data_74N # _chem_comp.id 74N _chem_comp.name "4-[3-azanyl-6-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-yl]benzamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H21 N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2016-08-24 _chem_comp.pdbx_modified_date 2017-04-14 _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 411.459 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 74N _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 5T2M _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 74N C1 C1 C 0 1 N N N 13.643 0.728 -24.526 -3.129 2.432 -1.497 C1 74N 1 74N C3 C2 C 0 1 Y N N 13.577 3.136 -23.691 -3.208 0.012 -0.827 C3 74N 2 74N N6 N1 N 0 1 Y N N 11.972 2.557 -25.096 -1.189 0.894 -0.826 N6 74N 3 74N C7 C3 C 0 1 Y N N 10.688 4.714 -25.173 0.139 -1.085 -0.103 C7 74N 4 74N C8 C4 C 0 1 Y N N 9.623 4.216 -25.937 0.086 -2.427 0.277 C8 74N 5 74N C10 C5 C 0 1 Y N N 8.573 6.283 -25.815 2.363 -2.445 0.556 C10 74N 6 74N C11 C6 C 0 1 Y N N 9.631 6.807 -25.017 2.421 -1.093 0.180 C11 74N 7 74N C13 C7 C 0 1 Y N N 9.657 8.214 -24.483 3.723 -0.390 0.134 C13 74N 8 74N C14 C8 C 0 1 Y N N 9.035 9.267 -25.186 4.834 -1.015 -0.436 C14 74N 9 74N C15 C9 C 0 1 Y N N 9.043 10.568 -24.709 6.045 -0.362 -0.479 C15 74N 10 74N C16 C10 C 0 1 Y N N 9.697 10.876 -23.501 6.162 0.926 0.048 C16 74N 11 74N C19 C11 C 0 1 N N N 9.703 12.290 -23.025 7.462 1.628 0.002 C19 74N 12 74N C24 C12 C 0 1 N N N 16.157 2.886 -23.337 -5.310 -0.076 -2.350 C24 74N 13 74N C27 C13 C 0 1 Y N N 15.449 2.805 -20.305 -6.808 0.751 0.004 C27 74N 14 74N C30 C14 C 0 1 Y N N 12.846 2.124 -19.614 -5.745 0.726 2.556 C30 74N 15 74N C31 C15 C 0 1 Y N N 13.157 2.472 -20.923 -4.985 0.289 1.487 C31 74N 16 74N N2 N2 N 0 1 Y N N 13.110 2.092 -24.416 -2.547 1.158 -1.067 N2 74N 17 74N N4 N3 N 0 1 Y N N 12.768 4.144 -23.890 -2.340 -0.894 -0.461 N4 74N 18 74N C5 C16 C 0 1 Y N N 11.806 3.820 -24.763 -1.108 -0.367 -0.460 C5 74N 19 74N N9 N4 N 0 1 Y N N 8.611 5.018 -26.237 1.194 -3.071 0.596 N9 74N 20 74N N12 N5 N 0 1 Y N N 10.640 5.977 -24.722 1.305 -0.449 -0.140 N12 74N 21 74N C17 C17 C 0 1 Y N N 10.334 9.834 -22.783 5.050 1.551 0.618 C17 74N 22 74N C18 C18 C 0 1 Y N N 10.308 8.525 -23.263 3.839 0.900 0.655 C18 74N 23 74N O20 O1 O 0 1 N N N 10.725 12.819 -22.635 8.429 1.084 -0.495 O20 74N 24 74N N21 N6 N 0 1 N N N 8.579 13.030 -23.036 7.575 2.871 0.510 N21 74N 25 74N N22 N7 N 0 1 N N N 7.470 7.035 -26.180 3.525 -3.123 0.891 N22 74N 26 74N C23 C19 C 0 1 N N N 14.768 3.186 -22.747 -4.696 -0.192 -0.953 C23 74N 27 74N C25 C20 C 0 1 N N N 15.778 4.323 -22.987 -5.178 -1.447 -1.683 C25 74N 28 74N C26 C21 C 0 1 Y N N 14.461 2.813 -21.296 -5.519 0.296 0.211 C26 74N 29 74N C28 C22 C 0 1 Y N N 15.144 2.461 -18.992 -7.563 1.199 1.072 C28 74N 30 74N C29 C23 C 0 1 Y N N 13.841 2.128 -18.651 -7.031 1.186 2.348 C29 74N 31 74N H1 H1 H 0 1 N N N 13.016 0.143 -25.215 -3.077 2.508 -2.583 H1 74N 32 74N H2 H2 H 0 1 N N N 14.673 0.767 -24.911 -4.170 2.482 -1.178 H2 74N 33 74N H3 H3 H 0 1 N N N 13.640 0.252 -23.534 -2.572 3.256 -1.048 H3 74N 34 74N H4 H4 H 0 1 N N N 9.627 3.191 -26.277 -0.864 -2.939 0.311 H4 74N 35 74N H5 H5 H 0 1 N N N 8.539 9.053 -26.121 4.743 -2.011 -0.843 H5 74N 36 74N H6 H6 H 0 1 N N N 8.546 11.348 -25.266 6.904 -0.846 -0.919 H6 74N 37 74N H7 H7 H 0 1 N N N 16.253 2.584 -24.390 -6.309 0.353 -2.427 H7 74N 38 74N H8 H8 H 0 1 N N N 16.907 2.353 -22.733 -4.637 0.147 -3.178 H8 74N 39 74N H9 H9 H 0 1 N N N 16.464 3.070 -20.563 -7.224 0.760 -0.993 H9 74N 40 74N H10 H10 H 0 1 N N N 11.835 1.852 -19.350 -5.329 0.717 3.553 H10 74N 41 74N H11 H11 H 0 1 N N N 12.375 2.479 -21.668 -3.980 -0.071 1.649 H11 74N 42 74N H12 H12 H 0 1 N N N 10.844 10.055 -21.857 5.141 2.548 1.025 H12 74N 43 74N H13 H13 H 0 1 N N N 10.789 7.740 -22.699 2.978 1.385 1.091 H13 74N 44 74N H14 H14 H 0 1 N N N 8.604 13.982 -22.730 6.803 3.305 0.906 H14 74N 45 74N H15 H15 H 0 1 N N N 7.719 12.628 -23.350 8.428 3.332 0.480 H15 74N 46 74N H16 H16 H 0 1 N N N 6.851 6.474 -26.730 4.358 -2.636 0.993 H16 74N 47 74N H17 H17 H 0 1 N N N 6.994 7.349 -25.358 3.505 -4.084 1.023 H17 74N 48 74N H18 H18 H 0 1 N N N 16.255 4.824 -22.132 -6.091 -1.920 -1.321 H18 74N 49 74N H19 H19 H 0 1 N N N 15.601 5.055 -23.789 -4.420 -2.125 -2.072 H19 74N 50 74N H20 H20 H 0 1 N N N 15.919 2.453 -18.240 -8.568 1.558 0.909 H20 74N 51 74N H21 H21 H 0 1 N N N 13.602 1.871 -17.630 -7.624 1.528 3.183 H21 74N 52 # 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 74N N9 C8 DOUB Y N 1 74N N9 C10 SING Y N 2 74N N22 C10 SING N N 3 74N C8 C7 SING Y N 4 74N C10 C11 DOUB Y N 5 74N C14 C15 DOUB Y N 6 74N C14 C13 SING Y N 7 74N C7 C5 SING N N 8 74N C7 N12 DOUB Y N 9 74N N6 C5 DOUB Y N 10 74N N6 N2 SING Y N 11 74N C11 N12 SING Y N 12 74N C11 C13 SING N N 13 74N C5 N4 SING Y N 14 74N C15 C16 SING Y N 15 74N C1 N2 SING N N 16 74N C13 C18 DOUB Y N 17 74N N2 C3 SING Y N 18 74N N4 C3 DOUB Y N 19 74N C3 C23 SING N N 20 74N C16 C19 SING N N 21 74N C16 C17 DOUB Y N 22 74N C24 C25 SING N N 23 74N C24 C23 SING N N 24 74N C18 C17 SING Y N 25 74N N21 C19 SING N N 26 74N C19 O20 DOUB N N 27 74N C25 C23 SING N N 28 74N C23 C26 SING N N 29 74N C26 C31 DOUB Y N 30 74N C26 C27 SING Y N 31 74N C31 C30 SING Y N 32 74N C27 C28 DOUB Y N 33 74N C30 C29 DOUB Y N 34 74N C28 C29 SING Y N 35 74N C1 H1 SING N N 36 74N C1 H2 SING N N 37 74N C1 H3 SING N N 38 74N C8 H4 SING N N 39 74N C14 H5 SING N N 40 74N C15 H6 SING N N 41 74N C24 H7 SING N N 42 74N C24 H8 SING N N 43 74N C27 H9 SING N N 44 74N C30 H10 SING N N 45 74N C31 H11 SING N N 46 74N C17 H12 SING N N 47 74N C18 H13 SING N N 48 74N N21 H14 SING N N 49 74N N21 H15 SING N N 50 74N N22 H16 SING N N 51 74N N22 H17 SING N N 52 74N C25 H18 SING N N 53 74N C25 H19 SING N N 54 74N C28 H20 SING N N 55 74N C29 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 74N InChI InChI 1.03 "InChI=1S/C23H21N7O/c1-30-22(23(11-12-23)16-5-3-2-4-6-16)28-21(29-30)17-13-26-19(24)18(27-17)14-7-9-15(10-8-14)20(25)31/h2-10,13H,11-12H2,1H3,(H2,24,26)(H2,25,31)" 74N InChIKey InChI 1.03 OASVVQQPBXNNOH-UHFFFAOYSA-N 74N SMILES_CANONICAL CACTVS 3.385 "Cn1nc(nc1C2(CC2)c3ccccc3)c4cnc(N)c(n4)c5ccc(cc5)C(N)=O" 74N SMILES CACTVS 3.385 "Cn1nc(nc1C2(CC2)c3ccccc3)c4cnc(N)c(n4)c5ccc(cc5)C(N)=O" 74N SMILES_CANONICAL "OpenEye OEToolkits" 2.0.5 "Cn1c(nc(n1)c2cnc(c(n2)c3ccc(cc3)C(=O)N)N)C4(CC4)c5ccccc5" 74N SMILES "OpenEye OEToolkits" 2.0.5 "Cn1c(nc(n1)c2cnc(c(n2)c3ccc(cc3)C(=O)N)N)C4(CC4)c5ccccc5" # 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 74N "SYSTEMATIC NAME" "OpenEye OEToolkits" 2.0.5 "4-[3-azanyl-6-[1-methyl-5-(1-phenylcyclopropyl)-1,2,4-triazol-3-yl]pyrazin-2-yl]benzamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 74N "Create component" 2016-08-24 EBI 74N "Initial release" 2017-04-19 RCSB #