data_FSP # _chem_comp.id FSP _chem_comp.name "[1-(4-FLUOROBENZYL)CYCLOBUTYL]METHYL (1S)-1-[OXO(1H-PYRAZOL-5-YLAMINO)ACETYL]PENTYLCARBAMATE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C23 H29 F N4 O4" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2004-07-12 _chem_comp.pdbx_modified_date 2011-06-04 _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 444.499 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FSP _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details ? _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 1TU6 _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 FSP C1 C1 C 0 1 N N N 61.479 -63.455 134.790 0.697 -4.182 -1.235 C1 FSP 1 FSP C2 C2 C 0 1 N N N 60.708 -62.441 133.943 -0.431 -3.605 -0.377 C2 FSP 2 FSP C3 C3 C 0 1 N N N 59.408 -63.076 133.424 -0.587 -2.113 -0.677 C3 FSP 3 FSP C4 C4 C 0 1 N N N 58.535 -63.501 134.607 -1.715 -1.536 0.181 C4 FSP 4 FSP C5 C5 C 0 1 N N S 57.049 -63.789 134.161 -1.871 -0.044 -0.119 C5 FSP 5 FSP N6 N6 N 0 1 N N N 56.643 -62.772 133.272 -0.662 0.668 0.301 N6 FSP 6 FSP C7 C7 C 0 1 N N N 56.135 -63.090 132.089 0.398 0.745 -0.528 C7 FSP 7 FSP O8 O8 O 0 1 N N N 56.427 -64.163 131.557 0.349 0.223 -1.625 O8 FSP 8 FSP O9 O9 O 0 1 N N N 55.329 -62.273 131.522 1.509 1.399 -0.142 O9 FSP 9 FSP C10 C10 C 0 1 N N N 54.970 -62.664 130.232 2.651 1.481 -1.036 C10 FSP 10 FSP C11 C11 C 0 1 N N N 54.587 -61.414 129.480 3.772 2.272 -0.360 C11 FSP 11 FSP C12 C12 C 0 1 N N N 55.779 -60.392 129.316 4.150 1.712 1.013 C12 FSP 12 FSP C13 C13 C 0 1 Y N N 57.042 -61.127 128.900 4.726 0.329 0.850 C13 FSP 13 FSP C14 C14 C 0 1 Y N N 58.100 -61.281 129.804 6.089 0.164 0.686 C14 FSP 14 FSP C15 C15 C 0 1 Y N N 59.245 -61.956 129.417 6.619 -1.104 0.536 C15 FSP 15 FSP C16 C16 C 0 1 Y N N 59.337 -62.475 128.141 5.784 -2.208 0.550 C16 FSP 16 FSP F17 F17 F 0 1 N N N 60.435 -63.129 127.763 6.301 -3.448 0.404 F17 FSP 17 FSP C18 C18 C 0 1 Y N N 58.289 -62.318 127.247 4.419 -2.041 0.715 C18 FSP 18 FSP C19 C19 C 0 1 Y N N 57.149 -61.648 127.626 3.893 -0.773 0.870 C19 FSP 19 FSP C20 C20 C 0 1 N N N 53.856 -61.722 128.185 4.981 2.531 -1.274 C20 FSP 20 FSP C21 C21 C 0 1 N N N 52.571 -61.147 128.795 5.045 3.939 -0.660 C21 FSP 21 FSP C22 C22 C 0 1 N N N 53.348 -60.775 130.075 3.543 3.793 -0.365 C22 FSP 22 FSP C25 C25 C 0 1 N N N 56.638 -64.632 136.519 -4.440 0.191 0.166 C25 FSP 23 FSP O26 O26 O 0 1 N N N 56.825 -65.824 136.284 -4.607 -0.495 -0.821 O26 FSP 24 FSP N27 N27 N 0 1 N N N 56.887 -64.107 137.741 -5.502 0.675 0.839 N27 FSP 25 FSP C28 C28 C 0 1 Y N N 57.412 -64.838 138.753 -6.792 0.389 0.402 C28 FSP 26 FSP C29 C29 C 0 1 Y N N 58.677 -65.351 138.767 -7.126 -0.359 -0.687 C29 FSP 27 FSP C30 C30 C 0 1 Y N N 58.816 -66.008 139.952 -8.520 -0.400 -0.766 C30 FSP 28 FSP N31 N31 N 0 1 Y N N 57.613 -65.880 140.649 -9.012 0.298 0.225 N31 FSP 29 FSP N32 N32 N 0 1 Y N N 56.729 -65.142 139.897 -7.948 0.808 0.979 N32 FSP 30 FSP C23 C23 C 0 1 N N N 56.208 -63.689 135.430 -3.059 0.498 0.634 C23 FSP 31 FSP O24 O24 O 0 1 N N N 55.621 -62.541 135.767 -2.892 1.181 1.616 O24 FSP 32 FSP H11 1H1 H 0 1 N N N 61.668 -64.405 134.237 1.629 -3.665 -1.006 H11 FSP 33 FSP H12 2H1 H 0 1 N N N 62.422 -62.994 135.167 0.809 -5.245 -1.022 H12 FSP 34 FSP H13 3H1 H 0 1 N N N 60.856 -63.870 135.617 0.457 -4.046 -2.290 H13 FSP 35 FSP H21 1H2 H 0 1 N N N 61.331 -62.026 133.116 -1.363 -4.121 -0.607 H21 FSP 36 FSP H22 2H2 H 0 1 N N N 60.519 -61.491 134.496 -0.190 -3.741 0.677 H22 FSP 37 FSP H31 1H3 H 0 1 N N N 59.604 -63.919 132.722 0.345 -1.596 -0.447 H31 FSP 38 FSP H32A 2H3 H 0 0 N N N 58.864 -62.404 132.720 -0.827 -1.977 -1.731 H32A FSP 39 FSP H41 1H4 H 0 1 N N N 58.574 -62.751 135.431 -2.647 -2.052 -0.049 H41 FSP 40 FSP H42 2H4 H 0 1 N N N 58.975 -64.373 135.144 -1.475 -1.671 1.236 H42 FSP 41 FSP H5 H5 H 0 1 N N N 56.944 -64.782 133.665 -2.023 0.098 -1.189 H5 FSP 42 FSP HN6 HN6 H 0 1 N N N 56.719 -61.779 133.491 -0.623 1.085 1.177 HN6 FSP 43 FSP H101 1H10 H 0 0 N N N 54.174 -63.444 130.217 3.004 0.477 -1.268 H101 FSP 44 FSP H102 2H10 H 0 0 N N N 55.762 -63.258 129.719 2.355 1.984 -1.957 H102 FSP 45 FSP H121 1H12 H 0 0 N N N 55.935 -59.781 130.236 4.891 2.362 1.479 H121 FSP 46 FSP H122 2H12 H 0 0 N N N 55.526 -59.565 128.612 3.261 1.664 1.642 H122 FSP 47 FSP H14 H14 H 0 1 N N N 58.031 -60.869 130.825 6.740 1.026 0.674 H14 FSP 48 FSP H15 H15 H 0 1 N N N 60.083 -62.080 130.124 7.683 -1.232 0.407 H15 FSP 49 FSP H18 H18 H 0 1 N N N 58.363 -62.729 126.226 3.767 -2.902 0.727 H18 FSP 50 FSP H19 H19 H 0 1 N N N 56.320 -61.528 126.908 2.828 -0.643 1.000 H19 FSP 51 FSP H201 1H20 H 0 0 N N N 53.866 -62.755 127.765 5.847 1.912 -1.038 H201 FSP 52 FSP H202 2H20 H 0 0 N N N 54.242 -61.331 127.215 4.735 2.528 -2.336 H202 FSP 53 FSP H211 1H21 H 0 0 N N N 51.654 -61.778 128.862 5.662 3.997 0.236 H211 FSP 54 FSP H212 2H21 H 0 0 N N N 51.993 -60.367 128.246 5.274 4.721 -1.384 H212 FSP 55 FSP H221 1H22 H 0 0 N N N 53.374 -59.719 130.432 2.903 4.135 -1.178 H221 FSP 56 FSP H222 2H22 H 0 0 N N N 52.973 -61.095 131.075 3.247 4.193 0.605 H222 FSP 57 FSP H27 H27 H 0 1 N N N 56.671 -63.124 137.905 -5.368 1.224 1.628 H27 FSP 58 FSP H29 H29 H 0 1 N N N 59.439 -65.254 137.975 -6.436 -0.840 -1.364 H29 FSP 59 FSP H30 H30 H 0 1 N N N 59.724 -66.539 140.282 -9.095 -0.918 -1.520 H30 FSP 60 FSP H32 H32 H 0 1 N N N 55.773 -64.877 140.136 -8.023 1.362 1.772 H32 FSP 61 # 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 FSP C1 C2 SING N N 1 FSP C1 H11 SING N N 2 FSP C1 H12 SING N N 3 FSP C1 H13 SING N N 4 FSP C2 C3 SING N N 5 FSP C2 H21 SING N N 6 FSP C2 H22 SING N N 7 FSP C3 C4 SING N N 8 FSP C3 H31 SING N N 9 FSP C3 H32A SING N N 10 FSP C4 C5 SING N N 11 FSP C4 H41 SING N N 12 FSP C4 H42 SING N N 13 FSP C5 N6 SING N N 14 FSP C5 C23 SING N N 15 FSP C5 H5 SING N N 16 FSP N6 C7 SING N N 17 FSP N6 HN6 SING N N 18 FSP C7 O8 DOUB N N 19 FSP C7 O9 SING N N 20 FSP O9 C10 SING N N 21 FSP C10 C11 SING N N 22 FSP C10 H101 SING N N 23 FSP C10 H102 SING N N 24 FSP C11 C12 SING N N 25 FSP C11 C20 SING N N 26 FSP C11 C22 SING N N 27 FSP C12 C13 SING N N 28 FSP C12 H121 SING N N 29 FSP C12 H122 SING N N 30 FSP C13 C14 DOUB Y N 31 FSP C13 C19 SING Y N 32 FSP C14 C15 SING Y N 33 FSP C14 H14 SING N N 34 FSP C15 C16 DOUB Y N 35 FSP C15 H15 SING N N 36 FSP C16 F17 SING N N 37 FSP C16 C18 SING Y N 38 FSP C18 C19 DOUB Y N 39 FSP C18 H18 SING N N 40 FSP C19 H19 SING N N 41 FSP C20 C21 SING N N 42 FSP C20 H201 SING N N 43 FSP C20 H202 SING N N 44 FSP C21 C22 SING N N 45 FSP C21 H211 SING N N 46 FSP C21 H212 SING N N 47 FSP C22 H221 SING N N 48 FSP C22 H222 SING N N 49 FSP C25 O26 DOUB N N 50 FSP C25 N27 SING N N 51 FSP C25 C23 SING N N 52 FSP N27 C28 SING N N 53 FSP N27 H27 SING N N 54 FSP C28 C29 DOUB Y N 55 FSP C28 N32 SING Y N 56 FSP C29 C30 SING Y N 57 FSP C29 H29 SING N N 58 FSP C30 N31 DOUB Y N 59 FSP C30 H30 SING N N 60 FSP N31 N32 SING Y N 61 FSP N32 H32 SING N N 62 FSP C23 O24 DOUB N N 63 # 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 FSP SMILES ACDLabs 10.04 "O=C(C(=O)C(NC(=O)OCC2(Cc1ccc(F)cc1)CCC2)CCCC)Nc3ccnn3" FSP SMILES_CANONICAL CACTVS 3.341 "CCCC[C@H](NC(=O)OCC1(CCC1)Cc2ccc(F)cc2)C(=O)C(=O)Nc3[nH]ncc3" FSP SMILES CACTVS 3.341 "CCCC[CH](NC(=O)OCC1(CCC1)Cc2ccc(F)cc2)C(=O)C(=O)Nc3[nH]ncc3" FSP SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCCC[C@@H](C(=O)C(=O)Nc1ccn[nH]1)NC(=O)OCC2(CCC2)Cc3ccc(cc3)F" FSP SMILES "OpenEye OEToolkits" 1.5.0 "CCCCC(C(=O)C(=O)Nc1ccn[nH]1)NC(=O)OCC2(CCC2)Cc3ccc(cc3)F" FSP InChI InChI 1.03 "InChI=1S/C23H29FN4O4/c1-2-3-5-18(20(29)21(30)27-19-10-13-25-28-19)26-22(31)32-15-23(11-4-12-23)14-16-6-8-17(24)9-7-16/h6-10,13,18H,2-5,11-12,14-15H2,1H3,(H,26,31)(H2,25,27,28,30)/t18-/m0/s1" FSP InChIKey InChI 1.03 QTPYRNAKLBXKNP-SFHVURJKSA-N # 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 FSP "SYSTEMATIC NAME" ACDLabs 10.04 "[1-(4-fluorobenzyl)cyclobutyl]methyl {(1S)-1-[oxo(1H-pyrazol-5-ylamino)acetyl]pentyl}carbamate" FSP "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "[1-[(4-fluorophenyl)methyl]cyclobutyl]methyl N-[(3S)-1,2-dioxo-1-(2H-pyrazol-3-ylamino)heptan-3-yl]carbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FSP "Create component" 2004-07-12 RCSB FSP "Modify descriptor" 2011-06-04 RCSB #