data_9GA # _chem_comp.id 9GA _chem_comp.name "N-{(1S)-2-hydroxy-2-methyl-1-[4-(trifluoromethoxy)phenyl]propyl}-6-methyl-5-(3-methyl-1H-1,2,4-triazol-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H22 F3 N7 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2017-05-09 _chem_comp.pdbx_modified_date 2017-12-22 _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 489.450 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 9GA _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 5VP1 _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 9GA N3 N1 N 0 1 Y N N 14.823 7.737 65.965 6.955 -2.022 1.166 N3 9GA 1 9GA C4 C1 C 0 1 Y N N 14.200 6.741 66.513 5.777 -1.499 0.946 C4 9GA 2 9GA C7 C2 C 0 1 Y N N 13.490 6.212 68.803 4.964 0.662 0.117 C7 9GA 3 9GA C10 C3 C 0 1 Y N N 10.582 3.939 68.935 1.343 0.993 -0.397 C10 9GA 4 9GA N12 N2 N 0 1 Y N N 11.016 3.903 71.101 1.835 3.087 -0.888 N12 9GA 5 9GA C15 C4 C 0 1 Y N N 13.782 6.223 70.201 5.304 1.992 -0.191 C15 9GA 6 9GA C17 C5 C 0 1 N N N 9.976 3.600 67.633 0.565 -0.227 -0.169 C17 9GA 7 9GA C20 C6 C 0 1 N N S 10.448 3.576 65.168 -1.551 -1.433 -0.103 C20 9GA 8 9GA C22 C7 C 0 1 Y N N 9.817 4.684 64.356 -2.968 -1.066 0.258 C22 9GA 9 9GA C24 C8 C 0 1 Y N N 9.575 7.006 63.757 -4.932 -1.437 1.575 C24 9GA 10 9GA C1 C9 C 0 1 N N N 15.883 9.945 66.612 9.390 -1.378 0.970 C1 9GA 11 9GA C2 C10 C 0 1 Y N N 15.147 8.653 66.876 7.906 -1.141 0.853 C2 9GA 12 9GA N5 N3 N 0 1 Y N N 14.145 6.981 67.840 5.957 -0.246 0.478 N5 9GA 13 9GA N6 N4 N 0 1 Y N N 14.731 8.240 68.037 7.345 -0.041 0.428 N6 9GA 14 9GA N8 N5 N 0 1 Y N N 12.460 5.506 68.345 3.701 0.277 0.069 N8 9GA 15 9GA C9 C11 C 0 1 Y N N 11.697 4.771 69.162 2.739 1.134 -0.269 C9 9GA 16 9GA C11 C12 C 0 1 Y N N 10.210 3.419 70.188 0.839 2.248 -0.786 C11 9GA 17 9GA N13 N6 N 0 1 Y N N 11.954 4.748 70.515 3.032 2.433 -0.575 N13 9GA 18 9GA C14 C13 C 0 1 Y N N 12.995 5.478 71.037 4.327 2.863 -0.541 C14 9GA 19 9GA C16 C14 C 0 1 N N N 14.922 6.984 70.837 6.741 2.443 -0.133 C16 9GA 20 9GA O18 O1 O 0 1 N N N 8.907 3.037 67.536 1.127 -1.253 0.166 O18 9GA 21 9GA N19 N7 N 0 1 N N N 10.722 3.885 66.562 -0.773 -0.213 -0.331 N19 9GA 22 9GA C23 C15 C 0 1 Y N N 10.126 6.024 64.567 -3.634 -1.772 1.242 C23 9GA 23 9GA C25 C16 C 0 1 Y N N 8.696 6.636 62.735 -5.567 -0.390 0.922 C25 9GA 24 9GA O26 O2 O 0 1 N N N 8.143 7.588 61.939 -6.844 -0.058 1.248 O26 9GA 25 9GA C27 C17 C 0 1 N N N 7.033 8.319 62.453 -7.434 1.030 0.534 C27 9GA 26 9GA F28 F1 F 0 1 N N N 7.360 9.071 63.582 -8.740 1.235 0.992 F28 9GA 27 9GA F29 F2 F 0 1 N N N 6.618 9.171 61.448 -6.679 2.189 0.743 F29 9GA 28 9GA F30 F3 F 0 1 N N N 6.040 7.426 62.801 -7.461 0.730 -0.832 F30 9GA 29 9GA C31 C18 C 0 1 Y N N 8.383 5.294 62.514 -4.892 0.324 -0.058 C31 9GA 30 9GA C32 C19 C 0 1 Y N N 8.934 4.323 63.329 -3.596 -0.019 -0.391 C32 9GA 31 9GA C33 C20 C 0 1 N N N 11.856 3.186 64.601 -1.554 -2.282 -1.376 C33 9GA 32 9GA C34 C21 C 0 1 N N N 12.474 2.056 65.435 -0.116 -2.655 -1.743 C34 9GA 33 9GA C35 C22 C 0 1 N N N 11.794 2.709 63.141 -2.366 -3.556 -1.138 C35 9GA 34 9GA O36 O3 O 0 1 N N N 12.792 4.276 64.629 -2.140 -1.536 -2.445 O36 9GA 35 9GA H1 H1 H 0 1 N N N 13.799 5.878 66.002 4.826 -1.984 1.111 H1 9GA 36 9GA H2 H2 H 0 1 N N N 9.802 2.687 65.111 -1.105 -2.002 0.712 H2 9GA 37 9GA H3 H3 H 0 1 N N N 9.822 8.045 63.914 -5.453 -1.989 2.344 H3 9GA 38 9GA H4 H4 H 0 1 N N N 16.117 10.022 65.540 9.766 -1.798 0.037 H4 9GA 39 9GA H5 H5 H 0 1 N N N 15.251 10.794 66.911 9.894 -0.433 1.173 H5 9GA 40 9GA H6 H6 H 0 1 N N N 16.817 9.960 67.193 9.583 -2.075 1.786 H6 9GA 41 9GA H7 H7 H 0 1 N N N 9.395 2.734 70.368 -0.200 2.480 -0.969 H7 9GA 42 9GA H8 H8 H 0 1 N N N 13.191 5.464 72.099 4.569 3.888 -0.780 H8 9GA 43 9GA H9 H9 H 0 1 N N N 14.578 7.988 71.125 7.236 2.202 -1.074 H9 9GA 44 9GA H10 H10 H 0 1 N N N 15.269 6.445 71.731 6.777 3.520 0.031 H10 9GA 45 9GA H11 H11 H 0 1 N N N 15.750 7.072 70.118 7.249 1.934 0.686 H11 9GA 46 9GA H12 H12 H 0 1 N N N 11.577 4.372 66.742 -1.221 0.605 -0.598 H12 9GA 47 9GA H13 H13 H 0 1 N N N 10.798 6.301 65.366 -3.140 -2.586 1.750 H13 9GA 48 9GA H14 H14 H 0 1 N N N 7.715 5.016 61.712 -5.384 1.138 -0.568 H14 9GA 49 9GA H15 H15 H 0 1 N N N 8.684 3.284 63.174 -3.073 0.531 -1.159 H15 9GA 50 9GA H16 H16 H 0 1 N N N 12.533 2.367 66.489 0.463 -1.747 -1.913 H16 9GA 51 9GA H17 H17 H 0 1 N N N 11.848 1.155 65.353 0.331 -3.224 -0.928 H17 9GA 52 9GA H18 H18 H 0 1 N N N 13.485 1.835 65.061 -0.118 -3.259 -2.650 H18 9GA 53 9GA H19 H19 H 0 1 N N N 11.088 1.870 63.059 -2.368 -4.161 -2.045 H19 9GA 54 9GA H20 H20 H 0 1 N N N 11.457 3.536 62.499 -1.919 -4.125 -0.323 H20 9GA 55 9GA H21 H21 H 0 1 N N N 12.793 2.380 62.820 -3.391 -3.290 -0.877 H21 9GA 56 9GA H22 H22 H 0 1 N N N 12.866 4.608 65.516 -1.675 -0.713 -2.651 H22 9GA 57 # 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 9GA F29 C27 SING N N 1 9GA O26 C27 SING N N 2 9GA O26 C25 SING N N 3 9GA C27 F30 SING N N 4 9GA C27 F28 SING N N 5 9GA C31 C25 DOUB Y N 6 9GA C31 C32 SING Y N 7 9GA C25 C24 SING Y N 8 9GA C35 C33 SING N N 9 9GA C32 C22 DOUB Y N 10 9GA C24 C23 DOUB Y N 11 9GA C22 C23 SING Y N 12 9GA C22 C20 SING N N 13 9GA C33 O36 SING N N 14 9GA C33 C20 SING N N 15 9GA C33 C34 SING N N 16 9GA C20 N19 SING N N 17 9GA N3 C4 DOUB Y N 18 9GA N3 C2 SING Y N 19 9GA C4 N5 SING Y N 20 9GA N19 C17 SING N N 21 9GA C1 C2 SING N N 22 9GA C2 N6 DOUB Y N 23 9GA O18 C17 DOUB N N 24 9GA C17 C10 SING N N 25 9GA N5 N6 SING Y N 26 9GA N5 C7 SING N N 27 9GA N8 C7 DOUB Y N 28 9GA N8 C9 SING Y N 29 9GA C7 C15 SING Y N 30 9GA C10 C9 DOUB Y N 31 9GA C10 C11 SING Y N 32 9GA C9 N13 SING Y N 33 9GA C11 N12 DOUB Y N 34 9GA C15 C16 SING N N 35 9GA C15 C14 DOUB Y N 36 9GA N13 C14 SING Y N 37 9GA N13 N12 SING Y N 38 9GA C4 H1 SING N N 39 9GA C20 H2 SING N N 40 9GA C24 H3 SING N N 41 9GA C1 H4 SING N N 42 9GA C1 H5 SING N N 43 9GA C1 H6 SING N N 44 9GA C11 H7 SING N N 45 9GA C14 H8 SING N N 46 9GA C16 H9 SING N N 47 9GA C16 H10 SING N N 48 9GA C16 H11 SING N N 49 9GA N19 H12 SING N N 50 9GA C23 H13 SING N N 51 9GA C31 H14 SING N N 52 9GA C32 H15 SING N N 53 9GA C34 H16 SING N N 54 9GA C34 H17 SING N N 55 9GA C34 H18 SING N N 56 9GA C35 H19 SING N N 57 9GA C35 H20 SING N N 58 9GA C35 H21 SING N N 59 9GA O36 H22 SING N N 60 # 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 9GA SMILES ACDLabs 12.01 "n4cn(c1c(C)cn2ncc(c2n1)C(=O)NC(c3ccc(OC(F)(F)F)cc3)C(O)(C)C)nc4C" 9GA InChI InChI 1.03 "InChI=1S/C22H22F3N7O3/c1-12-10-31-19(29-18(12)32-11-26-13(2)30-32)16(9-27-31)20(33)28-17(21(3,4)34)14-5-7-15(8-6-14)35-22(23,24)25/h5-11,17,34H,1-4H3,(H,28,33)/t17-/m0/s1" 9GA InChIKey InChI 1.03 HXMZXPQNCNEBPD-KRWDZBQOSA-N 9GA SMILES_CANONICAL CACTVS 3.385 "Cc1ncn(n1)c2nc3n(cc2C)ncc3C(=O)N[C@@H](c4ccc(OC(F)(F)F)cc4)C(C)(C)O" 9GA SMILES CACTVS 3.385 "Cc1ncn(n1)c2nc3n(cc2C)ncc3C(=O)N[CH](c4ccc(OC(F)(F)F)cc4)C(C)(C)O" 9GA SMILES_CANONICAL "OpenEye OEToolkits" 2.0.6 "Cc1cn2c(c(cn2)C(=O)N[C@@H](c3ccc(cc3)OC(F)(F)F)C(C)(C)O)nc1n4cnc(n4)C" 9GA SMILES "OpenEye OEToolkits" 2.0.6 "Cc1cn2c(c(cn2)C(=O)NC(c3ccc(cc3)OC(F)(F)F)C(C)(C)O)nc1n4cnc(n4)C" # 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 9GA "SYSTEMATIC NAME" ACDLabs 12.01 "N-{(1S)-2-hydroxy-2-methyl-1-[4-(trifluoromethoxy)phenyl]propyl}-6-methyl-5-(3-methyl-1H-1,2,4-triazol-1-yl)pyrazolo[1,5-a]pyrimidine-3-carboxamide" 9GA "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.6 "6-methyl-~{N}-[(1~{S})-2-methyl-2-oxidanyl-1-[4-(trifluoromethyloxy)phenyl]propyl]-5-(3-methyl-1,2,4-triazol-1-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 9GA "Create component" 2017-05-09 RCSB 9GA "Initial release" 2017-12-27 RCSB #