data_134 # _chem_comp.id 134 _chem_comp.name "6-FLUORO-2-[2-HYDROXY-3-(2-METHYL-CYCLOHEXYLOXY)-PHENYL]-1H-INDOLE-5-CARBOXAMIDINE" _chem_comp.type NON-POLYMER _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H24 F N3 O2" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2001-05-09 _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 381.443 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 134 _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 ? _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 134 C1 C1 C 0 1 Y N N 8.473 0.373 25.025 -5.585 0.122 0.152 C1 134 1 134 C2 C2 C 0 1 Y N N 8.712 0.407 23.601 -5.278 -1.223 -0.100 C2 134 2 134 F2 F2 F 0 1 N N N 8.544 -0.754 22.849 -6.268 -2.142 -0.134 F2 134 3 134 C3 C3 C 0 1 Y N N 9.099 1.592 22.955 -3.975 -1.614 -0.312 C3 134 4 134 C4 C4 C 0 1 Y N N 9.215 2.715 23.721 -2.949 -0.674 -0.278 C4 134 5 134 C5 C5 C 0 1 Y N N 9.060 2.732 25.053 -3.251 0.679 -0.025 C5 134 6 134 C6 C6 C 0 1 Y N N 8.682 1.598 25.723 -4.572 1.072 0.190 C6 134 7 134 C7 C7 C 0 1 N N N 8.097 -0.788 25.721 -6.989 0.529 0.378 C7 134 8 134 N1 N1 N 0 1 N N N 7.513 -0.684 26.904 -7.291 1.851 0.626 N1 134 9 134 N2 N2 N 0 1 N N N 8.336 -1.964 25.192 -7.940 -0.361 0.342 N2 134 10 134 N3 N3 N 0 1 Y N N 9.606 3.935 23.384 -1.586 -0.766 -0.448 N3 134 11 134 CN4 CN4 C 0 1 Y N N 9.330 3.964 25.414 -1.976 1.396 -0.050 CN4 134 12 134 C8 C8 C 0 1 Y N N 9.620 4.774 24.409 -1.013 0.478 -0.313 C8 134 13 134 "C1'" "C1'" C 0 1 Y N N 9.931 6.136 24.286 0.432 0.768 -0.431 "C1'" 134 14 134 "C2'" "C2'" C 0 1 Y N N 9.789 6.992 25.401 0.864 1.923 -1.084 "C2'" 134 15 134 "C3'" "C3'" C 0 1 Y N N 10.065 8.353 25.309 2.213 2.191 -1.191 "C3'" 134 16 134 "C4'" "C4'" C 0 1 Y N N 10.495 8.883 24.128 3.143 1.320 -0.653 "C4'" 134 17 134 "C5'" "C5'" C 0 1 Y N N 10.600 8.039 23.069 2.727 0.169 -0.001 "C5'" 134 18 134 "C6'" "C6'" C 0 1 Y N N 10.352 6.712 23.095 1.372 -0.116 0.109 "C6'" 134 19 134 "O6'" "O6'" O 0 1 N N N 10.495 5.911 21.962 0.961 -1.244 0.746 "O6'" 134 20 134 "O5'" "O5'" O 0 1 N N N 10.986 8.612 21.852 3.646 -0.684 0.525 "O5'" 134 21 134 C1B C1* C 0 1 N N S 13.339 8.940 21.962 5.938 -1.361 0.165 C1B 134 22 134 C2B C2* C 0 1 N N N 14.350 9.927 21.373 7.314 -0.854 -0.272 C2B 134 23 134 C3B C3* C 0 1 N N N 13.866 10.537 20.019 7.769 0.262 0.671 C3B 134 24 134 C4B C4* C 0 1 N N N 12.461 11.245 20.060 6.762 1.413 0.624 C4B 134 25 134 C5B C5* C 0 1 N N N 11.635 10.534 21.099 5.387 0.905 1.061 C5B 134 26 134 C6B C6* C 0 1 N N S 12.155 9.142 21.101 4.931 -0.210 0.117 C6B 134 27 134 CM CM C 0 1 N N N 13.916 7.551 21.860 5.483 -2.476 -0.778 CM 134 28 134 HC3 HC3 H 0 1 N N N 9.297 1.614 21.894 -3.748 -2.653 -0.505 HC3 134 29 134 HC6 HC6 H 0 1 N N N 8.541 1.633 26.793 -4.805 2.109 0.384 HC6 134 30 134 HH11 1HH1 H 0 0 N N N 7.305 0.176 27.370 -6.584 2.514 0.652 HH11 134 31 134 HH12 2HH1 H 0 0 N N N 7.312 -1.596 27.261 -8.212 2.118 0.773 HH12 134 32 134 HH21 1HH2 H 0 0 N N N 8.781 -1.850 24.304 -8.860 -0.094 0.490 HH21 134 33 134 HN3 HN3 H 0 1 N N N 9.864 4.195 22.453 -1.102 -1.586 -0.635 HN3 134 34 134 HN4 HN4 H 0 1 N N N 9.317 4.289 26.444 -1.829 2.454 0.110 HN4 134 35 134 "HC'2" "2HC'" H 0 0 N N N 9.459 6.582 26.344 0.142 2.607 -1.506 "HC'2" 134 36 134 "HC'3" "3HC'" H 0 0 N N N 9.939 8.989 26.172 2.545 3.086 -1.697 "HC'3" 134 37 134 "HC'4" "4HC'" H 0 0 N N N 10.742 9.931 24.039 4.197 1.537 -0.741 "HC'4" 134 38 134 "HO'6" "6HO'" H 0 0 N N N 10.528 6.460 21.187 0.901 -1.938 0.076 "HO'6" 134 39 134 "H1'" H1* H 0 1 N N N 13.091 9.084 23.024 6.000 -1.748 1.182 "H1'" 134 40 134 "H2'1" 1H2* H 0 0 N N N 15.284 9.379 21.181 8.031 -1.674 -0.238 "H2'1" 134 41 134 "H2'2" 2H2* H 0 0 N N N 14.498 10.746 22.092 7.252 -0.467 -1.289 "H2'2" 134 42 134 "H3'1" 1H3* H 0 0 N N N 13.763 9.692 19.322 7.831 -0.125 1.688 "H3'1" 134 43 134 "H3'2" 2H3* H 0 0 N N N 14.607 11.289 19.711 8.749 0.623 0.360 "H3'2" 134 44 134 "H4'1" 1H4* H 0 0 N N N 11.973 11.199 19.075 7.087 2.207 1.296 "H4'1" 134 45 134 "H4'2" 2H4* H 0 0 N N N 12.577 12.306 20.327 6.700 1.800 -0.393 "H4'2" 134 46 134 "H5'1" 1H5* H 0 0 N N N 10.559 10.575 20.874 5.448 0.518 2.078 "H5'1" 134 47 134 "H5'2" 2H5* H 0 0 N N N 11.752 11.003 22.087 4.669 1.725 1.027 "H5'2" 134 48 134 "H6'" H6* H 0 1 N N N 12.457 8.742 20.122 4.870 0.177 -0.900 "H6'" 134 49 134 HM1 1HM H 0 1 N N N 13.226 6.833 22.327 6.200 -3.296 -0.745 HM1 134 50 134 HM2 2HM H 0 1 N N N 14.886 7.518 22.378 4.503 -2.838 -0.467 HM2 134 51 134 HM3 3HM H 0 1 N N N 14.057 7.289 20.801 5.421 -2.089 -1.796 HM3 134 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 134 C1 C2 DOUB Y N 1 134 C1 C6 SING Y N 2 134 C1 C7 SING N N 3 134 C2 F2 SING N N 4 134 C2 C3 SING Y N 5 134 C3 C4 DOUB Y N 6 134 C3 HC3 SING N N 7 134 C4 C5 SING Y N 8 134 C4 N3 SING Y N 9 134 C5 C6 DOUB Y N 10 134 C5 CN4 SING Y N 11 134 C6 HC6 SING N N 12 134 C7 N1 SING N N 13 134 C7 N2 DOUB N E 14 134 N1 HH11 SING N N 15 134 N1 HH12 SING N N 16 134 N2 HH21 SING N N 17 134 N3 C8 SING Y N 18 134 N3 HN3 SING N N 19 134 CN4 C8 DOUB Y N 20 134 CN4 HN4 SING N N 21 134 C8 "C1'" SING Y N 22 134 "C1'" "C2'" DOUB Y N 23 134 "C1'" "C6'" SING Y N 24 134 "C2'" "C3'" SING Y N 25 134 "C2'" "HC'2" SING N N 26 134 "C3'" "C4'" DOUB Y N 27 134 "C3'" "HC'3" SING N N 28 134 "C4'" "C5'" SING Y N 29 134 "C4'" "HC'4" SING N N 30 134 "C5'" "C6'" DOUB Y N 31 134 "C5'" "O5'" SING N N 32 134 "C6'" "O6'" SING N N 33 134 "O6'" "HO'6" SING N N 34 134 "O5'" C6B SING N N 35 134 C1B C2B SING N N 36 134 C1B C6B SING N N 37 134 C1B CM SING N N 38 134 C1B "H1'" SING N N 39 134 C2B C3B SING N N 40 134 C2B "H2'1" SING N N 41 134 C2B "H2'2" SING N N 42 134 C3B C4B SING N N 43 134 C3B "H3'1" SING N N 44 134 C3B "H3'2" SING N N 45 134 C4B C5B SING N N 46 134 C4B "H4'1" SING N N 47 134 C4B "H4'2" SING N N 48 134 C5B C6B SING N N 49 134 C5B "H5'1" SING N N 50 134 C5B "H5'2" SING N N 51 134 C6B "H6'" SING N N 52 134 CM HM1 SING N N 53 134 CM HM2 SING N N 54 134 CM HM3 SING N N 55 # 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 134 SMILES ACDLabs 10.04 "Fc1c(cc2c(c1)nc(c2)c4cccc(OC3CCCCC3C)c4O)C(=[N@H])N" 134 SMILES_CANONICAL CACTVS 3.341 "C[C@H]1CCCC[C@@H]1Oc2cccc(c2O)c3[nH]c4cc(F)c(cc4c3)C(N)=N" 134 SMILES CACTVS 3.341 "C[CH]1CCCC[CH]1Oc2cccc(c2O)c3[nH]c4cc(F)c(cc4c3)C(N)=N" 134 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "[H]/N=C(\c1cc2cc([nH]c2cc1F)c3cccc(c3O)O[C@H]4CCCC[C@@H]4C)/N" 134 SMILES "OpenEye OEToolkits" 1.5.0 "[H]N=C(c1cc2cc([nH]c2cc1F)c3cccc(c3O)OC4CCCCC4C)N" 134 InChI InChI 1.03 "InChI=1S/C22H24FN3O2/c1-12-5-2-3-7-19(12)28-20-8-4-6-14(21(20)27)18-10-13-9-15(22(24)25)16(23)11-17(13)26-18/h4,6,8-12,19,26-27H,2-3,5,7H2,1H3,(H3,24,25)/t12-,19-/m0/s1" 134 InChIKey InChI 1.03 HUYQYLFFFNSAAX-BUXKBTBVSA-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 134 "SYSTEMATIC NAME" ACDLabs 10.04 "6-fluoro-2-(2-hydroxy-3-{[(1S,2S)-2-methylcyclohexyl]oxy}phenyl)-1H-indole-5-carboximidamide" 134 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "6-fluoro-2-[2-hydroxy-3-[(1S,2S)-2-methylcyclohexyl]oxy-phenyl]-1H-indole-5-carboximidamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 134 "Create component" 2001-05-09 RCSB 134 "Modify aromatic_flag" 2011-06-04 RCSB 134 "Modify descriptor" 2011-06-04 RCSB #