data_Z3A # _chem_comp.id Z3A _chem_comp.name "4-{[(2R,3R)-1,3-dihydroxybutan-2-yl]amino}-6-phenylpyrrolo[1,2-b]pyridazine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H20 N4 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2019-02-12 _chem_comp.pdbx_modified_date 2019-05-17 _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 340.376 _chem_comp.one_letter_code ? _chem_comp.three_letter_code Z3A _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 6NY4 _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 Z3A O2 O1 O 0 1 N N N 1.382 -11.923 -4.585 -4.036 0.542 0.415 O2 Z3A 1 Z3A C8 C1 C 0 1 N N N 0.270 -11.804 -4.060 -3.528 1.642 0.298 C8 Z3A 2 Z3A N3 N1 N 0 1 N N N -0.243 -10.610 -3.755 -4.304 2.744 0.278 N3 Z3A 3 Z3A C2 C2 C 0 1 Y N N -0.567 -13.017 -3.791 -2.070 1.769 0.184 C2 Z3A 4 Z3A C1 C3 C 0 1 Y N N -1.840 -12.823 -3.325 -1.475 3.040 0.008 C1 Z3A 5 Z3A N1 N2 N 0 1 Y N N -2.783 -13.737 -3.081 -0.186 3.170 -0.095 N1 Z3A 6 Z3A C3 C4 C 0 1 Y N N -0.151 -14.350 -4.046 -1.254 0.632 0.254 C3 Z3A 7 Z3A N2 N3 N 0 1 N N N 0.989 -14.451 -4.640 -1.804 -0.619 0.430 N2 Z3A 8 Z3A C4 C5 C 0 1 N N R 1.566 -15.715 -5.097 -1.544 -1.678 -0.549 C4 Z3A 9 Z3A C6 C6 C 0 1 N N R 2.391 -15.480 -6.366 -1.715 -3.044 0.120 C6 Z3A 10 Z3A C7 C7 C 0 1 N N N 1.553 -15.188 -7.595 -0.817 -3.122 1.356 C7 Z3A 11 Z3A O1 O2 O 0 1 N N N 3.246 -14.364 -6.129 -3.078 -3.216 0.510 O1 Z3A 12 Z3A C5 C8 C 0 1 N N N 2.455 -16.296 -4.012 -2.532 -1.552 -1.710 C5 Z3A 13 Z3A O O3 O 0 1 N N N 2.837 -17.620 -4.357 -3.858 -1.793 -1.236 O Z3A 14 Z3A C C9 C 0 1 Y N N -1.064 -15.396 -3.711 0.145 0.797 0.140 C Z3A 15 Z3A C11 C10 C 0 1 Y N N -1.028 -16.790 -3.627 1.194 -0.105 0.168 C11 Z3A 16 Z3A C10 C11 C 0 1 Y N N -2.310 -17.246 -3.145 2.374 0.639 0.005 C10 Z3A 17 Z3A C9 C12 C 0 1 Y N N -3.079 -16.128 -2.952 2.013 1.965 -0.117 C9 Z3A 18 Z3A N N4 N 0 1 Y N N -2.328 -15.021 -3.275 0.669 2.061 -0.036 N Z3A 19 Z3A C12 C13 C 0 1 Y N N -2.736 -18.657 -2.918 3.756 0.098 -0.028 C12 Z3A 20 Z3A C17 C14 C 0 1 Y N N -1.869 -19.719 -3.193 3.974 -1.272 0.104 C17 Z3A 21 Z3A C16 C15 C 0 1 Y N N -2.289 -21.035 -3.024 5.261 -1.769 0.072 C16 Z3A 22 Z3A C15 C16 C 0 1 Y N N -3.577 -21.308 -2.580 6.333 -0.911 -0.091 C15 Z3A 23 Z3A C14 C17 C 0 1 Y N N -4.436 -20.264 -2.285 6.122 0.450 -0.223 C14 Z3A 24 Z3A C13 C18 C 0 1 Y N N -4.023 -18.948 -2.448 4.839 0.957 -0.198 C13 Z3A 25 Z3A H1 H1 H 0 1 N N N 0.276 -9.778 -3.951 -5.267 2.661 0.357 H1 Z3A 26 Z3A H2 H2 H 0 1 N N N -1.146 -10.548 -3.330 -3.899 3.621 0.184 H2 Z3A 27 Z3A H3 H3 H 0 1 N N N -2.118 -11.798 -3.129 -2.103 3.918 -0.042 H3 Z3A 28 Z3A H4 H4 H 0 1 N N N 1.659 -14.060 -4.009 -2.363 -0.799 1.202 H4 Z3A 29 Z3A H5 H5 H 0 1 N N N 0.762 -16.431 -5.323 -0.526 -1.582 -0.926 H5 Z3A 30 Z3A H6 H6 H 0 1 N N N 2.995 -16.379 -6.559 -1.436 -3.829 -0.582 H6 Z3A 31 Z3A H7 H7 H 0 1 N N N 0.885 -16.039 -7.795 -0.938 -4.095 1.832 H7 Z3A 32 Z3A H8 H8 H 0 1 N N N 0.952 -14.283 -7.422 0.224 -2.990 1.058 H8 Z3A 33 Z3A H9 H9 H 0 1 N N N 2.214 -15.030 -8.460 -1.096 -2.336 2.058 H9 Z3A 34 Z3A H10 H10 H 0 1 N N N 3.779 -14.531 -5.361 -3.396 -2.551 1.136 H10 Z3A 35 Z3A H11 H11 H 0 1 N N N 3.355 -15.673 -3.906 -2.473 -0.548 -2.130 H11 Z3A 36 Z3A H12 H12 H 0 1 N N N 1.905 -16.312 -3.059 -2.283 -2.283 -2.480 H12 Z3A 37 Z3A H13 H13 H 0 1 N N N 3.393 -17.978 -3.675 -4.538 -1.730 -1.921 H13 Z3A 38 Z3A H14 H14 H 0 1 N N N -0.186 -17.418 -3.879 1.120 -1.175 0.293 H14 Z3A 39 Z3A H15 H15 H 0 1 N N N -4.102 -16.118 -2.605 2.694 2.791 -0.255 H15 Z3A 40 Z3A H16 H16 H 0 1 N N N -0.866 -19.517 -3.539 3.137 -1.943 0.231 H16 Z3A 41 Z3A H17 H17 H 0 1 N N N -1.611 -21.848 -3.239 5.431 -2.831 0.175 H17 Z3A 42 Z3A H18 H18 H 0 1 N N N -3.906 -22.330 -2.466 7.338 -1.304 -0.115 H18 Z3A 43 Z3A H19 H19 H 0 1 N N N -5.433 -20.474 -1.926 6.963 1.116 -0.350 H19 Z3A 44 Z3A H20 H20 H 0 1 N N N -4.701 -18.141 -2.210 4.675 2.020 -0.305 H20 Z3A 45 # # 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 Z3A C7 C6 SING N N 1 Z3A C6 O1 SING N N 2 Z3A C6 C4 SING N N 3 Z3A C4 N2 SING N N 4 Z3A C4 C5 SING N N 5 Z3A N2 C3 SING N N 6 Z3A O2 C8 DOUB N N 7 Z3A O C5 SING N N 8 Z3A C8 C2 SING N N 9 Z3A C8 N3 SING N N 10 Z3A C3 C2 DOUB Y N 11 Z3A C3 C SING Y N 12 Z3A C2 C1 SING Y N 13 Z3A C C11 DOUB Y N 14 Z3A C N SING Y N 15 Z3A C11 C10 SING Y N 16 Z3A C1 N1 DOUB Y N 17 Z3A N N1 SING Y N 18 Z3A N C9 SING Y N 19 Z3A C17 C16 DOUB Y N 20 Z3A C17 C12 SING Y N 21 Z3A C10 C9 DOUB Y N 22 Z3A C10 C12 SING N N 23 Z3A C16 C15 SING Y N 24 Z3A C12 C13 DOUB Y N 25 Z3A C15 C14 DOUB Y N 26 Z3A C13 C14 SING Y N 27 Z3A N3 H1 SING N N 28 Z3A N3 H2 SING N N 29 Z3A C1 H3 SING N N 30 Z3A N2 H4 SING N N 31 Z3A C4 H5 SING N N 32 Z3A C6 H6 SING N N 33 Z3A C7 H7 SING N N 34 Z3A C7 H8 SING N N 35 Z3A C7 H9 SING N N 36 Z3A O1 H10 SING N N 37 Z3A C5 H11 SING N N 38 Z3A C5 H12 SING N N 39 Z3A O H13 SING N N 40 Z3A C11 H14 SING N N 41 Z3A C9 H15 SING N N 42 Z3A C17 H16 SING N N 43 Z3A C16 H17 SING N N 44 Z3A C15 H18 SING N N 45 Z3A C14 H19 SING N N 46 Z3A C13 H20 SING N N 47 # # 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 Z3A SMILES ACDLabs 12.01 "O=C(c1cnn2c(c1NC(CO)C(O)C)cc(c2)c3ccccc3)N" Z3A InChI InChI 1.03 "InChI=1S/C18H20N4O3/c1-11(24)15(10-23)21-17-14(18(19)25)8-20-22-9-13(7-16(17)22)12-5-3-2-4-6-12/h2-9,11,15,21,23-24H,10H2,1H3,(H2,19,25)/t11-,15-/m1/s1" Z3A InChIKey InChI 1.03 PRWQQLFMBINSAW-IAQYHMDHSA-N Z3A SMILES_CANONICAL CACTVS 3.385 "C[C@@H](O)[C@@H](CO)Nc1c2cc(cn2ncc1C(N)=O)c3ccccc3" Z3A SMILES CACTVS 3.385 "C[CH](O)[CH](CO)Nc1c2cc(cn2ncc1C(N)=O)c3ccccc3" Z3A SMILES_CANONICAL "OpenEye OEToolkits" 2.0.7 "C[C@H]([C@@H](CO)Nc1c2cc(cn2ncc1C(=O)N)c3ccccc3)O" Z3A SMILES "OpenEye OEToolkits" 2.0.7 "CC(C(CO)Nc1c2cc(cn2ncc1C(=O)N)c3ccccc3)O" # # 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 Z3A "SYSTEMATIC NAME" ACDLabs 12.01 "4-{[(2R,3R)-1,3-dihydroxybutan-2-yl]amino}-6-phenylpyrrolo[1,2-b]pyridazine-3-carboxamide" Z3A "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.7 "4-[[(2~{R},3~{R})-1,3-bis(oxidanyl)butan-2-yl]amino]-6-phenyl-pyrrolo[1,2-b]pyridazine-3-carboxamide" # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site Z3A "Create component" 2019-02-12 RCSB Z3A "Initial release" 2019-05-22 RCSB ##