data_0LB # _chem_comp.id 0LB _chem_comp.name "(1R,2R)-N-(1-cyanocyclopropyl)-2-{[4-(4-fluorophenyl)piperazin-1-yl]carbonyl}cyclohexanecarboxamide" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H27 F N4 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2012-02-13 _chem_comp.pdbx_modified_date 2012-07-06 _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 398.474 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 0LB _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 4DMX _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 0LB N29 N29 N 0 1 N N N -1.261 4.094 14.943 0.779 3.358 1.331 N29 0LB 1 0LB C28 C28 C 0 1 N N N -1.802 3.181 14.190 1.768 3.254 0.781 C28 0LB 2 0LB C25 C25 C 0 1 N N N -3.199 2.842 14.473 3.049 3.120 0.069 C25 0LB 3 0LB C27 C27 C 0 1 N N N -4.230 3.804 15.013 4.031 4.290 0.154 C27 0LB 4 0LB C26 C26 C 0 1 N N N -3.593 2.851 15.976 3.278 4.017 -1.149 C26 0LB 5 0LB N24 N24 N 0 1 N N N -3.639 1.671 13.741 3.611 1.767 0.028 N24 0LB 6 0LB C22 C22 C 0 1 N N N -4.227 1.557 12.514 2.792 0.700 -0.049 C22 0LB 7 0LB O23 O23 O 0 1 N N N -4.496 2.552 11.873 1.590 0.859 -0.084 O23 0LB 8 0LB C18 C18 C 0 1 N N R -4.553 0.181 11.983 3.369 -0.692 -0.091 C18 0LB 9 0LB C16 C16 C 0 1 N N N -3.478 -0.220 10.957 4.275 -0.831 -1.316 C16 0LB 10 0LB C20 C20 C 0 1 N N R -5.946 0.206 11.315 2.233 -1.713 -0.177 C20 0LB 11 0LB C21 C21 C 0 1 N N N -6.251 -1.228 10.862 2.820 -3.126 -0.219 C21 0LB 12 0LB C19 C19 C 0 1 N N N -5.203 -1.722 9.848 3.725 -3.265 -1.445 C19 0LB 13 0LB C17 C17 C 0 1 N N N -3.785 -1.626 10.397 4.861 -2.244 -1.359 C17 0LB 14 0LB C14 C14 C 0 1 N N N -7.037 0.747 12.234 1.342 -1.576 1.030 C14 0LB 15 0LB O15 O15 O 0 1 N N N -6.838 0.807 13.429 1.817 -1.276 2.105 O15 0LB 16 0LB N8 N8 N 0 1 N N N -8.232 1.218 11.701 0.015 -1.786 0.915 N8 0LB 17 0LB C10 C10 C 0 1 N N N -8.725 0.979 10.332 -0.566 -2.274 -0.345 C10 0LB 18 0LB C12 C12 C 0 1 N N N -9.431 2.205 9.741 -1.726 -1.352 -0.735 C12 0LB 19 0LB N11 N11 N 0 1 N N N -10.391 2.919 10.623 -2.669 -1.256 0.388 N11 0LB 20 0LB C9 C9 C 0 1 N N N -9.930 2.964 12.035 -2.038 -0.642 1.563 C9 0LB 21 0LB C7 C7 C 0 1 N N N -9.335 1.665 12.567 -0.889 -1.540 2.049 C7 0LB 22 0LB C2 C2 C 0 1 Y N N -11.322 3.878 10.063 -3.822 -0.558 0.015 C2 0LB 23 0LB C4 C4 C 0 1 Y N N -12.224 4.605 10.851 -4.841 -0.356 0.937 C4 0LB 24 0LB C6 C6 C 0 1 Y N N -13.106 5.509 10.270 -5.979 0.334 0.567 C6 0LB 25 0LB C5 C5 C 0 1 Y N N -13.115 5.718 8.902 -6.103 0.825 -0.721 C5 0LB 26 0LB F13 F13 F 0 1 N N N -13.959 6.585 8.335 -7.217 1.500 -1.081 F13 0LB 27 0LB C3 C3 C 0 1 Y N N -12.230 5.019 8.106 -5.088 0.626 -1.642 C3 0LB 28 0LB C1 C1 C 0 1 Y N N -11.348 4.113 8.676 -3.946 -0.059 -1.275 C1 0LB 29 0LB H3 H3 H 0 1 N N N -3.994 4.877 15.073 3.728 5.159 0.738 H3 0LB 30 0LB H4 H4 H 0 1 N N N -5.288 3.676 14.741 5.095 4.054 0.180 H4 0LB 31 0LB H5 H5 H 0 1 N N N -4.177 2.020 16.398 3.846 3.601 -1.981 H5 0LB 32 0LB H6 H6 H 0 1 N N N -2.883 3.221 16.730 2.479 4.707 -1.423 H6 0LB 33 0LB H7 H7 H 0 1 N N N -3.487 0.803 14.213 4.572 1.640 0.057 H7 0LB 34 0LB H8 H8 H 0 1 N N N -4.559 -0.545 12.809 3.951 -0.871 0.813 H8 0LB 35 0LB H9 H9 H 0 1 N N N -2.493 -0.229 11.446 3.693 -0.652 -2.220 H9 0LB 36 0LB H10 H10 H 0 1 N N N -3.471 0.508 10.132 5.084 -0.104 -1.255 H10 0LB 37 0LB H11 H11 H 0 1 N N N -5.890 0.848 10.423 1.651 -1.534 -1.081 H11 0LB 38 0LB H12 H12 H 0 1 N N N -7.245 -1.253 10.392 3.402 -3.305 0.685 H12 0LB 39 0LB H13 H13 H 0 1 N N N -6.243 -1.892 11.739 2.011 -3.853 -0.281 H13 0LB 40 0LB H14 H14 H 0 1 N N N -5.273 -1.108 8.938 4.143 -4.272 -1.475 H14 0LB 41 0LB H15 H15 H 0 1 N N N -5.417 -2.772 9.600 3.144 -3.086 -2.349 H15 0LB 42 0LB H16 H16 H 0 1 N N N -3.665 -2.364 11.204 5.506 -2.343 -2.231 H16 0LB 43 0LB H17 H17 H 0 1 N N N -3.074 -1.849 9.588 5.443 -2.423 -0.454 H17 0LB 44 0LB H18 H18 H 0 1 N N N -9.435 0.139 10.354 0.193 -2.258 -1.128 H18 0LB 45 0LB H19 H19 H 0 1 N N N -7.871 0.720 9.689 -0.932 -3.291 -0.210 H19 0LB 46 0LB H20 H20 H 0 1 N N N -8.654 2.925 9.444 -1.340 -0.361 -0.971 H20 0LB 47 0LB H21 H21 H 0 1 N N N -9.983 1.873 8.849 -2.238 -1.761 -1.606 H21 0LB 48 0LB H22 H22 H 0 1 N N N -9.163 3.748 12.117 -1.647 0.340 1.295 H22 0LB 49 0LB H23 H23 H 0 1 N N N -10.792 3.227 12.666 -2.776 -0.535 2.358 H23 0LB 50 0LB H24 H24 H 0 1 N N N -10.116 0.890 12.590 -1.289 -2.487 2.411 H24 0LB 51 0LB H25 H25 H 0 1 N N N -8.953 1.831 13.585 -0.345 -1.040 2.850 H25 0LB 52 0LB H26 H26 H 0 1 N N N -12.234 4.462 11.921 -4.745 -0.740 1.942 H26 0LB 53 0LB H27 H27 H 0 1 N N N -13.795 6.057 10.896 -6.772 0.491 1.283 H27 0LB 54 0LB H28 H28 H 0 1 N N N -12.224 5.178 7.038 -5.186 1.015 -2.645 H28 0LB 55 0LB H29 H29 H 0 1 N N N -10.663 3.574 8.038 -3.155 -0.213 -1.993 H29 0LB 56 # 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 0LB C3 C1 DOUB Y N 1 0LB C3 C5 SING Y N 2 0LB F13 C5 SING N N 3 0LB C1 C2 SING Y N 4 0LB C5 C6 DOUB Y N 5 0LB C12 C10 SING N N 6 0LB C12 N11 SING N N 7 0LB C19 C17 SING N N 8 0LB C19 C21 SING N N 9 0LB C2 N11 SING N N 10 0LB C2 C4 DOUB Y N 11 0LB C6 C4 SING Y N 12 0LB C10 N8 SING N N 13 0LB C17 C16 SING N N 14 0LB N11 C9 SING N N 15 0LB C21 C20 SING N N 16 0LB C16 C18 SING N N 17 0LB C20 C18 SING N N 18 0LB C20 C14 SING N N 19 0LB N8 C14 SING N N 20 0LB N8 C7 SING N N 21 0LB O23 C22 DOUB N N 22 0LB C18 C22 SING N N 23 0LB C9 C7 SING N N 24 0LB C14 O15 DOUB N N 25 0LB C22 N24 SING N N 26 0LB N24 C25 SING N N 27 0LB C28 C25 SING N N 28 0LB C28 N29 TRIP N N 29 0LB C25 C27 SING N N 30 0LB C25 C26 SING N N 31 0LB C27 C26 SING N N 32 0LB C27 H3 SING N N 33 0LB C27 H4 SING N N 34 0LB C26 H5 SING N N 35 0LB C26 H6 SING N N 36 0LB N24 H7 SING N N 37 0LB C18 H8 SING N N 38 0LB C16 H9 SING N N 39 0LB C16 H10 SING N N 40 0LB C20 H11 SING N N 41 0LB C21 H12 SING N N 42 0LB C21 H13 SING N N 43 0LB C19 H14 SING N N 44 0LB C19 H15 SING N N 45 0LB C17 H16 SING N N 46 0LB C17 H17 SING N N 47 0LB C10 H18 SING N N 48 0LB C10 H19 SING N N 49 0LB C12 H20 SING N N 50 0LB C12 H21 SING N N 51 0LB C9 H22 SING N N 52 0LB C9 H23 SING N N 53 0LB C7 H24 SING N N 54 0LB C7 H25 SING N N 55 0LB C4 H26 SING N N 56 0LB C6 H27 SING N N 57 0LB C3 H28 SING N N 58 0LB C1 H29 SING N N 59 # 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 0LB SMILES ACDLabs 12.01 "O=C(N2CCN(c1ccc(F)cc1)CC2)C4CCCCC4C(=O)NC3(C#N)CC3" 0LB InChI InChI 1.03 "InChI=1S/C22H27FN4O2/c23-16-5-7-17(8-6-16)26-11-13-27(14-12-26)21(29)19-4-2-1-3-18(19)20(28)25-22(15-24)9-10-22/h5-8,18-19H,1-4,9-14H2,(H,25,28)/t18-,19-/m1/s1" 0LB InChIKey InChI 1.03 GHDIYQHGVKVLJX-RTBURBONSA-N 0LB SMILES_CANONICAL CACTVS 3.370 "Fc1ccc(cc1)N2CCN(CC2)C(=O)[C@@H]3CCCC[C@H]3C(=O)NC4(CC4)C#N" 0LB SMILES CACTVS 3.370 "Fc1ccc(cc1)N2CCN(CC2)C(=O)[CH]3CCCC[CH]3C(=O)NC4(CC4)C#N" 0LB SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1N2CCN(CC2)C(=O)[C@@H]3CCCC[C@H]3C(=O)NC4(CC4)C#N)F" 0LB SMILES "OpenEye OEToolkits" 1.7.6 "c1cc(ccc1N2CCN(CC2)C(=O)C3CCCCC3C(=O)NC4(CC4)C#N)F" # 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 0LB "SYSTEMATIC NAME" ACDLabs 12.01 "(1R,2R)-N-(1-cyanocyclopropyl)-2-{[4-(4-fluorophenyl)piperazin-1-yl]carbonyl}cyclohexanecarboxamide" 0LB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "(1R,2R)-N-(1-cyanocyclopropyl)-2-[4-(4-fluorophenyl)piperazin-1-yl]carbonyl-cyclohexane-1-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 0LB "Create component" 2012-07-01 RCSB 0LB "Modify formula" 2012-07-01 RCSB 0LB "Modify name" 2012-07-01 RCSB #