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 
# 
