data_I9H # _chem_comp.id I9H _chem_comp.name ;N-[3-(4-CHLOROPHENYL)-1-{N'-CYANO-N-[3-(DIFLUOROMETHOXY)PHENYL]CARBAMIMIDOYL}-4,5-DIHYDRO-1H- PYRAZOL-4-YL]-N-ETHYL-2-HYDROXYACETAMIDE ; _chem_comp.type non-polymer _chem_comp.pdbx_type HETAIN _chem_comp.formula "C22 H21 Cl F2 N6 O3" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-09-24 _chem_comp.pdbx_modified_date 2016-04-22 _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 490.890 _chem_comp.one_letter_code ? _chem_comp.three_letter_code I9H _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 5ARF _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 I9H CAG CAG C 0 1 Y N N 13.667 -16.751 -6.319 2.748 -2.549 0.144 CAG I9H 1 I9H CAL CAL C 0 1 Y N N 14.030 -18.099 -6.330 3.703 -3.524 -0.057 CAL I9H 2 I9H CAR CAR C 0 1 Y N N 13.687 -18.872 -5.182 5.048 -3.195 -0.041 CAR I9H 3 I9H CL1 CL1 CL 0 0 N N N 14.190 -20.492 -5.215 6.242 -4.429 -0.295 CL1 I9H 4 I9H CAM CAM C 0 1 Y N N 13.078 -18.276 -4.090 5.444 -1.886 0.177 CAM I9H 5 I9H CAH CAH C 0 1 Y N N 12.727 -16.937 -4.147 4.500 -0.901 0.379 CAH I9H 6 I9H CAC CAC C 0 1 Y N N 13.039 -16.156 -5.262 3.141 -1.227 0.364 CAC I9H 7 I9H CAA CAA C 0 1 N N N 12.710 -14.821 -5.381 2.126 -0.179 0.579 CAA I9H 8 I9H NAD NAD N 0 1 N N N 13.098 -13.971 -6.348 0.851 -0.362 0.554 NAD I9H 9 I9H CAB CAB C 0 1 N N S 11.766 -14.075 -4.469 2.422 1.275 0.870 CAB I9H 10 I9H NAF NAF N 0 1 N N N 12.202 -13.923 -3.004 3.160 1.882 -0.241 NAF I9H 11 I9H CAK CAK C 0 1 N N N 11.125 -14.179 -1.961 2.634 1.793 -1.605 CAK I9H 12 I9H CAQ CAQ C 0 1 N N N 10.166 -13.012 -1.727 1.872 3.077 -1.941 CAQ I9H 13 I9H CAJ CAJ C 0 1 N N N 13.410 -13.404 -2.701 4.324 2.520 -0.007 CAJ I9H 14 I9H OAP OAP O 0 1 N N N 14.262 -13.251 -3.582 4.760 2.593 1.122 OAP I9H 15 I9H CAO CAO C 0 1 N N N 13.733 -13.059 -1.200 5.084 3.144 -1.149 CAO I9H 16 I9H OAU OAU O 0 1 N N N 15.157 -12.929 -0.905 6.275 3.757 -0.651 OAU I9H 17 I9H CAE CAE C 0 1 N N N 11.724 -12.708 -5.045 1.027 1.918 1.006 CAE I9H 18 I9H NAI NAI N 0 1 N N N 12.550 -12.846 -6.246 0.106 0.791 0.789 NAI I9H 19 I9H CAN CAN C 0 1 N N N 12.944 -11.807 -7.041 -1.260 0.864 0.815 CAN I9H 20 I9H NAT NAT N 0 1 N N N 12.397 -10.575 -6.892 -1.856 2.020 1.048 NAT I9H 21 I9H CAX CAX C 0 1 N N N 12.809 -9.476 -7.601 -3.195 2.064 1.248 CAX I9H 22 I9H NBA NBA N 0 1 N N N 13.157 -8.536 -8.199 -4.318 2.101 1.416 NBA I9H 23 I9H NAS NAS N 0 1 N N N 13.989 -12.173 -7.824 -2.009 -0.261 0.600 NAS I9H 24 I9H CAW CAW C 0 1 Y N N 14.434 -11.525 -8.922 -3.305 -0.150 0.085 CAW I9H 25 I9H CAY CAY C 0 1 Y N N 15.701 -11.001 -8.967 -4.300 -1.018 0.514 CAY I9H 26 I9H CAZ CAZ C 0 1 Y N N 13.610 -11.413 -10.069 -3.599 0.832 -0.851 CAZ I9H 27 I9H CBC CBC C 0 1 Y N N 14.059 -10.747 -11.244 -4.879 0.942 -1.360 CBC I9H 28 I9H CBD CBD C 0 1 Y N N 15.383 -10.265 -11.279 -5.870 0.076 -0.938 CBD I9H 29 I9H CBB CBB C 0 1 Y N N 16.186 -10.371 -10.133 -5.582 -0.905 0.002 CBB I9H 30 I9H OBE OBE O 0 1 N N N 17.487 -9.892 -10.103 -6.558 -1.754 0.419 OBE I9H 31 I9H CBF CBF C 0 1 N N N 17.738 -8.716 -10.990 -7.857 -1.579 -0.151 CBF I9H 32 I9H FBH FBH F 0 1 N N N 18.810 -8.039 -10.468 -8.326 -0.294 0.141 FBH I9H 33 I9H FBG FBG F 0 1 N N N 18.083 -9.321 -12.085 -7.783 -1.744 -1.539 FBG I9H 34 I9H HAG HAG H 0 1 N N N 13.893 -16.150 -7.187 1.700 -2.806 0.127 HAG I9H 35 I9H HAL HAL H 0 1 N N N 14.548 -18.537 -7.171 3.400 -4.547 -0.226 HAL I9H 36 I9H HAM HAM H 0 1 N N N 12.878 -18.852 -3.199 6.494 -1.636 0.188 HAM I9H 37 I9H HAH HAH H 0 1 N N N 12.203 -16.490 -3.315 4.810 0.119 0.550 HAH I9H 38 I9H HAB HAB H 0 1 N N N 10.767 -14.535 -4.509 2.983 1.373 1.799 HAB I9H 39 I9H HAE1 HAE1 H 0 0 N N N 10.695 -12.416 -5.301 0.892 2.333 2.005 HAE1 I9H 40 I9H HAE2 HAE2 H 0 0 N N N 12.152 -11.970 -4.350 0.883 2.686 0.247 HAE2 I9H 41 I9H HAK1 HAK1 H 0 0 N N N 10.534 -15.047 -2.287 3.460 1.667 -2.305 HAK1 I9H 42 I9H HAK2 HAK2 H 0 0 N N N 11.621 -14.410 -1.007 1.960 0.940 -1.680 HAK2 I9H 43 I9H HAQ1 HAQ1 H 0 0 N N N 9.428 -13.291 -0.961 0.972 3.136 -1.329 HAQ1 I9H 44 I9H HAQ2 HAQ2 H 0 0 N N N 10.734 -12.134 -1.386 2.507 3.940 -1.740 HAQ2 I9H 45 I9H HAQ3 HAQ3 H 0 0 N N N 9.646 -12.771 -2.666 1.594 3.069 -2.995 HAQ3 I9H 46 I9H HAO1 HAO1 H 0 0 N N N 13.242 -12.106 -0.952 5.347 2.374 -1.874 HAO1 I9H 47 I9H HAO2 HAO2 H 0 0 N N N 13.322 -13.859 -0.567 4.461 3.898 -1.631 HAO2 I9H 48 I9H HAU HAU H 0 1 N N N 15.654 -12.972 -1.714 6.814 4.179 -1.333 HAU I9H 49 I9H HAS HAS H 0 1 N N N 14.478 -13.005 -7.562 -1.642 -1.135 0.804 HAS I9H 50 I9H HAY HAY H 0 1 N N N 16.337 -11.072 -8.097 -4.074 -1.781 1.244 HAY I9H 51 I9H HAZ HAZ H 0 1 N N N 12.619 -11.842 -10.051 -2.827 1.511 -1.182 HAZ I9H 52 I9H HBC HBC H 0 1 N N N 13.400 -10.614 -12.089 -5.107 1.707 -2.088 HBC I9H 53 I9H HBD HBD H 0 1 N N N 15.776 -9.818 -12.180 -6.870 0.164 -1.336 HBD I9H 54 I9H HBF HBF H 0 1 N N N 16.837 -8.091 -11.081 -8.540 -2.319 0.267 HBF I9H 55 # 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 I9H CAG CAL SING Y N 1 I9H CAG CAC DOUB Y N 2 I9H CAL CAR DOUB Y N 3 I9H CAR CL1 SING N N 4 I9H CAR CAM SING Y N 5 I9H CAM CAH DOUB Y N 6 I9H CAH CAC SING Y N 7 I9H CAC CAA SING N N 8 I9H CAA NAD DOUB N N 9 I9H CAA CAB SING N N 10 I9H NAD NAI SING N N 11 I9H CAB NAF SING N N 12 I9H CAB CAE SING N N 13 I9H NAF CAK SING N N 14 I9H NAF CAJ SING N N 15 I9H CAK CAQ SING N N 16 I9H CAJ OAP DOUB N N 17 I9H CAJ CAO SING N N 18 I9H CAO OAU SING N N 19 I9H CAE NAI SING N N 20 I9H NAI CAN SING N N 21 I9H CAN NAT DOUB N N 22 I9H CAN NAS SING N N 23 I9H NAT CAX SING N N 24 I9H CAX NBA TRIP N N 25 I9H NAS CAW SING N N 26 I9H CAW CAY SING Y N 27 I9H CAW CAZ DOUB Y N 28 I9H CAY CBB DOUB Y N 29 I9H CAZ CBC SING Y N 30 I9H CBC CBD DOUB Y N 31 I9H CBD CBB SING Y N 32 I9H CBB OBE SING N N 33 I9H OBE CBF SING N N 34 I9H CBF FBH SING N N 35 I9H CBF FBG SING N N 36 I9H CAG HAG SING N N 37 I9H CAL HAL SING N N 38 I9H CAM HAM SING N N 39 I9H CAH HAH SING N N 40 I9H CAB HAB SING N N 41 I9H CAE HAE1 SING N N 42 I9H CAE HAE2 SING N N 43 I9H CAK HAK1 SING N N 44 I9H CAK HAK2 SING N N 45 I9H CAQ HAQ1 SING N N 46 I9H CAQ HAQ2 SING N N 47 I9H CAQ HAQ3 SING N N 48 I9H CAO HAO1 SING N N 49 I9H CAO HAO2 SING N N 50 I9H OAU HAU SING N N 51 I9H NAS HAS SING N N 52 I9H CAY HAY SING N N 53 I9H CAZ HAZ SING N N 54 I9H CBC HBC SING N N 55 I9H CBD HBD SING N N 56 I9H CBF HBF SING N N 57 # 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 I9H InChI InChI 1.03 "InChI=1S/C22H21ClF2N6O3/c1-2-30(19(33)12-32)18-11-31(29-20(18)14-6-8-15(23)9-7-14)22(27-13-26)28-16-4-3-5-17(10-16)34-21(24)25/h3-10,18,21,32H,2,11-12H2,1H3,(H,27,28)/t18-/m0/s1" I9H InChIKey InChI 1.03 GZPIECMFJJLDAB-SFHVURJKSA-N I9H SMILES_CANONICAL CACTVS 3.385 "CCN([C@H]1CN(N=C1c2ccc(Cl)cc2)C(Nc3cccc(OC(F)F)c3)=NC#N)C(=O)CO" I9H SMILES CACTVS 3.385 "CCN([CH]1CN(N=C1c2ccc(Cl)cc2)C(Nc3cccc(OC(F)F)c3)=NC#N)C(=O)CO" I9H SMILES_CANONICAL "OpenEye OEToolkits" 1.7.6 "CCN([C@H]1CN(N=C1c2ccc(cc2)Cl)/C(=N/C#N)/Nc3cccc(c3)OC(F)F)C(=O)CO" I9H SMILES "OpenEye OEToolkits" 1.7.6 "CCN(C1CN(N=C1c2ccc(cc2)Cl)C(=NC#N)Nc3cccc(c3)OC(F)F)C(=O)CO" # 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 I9H "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.7.6 "N-[(4S)-2-[(E)-N-[3-[bis(fluoranyl)methoxy]phenyl]-N'-cyano-carbamimidoyl]-5-(4-chlorophenyl)-3,4-dihydropyrazol-4-yl]-N-ethyl-2-oxidanyl-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 I9H "Create component" 2015-09-24 EBI I9H "Initial release" 2016-04-27 RCSB #