data_I26
# 
_chem_comp.id                                    I26 
_chem_comp.name                                  "(2R)-[(4-CARBAMIMIDOYLPHENYL)AMINO]{3-[3-(DIMETHYLAMINO)-2,2-DIMETHYLPROPOXY]-5-ETHYL-2-FLUOROPHENYL}ETHANOIC ACID" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C24 H33 F N4 O3" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-06-20 
_chem_comp.pdbx_modified_date                    2008-10-14 
_chem_comp.pdbx_ambiguous_flag                   ? 
_chem_comp.pdbx_release_status                   REL 
_chem_comp.pdbx_replaced_by                      ? 
_chem_comp.pdbx_replaces                         ? 
_chem_comp.formula_weight                        444.542 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     I26 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        "Corina V3.40" 
_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 
I26 O17  O17  O 0 1 N N N 15.029 -12.045 17.464 -2.841 0.030  -2.840 O17  I26 1  
I26 C15  C15  C 0 1 N N N 15.590 -12.916 18.183 -1.938 -0.517 -2.251 C15  I26 2  
I26 O16  O16  O 0 1 N N N 15.927 -14.082 17.797 -1.185 -1.433 -2.880 O16  I26 3  
I26 C13  C13  C 0 1 N N R 15.918 -12.587 19.606 -1.654 -0.166 -0.814 C13  I26 4  
I26 N14  N14  N 0 1 N N N 15.507 -11.282 20.157 -2.603 0.856  -0.364 N14  I26 5  
I26 C1   C1   C 0 1 Y N N 14.380 -11.249 20.983 -3.866 0.482  0.089  C1   I26 6  
I26 C6   C6   C 0 1 Y N N 13.598 -12.402 21.203 -4.766 1.453  0.516  C6   I26 7  
I26 C4   C4   C 0 1 Y N N 12.489 -12.330 22.039 -6.015 1.086  0.964  C4   I26 8  
I26 C3   C3   C 0 1 Y N N 12.156 -11.097 22.614 -6.378 -0.262 0.990  C3   I26 9  
I26 C18  C18  C 0 1 N N N 11.038 -11.015 23.531 -7.719 -0.659 1.470  C18  I26 10 
I26 N20  N20  N 0 1 N N N 10.780 -9.881  24.237 -8.076 -1.990 1.495  N20  I26 11 
I26 N19  N19  N 0 1 N N N 10.283 -12.100 23.838 -8.564 0.250  1.870  N19  I26 12 
I26 C5   C5   C 0 1 Y N N 12.948 -9.955  22.397 -5.473 -1.235 0.561  C5   I26 13 
I26 C2   C2   C 0 1 Y N N 14.047 -10.010 21.566 -4.227 -0.862 0.108  C2   I26 14 
I26 C11  C11  C 0 1 Y N N 17.412 -12.704 19.894 -0.249 0.367  -0.695 C11  I26 15 
I26 C8   C8   C 0 1 Y N N 17.903 -13.018 21.174 0.806  -0.505 -0.499 C8   I26 16 
I26 C9   C9   C 0 1 Y N N 18.385 -12.501 18.896 -0.016 1.727  -0.788 C9   I26 17 
I26 C10  C10  C 0 1 Y N N 19.772 -12.628 19.202 1.272  2.218  -0.680 C10  I26 18 
I26 C21  C21  C 0 1 N N N 20.846 -12.413 18.191 1.522  3.701  -0.783 C21  I26 19 
I26 C22  C22  C 0 1 N N N 20.401 -12.452 16.729 1.439  4.330  0.609  C22  I26 20 
I26 C12  C12  C 0 1 Y N N 20.223 -12.957 20.490 2.330  1.352  -0.478 C12  I26 21 
I26 C7   C7   C 0 1 Y N N 19.271 -13.163 21.467 2.101  -0.012 -0.390 C7   I26 22 
I26 O23  O23  O 0 1 N N N 19.633 -13.480 22.767 3.141  -0.867 -0.197 O23  I26 23 
I26 C24  C24  C 0 1 N N N 20.939 -14.018 22.990 4.444  -0.289 -0.094 C24  I26 24 
I26 C25  C25  C 0 1 N N N 21.036 -14.440 24.471 5.477  -1.398 0.119  C25  I26 25 
I26 C26  C26  C 0 1 N N N 20.806 -13.259 25.424 5.152  -2.157 1.407  C26  I26 26 
I26 C27  C27  C 0 1 N N N 22.451 -14.958 24.720 5.440  -2.364 -1.066 C27  I26 27 
I26 C28  C28  C 0 1 N N N 19.968 -15.474 24.892 6.872  -0.780 0.229  C28  I26 28 
I26 N29  N29  N 0 1 N N N 19.440 -16.409 23.888 6.906  0.153  1.364  N29  I26 29 
I26 C31  C31  C 0 1 N N N 19.427 -17.759 24.492 7.241  -0.547 2.611  C31  I26 30 
I26 C30  C30  C 0 1 N N N 18.047 -16.067 23.509 7.844  1.255  1.111  C30  I26 31 
I26 F20  F20  F 0 1 N N N 17.066 -13.235 22.216 0.579  -1.834 -0.413 F20  I26 32 
I26 H16  H16  H 0 1 N N N 15.691 -14.194 16.884 -1.403 -1.622 -3.803 H16  I26 33 
I26 H13  H13  H 0 1 N N N 15.298 -13.345 20.106 -1.758 -1.056 -0.194 H13  I26 34 
I26 H14  H14  H 0 1 N N N 16.274 -10.944 20.702 -2.352 1.793  -0.382 H14  I26 35 
I26 H6   H6   H 0 1 N N N 13.859 -13.335 20.725 -4.485 2.496  0.496  H6   I26 36 
I26 H2   H2   H 0 1 N N N 14.637 -9.127  21.367 -3.528 -1.613 -0.228 H2   I26 37 
I26 H4   H4   H 0 1 N N N 11.895 -13.209 22.241 -6.714 1.840  1.296  H4   I26 38 
I26 H5   H5   H 0 1 N N N 12.693 -9.026  22.886 -5.751 -2.278 0.580  H5   I26 39 
I26 H19  H19  H 0 1 N N N 9.569  -11.829 24.484 -9.443 -0.011 2.185  H19  I26 40 
I26 H201 1H20 H 0 0 N N N 11.425 -9.169  23.961 -7.447 -2.667 1.198  H201 I26 41 
I26 H202 2H20 H 0 0 N N N 10.060 -9.777  24.923 -8.955 -2.251 1.811  H202 I26 42 
I26 H9   H9   H 0 1 N N N 18.078 -12.247 17.892 -0.840 2.406  -0.946 H9   I26 43 
I26 H211 1H21 H 0 0 N N N 21.279 -11.419 18.377 2.514  3.874  -1.201 H211 I26 44 
I26 H212 2H21 H 0 0 N N N 21.550 -13.249 18.315 0.771  4.152  -1.431 H212 I26 45 
I26 H12  H12  H 0 1 N N N 21.277 -13.046 20.708 3.335  1.738  -0.394 H12  I26 46 
I26 H221 1H22 H 0 0 N N N 19.302 -12.461 16.680 1.620  5.402  0.535  H221 I26 47 
I26 H222 2H22 H 0 0 N N N 20.784 -11.563 16.206 0.447  4.157  1.027  H222 I26 48 
I26 H223 3H22 H 0 0 N N N 20.797 -13.359 16.250 2.190  3.878  1.258  H223 I26 49 
I26 H241 1H24 H 0 0 N N N 21.102 -14.890 22.340 4.675  0.252  -1.012 H241 I26 50 
I26 H242 2H24 H 0 0 N N N 21.706 -13.265 22.758 4.470  0.399  0.750  H242 I26 51 
I26 H261 1H26 H 0 0 N N N 20.751 -13.628 26.459 4.248  -2.748 1.262  H261 I26 52 
I26 H262 2H26 H 0 0 N N N 21.639 -12.547 25.333 5.982  -2.818 1.658  H262 I26 53 
I26 H263 3H26 H 0 0 N N N 19.863 -12.756 25.164 4.995  -1.446 2.218  H263 I26 54 
I26 H271 1H27 H 0 0 N N N 22.971 -15.083 23.759 5.584  -1.809 -1.993 H271 I26 55 
I26 H272 2H27 H 0 0 N N N 23.001 -14.237 25.343 6.234  -3.103 -0.958 H272 I26 56 
I26 H273 3H27 H 0 0 N N N 22.401 -15.927 25.237 4.474  -2.870 -1.092 H273 I26 57 
I26 H281 1H28 H 0 0 N N N 20.427 -16.091 25.678 7.608  -1.569 0.385  H281 I26 58 
I26 H282 2H28 H 0 0 N N N 19.098 -14.862 25.171 7.105  -0.242 -0.690 H282 I26 59 
I26 H311 1H31 H 0 0 N N N 19.424 -18.518 23.695 8.264  -0.919 2.555  H311 I26 60 
I26 H312 2H31 H 0 0 N N N 20.322 -17.889 25.118 7.150  0.142  3.450  H312 I26 61 
I26 H313 3H31 H 0 0 N N N 18.525 -17.874 25.112 6.557  -1.384 2.753  H313 I26 62 
I26 H301 1H30 H 0 0 N N N 17.430 -15.982 24.416 7.532  1.800  0.220  H301 I26 63 
I26 H302 2H30 H 0 0 N N N 18.039 -15.109 22.969 7.850  1.931  1.967  H302 I26 64 
I26 H303 3H30 H 0 0 N N N 17.639 -16.857 22.861 8.845  0.853  0.959  H303 I26 65 
# 
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 
I26 O17 C15  DOUB N N 1  
I26 C15 C13  SING N N 2  
I26 C15 O16  SING N N 3  
I26 O16 H16  SING N N 4  
I26 C13 H13  SING N N 5  
I26 C13 N14  SING N N 6  
I26 C13 C11  SING N N 7  
I26 N14 C1   SING N N 8  
I26 N14 H14  SING N N 9  
I26 C1  C6   SING Y N 10 
I26 C1  C2   DOUB Y N 11 
I26 C6  C4   DOUB Y N 12 
I26 C6  H6   SING N N 13 
I26 C4  C3   SING Y N 14 
I26 C4  H4   SING N N 15 
I26 C3  C18  SING N N 16 
I26 C3  C5   DOUB Y N 17 
I26 C18 N19  DOUB N N 18 
I26 C18 N20  SING N N 19 
I26 N20 H201 SING N N 20 
I26 N20 H202 SING N N 21 
I26 N19 H19  SING N N 22 
I26 C5  C2   SING Y N 23 
I26 C5  H5   SING N N 24 
I26 C2  H2   SING N N 25 
I26 C11 C8   SING Y N 26 
I26 C11 C9   DOUB Y N 27 
I26 C8  C7   DOUB Y N 28 
I26 C8  F20  SING N N 29 
I26 C9  C10  SING Y N 30 
I26 C9  H9   SING N N 31 
I26 C10 C21  SING N N 32 
I26 C10 C12  DOUB Y N 33 
I26 C21 C22  SING N N 34 
I26 C21 H211 SING N N 35 
I26 C21 H212 SING N N 36 
I26 C22 H221 SING N N 37 
I26 C22 H222 SING N N 38 
I26 C22 H223 SING N N 39 
I26 C12 C7   SING Y N 40 
I26 C12 H12  SING N N 41 
I26 C7  O23  SING N N 42 
I26 O23 C24  SING N N 43 
I26 C24 C25  SING N N 44 
I26 C24 H241 SING N N 45 
I26 C24 H242 SING N N 46 
I26 C25 C26  SING N N 47 
I26 C25 C27  SING N N 48 
I26 C25 C28  SING N N 49 
I26 C26 H261 SING N N 50 
I26 C26 H262 SING N N 51 
I26 C26 H263 SING N N 52 
I26 C27 H271 SING N N 53 
I26 C27 H272 SING N N 54 
I26 C27 H273 SING N N 55 
I26 C28 N29  SING N N 56 
I26 C28 H281 SING N N 57 
I26 C28 H282 SING N N 58 
I26 N29 C31  SING N N 59 
I26 N29 C30  SING N N 60 
I26 C31 H311 SING N N 61 
I26 C31 H312 SING N N 62 
I26 C31 H313 SING N N 63 
I26 C30 H301 SING N N 64 
I26 C30 H302 SING N N 65 
I26 C30 H303 SING N N 66 
# 
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 
I26 SMILES           ACDLabs              10.04 O=C(O)C(c1cc(cc(OCC(C)(C)CN(C)C)c1F)CC)Nc2ccc(C(=[N@H])N)cc2                                                                                                                                         
I26 InChI            InChI                1.02b InChI=1/C24H33FN4O3/c1-6-15-11-18(20(25)19(12-15)32-14-24(2,3)13-29(4)5)21(23(30)31)28-17-9-7-16(8-10-17)22(26)27/h7-12,21,28H,6,13-14H2,1-5H3,(H3,26,27)(H,30,31)/t21-/m1/s1/f/h26,30H,27H2/b26-22- 
I26 InChIKey         InChI                1.02b ZLPZGXNFKLAJEI-JIDJEYJHDM                                                                                                                                                                            
I26 SMILES_CANONICAL CACTVS               3.341 CCc1cc(OCC(C)(C)CN(C)C)c(F)c(c1)[C@@H](Nc2ccc(cc2)C(N)=N)C(O)=O                                                                                                                                      
I26 SMILES           CACTVS               3.341 CCc1cc(OCC(C)(C)CN(C)C)c(F)c(c1)[CH](Nc2ccc(cc2)C(N)=N)C(O)=O                                                                                                                                        
I26 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 [H]/N=C(/c1ccc(cc1)N[C@H](c2cc(cc(c2F)OCC(C)(C)CN(C)C)CC)C(=O)O)\N                                                                                                                                   
I26 SMILES           "OpenEye OEToolkits" 1.5.0 [H]N=C(c1ccc(cc1)NC(c2cc(cc(c2F)OCC(C)(C)CN(C)C)CC)C(=O)O)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 
I26 "SYSTEMATIC NAME" ACDLabs              10.04 "(2R)-[(4-carbamimidoylphenyl)amino]{3-[3-(dimethylamino)-2,2-dimethylpropoxy]-5-ethyl-2-fluorophenyl}ethanoic acid"      
I26 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "(2R)-2-[(4-carbamimidoylphenyl)amino]-2-[3-(3-dimethylamino-2,2-dimethyl-propoxy)-5-ethyl-2-fluoro-phenyl]ethanoic acid" 
# 
