data_O21 # _chem_comp.id O21 _chem_comp.name "N-{2-[(6-{[(2,6-dichloro-3,5-dimethoxyphenyl)carbamoyl][3-(4-methylpiperazin-1-yl)propyl]amino}pyrimidin-4-yl)amino]phenyl}prop-2-enamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C30 H36 Cl2 N8 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-06-04 _chem_comp.pdbx_modified_date 2019-06-14 _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 643.564 _chem_comp.one_letter_code ? _chem_comp.three_letter_code O21 _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 6P69 _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 O21 C10 C1 C 0 1 N N N -18.301 -22.240 11.335 0.279 -1.791 -0.494 C10 O21 1 O21 C11 C2 C 0 1 N N N -19.102 -21.061 10.716 0.105 -3.077 -1.304 C11 O21 2 O21 C12 C3 C 0 1 N N N -19.315 -18.726 10.527 -0.280 -5.459 -1.103 C12 O21 3 O21 C13 C4 C 0 1 N N N -18.683 -17.434 10.990 -0.330 -6.622 -0.109 C13 O21 4 O21 N4 N1 N 0 1 N N N -19.157 -17.183 12.381 0.990 -6.784 0.518 N4 O21 5 O21 C14 C5 C 0 1 N N N -18.516 -16.095 13.136 1.004 -7.940 1.424 C14 O21 6 O21 C15 C6 C 0 1 N N N -18.699 -18.332 13.221 1.389 -5.557 1.222 C15 O21 7 O21 C16 C7 C 0 1 N N N -19.212 -19.660 12.740 1.438 -4.394 0.228 C16 O21 8 O21 N3 N2 N 0 1 N N N -18.756 -19.769 11.353 0.119 -4.233 -0.398 N3 O21 9 O21 C9 C8 C 0 1 N N N -16.805 -21.892 11.119 0.264 -0.587 -1.438 C9 O21 10 O21 N2 N3 N 0 1 N N N -15.962 -22.989 11.677 0.431 0.644 -0.662 N2 O21 11 O21 C8 C9 C 0 1 N N N -15.488 -22.850 12.965 1.666 1.130 -0.426 C8 O21 12 O21 O3 O1 O 0 1 N N N -15.705 -21.812 13.550 1.802 2.199 0.136 O3 O21 13 O21 N1 N4 N 0 1 N N N -14.666 -23.741 13.546 2.751 0.430 -0.813 N1 O21 14 O21 C7 C10 C 0 1 Y N N -14.160 -23.644 14.818 4.032 0.875 -0.466 C7 O21 15 O21 C30 C11 C 0 1 Y N N -14.742 -24.421 15.804 4.417 2.178 -0.754 C30 O21 16 O21 CL2 CL1 CL 0 0 N N N -16.127 -25.239 15.476 3.309 3.256 -1.545 CL2 O21 17 O21 C6 C12 C 0 1 Y N N -13.002 -22.933 15.111 4.917 0.016 0.172 C6 O21 18 O21 CL1 CL2 CL 0 0 N N N -12.177 -21.965 13.893 4.436 -1.611 0.540 CL1 O21 19 O21 C4 C13 C 0 1 Y N N -12.492 -22.986 16.408 6.186 0.458 0.516 C4 O21 20 O21 O2 O2 O 0 1 N N N -11.405 -22.250 16.591 7.053 -0.382 1.141 O2 O21 21 O21 C5 C14 C 0 1 N N N -10.826 -22.331 17.917 8.343 0.139 1.465 C5 O21 22 O21 C3 C15 C 0 1 Y N N -13.108 -23.734 17.433 6.572 1.758 0.222 C3 O21 23 O21 C2 C16 C 0 1 Y N N -14.258 -24.455 17.080 5.687 2.618 -0.410 C2 O21 24 O21 O1 O3 O 0 1 N N N -14.951 -25.266 17.903 6.063 3.894 -0.692 O1 O21 25 O21 C1 C17 C 0 1 N N N -14.424 -25.476 19.216 7.385 4.279 -0.309 C1 O21 26 O21 C17 C18 C 0 1 Y N N -15.797 -24.146 10.990 -0.684 1.312 -0.168 C17 O21 27 O21 C18 C19 C 0 1 Y N N -16.394 -24.387 9.744 -1.944 0.728 -0.238 C18 O21 28 O21 N8 N5 N 0 1 Y N N -15.149 -25.172 11.537 -0.561 2.517 0.383 N8 O21 29 O21 C29 C20 C 0 1 Y N N -15.048 -26.376 10.845 -1.612 3.157 0.854 C29 O21 30 O21 N7 N6 N 0 1 Y N N -15.635 -26.572 9.568 -2.823 2.640 0.802 N7 O21 31 O21 C19 C21 C 0 1 Y N N -16.325 -25.571 9.025 -3.029 1.435 0.275 C19 O21 32 O21 N5 N7 N 0 1 N N N -16.934 -25.799 7.818 -4.306 0.898 0.224 N5 O21 33 O21 C20 C22 C 0 1 Y N N -17.253 -24.846 6.906 -5.367 1.554 0.859 C20 O21 34 O21 C21 C23 C 0 1 Y N N -18.164 -23.801 7.173 -5.129 2.344 1.975 C21 O21 35 O21 C22 C24 C 0 1 Y N N -18.510 -22.842 6.217 -6.178 2.991 2.600 C22 O21 36 O21 C23 C25 C 0 1 Y N N -17.967 -22.924 4.954 -7.466 2.854 2.118 C23 O21 37 O21 C24 C26 C 0 1 Y N N -17.092 -23.979 4.682 -7.713 2.069 1.007 C24 O21 38 O21 C25 C27 C 0 1 Y N N -16.704 -24.947 5.636 -6.666 1.421 0.369 C25 O21 39 O21 N6 N8 N 0 1 N N N -15.900 -26.023 5.374 -6.913 0.625 -0.756 N6 O21 40 O21 C26 C28 C 0 1 N N N -14.957 -26.026 4.404 -8.105 0.011 -0.898 C26 O21 41 O21 O4 O4 O 0 1 N N N -14.632 -25.041 3.748 -8.993 0.212 -0.092 O4 O21 42 O21 C27 C29 C 0 1 N N N -14.203 -27.356 4.107 -8.330 -0.903 -2.028 C27 O21 43 O21 C28 C30 C 0 1 N N N -13.478 -28.051 5.308 -9.506 -1.510 -2.168 C28 O21 44 O21 H1 H1 H 0 1 N N N -18.522 -22.332 12.409 -0.536 -1.700 0.223 H1 O21 45 O21 H2 H2 H 0 1 N N N -18.552 -23.183 10.827 1.230 -1.823 0.039 H2 O21 46 O21 H3 H3 H 0 1 N N N -18.875 -21.001 9.641 -0.846 -3.044 -1.837 H3 O21 47 O21 H4 H4 H 0 1 N N N -20.177 -21.249 10.853 0.920 -3.167 -2.022 H4 O21 48 O21 H5 H5 H 0 1 N N N -20.407 -18.683 10.655 0.444 -5.681 -1.886 H5 O21 49 O21 H6 H6 H 0 1 N N N -19.076 -18.909 9.469 -1.266 -5.319 -1.547 H6 O21 50 O21 H7 H7 H 0 1 N N N -17.587 -17.525 10.976 -1.074 -6.412 0.660 H7 O21 51 O21 H8 H8 H 0 1 N N N -18.991 -16.608 10.332 -0.597 -7.538 -0.634 H8 O21 52 O21 H10 H10 H 0 1 N N N -18.966 -16.029 14.138 0.771 -8.844 0.863 H10 O21 53 O21 H11 H11 H 0 1 N N N -17.439 -16.299 13.230 1.992 -8.036 1.874 H11 O21 54 O21 H12 H12 H 0 1 N N N -18.664 -15.143 12.604 0.260 -7.796 2.208 H12 O21 55 O21 H13 H13 H 0 1 N N N -17.599 -18.357 13.209 0.665 -5.336 2.006 H13 O21 56 O21 H14 H14 H 0 1 N N N -19.051 -18.174 14.251 2.374 -5.698 1.667 H14 O21 57 O21 H15 H15 H 0 1 N N N -20.311 -19.689 12.788 1.706 -3.478 0.754 H15 O21 58 O21 H16 H16 H 0 1 N N N -18.796 -20.477 13.348 2.183 -4.604 -0.540 H16 O21 59 O21 H18 H18 H 0 1 N N N -16.604 -21.784 10.043 1.080 -0.678 -2.155 H18 O21 60 O21 H19 H19 H 0 1 N N N -16.569 -20.948 11.633 -0.686 -0.554 -1.970 H19 O21 61 O21 H20 H20 H 0 1 N N N -14.401 -24.541 13.007 2.644 -0.382 -1.333 H20 O21 62 O21 H21 H21 H 0 1 N N N -9.934 -21.689 17.968 8.848 0.454 0.552 H21 O21 63 O21 H22 H22 H 0 1 N N N -11.563 -21.994 18.660 8.232 0.994 2.132 H22 O21 64 O21 H23 H23 H 0 1 N N N -10.541 -23.372 18.130 8.933 -0.632 1.959 H23 O21 65 O21 H24 H24 H 0 1 N N N -12.714 -23.751 18.438 7.560 2.101 0.490 H24 O21 66 O21 H25 H25 H 0 1 N N N -15.087 -26.154 19.774 8.111 3.641 -0.814 H25 O21 67 O21 H26 H26 H 0 1 N N N -13.422 -25.923 19.141 7.557 5.318 -0.592 H26 O21 68 O21 H27 H27 H 0 1 N N N -14.358 -24.513 19.743 7.496 4.173 0.770 H27 O21 69 O21 H28 H28 H 0 1 N N N -16.958 -23.578 9.305 -2.078 -0.249 -0.680 H28 O21 70 O21 H29 H29 H 0 1 N N N -14.503 -27.191 11.297 -1.477 4.134 1.295 H29 O21 71 O21 H30 H30 H 0 1 N N N -17.162 -26.746 7.591 -4.465 0.067 -0.251 H30 O21 72 O21 H31 H31 H 0 1 N N N -18.611 -23.740 8.154 -4.123 2.453 2.355 H31 O21 73 O21 H32 H32 H 0 1 N N N -19.196 -22.045 6.466 -5.990 3.605 3.468 H32 O21 74 O21 H33 H33 H 0 1 N N N -18.210 -22.194 4.196 -8.283 3.361 2.610 H33 O21 75 O21 H34 H34 H 0 1 N N N -16.688 -24.060 3.684 -8.721 1.964 0.633 H34 O21 76 O21 H35 H35 H 0 1 N N N -16.015 -26.848 5.927 -6.228 0.517 -1.434 H35 O21 77 O21 H36 H36 H 0 1 N N N -14.181 -27.781 3.114 -7.542 -1.082 -2.744 H36 O21 78 O21 H38 H38 H 0 1 N N N -12.941 -28.975 5.153 -9.672 -2.181 -2.998 H38 O21 79 O21 H39 H39 H 0 1 N N N -13.514 -27.606 6.291 -10.294 -1.331 -1.452 H39 O21 80 # # 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 O21 O4 C26 DOUB N N 1 O21 C27 C26 SING N N 2 O21 C27 C28 DOUB N N 3 O21 C26 N6 SING N N 4 O21 C24 C23 DOUB Y N 5 O21 C24 C25 SING Y N 6 O21 C23 C22 SING Y N 7 O21 N6 C25 SING N N 8 O21 C25 C20 DOUB Y N 9 O21 C22 C21 DOUB Y N 10 O21 C20 C21 SING Y N 11 O21 C20 N5 SING N N 12 O21 N5 C19 SING N N 13 O21 C19 N7 DOUB Y N 14 O21 C19 C18 SING Y N 15 O21 N7 C29 SING Y N 16 O21 C18 C17 DOUB Y N 17 O21 C12 C13 SING N N 18 O21 C12 N3 SING N N 19 O21 C11 C10 SING N N 20 O21 C11 N3 SING N N 21 O21 C29 N8 DOUB Y N 22 O21 C13 N4 SING N N 23 O21 C17 N8 SING Y N 24 O21 C17 N2 SING N N 25 O21 C9 C10 SING N N 26 O21 C9 N2 SING N N 27 O21 N3 C16 SING N N 28 O21 N2 C8 SING N N 29 O21 N4 C14 SING N N 30 O21 N4 C15 SING N N 31 O21 C16 C15 SING N N 32 O21 C8 N1 SING N N 33 O21 C8 O3 DOUB N N 34 O21 N1 C7 SING N N 35 O21 CL1 C6 SING N N 36 O21 C7 C6 DOUB Y N 37 O21 C7 C30 SING Y N 38 O21 C6 C4 SING Y N 39 O21 CL2 C30 SING N N 40 O21 C30 C2 DOUB Y N 41 O21 C4 O2 SING N N 42 O21 C4 C3 DOUB Y N 43 O21 O2 C5 SING N N 44 O21 C2 C3 SING Y N 45 O21 C2 O1 SING N N 46 O21 O1 C1 SING N N 47 O21 C10 H1 SING N N 48 O21 C10 H2 SING N N 49 O21 C11 H3 SING N N 50 O21 C11 H4 SING N N 51 O21 C12 H5 SING N N 52 O21 C12 H6 SING N N 53 O21 C13 H7 SING N N 54 O21 C13 H8 SING N N 55 O21 C14 H10 SING N N 56 O21 C14 H11 SING N N 57 O21 C14 H12 SING N N 58 O21 C15 H13 SING N N 59 O21 C15 H14 SING N N 60 O21 C16 H15 SING N N 61 O21 C16 H16 SING N N 62 O21 C9 H18 SING N N 63 O21 C9 H19 SING N N 64 O21 N1 H20 SING N N 65 O21 C5 H21 SING N N 66 O21 C5 H22 SING N N 67 O21 C5 H23 SING N N 68 O21 C3 H24 SING N N 69 O21 C1 H25 SING N N 70 O21 C1 H26 SING N N 71 O21 C1 H27 SING N N 72 O21 C18 H28 SING N N 73 O21 C29 H29 SING N N 74 O21 N5 H30 SING N N 75 O21 C21 H31 SING N N 76 O21 C22 H32 SING N N 77 O21 C23 H33 SING N N 78 O21 C24 H34 SING N N 79 O21 N6 H35 SING N N 80 O21 C27 H36 SING N N 81 O21 C28 H38 SING N N 82 O21 C28 H39 SING N N 83 # # 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 O21 SMILES ACDLabs 12.01 "C(CN1CCN(C)CC1)CN(C(Nc2c(c(OC)cc(c2Cl)OC)Cl)=O)c3ncnc(c3)Nc4ccccc4NC(=O)\C=C" O21 InChI InChI 1.03 "InChI=1S/C30H36Cl2N8O4/c1-5-26(41)36-21-10-7-6-9-20(21)35-24-18-25(34-19-33-24)40(12-8-11-39-15-13-38(2)14-16-39)30(42)37-29-27(31)22(43-3)17-23(44-4)28(29)32/h5-7,9-10,17-19H,1,8,11-16H2,2-4H3,(H,36,41)(H,37,42)(H,33,34,35)" O21 InChIKey InChI 1.03 QBUHMHIIROCODG-UHFFFAOYSA-N O21 SMILES_CANONICAL CACTVS 3.385 "COc1cc(OC)c(Cl)c(NC(=O)N(CCCN2CCN(C)CC2)c3cc(Nc4ccccc4NC(=O)C=C)ncn3)c1Cl" O21 SMILES CACTVS 3.385 "COc1cc(OC)c(Cl)c(NC(=O)N(CCCN2CCN(C)CC2)c3cc(Nc4ccccc4NC(=O)C=C)ncn3)c1Cl" O21 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "CN1CCN(CC1)CCCN(c2cc(ncn2)Nc3ccccc3NC(=O)C=C)C(=O)Nc4c(c(cc(c4Cl)OC)OC)Cl" O21 SMILES "OpenEye OEToolkits" 2.0.7 "CN1CCN(CC1)CCCN(c2cc(ncn2)Nc3ccccc3NC(=O)C=C)C(=O)Nc4c(c(cc(c4Cl)OC)OC)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 O21 "SYSTEMATIC NAME" ACDLabs 12.01 "N-{2-[(6-{[(2,6-dichloro-3,5-dimethoxyphenyl)carbamoyl][3-(4-methylpiperazin-1-yl)propyl]amino}pyrimidin-4-yl)amino]phenyl}prop-2-enamide" O21 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "~{N}-[2-[[6-[[2,6-bis(chloranyl)-3,5-dimethoxy-phenyl]carbamoyl-[3-(4-methylpiperazin-1-yl)propyl]amino]pyrimidin-4-yl]amino]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 O21 "Create component" 2019-06-04 RCSB O21 "Initial release" 2019-06-19 RCSB ##