data_CW5 # _chem_comp.id CW5 _chem_comp.name "1-[2-chloranyl-7-[(1~{S})-1-methoxyethyl]pyrazolo[1,5-a]pyrimidin-6-yl]-3-(5-chloranyl-6-pyrrolidin-1-ylcarbonyl-pyridin-3-yl)urea" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C20 H21 Cl2 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-12-09 _chem_comp.pdbx_modified_date 2018-12-28 _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 478.332 _chem_comp.one_letter_code ? _chem_comp.three_letter_code CW5 _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 6F7I _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 CW5 C1 C1 C 0 1 Y N N 1.230 -15.104 76.743 2.015 0.969 -0.226 C1 CW5 1 CW5 C2 C2 C 0 1 Y N N 2.446 -15.786 76.543 2.115 -0.376 -0.575 C2 CW5 2 CW5 C3 C3 C 0 1 Y N N 2.490 -17.172 76.706 3.364 -0.972 -0.552 C3 CW5 3 CW5 C12 C4 C 0 1 Y N N 2.215 -10.462 75.793 -2.656 0.907 0.646 C12 CW5 4 CW5 C13 C5 C 0 1 Y N N 2.086 -9.413 76.623 -3.773 0.830 -0.128 C13 CW5 5 CW5 C15 C6 C 0 1 Y N N 3.065 -10.359 74.569 -2.653 0.298 1.914 C15 CW5 6 CW5 C16 C7 C 0 1 Y N N 3.616 -8.230 75.370 -4.826 -0.409 1.595 C16 CW5 7 CW5 C19 C8 C 0 1 Y N N 3.904 -6.466 76.568 -6.841 -0.767 0.683 C19 CW5 8 CW5 C20 C9 C 0 1 Y N N 4.359 -7.130 75.350 -6.064 -1.004 1.806 C20 CW5 9 CW5 C22 C10 C 0 1 N N S 1.218 -9.591 77.880 -3.803 1.467 -1.493 C22 CW5 10 CW5 C24 C11 C 0 1 N N N -0.221 -8.995 77.698 -4.830 2.602 -1.504 C24 CW5 11 CW5 C26 C12 C 0 1 N N N 1.989 -12.813 76.234 -0.336 0.938 0.105 C26 CW5 12 CW5 C28 C13 C 0 1 N N N 2.627 -10.202 79.654 -3.053 -0.210 -3.032 C28 CW5 13 CW5 C29 C14 C 0 1 N N N 1.000 -21.101 78.979 8.276 -0.600 0.277 C29 CW5 14 CW5 C30 C15 C 0 1 N N N 0.469 -20.916 80.423 8.983 0.347 1.279 C30 CW5 15 CW5 C4 C16 C 0 1 Y N N 1.301 -17.853 77.001 4.474 -0.210 -0.181 C4 CW5 16 CW5 N5 N1 N 0 1 Y N N 0.180 -17.145 77.214 4.338 1.071 0.145 N5 CW5 17 CW5 C6 C17 C 0 1 Y N N 0.102 -15.815 77.078 3.168 1.666 0.133 C6 CW5 18 CW5 CL7 CL1 CL 0 0 N N N 3.979 -18.039 76.424 3.548 -2.645 -0.976 CL7 CW5 19 CW5 C8 C18 C 0 1 N N N 1.212 -19.334 77.299 5.813 -0.835 -0.151 C8 CW5 20 CW5 O9 O1 O 0 1 N N N 1.166 -20.129 76.356 5.944 -2.006 -0.448 O9 CW5 21 CW5 N10 N2 N 0 1 N N N 1.155 -19.707 78.613 6.889 -0.106 0.205 N10 CW5 22 CW5 N11 N3 N 0 1 N N N 1.038 -13.713 76.589 0.778 1.612 -0.242 N11 CW5 23 CW5 N14 N4 N 0 1 Y N N 3.701 -9.275 74.397 -3.719 -0.333 2.346 N14 CW5 24 CW5 N17 N5 N 0 1 Y N N 2.809 -8.315 76.418 -4.867 0.166 0.351 N17 CW5 25 CW5 N18 N6 N 0 1 Y N N 3.052 -7.213 77.156 -6.136 -0.076 -0.187 N18 CW5 26 CW5 CL2 CL2 CL 0 0 N N N 4.487 -4.914 77.084 -8.477 -1.302 0.457 CL2 CW5 27 CW5 O23 O2 O 0 1 N N N 1.889 -9.123 79.053 -4.165 0.488 -2.468 O23 CW5 28 CW5 N25 N7 N 0 1 N N N 1.529 -11.572 76.123 -1.517 1.582 0.181 N25 CW5 29 CW5 O27 O3 O 0 1 N N N 3.152 -13.090 75.942 -0.276 -0.252 0.349 O27 CW5 30 CW5 C31 C19 C 0 1 N N N 1.243 -19.691 80.948 8.323 1.710 0.938 C31 CW5 31 CW5 C32 C20 C 0 1 N N N 1.227 -18.743 79.725 6.874 1.314 0.587 C32 CW5 32 CW5 H1 H1 H 0 1 N N N 3.337 -15.242 76.266 1.238 -0.940 -0.857 H1 CW5 33 CW5 H2 H2 H 0 1 N N N 3.135 -11.172 73.861 -1.770 0.349 2.534 H2 CW5 34 CW5 H3 H3 H 0 1 N N N 5.098 -6.813 74.629 -6.368 -1.546 2.690 H3 CW5 35 CW5 H4 H4 H 0 1 N N N 1.076 -10.675 77.998 -2.817 1.867 -1.729 H4 CW5 36 CW5 H5 H5 H 0 1 N N N -0.801 -9.147 78.621 -4.554 3.349 -0.760 H5 CW5 37 CW5 H6 H6 H 0 1 N N N -0.148 -7.919 77.484 -4.852 3.062 -2.491 H6 CW5 38 CW5 H7 H7 H 0 1 N N N -0.724 -9.502 76.861 -5.816 2.201 -1.268 H7 CW5 39 CW5 H8 H8 H 0 1 N N N 3.141 -9.838 80.556 -3.411 -0.936 -3.762 H8 CW5 40 CW5 H9 H9 H 0 1 N N N 1.935 -11.011 79.929 -2.388 0.501 -3.522 H9 CW5 41 CW5 H10 H10 H 0 1 N N N 3.369 -10.582 78.937 -2.510 -0.729 -2.241 H10 CW5 42 CW5 H11 H11 H 0 1 N N N 0.273 -21.618 78.335 8.752 -0.539 -0.702 H11 CW5 43 CW5 H12 H12 H 0 1 N N N 1.958 -21.642 78.958 8.297 -1.625 0.646 H12 CW5 44 CW5 H13 H13 H 0 1 N N N -0.614 -20.723 80.420 8.770 0.057 2.308 H13 CW5 45 CW5 H14 H14 H 0 1 N N N 0.681 -21.805 81.035 10.057 0.377 1.097 H14 CW5 46 CW5 H15 H15 H 0 1 N N N -0.838 -15.306 77.230 3.098 2.709 0.404 H15 CW5 47 CW5 H16 H16 H 0 1 N N N 0.118 -13.360 76.757 0.720 2.545 -0.502 H16 CW5 48 CW5 H17 H17 H 0 1 N N N 0.554 -11.447 76.307 -1.580 2.513 -0.086 H17 CW5 49 CW5 H18 H18 H 0 1 N N N 2.272 -19.960 81.230 8.344 2.375 1.801 H18 CW5 50 CW5 H19 H19 H 0 1 N N N 0.733 -19.237 81.811 8.817 2.174 0.083 H19 CW5 51 CW5 H20 H20 H 0 1 N N N 2.143 -18.137 79.674 6.516 1.918 -0.247 H20 CW5 52 CW5 H21 H21 H 0 1 N N N 0.349 -18.080 79.741 6.230 1.458 1.454 H21 CW5 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 CW5 N14 C15 DOUB Y N 1 CW5 N14 C16 SING Y N 2 CW5 C15 C12 SING Y N 3 CW5 C20 C16 DOUB Y N 4 CW5 C20 C19 SING Y N 5 CW5 C16 N17 SING Y N 6 CW5 C12 N25 SING N N 7 CW5 C12 C13 DOUB Y N 8 CW5 O27 C26 DOUB N N 9 CW5 N25 C26 SING N N 10 CW5 C26 N11 SING N N 11 CW5 O9 C8 DOUB N N 12 CW5 N17 C13 SING Y N 13 CW5 N17 N18 SING Y N 14 CW5 CL7 C3 SING N N 15 CW5 C2 C3 DOUB Y N 16 CW5 C2 C1 SING Y N 17 CW5 C19 CL2 SING N N 18 CW5 C19 N18 DOUB Y N 19 CW5 N11 C1 SING N N 20 CW5 C13 C22 SING N N 21 CW5 C3 C4 SING Y N 22 CW5 C1 C6 DOUB Y N 23 CW5 C4 N5 DOUB Y N 24 CW5 C4 C8 SING N N 25 CW5 C6 N5 SING Y N 26 CW5 C8 N10 SING N N 27 CW5 C24 C22 SING N N 28 CW5 C22 O23 SING N N 29 CW5 N10 C29 SING N N 30 CW5 N10 C32 SING N N 31 CW5 C29 C30 SING N N 32 CW5 O23 C28 SING N N 33 CW5 C32 C31 SING N N 34 CW5 C30 C31 SING N N 35 CW5 C2 H1 SING N N 36 CW5 C15 H2 SING N N 37 CW5 C20 H3 SING N N 38 CW5 C22 H4 SING N N 39 CW5 C24 H5 SING N N 40 CW5 C24 H6 SING N N 41 CW5 C24 H7 SING N N 42 CW5 C28 H8 SING N N 43 CW5 C28 H9 SING N N 44 CW5 C28 H10 SING N N 45 CW5 C29 H11 SING N N 46 CW5 C29 H12 SING N N 47 CW5 C30 H13 SING N N 48 CW5 C30 H14 SING N N 49 CW5 C6 H15 SING N N 50 CW5 N11 H16 SING N N 51 CW5 N25 H17 SING N N 52 CW5 C31 H18 SING N N 53 CW5 C31 H19 SING N N 54 CW5 C32 H20 SING N N 55 CW5 C32 H21 SING N N 56 # 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 CW5 InChI InChI 1.03 "InChI=1S/C20H21Cl2N7O3/c1-11(32-2)18-14(10-23-16-8-15(22)27-29(16)18)26-20(31)25-12-7-13(21)17(24-9-12)19(30)28-5-3-4-6-28/h7-11H,3-6H2,1-2H3,(H2,25,26,31)/t11-/m0/s1" CW5 InChIKey InChI 1.03 OJTGJRAKRGEDPI-NSHDSACASA-N CW5 SMILES_CANONICAL CACTVS 3.385 "CO[C@@H](C)c1n2nc(Cl)cc2ncc1NC(=O)Nc3cnc(c(Cl)c3)C(=O)N4CCCC4" CW5 SMILES CACTVS 3.385 "CO[CH](C)c1n2nc(Cl)cc2ncc1NC(=O)Nc3cnc(c(Cl)c3)C(=O)N4CCCC4" CW5 SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "C[C@@H](c1c(cnc2n1nc(c2)Cl)NC(=O)Nc3cc(c(nc3)C(=O)N4CCCC4)Cl)OC" CW5 SMILES "OpenEye OEToolkits" 2.0.6 "CC(c1c(cnc2n1nc(c2)Cl)NC(=O)Nc3cc(c(nc3)C(=O)N4CCCC4)Cl)OC" # 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 CW5 "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "1-[2-chloranyl-7-[(1~{S})-1-methoxyethyl]pyrazolo[1,5-a]pyrimidin-6-yl]-3-(5-chloranyl-6-pyrrolidin-1-ylcarbonyl-pyridin-3-yl)urea" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site CW5 "Create component" 2017-12-09 EBI CW5 "Initial release" 2019-01-02 RCSB #