data_4GD # _chem_comp.id 4GD _chem_comp.name "N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C17 H14 N6 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-03-17 _chem_comp.pdbx_modified_date 2015-05-15 _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 318.333 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 4GD _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 4YO6 _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 4GD N01 N1 N 0 1 N N N 30.157 6.620 -7.181 -0.361 -0.091 -0.002 N01 4GD 1 4GD C02 C1 C 0 1 N N N 30.801 5.669 -7.887 0.902 -0.562 -0.004 C02 4GD 2 4GD O03 O1 O 0 1 N N N 30.753 4.430 -7.700 1.104 -1.763 0.014 O03 4GD 3 4GD C04 C2 C 0 1 Y N N 31.698 6.151 -8.980 2.032 0.371 -0.030 C04 4GD 4 4GD C05 C3 C 0 1 Y N N 32.673 5.367 -9.681 1.957 1.775 -0.052 C05 4GD 5 4GD N06 N2 N 0 1 Y N N 33.324 6.086 -10.585 3.171 2.259 -0.069 N06 4GD 6 4GD N07 N3 N 0 1 Y N N 32.774 7.367 -10.494 4.094 1.208 -0.060 N07 4GD 7 4GD C08 C4 C 0 1 Y N N 31.773 7.420 -9.477 3.398 0.032 -0.030 C08 4GD 8 4GD N09 N4 N 0 1 Y N N 31.126 8.585 -9.176 4.036 -1.139 -0.015 N09 4GD 9 4GD C10 C5 C 0 1 Y N N 31.504 9.674 -9.910 5.350 -1.191 -0.029 C10 4GD 10 4GD C11 C6 C 0 1 Y N N 32.488 9.659 -10.959 6.100 -0.010 -0.059 C11 4GD 11 4GD C12 C7 C 0 1 Y N N 33.126 8.459 -11.233 5.457 1.186 -0.070 C12 4GD 12 4GD C13 C8 C 0 1 Y N N 29.377 6.469 -6.081 -1.436 -0.979 0.022 C13 4GD 13 4GD C14 C9 C 0 1 Y N N 29.075 5.288 -5.362 -1.358 -2.338 0.045 C14 4GD 14 4GD C15 C10 C 0 1 Y N N 28.284 5.743 -4.268 -2.661 -2.842 0.064 C15 4GD 15 4GD N16 N5 N 0 1 Y N N 28.108 7.106 -4.328 -3.496 -1.834 0.054 N16 4GD 16 4GD N17 N6 N 0 1 Y N N 28.792 7.543 -5.439 -2.755 -0.645 0.033 N17 4GD 17 4GD C18 C11 C 0 1 N N N 27.720 4.919 -3.152 -3.041 -4.300 0.092 C18 4GD 18 4GD C19 C12 C 0 1 Y N N 28.848 8.912 -5.745 -3.279 0.655 0.023 C19 4GD 19 4GD C20 C13 C 0 1 Y N N 29.346 9.834 -4.748 -4.460 0.924 -0.656 C20 4GD 20 4GD C21 C14 C 0 1 Y N N 29.417 11.231 -5.053 -4.974 2.205 -0.663 C21 4GD 21 4GD C22 C15 C 0 1 Y N N 29.012 11.716 -6.347 -4.314 3.221 0.004 C22 4GD 22 4GD C23 C16 C 0 1 Y N N 28.521 10.800 -7.338 -3.137 2.956 0.681 C23 4GD 23 4GD C24 C17 C 0 1 Y N N 28.429 9.400 -7.041 -2.621 1.675 0.697 C24 4GD 24 4GD H1 H1 H 0 1 N N N 30.269 7.558 -7.510 -0.522 0.865 -0.012 H1 4GD 25 4GD H2 H2 H 0 1 N N N 32.855 4.319 -9.495 1.048 2.358 -0.054 H2 4GD 26 4GD H3 H3 H 0 1 N N N 31.028 10.617 -9.685 5.852 -2.148 -0.016 H3 4GD 27 4GD H4 H4 H 0 1 N N N 32.722 10.554 -11.516 7.179 -0.049 -0.070 H4 4GD 28 4GD H5 H5 H 0 1 N N N 33.877 8.391 -12.006 6.019 2.108 -0.094 H5 4GD 29 4GD H6 H6 H 0 1 N N N 29.375 4.276 -5.590 -0.450 -2.922 0.047 H6 4GD 30 4GD H7 H7 H 0 1 N N N 27.182 5.572 -2.449 -3.125 -4.634 1.126 H7 4GD 31 4GD H8 H8 H 0 1 N N N 27.026 4.171 -3.563 -3.998 -4.435 -0.412 H8 4GD 32 4GD H9 H9 H 0 1 N N N 28.538 4.408 -2.624 -2.276 -4.884 -0.419 H9 4GD 33 4GD H10 H10 H 0 1 N N N 29.662 9.471 -3.781 -4.976 0.131 -1.178 H10 4GD 34 4GD H11 H11 H 0 1 N N N 29.777 11.925 -4.308 -5.892 2.415 -1.192 H11 4GD 35 4GD H12 H12 H 0 1 N N N 29.078 12.770 -6.573 -4.718 4.222 -0.003 H12 4GD 36 4GD H13 H13 H 0 1 N N N 28.221 11.166 -8.309 -2.626 3.750 1.205 H13 4GD 37 4GD H14 H14 H 0 1 N N N 28.048 8.713 -7.782 -1.702 1.469 1.226 H14 4GD 38 # 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 4GD C12 C11 DOUB Y N 1 4GD C12 N07 SING Y N 2 4GD C11 C10 SING Y N 3 4GD N06 N07 SING Y N 4 4GD N06 C05 DOUB Y N 5 4GD N07 C08 SING Y N 6 4GD C10 N09 DOUB Y N 7 4GD C05 C04 SING Y N 8 4GD C08 N09 SING Y N 9 4GD C08 C04 DOUB Y N 10 4GD C04 C02 SING N N 11 4GD C02 O03 DOUB N N 12 4GD C02 N01 SING N N 13 4GD C23 C24 DOUB Y N 14 4GD C23 C22 SING Y N 15 4GD N01 C13 SING N N 16 4GD C24 C19 SING Y N 17 4GD C22 C21 DOUB Y N 18 4GD C13 N17 SING Y N 19 4GD C13 C14 DOUB Y N 20 4GD C19 N17 SING N N 21 4GD C19 C20 DOUB Y N 22 4GD N17 N16 SING Y N 23 4GD C14 C15 SING Y N 24 4GD C21 C20 SING Y N 25 4GD N16 C15 DOUB Y N 26 4GD C15 C18 SING N N 27 4GD N01 H1 SING N N 28 4GD C05 H2 SING N N 29 4GD C10 H3 SING N N 30 4GD C11 H4 SING N N 31 4GD C12 H5 SING N N 32 4GD C14 H6 SING N N 33 4GD C18 H7 SING N N 34 4GD C18 H8 SING N N 35 4GD C18 H9 SING N N 36 4GD C20 H10 SING N N 37 4GD C21 H11 SING N N 38 4GD C22 H12 SING N N 39 4GD C23 H13 SING N N 40 4GD C24 H14 SING N N 41 # 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 4GD SMILES ACDLabs 12.01 "N(c1n(nc(c1)C)c2ccccc2)C(=O)c3cnn4c3nccc4" 4GD InChI InChI 1.03 "InChI=1S/C17H14N6O/c1-12-10-15(23(21-12)13-6-3-2-4-7-13)20-17(24)14-11-19-22-9-5-8-18-16(14)22/h2-11H,1H3,(H,20,24)" 4GD InChIKey InChI 1.03 MCBSZIDQUDBWTG-UHFFFAOYSA-N 4GD SMILES_CANONICAL CACTVS 3.385 "Cc1cc(NC(=O)c2cnn3cccnc23)n(n1)c4ccccc4" 4GD SMILES CACTVS 3.385 "Cc1cc(NC(=O)c2cnn3cccnc23)n(n1)c4ccccc4" 4GD SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1cc(n(n1)c2ccccc2)NC(=O)c3cnn4c3nccc4" 4GD SMILES "OpenEye OEToolkits" 1.9.2 "Cc1cc(n(n1)c2ccccc2)NC(=O)c3cnn4c3nccc4" # 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 4GD "SYSTEMATIC NAME" ACDLabs 12.01 "N-(3-methyl-1-phenyl-1H-pyrazol-5-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide" 4GD "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-(5-methyl-2-phenyl-pyrazol-3-yl)pyrazolo[1,5-a]pyrimidine-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 4GD "Create component" 2015-03-17 RCSB 4GD "Initial release" 2015-05-20 RCSB #