data_AAX
# 
_chem_comp.id                                    AAX 
_chem_comp.name                                  N-(CYCLOPROPYLMETHYL)-4-(METHYLOXY)-3-({5-[3-(3-PYRIDINYL)PHENYL]-1,3-OXAZOL-2-YL}AMINO)BENZENESULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C25 H24 N4 O4 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2004-12-09 
_chem_comp.pdbx_modified_date                    2008-10-14 
_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                        476.547 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     AAX 
_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        1Y6B 
_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 
AAX O29  O29  O 0 1 N N N -0.034 31.028 21.307 -1.445 -1.839 3.979  O29  AAX 1  
AAX S27  S27  S 0 1 N N N -0.598 29.762 21.567 -0.792 -1.002 4.924  S27  AAX 2  
AAX O28  O28  O 0 1 N N N -0.464 29.422 22.948 -0.433 -1.378 6.247  O28  AAX 3  
AAX N30  N30  N 0 1 N N N -2.092 29.843 21.031 -1.756 0.335  5.082  N30  AAX 4  
AAX C31  C31  C 0 1 N N N -2.268 30.145 19.609 -2.174 1.081  3.893  C31  AAX 5  
AAX C32  C32  C 0 1 N N N -3.690 30.590 19.271 -3.051 2.262  4.315  C32  AAX 6  
AAX C34  C34  C 0 1 N N N -3.863 31.100 17.841 -4.533 2.210  3.938  C34  AAX 7  
AAX C33  C33  C 0 1 N N N -3.918 32.071 19.015 -3.592 3.170  3.209  C33  AAX 8  
AAX C6   C6   C 0 1 Y N N 0.267  28.606 20.773 0.704  -0.484 4.151  C6   AAX 9  
AAX C5   C5   C 0 1 Y N N 0.024  27.275 21.079 1.769  -0.062 4.924  C5   AAX 10 
AAX C4   C4   C 0 1 Y N N 0.761  26.258 20.473 2.946  0.344  4.324  C4   AAX 11 
AAX C7   C7   C 0 1 Y N N 1.270  28.881 19.815 0.809  -0.500 2.773  C7   AAX 12 
AAX C8   C8   C 0 1 Y N N 2.005  27.865 19.162 1.985  -0.087 2.163  C8   AAX 13 
AAX C3   C3   C 0 1 Y N N 1.737  26.550 19.505 3.060  0.331  2.943  C3   AAX 14 
AAX O2   O2   O 0 1 N N N 2.452  25.573 18.867 4.217  0.731  2.351  O2   AAX 15 
AAX C1   C1   C 0 1 N N N 2.277  24.165 19.091 5.113  1.100  3.401  C1   AAX 16 
AAX N9   N9   N 0 1 N N N 2.932  28.092 18.143 2.094  -0.103 0.767  N9   AAX 17 
AAX C10  C10  C 0 1 Y N N 2.857  29.105 17.242 0.983  -0.364 -0.009 C10  AAX 18 
AAX O14  O14  O 0 1 Y N N 1.841  29.987 17.265 0.985  -0.542 -1.339 O14  AAX 19 
AAX C13  C13  C 0 1 Y N N 2.176  30.906 16.328 -0.292 -0.774 -1.725 C13  AAX 20 
AAX C12  C12  C 0 1 Y N N 3.356  30.511 15.698 -1.057 -0.732 -0.606 C12  AAX 21 
AAX N11  N11  N 0 1 Y N N 3.809  29.374 16.297 -0.245 -0.483 0.433  N11  AAX 22 
AAX C15  C15  C 0 1 Y N N 1.217  31.969 16.056 -0.762 -1.025 -3.102 C15  AAX 23 
AAX C20  C20  C 0 1 Y N N 1.167  32.583 14.804 -0.225 -0.302 -4.167 C20  AAX 24 
AAX C19  C19  C 0 1 Y N N 0.195  33.555 14.548 -0.670 -0.548 -5.462 C19  AAX 25 
AAX C18  C18  C 0 1 Y N N -0.772 33.866 15.529 -1.656 -1.508 -5.687 C18  AAX 26 
AAX C17  C17  C 0 1 Y N N -0.750 33.181 16.740 -2.190 -2.218 -4.629 C17  AAX 27 
AAX C16  C16  C 0 1 Y N N 0.222  32.234 17.006 -1.750 -1.984 -3.342 C16  AAX 28 
AAX C21  C21  C 0 1 Y N N 0.190  34.236 13.215 -0.099 0.212  -6.601 C21  AAX 29 
AAX C26  C26  C 0 1 Y N N 0.008  35.625 13.096 1.262  0.498  -6.649 C26  AAX 30 
AAX N25  N25  N 0 1 Y N N 0.035  36.248 11.896 1.771  1.168  -7.663 N25  AAX 31 
AAX C24  C24  C 0 1 Y N N 0.225  35.550 10.773 1.021  1.602  -8.657 C24  AAX 32 
AAX C23  C23  C 0 1 Y N N 0.420  34.168 10.831 -0.340 1.363  -8.679 C23  AAX 33 
AAX C22  C22  C 0 1 Y N N 0.384  33.492 12.054 -0.921 0.658  -7.640 C22  AAX 34 
AAX H30  H30  H 0 1 N N N -2.619 30.514 21.590 -2.044 0.624  5.962  H30  AAX 35 
AAX H311 1H31 H 0 0 N N N -1.958 29.281 18.976 -2.740 0.425  3.233  H311 AAX 36 
AAX H312 2H31 H 0 0 N N N -1.521 30.898 19.265 -1.293 1.452  3.369  H312 AAX 37 
AAX H32  H32  H 0 1 N N N -4.185 29.836 19.926 -2.789 2.727  5.265  H32  AAX 38 
AAX H341 1H34 H 0 0 N N N -4.538 30.851 16.989 -4.883 1.335  3.390  H341 AAX 39 
AAX H342 2H34 H 0 0 N N N -3.269 31.031 16.900 -5.246 2.641  4.641  H342 AAX 40 
AAX H331 1H33 H 0 0 N N N -3.378 33.008 19.286 -3.685 4.233  3.431  H331 AAX 41 
AAX H332 2H33 H 0 0 N N N -4.653 32.828 19.376 -3.322 2.927  2.181  H332 AAX 42 
AAX H5   H5   H 0 1 N N N -0.762 27.023 21.811 1.683  -0.051 6.001  H5   AAX 43 
AAX H4   H4   H 0 1 N N N 0.570  25.211 20.763 3.777  0.672  4.931  H4   AAX 44 
AAX H7   H7   H 0 1 N N N 1.488  29.933 19.566 -0.024 -0.830 2.171  H7   AAX 45 
AAX H11  1H1  H 0 1 N N N 1.198  23.941 18.923 6.059  1.430  2.973  H11  AAX 46 
AAX H12A 2H1  H 0 0 N N N 2.860  23.369 18.571 4.675  1.912  3.983  H12A AAX 47 
AAX H13  3H1  H 0 1 N N N 2.396  23.993 20.186 5.287  0.241  4.049  H13  AAX 48 
AAX HN9  HN9  H 0 1 N N N 3.002  27.226 17.609 2.951  0.069  0.346  HN9  AAX 49 
AAX H12  H12  H 0 1 N N N 3.854  31.020 14.856 -2.127 -0.876 -0.559 H12  AAX 50 
AAX H20  H20  H 0 1 N N N 1.892  32.302 14.021 0.538  0.439  -3.988 H20  AAX 51 
AAX H18  H18  H 0 1 N N N -1.539 34.638 15.351 -2.004 -1.696 -6.692 H18  AAX 52 
AAX H17  H17  H 0 1 N N N -1.517 33.393 17.503 -2.954 -2.960 -4.809 H17  AAX 53 
AAX H16  H16  H 0 1 N N N 0.204  31.695 17.968 -2.170 -2.542 -2.518 H16  AAX 54 
AAX H26  H26  H 0 1 N N N -0.164 36.255 13.985 1.909  0.159  -5.853 H26  AAX 55 
AAX H24  H24  H 0 1 N N N 0.221  36.103 9.819  1.478  2.152  -9.466 H24  AAX 56 
AAX H23  H23  H 0 1 N N N 0.604  33.604 9.901  -0.944 1.723  -9.499 H23  AAX 57 
AAX H22  H22  H 0 1 N N N 0.506  32.397 12.102 -1.982 0.456  -7.632 H22  AAX 58 
# 
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 
AAX O29 S27  DOUB N N 1  
AAX S27 O28  DOUB N N 2  
AAX S27 N30  SING N N 3  
AAX S27 C6   SING N N 4  
AAX N30 C31  SING N N 5  
AAX N30 H30  SING N N 6  
AAX C31 C32  SING N N 7  
AAX C31 H311 SING N N 8  
AAX C31 H312 SING N N 9  
AAX C32 C34  SING N N 10 
AAX C32 C33  SING N N 11 
AAX C32 H32  SING N N 12 
AAX C34 C33  SING N N 13 
AAX C34 H341 SING N N 14 
AAX C34 H342 SING N N 15 
AAX C33 H331 SING N N 16 
AAX C33 H332 SING N N 17 
AAX C6  C5   DOUB Y N 18 
AAX C6  C7   SING Y N 19 
AAX C5  C4   SING Y N 20 
AAX C5  H5   SING N N 21 
AAX C4  C3   DOUB Y N 22 
AAX C4  H4   SING N N 23 
AAX C7  C8   DOUB Y N 24 
AAX C7  H7   SING N N 25 
AAX C8  C3   SING Y N 26 
AAX C8  N9   SING N N 27 
AAX C3  O2   SING N N 28 
AAX O2  C1   SING N N 29 
AAX C1  H11  SING N N 30 
AAX C1  H12A SING N N 31 
AAX C1  H13  SING N N 32 
AAX N9  C10  SING N N 33 
AAX N9  HN9  SING N N 34 
AAX C10 O14  SING Y N 35 
AAX C10 N11  DOUB Y N 36 
AAX O14 C13  SING Y N 37 
AAX C13 C12  DOUB Y N 38 
AAX C13 C15  SING N N 39 
AAX C12 N11  SING Y N 40 
AAX C12 H12  SING N N 41 
AAX C15 C20  DOUB Y N 42 
AAX C15 C16  SING Y N 43 
AAX C20 C19  SING Y N 44 
AAX C20 H20  SING N N 45 
AAX C19 C18  DOUB Y N 46 
AAX C19 C21  SING N N 47 
AAX C18 C17  SING Y N 48 
AAX C18 H18  SING N N 49 
AAX C17 C16  DOUB Y N 50 
AAX C17 H17  SING N N 51 
AAX C16 H16  SING N N 52 
AAX C21 C26  DOUB Y N 53 
AAX C21 C22  SING Y N 54 
AAX C26 N25  SING Y N 55 
AAX C26 H26  SING N N 56 
AAX N25 C24  DOUB Y N 57 
AAX C24 C23  SING Y N 58 
AAX C24 H24  SING N N 59 
AAX C23 C22  DOUB Y N 60 
AAX C23 H23  SING N N 61 
AAX C22 H22  SING N N 62 
# 
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 
AAX SMILES           ACDLabs              10.04 O=S(=O)(NCC1CC1)c2cc(c(OC)cc2)Nc3ncc(o3)c5cccc(c4cccnc4)c5                                                                                                                         
AAX InChI            InChI                1.02b InChI=1/C25H24N4O4S/c1-32-23-10-9-21(34(30,31)28-14-17-7-8-17)13-22(23)29-25-27-16-24(33-25)19-5-2-4-18(12-19)20-6-3-11-26-15-20/h2-6,9-13,15-17,28H,7-8,14H2,1H3,(H,27,29)/f/h29H 
AAX InChIKey         InChI                1.02b KRGKAARWVPUWSY-PKRZOPRNCH                                                                                                                                                          
AAX SMILES_CANONICAL CACTVS               3.341 COc1ccc(cc1Nc2oc(cn2)c3cccc(c3)c4cccnc4)[S](=O)(=O)NCC5CC5                                                                                                                         
AAX SMILES           CACTVS               3.341 COc1ccc(cc1Nc2oc(cn2)c3cccc(c3)c4cccnc4)[S](=O)(=O)NCC5CC5                                                                                                                         
AAX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1Nc2ncc(o2)c3cccc(c3)c4cccnc4)S(=O)(=O)NCC5CC5                                                                                                                           
AAX SMILES           "OpenEye OEToolkits" 1.5.0 COc1ccc(cc1Nc2ncc(o2)c3cccc(c3)c4cccnc4)S(=O)(=O)NCC5CC5                                                                                                                           
# 
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 
AAX "SYSTEMATIC NAME" ACDLabs              10.04 N-(cyclopropylmethyl)-4-methoxy-3-{[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino}benzenesulfonamide 
AAX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-(cyclopropylmethyl)-4-methoxy-3-[[5-(3-pyridin-3-ylphenyl)-1,3-oxazol-2-yl]amino]benzenesulfonamide 
# 
