data_FH3 # _chem_comp.id FH3 _chem_comp.name "(S)-N-((1-(6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl)pyrrolidin-3-yl)methyl)acetamide" _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C18 H22 Cl N7 O" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2013-07-19 _chem_comp.pdbx_modified_date 2014-09-05 _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 387.867 _chem_comp.one_letter_code ? _chem_comp.three_letter_code FH3 _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 4BYI _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 FH3 CL CL CL 0 0 N N N -5.003 28.582 76.469 -2.405 2.641 0.198 CL FH3 1 FH3 C02 C02 C 0 1 Y N N -4.020 29.893 77.113 -0.697 2.372 0.040 C02 FH3 2 FH3 C03 C03 C 0 1 Y N N -3.251 30.668 76.198 0.154 3.429 -0.229 C03 FH3 3 FH3 N04 N04 N 0 1 Y N N -2.474 31.692 76.650 1.454 3.250 -0.354 N04 FH3 4 FH3 C05 C05 C 0 1 Y N N -2.412 32.013 77.992 2.009 2.053 -0.230 C05 FH3 5 FH3 N06 N06 N 0 1 Y N N -1.703 32.998 78.663 3.308 1.595 -0.311 N06 FH3 6 FH3 C07 C07 C 0 1 Y N N -1.990 32.894 80.024 3.279 0.243 -0.093 C07 FH3 7 FH3 C08 C08 C 0 1 Y N N -1.457 33.751 81.202 4.460 -0.646 -0.092 C08 FH3 8 FH3 C09 C09 C 0 1 Y N N -1.718 33.493 82.529 5.767 -0.266 -0.306 C09 FH3 9 FH3 N10 N10 N 0 1 Y N N -1.103 34.415 83.240 6.527 -1.374 -0.221 N10 FH3 10 FH3 C11 C11 C 0 1 N N N -1.128 34.504 84.703 7.982 -1.430 -0.383 C11 FH3 11 FH3 N12 N12 N 0 1 Y N N -0.447 35.264 82.432 5.691 -2.463 0.051 N12 FH3 12 FH3 C13 C13 C 0 1 Y N N -0.658 34.858 81.153 4.460 -2.038 0.135 C13 FH3 13 FH3 C14 C14 C 0 1 N N N -0.094 35.540 79.908 3.248 -2.888 0.422 C14 FH3 14 FH3 N15 N15 N 0 1 Y N N -2.863 31.866 80.183 2.044 -0.144 0.115 N15 FH3 15 FH3 C16 C16 C 0 1 Y N N -3.148 31.284 78.941 1.217 0.927 0.043 C16 FH3 16 FH3 C17 C17 C 0 1 Y N N -3.985 30.182 78.509 -0.172 1.092 0.187 C17 FH3 17 FH3 N18 N18 N 0 1 N N N -4.790 29.401 79.445 -0.998 0.006 0.463 N18 FH3 18 FH3 C19 C19 C 0 1 N N N -6.161 29.043 79.657 -2.006 -0.184 -0.611 C19 FH3 19 FH3 C20 C20 C 0 1 N N S -6.297 28.709 81.079 -3.107 -1.026 0.080 C20 FH3 20 FH3 C21 C21 C 0 1 N N N -6.647 29.918 81.849 -4.455 -0.832 -0.617 C21 FH3 21 FH3 N22 N22 N 0 1 N N N -7.307 29.761 83.133 -5.448 -1.728 -0.019 N22 FH3 22 FH3 C23 C23 C 0 1 N N N -6.515 29.767 84.409 -6.716 -1.731 -0.477 C23 FH3 23 FH3 C24 C24 C 0 1 N N N -7.211 29.607 85.697 -7.737 -2.653 0.138 C24 FH3 24 FH3 O25 O25 O 0 1 N N N -5.351 29.895 84.380 -7.035 -0.991 -1.383 O25 FH3 25 FH3 C26 C26 C 0 1 N N N -4.991 28.261 81.485 -3.142 -0.442 1.511 C26 FH3 26 FH3 C27 C27 C 0 1 N N N -4.078 29.126 80.705 -1.770 0.229 1.705 C27 FH3 27 FH3 H03 H03 H 0 1 N N N -3.284 30.443 75.142 -0.256 4.422 -0.339 H03 FH3 28 FH3 H06 H06 H 0 1 N N N -1.091 33.668 78.243 4.096 2.131 -0.490 H06 FH3 29 FH3 H09 H09 H 0 1 N N N -2.318 32.682 82.916 6.117 0.735 -0.507 H09 FH3 30 FH3 H111 H111 H 0 0 N N N -0.530 35.368 85.029 8.462 -1.284 0.585 H111 FH3 31 FH3 H112 H112 H 0 0 N N N -2.166 34.627 85.045 8.266 -2.402 -0.786 H112 FH3 32 FH3 H113 H113 H 0 0 N N N -0.707 33.584 85.133 8.302 -0.645 -1.068 H113 FH3 33 FH3 H141 H141 H 0 0 N N N 0.509 36.410 80.207 2.833 -3.257 -0.516 H141 FH3 34 FH3 H142 H142 H 0 0 N N N 0.538 34.829 79.355 3.536 -3.732 1.048 H142 FH3 35 FH3 H143 H143 H 0 0 N N N -0.922 35.872 79.265 2.499 -2.289 0.940 H143 FH3 36 FH3 H191 H191 H 0 0 N N N -6.817 29.889 79.402 -2.405 0.777 -0.938 H191 FH3 37 FH3 H192 H192 H 0 0 N N N -6.426 28.174 79.037 -1.575 -0.728 -1.451 H192 FH3 38 FH3 H271 H271 H 0 0 N N N -3.129 28.606 80.507 -1.252 -0.223 2.551 H271 FH3 39 FH3 H272 H272 H 0 0 N N N -3.877 30.062 81.247 -1.900 1.298 1.875 H272 FH3 40 FH3 H20 H20 H 0 1 N N N -7.052 27.922 81.226 -2.832 -2.081 0.097 H20 FH3 41 FH3 H211 H211 H 0 0 N N N -5.712 30.468 82.031 -4.781 0.202 -0.498 H211 FH3 42 FH3 H212 H212 H 0 0 N N N -7.311 30.524 81.216 -4.352 -1.060 -1.678 H212 FH3 43 FH3 H261 H261 H 0 0 N N N -4.843 28.405 82.566 -3.940 0.295 1.599 H261 FH3 44 FH3 H262 H262 H 0 0 N N N -4.842 27.201 81.232 -3.280 -1.239 2.242 H262 FH3 45 FH3 H22 H22 H 0 1 N N N -8.300 29.648 83.168 -5.193 -2.320 0.706 H22 FH3 46 FH3 H241 H241 H 0 0 N N N -6.478 29.633 86.516 -7.269 -3.236 0.931 H241 FH3 47 FH3 H242 H242 H 0 0 N N N -7.934 30.425 85.827 -8.554 -2.064 0.554 H242 FH3 48 FH3 H243 H243 H 0 0 N N N -7.741 28.643 85.710 -8.126 -3.325 -0.626 H243 FH3 49 # 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 FH3 CL C02 SING N N 1 FH3 C02 C03 SING Y N 2 FH3 C02 C17 DOUB Y N 3 FH3 C03 N04 DOUB Y N 4 FH3 N04 C05 SING Y N 5 FH3 C05 N06 SING Y N 6 FH3 C05 C16 DOUB Y N 7 FH3 N06 C07 SING Y N 8 FH3 C07 C08 SING N N 9 FH3 C07 N15 DOUB Y N 10 FH3 C08 C09 DOUB Y N 11 FH3 C08 C13 SING Y N 12 FH3 C09 N10 SING Y N 13 FH3 N10 C11 SING N N 14 FH3 N10 N12 SING Y N 15 FH3 N12 C13 DOUB Y N 16 FH3 C13 C14 SING N N 17 FH3 N15 C16 SING Y N 18 FH3 C16 C17 SING Y N 19 FH3 C17 N18 SING N N 20 FH3 N18 C19 SING N N 21 FH3 N18 C27 SING N N 22 FH3 C19 C20 SING N N 23 FH3 C20 C21 SING N N 24 FH3 C20 C26 SING N N 25 FH3 C21 N22 SING N N 26 FH3 N22 C23 SING N N 27 FH3 C23 C24 SING N N 28 FH3 C23 O25 DOUB N N 29 FH3 C26 C27 SING N N 30 FH3 C03 H03 SING N N 31 FH3 N06 H06 SING N N 32 FH3 C09 H09 SING N N 33 FH3 C11 H111 SING N N 34 FH3 C11 H112 SING N N 35 FH3 C11 H113 SING N N 36 FH3 C14 H141 SING N N 37 FH3 C14 H142 SING N N 38 FH3 C14 H143 SING N N 39 FH3 C19 H191 SING N N 40 FH3 C19 H192 SING N N 41 FH3 C27 H271 SING N N 42 FH3 C27 H272 SING N N 43 FH3 C20 H20 SING N N 44 FH3 C21 H211 SING N N 45 FH3 C21 H212 SING N N 46 FH3 C26 H261 SING N N 47 FH3 C26 H262 SING N N 48 FH3 N22 H22 SING N N 49 FH3 C24 H241 SING N N 50 FH3 C24 H242 SING N N 51 FH3 C24 H243 SING N N 52 # 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 FH3 SMILES ACDLabs 12.01 "O=C(NCC4CCN(c1c2nc(nc2ncc1Cl)c3cn(nc3C)C)C4)C" FH3 InChI InChI 1.03 "InChI=1S/C18H22ClN7O/c1-10-13(9-25(3)24-10)17-22-15-16(14(19)7-21-18(15)23-17)26-5-4-12(8-26)6-20-11(2)27/h7,9,12H,4-6,8H2,1-3H3,(H,20,27)(H,21,22,23)/t12-/m0/s1" FH3 InChIKey InChI 1.03 KLKOJHYRAITDCX-LBPRGKRZSA-N FH3 SMILES_CANONICAL CACTVS 3.385 "Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[C@@H](CNC(C)=O)C4)c3n2" FH3 SMILES CACTVS 3.385 "Cn1cc(c(C)n1)c2[nH]c3ncc(Cl)c(N4CC[CH](CNC(C)=O)C4)c3n2" FH3 SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)C)c2[nH]c3c(n2)c(c(cn3)Cl)N4CC[C@H](C4)CNC(=O)C" FH3 SMILES "OpenEye OEToolkits" 1.9.2 "Cc1c(cn(n1)C)c2[nH]c3c(n2)c(c(cn3)Cl)N4CCC(C4)CNC(=O)C" # 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 FH3 "SYSTEMATIC NAME" ACDLabs 12.01 "N-({(3S)-1-[6-chloro-2-(1,3-dimethyl-1H-pyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl}methyl)acetamide" FH3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "N-[[(3S)-1-[6-chloranyl-2-(1,3-dimethylpyrazol-4-yl)-3H-imidazo[4,5-b]pyridin-7-yl]pyrrolidin-3-yl]methyl]ethanamide" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site FH3 "Create component" 2013-07-19 EBI FH3 "Initial release" 2013-11-20 RCSB FH3 "Modify descriptor" 2014-09-05 RCSB #