098 -18.925 -9.730 -5.231 -2.506 -0.695 H46 4YL 48 4YL H47 H25 H 0 1 N N N -16.754 -19.233 -10.883 -3.699 -2.724 -1.575 H47 4YL 49 4YL H50 H26 H 0 1 N N N -15.477 -16.485 -8.727 -3.682 -1.517 2.533 H50 4YL 50 4YL H49 H27 H 0 1 N N N -15.838 -16.982 -10.415 -5.221 -1.807 1.687 H49 4YL 51 4YL H51 H28 H 0 1 N N N -17.181 -16.675 -9.263 -4.178 -3.179 2.131 H51 4YL 52 4YL H52 H29 H 0 1 N N N -14.280 -19.222 -11.056 -5.376 0.103 -0.168 H52 4YL 53 # 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 4YL C20 N21 DOUB Y N 1 4YL C20 C19 SING Y N 2 4YL N21 C22 SING Y N 3 4YL C17 C16 SING N N 4 4YL C18 C16 SING N N 5 4YL C19 C16 SING N N 6 4YL C19 C25 DOUB Y N 7 4YL C16 C15 SING N N 8 4YL C22 CL SING N N 9 4YL C22 C24 DOUB Y N 10 4YL C25 C24 SING Y N 11 4YL C25 N14 SING N N 12 4YL C15 N14 SING N N 13 4YL N14 C12 SING N N 14 4YL C12 O13 DOUB N N 15 4YL C12 C11 SING N N 16 4YL C11 N10 SING N N 17 4YL C1 O2 SING N N 18 4YL O2 C3 SING N N 19 4YL N10 C9 SING N N 20 4YL N10 C4 SING N N 21 4YL C3 C4 SING N N 22 4YL C9 C7 SING N N 23 4YL C4 C5 SING N N 24 4YL C7 N6 SING N N 25 4YL C7 C8 SING N N 26 4YL C5 N6 SING N N 27 4YL C1 H26 SING N N 28 4YL C1 H27 SING N N 29 4YL C1 H28 SING N N 30 4YL C3 H29 SING N N 31 4YL C3 H30 SING N N 32 4YL C5 H32 SING N N 33 4YL C5 H33 SING N N 34 4YL C7 H36 SING N N 35 4YL C8 H38 SING N N 36 4YL C8 H37 SING N N 37 4YL C8 H39 SING N N 38 4YL C11 H42 SING N N 39 4YL C11 H43 SING N N 40 4YL C15 H45 SING N N 41 4YL C15 H44 SING N N 42 4YL C24 H53 SING N N 43 4YL C4 H31 SING N N 44 4YL N6 H35 SING N N 45 4YL N6 H34 SING N N 46 4YL C9 H40 SING N N 47 4YL C9 H41 SING N N 48 4YL C17 H48 SING N N 49 4YL C17 H46 SING N N 50 4YL C17 H47 SING N N 51 4YL C18 H50 SING N N 52 4YL C18 H49 SING N N 53 4YL C18 H51 SING N N 54 4YL C20 H52 SING N N 55 # 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 4YL SMILES ACDLabs 12.01 "COCC3C[NH2+]C(C)CN3CC(=O)N2CC(c1c2cc(Cl)nc1)(C)C" 4YL InChI InChI 1.03 "InChI=1S/C18H27ClN4O2/c1-12-8-22(13(6-20-12)10-25-4)9-17(24)23-11-18(2,3)14-7-21-16(19)5-15(14)23/h5,7,12-13,20H,6,8-11H2,1-4H3/p+1/t12-,13-/m1/s1" 4YL InChIKey InChI 1.03 CQGZTNZASZVTQR-CHWSQXEVSA-O 4YL SMILES_CANONICAL CACTVS 3.385 "COC[C@H]1C[NH2+][C@H](C)CN1CC(=O)N2CC(C)(C)c3cnc(Cl)cc23" 4YL SMILES CACTVS 3.385 "COC[CH]1C[NH2+][CH](C)CN1CC(=O)N2CC(C)(C)c3cnc(Cl)cc23" 4YL SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "C[C@@H]1CN([C@H](C[NH2+]1)COC)CC(=O)N2CC(c3c2cc(nc3)Cl)(C)C" 4YL SMILES "OpenEye OEToolkits" 1.9.2 "CC1CN(C(C[NH2+]1)COC)CC(=O)N2CC(c3c2cc(nc3)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 4YL "SYSTEMATIC NAME" ACDLabs 12.01 "(2R,5R)-4-[2-(6-chloro-3,3-dimethyl-2,3-dihydro-1H-pyrrolo[3,2-c]pyridin-1-yl)-2-oxoethyl]-5-(methoxymethyl)-2-methylpiperazin-1-ium" 4YL "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "1-(6-chloranyl-3,3-dimethyl-2H-pyrrolo[3,2-c]pyridin-1-yl)-2-[(2R,5R)-2-(methoxymethyl)-5-methyl-piperazin-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 4YL "Create component" 2015-06-25 EBI 4YL "Initial release" 2015-08-12 RCSB #