data_4LH # _chem_comp.id 4LH _chem_comp.name "N-(3-{[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]methyl}phenyl)prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C26 H30 Cl N7 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-04-10 _chem_comp.pdbx_modified_date 2016-02-05 _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 508.015 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4LH _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 4Z16 _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 4LH C2 C1 C 0 1 Y N N -13.808 -27.014 -9.500 0.633 0.262 -0.040 C2 4LH 1 4LH C4 C2 C 0 1 Y N N -15.542 -28.271 -10.498 -1.474 1.196 -0.027 C4 4LH 2 4LH C5 C3 C 0 1 Y N N -15.113 -29.441 -9.858 -0.940 2.370 -0.566 C5 4LH 3 4LH C6 C4 C 0 1 Y N N -14.009 -29.358 -9.010 0.418 2.422 -0.816 C6 4LH 4 4LH CAP C5 C 0 1 N N N -13.604 -22.966 -17.511 -11.187 -2.213 -1.338 CAP 4LH 5 4LH CAQ C6 C 0 1 N N N -14.839 -22.582 -16.682 -10.038 -1.610 -1.630 CAQ 4LH 6 4LH CBE C7 C 0 1 N N N -15.300 -23.684 -15.700 -9.155 -1.147 -0.549 CBE 4LH 7 4LH OAE O1 O 0 1 N N N -15.909 -23.342 -14.680 -9.475 -1.315 0.613 OAE 4LH 8 4LH NBA N1 N 0 1 N N N -15.054 -24.978 -16.090 -7.990 -0.536 -0.845 NBA 4LH 9 4LH CBH C8 C 0 1 Y N N -15.371 -26.083 -15.367 -7.105 -0.185 0.179 CBH 4LH 10 4LH CAN C9 C 0 1 Y N N -16.016 -26.079 -14.109 -5.735 -0.328 -0.005 CAN 4LH 11 4LH CAJ C10 C 0 1 Y N N -15.006 -27.315 -15.936 -7.592 0.312 1.381 CAJ 4LH 12 4LH CAH C11 C 0 1 Y N N -15.277 -28.526 -15.292 -6.715 0.658 2.390 CAH 4LH 13 4LH CAI C12 C 0 1 Y N N -15.927 -28.498 -14.050 -5.353 0.510 2.205 CAI 4LH 14 4LH CBF C13 C 0 1 Y N N -16.292 -27.278 -13.448 -4.864 0.020 1.008 CBF 4LH 15 4LH CAV C14 C 0 1 N N N -16.982 -27.228 -12.222 -3.378 -0.135 0.808 CAV 4LH 16 4LH NAZ N2 N 0 1 N N N -16.600 -28.338 -11.315 -2.829 1.101 0.244 NAZ 4LH 17 4LH N3 N3 N 0 1 Y N N -14.891 -27.111 -10.295 -0.663 0.173 0.220 N3 4LH 18 4LH CL5 CL1 CL 0 0 N N N -15.891 -30.975 -10.084 -1.958 3.734 -0.907 CL5 4LH 19 4LH N1 N4 N 0 1 Y N N -13.370 -28.110 -8.845 1.168 1.363 -0.545 N1 4LH 20 4LH NBB N5 N 0 1 N N N -13.173 -25.837 -9.317 1.451 -0.823 0.230 NBB 4LH 21 4LH CBK C15 C 0 1 Y N N -13.461 -24.725 -10.041 2.843 -0.705 0.089 CBK 4LH 22 4LH CBL C16 C 0 1 Y N N -13.286 -23.492 -9.387 3.612 -1.831 -0.198 CBL 4LH 23 4LH CAO C17 C 0 1 Y N N -13.589 -22.295 -10.067 4.984 -1.712 -0.337 CAO 4LH 24 4LH OBC O2 O 0 1 N N N -12.952 -23.539 -8.059 3.016 -3.045 -0.341 OBC 4LH 25 4LH CAA C18 C 0 1 N N N -11.831 -22.741 -7.699 3.866 -4.155 -0.635 CAA 4LH 26 4LH CAL C19 C 0 1 Y N N -13.833 -24.734 -11.405 3.451 0.532 0.230 CAL 4LH 27 4LH CAK C20 C 0 1 Y N N -14.104 -23.546 -12.087 4.821 0.650 0.085 CAK 4LH 28 4LH CBI C21 C 0 1 Y N N -13.979 -22.317 -11.425 5.591 -0.471 -0.191 CBI 4LH 29 4LH NBP N6 N 0 1 N N N -14.195 -21.164 -12.101 6.977 -0.350 -0.336 NBP 4LH 30 4LH CAT C22 C 0 1 N N N -13.060 -20.217 -12.311 7.405 1.045 -0.158 CAT 4LH 31 4LH CAR C23 C 0 1 N N N -13.453 -18.766 -11.983 8.912 1.149 -0.403 CAR 4LH 32 4LH NBO N7 N 0 1 N N N -14.863 -18.422 -12.300 9.620 0.261 0.531 NBO 4LH 33 4LH CAB C24 C 0 1 N N N -15.596 -17.936 -11.114 11.075 0.389 0.378 CAB 4LH 34 4LH CAS C25 C 0 1 N N N -15.655 -19.375 -13.116 9.192 -1.133 0.353 CAS 4LH 35 4LH CAU C26 C 0 1 N N N -15.534 -20.842 -12.663 7.685 -1.237 0.598 CAU 4LH 36 4LH H1 H1 H 0 1 N N N -13.649 -30.233 -8.489 0.863 3.314 -1.232 H1 4LH 37 4LH H2 H2 H 0 1 N N N -13.142 -23.933 -17.376 -11.835 -2.553 -2.132 H2 4LH 38 4LH H3 H3 H 0 1 N N N -13.197 -22.269 -18.229 -11.471 -2.362 -0.307 H3 4LH 39 4LH H5 H5 H 0 1 N N N -15.339 -21.630 -16.776 -9.753 -1.460 -2.661 H5 4LH 40 4LH H7 H7 H 0 1 N N N -14.607 -25.117 -16.974 -7.767 -0.340 -1.768 H7 4LH 41 4LH H8 H8 H 0 1 N N N -16.298 -25.140 -13.655 -5.353 -0.711 -0.940 H8 4LH 42 4LH H9 H9 H 0 1 N N N -14.505 -27.327 -16.893 -8.656 0.428 1.526 H9 4LH 43 4LH H10 H10 H 0 1 N N N -14.991 -29.465 -15.743 -7.093 1.045 3.325 H10 4LH 44 4LH H11 H11 H 0 1 N N N -16.151 -29.427 -13.547 -4.669 0.781 2.996 H11 4LH 45 4LH H12 H12 H 0 1 N N N -16.755 -26.272 -11.727 -2.902 -0.340 1.767 H12 4LH 46 4LH H13 H13 H 0 1 N N N -18.062 -27.290 -12.421 -3.188 -0.962 0.124 H13 4LH 47 4LH H14 H14 H 0 1 N N N -17.393 -28.502 -10.728 -3.415 1.852 0.061 H14 4LH 48 4LH H15 H15 H 0 1 N N N -12.460 -25.782 -8.618 1.062 -1.664 0.516 H15 4LH 49 4LH H16 H16 H 0 1 N N N -13.522 -21.352 -9.545 5.582 -2.583 -0.560 H16 4LH 50 4LH H17 H17 H 0 1 N N N -11.640 -22.842 -6.621 3.265 -5.060 -0.723 H17 4LH 51 4LH H18 H18 H 0 1 N N N -10.947 -23.076 -8.261 4.389 -3.973 -1.574 H18 4LH 52 4LH H19 H19 H 0 1 N N N -12.039 -21.688 -7.937 4.593 -4.278 0.168 H19 4LH 53 4LH H20 H20 H 0 1 N N N -13.909 -25.676 -11.928 2.855 1.405 0.452 H20 4LH 54 4LH H21 H21 H 0 1 N N N -14.409 -23.574 -13.123 5.294 1.615 0.199 H21 4LH 55 4LH H22 H22 H 0 1 N N N -12.224 -20.514 -11.661 6.877 1.681 -0.869 H22 4LH 56 4LH H23 H23 H 0 1 N N N -12.743 -20.270 -13.363 7.179 1.368 0.858 H23 4LH 57 4LH H24 H24 H 0 1 N N N -13.293 -18.602 -10.907 9.136 0.852 -1.427 H24 4LH 58 4LH H25 H25 H 0 1 N N N -12.798 -18.095 -12.558 9.237 2.177 -0.243 H25 4LH 59 4LH H27 H27 H 0 1 N N N -14.961 -17.236 -10.551 11.373 1.418 0.581 H27 4LH 60 4LH H28 H28 H 0 1 N N N -16.513 -17.421 -11.436 11.574 -0.279 1.080 H28 4LH 61 4LH H29 H29 H 0 1 N N N -15.860 -18.789 -10.472 11.359 0.123 -0.640 H29 4LH 62 4LH H30 H30 H 0 1 N N N -15.311 -19.306 -14.159 9.419 -1.457 -0.663 H30 4LH 63 4LH H31 H31 H 0 1 N N N -16.714 -19.082 -13.059 9.720 -1.769 1.063 H31 4LH 64 4LH H32 H32 H 0 1 N N N -16.294 -21.035 -11.892 7.462 -0.940 1.622 H32 4LH 65 4LH H33 H33 H 0 1 N N N -15.717 -21.494 -13.530 7.360 -2.266 0.438 H33 4LH 66 # 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 4LH CAP CAQ DOUB N N 1 4LH CAQ CBE SING N N 2 4LH NBA CBE SING N N 3 4LH NBA CBH SING N N 4 4LH CAJ CBH DOUB Y N 5 4LH CAJ CAH SING Y N 6 4LH CBE OAE DOUB N N 7 4LH CBH CAN SING Y N 8 4LH CAH CAI DOUB Y N 9 4LH CAN CBF DOUB Y N 10 4LH CAI CBF SING Y N 11 4LH CBF CAV SING N N 12 4LH CAS CAU SING N N 13 4LH CAS NBO SING N N 14 4LH CAU NBP SING N N 15 4LH CAT NBP SING N N 16 4LH CAT CAR SING N N 17 4LH NBO CAR SING N N 18 4LH NBO CAB SING N N 19 4LH CAV NAZ SING N N 20 4LH NBP CBI SING N N 21 4LH CAK CBI DOUB Y N 22 4LH CAK CAL SING Y N 23 4LH CBI CAO SING Y N 24 4LH CAL CBK DOUB Y N 25 4LH NAZ C4 SING N N 26 4LH C4 N3 DOUB Y N 27 4LH C4 C5 SING Y N 28 4LH N3 C2 SING Y N 29 4LH CL5 C5 SING N N 30 4LH CAO CBL DOUB Y N 31 4LH CBK CBL SING Y N 32 4LH CBK NBB SING N N 33 4LH C5 C6 DOUB Y N 34 4LH C2 NBB SING N N 35 4LH C2 N1 DOUB Y N 36 4LH CBL OBC SING N N 37 4LH C6 N1 SING Y N 38 4LH OBC CAA SING N N 39 4LH C6 H1 SING N N 40 4LH CAP H2 SING N N 41 4LH CAP H3 SING N N 42 4LH CAQ H5 SING N N 43 4LH NBA H7 SING N N 44 4LH CAN H8 SING N N 45 4LH CAJ H9 SING N N 46 4LH CAH H10 SING N N 47 4LH CAI H11 SING N N 48 4LH CAV H12 SING N N 49 4LH CAV H13 SING N N 50 4LH NAZ H14 SING N N 51 4LH NBB H15 SING N N 52 4LH CAO H16 SING N N 53 4LH CAA H17 SING N N 54 4LH CAA H18 SING N N 55 4LH CAA H19 SING N N 56 4LH CAL H20 SING N N 57 4LH CAK H21 SING N N 58 4LH CAT H22 SING N N 59 4LH CAT H23 SING N N 60 4LH CAR H24 SING N N 61 4LH CAR H25 SING N N 62 4LH CAB H27 SING N N 63 4LH CAB H28 SING N N 64 4LH CAB H29 SING N N 65 4LH CAS H30 SING N N 66 4LH CAS H31 SING N N 67 4LH CAU H32 SING N N 68 4LH CAU H33 SING N N 69 # 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 4LH SMILES ACDLabs 12.01 "c3(Nc1c(OC)cc(cc1)N2CCN(C)CC2)ncc(c(n3)NCc4cc(NC(/C=C)=O)ccc4)Cl" 4LH InChI InChI 1.03 "InChI=1S/C26H30ClN7O2/c1-4-24(35)30-19-7-5-6-18(14-19)16-28-25-21(27)17-29-26(32-25)31-22-9-8-20(15-23(22)36-3)34-12-10-33(2)11-13-34/h4-9,14-15,17H,1,10-13,16H2,2-3H3,(H,30,35)(H2,28,29,31,32)" 4LH InChIKey InChI 1.03 UGXCBYVBIJACEK-UHFFFAOYSA-N 4LH SMILES_CANONICAL CACTVS 3.385 "COc1cc(ccc1Nc2ncc(Cl)c(NCc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4" 4LH SMILES CACTVS 3.385 "COc1cc(ccc1Nc2ncc(Cl)c(NCc3cccc(NC(=O)C=C)c3)n2)N4CCN(C)CC4" 4LH SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)NCc4cccc(c4)NC(=O)C=C)Cl" 4LH SMILES "OpenEye OEToolkits" 1.9.2 "CN1CCN(CC1)c2ccc(c(c2)OC)Nc3ncc(c(n3)NCc4cccc(c4)NC(=O)C=C)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 4LH "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-{[(5-chloro-2-{[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino}pyrimidin-4-yl)amino]methyl}phenyl)prop-2-enamide" 4LH "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[3-[[[5-chloranyl-2-[[2-methoxy-4-(4-methylpiperazin-1-yl)phenyl]amino]pyrimidin-4-yl]amino]methyl]phenyl]prop-2-enamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 4LH "Create component" 2015-04-10 RCSB 4LH "Initial release" 2016-02-10 RCSB #