data_L5Z # _chem_comp.id L5Z _chem_comp.name "(1R,2R)-2-(3-fluorobenzyl)-N-{2-[2-(1H-imidazol-1-yl)pyrimidin-4-yl]ethyl}cyclopropanamine" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C19 H20 F N5" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2014-10-21 _chem_comp.pdbx_modified_date 2014-12-19 _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 337.394 _chem_comp.one_letter_code ? _chem_comp.three_letter_code L5Z _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 4D2Y _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 L5Z N01 N01 N 0 1 Y N N 10.528 1.923 59.341 5.213 3.350 0.250 N01 L5Z 1 L5Z C02 C02 C 0 1 Y N N 11.768 2.009 58.826 4.495 2.291 -0.002 C02 L5Z 2 L5Z N03 N03 N 0 1 Y N N 12.500 1.385 59.764 5.293 1.194 0.096 N03 L5Z 3 L5Z C04 C04 C 0 1 Y N N 11.833 0.945 60.836 6.549 1.639 0.425 C04 L5Z 4 L5Z C05 C05 C 0 1 Y N N 10.530 1.296 60.547 6.475 2.980 0.515 C05 L5Z 5 L5Z "C1'" "C1'" C 0 1 Y N N 19.867 7.526 53.946 -4.860 0.733 0.202 "C1'" L5Z 6 L5Z N11 N11 N 0 1 Y N N 14.424 1.987 58.632 3.651 -0.399 -0.414 N11 L5Z 7 L5Z C12 C12 C 0 1 Y N N 13.827 1.284 59.636 4.907 -0.132 -0.099 C12 L5Z 8 L5Z N13 N13 N 0 1 Y N N 14.551 0.545 60.509 5.808 -1.092 0.034 N13 L5Z 9 L5Z C14 C14 C 0 1 Y N N 15.882 0.481 60.386 5.477 -2.360 -0.145 C14 L5Z 10 L5Z C15 C15 C 0 1 Y N N 16.518 1.178 59.358 4.168 -2.677 -0.475 C15 L5Z 11 L5Z C16 C16 C 0 1 Y N N 15.766 1.943 58.474 3.251 -1.646 -0.607 C16 L5Z 12 L5Z C17 C17 C 0 1 N N N 16.432 2.731 57.358 1.818 -1.941 -0.964 C17 L5Z 13 L5Z C18 C18 C 0 1 N N N 16.081 4.204 57.529 0.892 -1.324 0.086 C18 L5Z 14 L5Z N19 N19 N 0 1 N N N 16.352 4.943 56.283 -0.505 -1.612 -0.262 N19 L5Z 15 L5Z "C2'" "C2'" C 0 1 Y N N 18.954 8.550 53.700 -5.994 0.143 0.727 "C2'" L5Z 16 L5Z C21 C21 C 0 1 N N R 17.791 4.979 55.934 -1.424 -1.034 0.727 C21 L5Z 17 L5Z C22 C22 C 0 1 N N N 18.468 6.145 56.655 -2.593 -1.902 1.198 C22 L5Z 18 L5Z C23 C23 C 0 1 N N R 18.113 6.268 55.175 -2.848 -0.715 0.267 C23 L5Z 19 L5Z C24 C24 C 0 1 N N N 19.384 6.143 54.337 -3.524 0.520 0.866 C24 L5Z 20 L5Z "C3'" "C3'" C 0 1 Y N N 19.403 9.821 53.336 -7.222 0.339 0.116 "C3'" L5Z 21 L5Z "C4'" "C4'" C 0 1 Y N N 20.768 10.076 53.224 -7.311 1.126 -1.019 "C4'" L5Z 22 L5Z "C5'" "C5'" C 0 1 Y N N 21.684 9.060 53.474 -6.175 1.715 -1.542 "C5'" L5Z 23 L5Z "C6'" "C6'" C 0 1 Y N N 21.231 7.790 53.830 -4.950 1.514 -0.935 "C6'" L5Z 24 L5Z "F7'" "F7'" F 0 1 N N N 18.513 10.803 53.094 -8.331 -0.238 0.628 "F7'" L5Z 25 L5Z H02 H02 H 0 1 N N N 12.091 2.462 57.900 3.443 2.286 -0.248 H02 L5Z 26 L5Z H04 H04 H 0 1 N N N 12.218 0.441 61.710 7.427 1.031 0.581 H04 L5Z 27 L5Z H05 H05 H 0 1 N N N 9.667 1.106 61.168 7.292 3.644 0.758 H05 L5Z 28 L5Z H14 H14 H 0 1 N N N 16.462 -0.108 61.080 6.217 -3.139 -0.035 H14 L5Z 29 L5Z H15 H15 H 0 1 N N N 17.591 1.123 59.250 3.870 -3.704 -0.627 H15 L5Z 30 L5Z H17 H17 H 0 1 N N N 17.523 2.601 57.412 1.592 -1.515 -1.942 H17 L5Z 31 L5Z H17A H17A H 0 0 N N N 16.068 2.374 56.383 1.666 -3.020 -0.994 H17A L5Z 32 L5Z H18 H18 H 0 1 N N N 15.014 4.296 57.781 1.118 -1.750 1.064 H18 L5Z 33 L5Z H18A H18A H 0 0 N N N 16.687 4.629 58.342 1.045 -0.245 0.116 H18A L5Z 34 L5Z HN19 HN19 H 0 0 N N N 15.854 4.502 55.536 -0.721 -1.284 -1.191 HN19 L5Z 35 L5Z "H2'" "H2'" H 0 1 N N N 17.895 8.360 53.791 -5.923 -0.471 1.612 "H2'" L5Z 36 L5Z H21 H21 H 0 1 N N N 18.352 4.057 55.723 -0.969 -0.364 1.457 H21 L5Z 37 L5Z H22 H22 H 0 1 N N N 17.911 6.726 57.404 -2.680 -2.902 0.773 H22 L5Z 38 L5Z H22A H22A H 0 0 N N N 19.521 6.064 56.963 -2.907 -1.803 2.237 H22A L5Z 39 L5Z H23 H23 H 0 1 N N N 17.302 6.938 54.854 -3.103 -0.934 -0.770 H23 L5Z 40 L5Z H24 H24 H 0 1 N N N 19.170 5.559 53.430 -2.894 1.394 0.703 H24 L5Z 41 L5Z H24A H24A H 0 0 N N N 20.163 5.635 54.925 -3.670 0.372 1.936 H24A L5Z 42 L5Z "H4'" "H4'" H 0 1 N N N 21.114 11.060 52.944 -8.268 1.279 -1.496 "H4'" L5Z 43 L5Z "H5'" "H5'" H 0 1 N N N 22.743 9.254 53.393 -6.245 2.329 -2.428 "H5'" L5Z 44 L5Z "H6'" "H6'" H 0 1 N N N 21.945 7.002 54.018 -4.063 1.975 -1.345 "H6'" L5Z 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 L5Z N01 C02 DOUB Y N 1 L5Z N01 C05 SING Y N 2 L5Z C02 N03 SING Y N 3 L5Z N03 C04 SING Y N 4 L5Z N03 C12 SING N N 5 L5Z C04 C05 DOUB Y N 6 L5Z "C1'" "C2'" DOUB Y N 7 L5Z "C1'" C24 SING N N 8 L5Z "C1'" "C6'" SING Y N 9 L5Z N11 C12 DOUB Y N 10 L5Z N11 C16 SING Y N 11 L5Z C12 N13 SING Y N 12 L5Z N13 C14 DOUB Y N 13 L5Z C14 C15 SING Y N 14 L5Z C15 C16 DOUB Y N 15 L5Z C16 C17 SING N N 16 L5Z C17 C18 SING N N 17 L5Z C18 N19 SING N N 18 L5Z N19 C21 SING N N 19 L5Z "C2'" "C3'" SING Y N 20 L5Z C21 C22 SING N N 21 L5Z C21 C23 SING N N 22 L5Z C22 C23 SING N N 23 L5Z C23 C24 SING N N 24 L5Z "C3'" "C4'" DOUB Y N 25 L5Z "C3'" "F7'" SING N N 26 L5Z "C4'" "C5'" SING Y N 27 L5Z "C5'" "C6'" DOUB Y N 28 L5Z C02 H02 SING N N 29 L5Z C04 H04 SING N N 30 L5Z C05 H05 SING N N 31 L5Z C14 H14 SING N N 32 L5Z C15 H15 SING N N 33 L5Z C17 H17 SING N N 34 L5Z C17 H17A SING N N 35 L5Z C18 H18 SING N N 36 L5Z C18 H18A SING N N 37 L5Z N19 HN19 SING N N 38 L5Z "C2'" "H2'" SING N N 39 L5Z C21 H21 SING N N 40 L5Z C22 H22 SING N N 41 L5Z C22 H22A SING N N 42 L5Z C23 H23 SING N N 43 L5Z C24 H24 SING N N 44 L5Z C24 H24A SING N N 45 L5Z "C4'" "H4'" SING N N 46 L5Z "C5'" "H5'" SING N N 47 L5Z "C6'" "H6'" SING N N 48 # 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 L5Z SMILES ACDLabs 12.01 "Fc1cccc(c1)CC4CC4NCCc2nc(ncc2)n3ccnc3" L5Z InChI InChI 1.03 "InChI=1S/C19H20FN5/c20-16-3-1-2-14(11-16)10-15-12-18(15)22-6-4-17-5-7-23-19(24-17)25-9-8-21-13-25/h1-3,5,7-9,11,13,15,18,22H,4,6,10,12H2/t15-,18-/m1/s1" L5Z InChIKey InChI 1.03 CYEVFFVOLRMDHH-CRAIPNDOSA-N L5Z SMILES_CANONICAL CACTVS 3.385 "Fc1cccc(C[C@@H]2C[C@H]2NCCc3ccnc(n3)n4ccnc4)c1" L5Z SMILES CACTVS 3.385 "Fc1cccc(C[CH]2C[CH]2NCCc3ccnc(n3)n4ccnc4)c1" L5Z SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)F)C[C@@H]2C[C@H]2NCCc3ccnc(n3)n4ccnc4" L5Z SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(cc(c1)F)CC2CC2NCCc3ccnc(n3)n4ccnc4" # 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 L5Z "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R)-2-(3-fluorobenzyl)-N-{2-[2-(1H-imidazol-1-yl)pyrimidin-4-yl]ethyl}cyclopropanamine" L5Z "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2R)-2-[(3-fluorophenyl)methyl]-N-[2-(2-imidazol-1-ylpyrimidin-4-yl)ethyl]cyclopropan-1-amine" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site L5Z "Create component" 2014-10-21 EBI L5Z "Modify synonyms" 2014-10-30 EBI L5Z "Modify synonyms" 2014-11-12 EBI L5Z "Initial release" 2014-12-24 RCSB #