data_4EF # _chem_comp.id 4EF _chem_comp.name "3-[(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methyl-4-(morpholin-4-yl)benzenesulfonamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H19 Cl N6 O3 S" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-06 _chem_comp.pdbx_modified_date 2016-03-11 _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 422.889 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4EF _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 4YHT _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 4EF C1 C1 C 0 1 Y N N -13.953 -21.392 -39.143 2.448 -2.006 0.077 C1 4EF 1 4EF C2 C2 C 0 1 Y N N -15.154 -21.970 -39.497 2.589 -3.376 0.365 C2 4EF 2 4EF C3 C3 C 0 1 Y N N -15.576 -19.799 -39.240 4.618 -2.569 -0.156 C3 4EF 3 4EF C4 C4 C 0 1 Y N N -14.239 -20.010 -38.984 3.785 -1.520 -0.260 C4 4EF 4 4EF C5 C5 C 0 1 Y N N -7.948 -23.593 -37.800 -2.881 1.486 -0.256 C5 4EF 5 4EF C9 C6 C 0 1 Y N N -9.299 -21.628 -38.040 -0.515 1.817 -0.047 C9 4EF 6 4EF C10 C7 C 0 1 Y N N -8.093 -22.227 -37.733 -1.801 2.334 -0.092 C10 4EF 7 4EF C8 C8 C 0 1 Y N N -10.389 -22.387 -38.418 -0.316 0.441 -0.168 C8 4EF 8 4EF C7 C9 C 0 1 Y N N -10.253 -23.761 -38.487 -1.406 -0.402 -0.321 C7 4EF 9 4EF C6 C10 C 0 1 Y N N -9.036 -24.341 -38.180 -2.684 0.123 -0.370 C6 4EF 10 4EF O2 O1 O 0 1 N N N -7.393 -26.335 -38.358 -5.108 -0.159 -1.134 O2 4EF 11 4EF O1 O2 O 0 1 N N N -9.553 -26.681 -37.139 -3.570 -2.128 -1.201 O1 4EF 12 4EF N1 N1 N 0 1 Y N N -16.120 -21.007 -39.550 3.913 -3.686 0.216 N1 4EF 13 4EF C12 C11 C 0 1 Y N N -12.833 -22.205 -39.033 1.171 -1.429 0.156 C12 4EF 14 4EF C13 C12 C 0 1 Y N N -14.214 -23.935 -39.606 0.327 -3.486 0.774 C13 4EF 15 4EF C14 C13 C 0 1 N N N -9.079 -19.551 -39.190 0.480 3.418 1.382 C14 4EF 16 4EF C15 C14 C 0 1 N N N -8.881 -19.710 -36.740 0.706 3.593 -1.021 C15 4EF 17 4EF O3 O3 O 0 1 N N N -8.728 -17.584 -37.866 1.847 5.161 0.419 O3 4EF 18 4EF N2 N2 N 0 1 N N N -11.580 -21.679 -38.695 0.980 -0.087 -0.124 N2 4EF 19 4EF C16 C15 C 0 1 N N N -9.425 -18.084 -39.005 1.724 4.295 1.550 C16 4EF 20 4EF C17 C16 C 0 1 N N N -9.212 -18.231 -36.682 1.947 4.469 -0.828 C17 4EF 21 4EF N3 N3 N 0 1 N N N -9.678 -26.557 -39.654 -4.573 -1.397 0.933 N3 4EF 22 4EF S S1 S 0 1 N N N -8.816 -26.111 -38.244 -4.066 -0.950 -0.579 S 4EF 23 4EF CL CL1 CL 0 0 N N N -13.106 -18.820 -38.553 4.214 0.101 -0.709 CL 4EF 24 4EF N4 N4 N 0 1 Y N N -12.996 -23.505 -39.272 0.149 -2.204 0.507 N4 4EF 25 4EF N5 N5 N 0 1 Y N N -15.352 -23.257 -39.751 1.503 -4.070 0.702 N5 4EF 26 4EF N6 N6 N 0 1 N N N -9.462 -20.237 -37.964 0.580 2.673 0.118 N6 4EF 27 4EF C11 C17 C 0 1 N N N -8.904 -26.588 -40.900 -5.115 -0.392 1.850 C11 4EF 28 4EF H1 H1 H 0 1 N N N -16.095 -18.853 -39.202 5.681 -2.539 -0.341 H1 4EF 29 4EF H3 H3 H 0 1 N N N -7.006 -24.064 -37.561 -3.882 1.890 -0.291 H3 4EF 30 4EF H4 H4 H 0 1 N N N -7.254 -21.615 -37.437 -1.958 3.398 0.001 H4 4EF 31 4EF H5 H5 H 0 1 N N N -11.091 -24.377 -38.779 -1.255 -1.467 -0.415 H5 4EF 32 4EF H6 H6 H 0 1 N N N -14.289 -24.997 -39.787 -0.530 -4.080 1.055 H6 4EF 33 4EF H7 H7 H 0 1 N N N -9.635 -19.965 -40.044 0.414 2.717 2.213 H7 4EF 34 4EF H8 H8 H 0 1 N N N -7.999 -19.665 -39.365 -0.409 4.047 1.363 H8 4EF 35 4EF H9 H9 H 0 1 N N N -9.309 -20.226 -35.868 -0.180 4.226 -1.078 H9 4EF 36 4EF H10 H10 H 0 1 N N N -7.790 -19.851 -36.750 0.804 3.021 -1.943 H10 4EF 37 4EF H11 H11 H 0 1 N N N -11.521 -20.682 -38.643 1.744 0.487 -0.289 H11 4EF 38 4EF H12 H12 H 0 1 N N N -9.124 -17.518 -39.899 1.628 4.891 2.457 H12 4EF 39 4EF H13 H13 H 0 1 N N N -10.509 -17.977 -38.851 2.608 3.662 1.622 H13 4EF 40 4EF H14 H14 H 0 1 N N N -8.734 -17.783 -35.798 2.839 3.841 -0.825 H14 4EF 41 4EF H15 H15 H 0 1 N N N -10.302 -18.102 -36.614 2.013 5.191 -1.641 H15 4EF 42 4EF H16 H16 H 0 1 N N N -10.426 -25.904 -39.775 -4.511 -2.324 1.211 H16 4EF 43 4EF H17 H17 H 0 1 N N N -9.559 -26.886 -41.732 -4.360 0.371 2.040 H17 4EF 44 4EF H18 H18 H 0 1 N N N -8.490 -25.589 -41.099 -5.995 0.071 1.404 H18 4EF 45 4EF H19 H19 H 0 1 N N N -8.082 -27.313 -40.803 -5.393 -0.870 2.790 H19 4EF 46 4EF H2 H2 H 0 1 N N N -17.080 -21.165 -39.781 4.296 -4.566 0.353 H2 4EF 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 4EF C11 N3 SING N N 1 4EF N5 C13 DOUB Y N 2 4EF N5 C2 SING Y N 3 4EF N3 S SING N N 4 4EF C13 N4 SING Y N 5 4EF N1 C2 SING Y N 6 4EF N1 C3 SING Y N 7 4EF C2 C1 DOUB Y N 8 4EF N4 C12 DOUB Y N 9 4EF C3 C4 DOUB Y N 10 4EF C14 C16 SING N N 11 4EF C14 N6 SING N N 12 4EF C1 C12 SING Y N 13 4EF C1 C4 SING Y N 14 4EF C12 N2 SING N N 15 4EF C16 O3 SING N N 16 4EF C4 CL SING N N 17 4EF N2 C8 SING N N 18 4EF C7 C8 DOUB Y N 19 4EF C7 C6 SING Y N 20 4EF C8 C9 SING Y N 21 4EF O2 S DOUB N N 22 4EF S C6 SING N N 23 4EF S O1 DOUB N N 24 4EF C6 C5 DOUB Y N 25 4EF C9 N6 SING N N 26 4EF C9 C10 DOUB Y N 27 4EF N6 C15 SING N N 28 4EF O3 C17 SING N N 29 4EF C5 C10 SING Y N 30 4EF C15 C17 SING N N 31 4EF C3 H1 SING N N 32 4EF C5 H3 SING N N 33 4EF C10 H4 SING N N 34 4EF C7 H5 SING N N 35 4EF C13 H6 SING N N 36 4EF C14 H7 SING N N 37 4EF C14 H8 SING N N 38 4EF C15 H9 SING N N 39 4EF C15 H10 SING N N 40 4EF N2 H11 SING N N 41 4EF C16 H12 SING N N 42 4EF C16 H13 SING N N 43 4EF C17 H14 SING N N 44 4EF C17 H15 SING N N 45 4EF N3 H16 SING N N 46 4EF C11 H17 SING N N 47 4EF C11 H18 SING N N 48 4EF C11 H19 SING N N 49 4EF N1 H2 SING N N 50 # 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 4EF SMILES ACDLabs 12.01 "c43c(Nc2c(N1CCOCC1)ccc(c2)S(=O)(=O)NC)ncnc3ncc4Cl" 4EF InChI InChI 1.03 "InChI=1S/C17H19ClN6O3S/c1-19-28(25,26)11-2-3-14(24-4-6-27-7-5-24)13(8-11)23-17-15-12(18)9-20-16(15)21-10-22-17/h2-3,8-10,19H,4-7H2,1H3,(H2,20,21,22,23)" 4EF InChIKey InChI 1.03 LINMNMJCBXXKNC-UHFFFAOYSA-N 4EF SMILES_CANONICAL CACTVS 3.385 "CN[S](=O)(=O)c1ccc(N2CCOCC2)c(Nc3ncnc4[nH]cc(Cl)c34)c1" 4EF SMILES CACTVS 3.385 "CN[S](=O)(=O)c1ccc(N2CCOCC2)c(Nc3ncnc4[nH]cc(Cl)c34)c1" 4EF SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CNS(=O)(=O)c1ccc(c(c1)Nc2c3c(c[nH]c3ncn2)Cl)N4CCOCC4" 4EF SMILES "OpenEye OEToolkits" 1.9.2 "CNS(=O)(=O)c1ccc(c(c1)Nc2c3c(c[nH]c3ncn2)Cl)N4CCOCC4" # 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 4EF "SYSTEMATIC NAME" ACDLabs 12.01 "3-[(5-chloro-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methyl-4-(morpholin-4-yl)benzenesulfonamide" 4EF "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "3-[(5-chloranyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-N-methyl-4-morpholin-4-yl-benzenesulfonamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4EF "Create component" 2015-03-06 RCSB 4EF "Initial release" 2016-03-16 RCSB #