data_GW4
# 
_chem_comp.id                                    GW4 
_chem_comp.name                                  N-[(2S)-2-[(2-BENZOYLPHENYL)AMINO]-3-{4-[2-(5-METHYL-2-PHENYL-1,3-OXAZOL-4-YL)ETHOXY]PHENYL}PROPYL]ACETAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C36 H35 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-05-01 
_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                        573.681 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     GW4 
_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                  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 
GW4 O    O    O 0 1 Y N N 18.344 64.725 8.505  7.386  0.631  1.158  O    GW4 1  
GW4 C    C    C 0 1 Y N N 17.099 65.274 8.550  7.174  -0.030 0.007  C    GW4 2  
GW4 N    N    N 0 1 Y N N 16.148 64.472 8.981  6.046  0.392  -0.515 N    GW4 3  
GW4 C1   C1   C 0 1 Y N N 16.823 63.310 9.245  5.523  1.327  0.292  C1   GW4 4  
GW4 C2   C2   C 0 1 Y N N 18.157 63.460 8.959  6.355  1.481  1.339  C2   GW4 5  
GW4 C3   C3   C 0 1 N N N 19.345 62.583 9.036  6.169  2.427  2.497  C3   GW4 6  
GW4 C4   C4   C 0 1 Y N N 17.017 66.635 8.098  8.061  -1.060 -0.572 C4   GW4 7  
GW4 C5   C5   C 0 1 Y N N 15.790 67.240 7.945  7.729  -1.671 -1.783 C5   GW4 8  
GW4 C6   C6   C 0 1 Y N N 15.702 68.535 7.490  8.562  -2.632 -2.318 C6   GW4 9  
GW4 C7   C7   C 0 1 Y N N 16.853 69.221 7.175  9.724  -2.990 -1.658 C7   GW4 10 
GW4 C8   C8   C 0 1 Y N N 18.082 68.620 7.323  10.059 -2.388 -0.458 C8   GW4 11 
GW4 C9   C9   C 0 1 Y N N 18.162 67.328 7.787  9.238  -1.422 0.085  C9   GW4 12 
GW4 N1   N1   N 0 1 N N N 20.062 62.776 16.850 -3.899 -0.431 0.426  N1   GW4 13 
GW4 C10  C10  C 0 1 N N S 19.061 62.031 17.613 -3.457 -1.216 1.582  C10  GW4 14 
GW4 C11  C11  C 0 1 N N N 19.597 61.714 18.998 -4.659 -1.934 2.200  C11  GW4 15 
GW4 N2   N2   N 0 1 N N N 18.554 61.225 19.861 -5.341 -2.720 1.170  N2   GW4 16 
GW4 C12  C12  C 0 1 N N N 18.771 60.726 16.918 -2.830 -0.285 2.621  C12  GW4 17 
GW4 C13  C13  C 0 1 Y N N 18.440 60.990 15.498 -1.576 0.329  2.053  C13  GW4 18 
GW4 C14  C14  C 0 1 Y N N 19.429 60.949 14.541 -1.645 1.525  1.362  C14  GW4 19 
GW4 C15  C15  C 0 1 Y N N 17.141 61.271 15.142 -0.358 -0.301 2.229  C15  GW4 20 
GW4 C16  C16  C 0 1 Y N N 19.124 61.191 13.220 -0.497 2.090  0.840  C16  GW4 21 
GW4 C17  C17  C 0 1 Y N N 16.827 61.512 13.825 0.793  0.260  1.709  C17  GW4 22 
GW4 C18  C18  C 0 1 Y N N 17.824 61.473 12.868 0.725  1.456  1.010  C18  GW4 23 
GW4 O1   O1   O 0 1 N N N 17.610 61.706 11.526 1.856  2.010  0.498  O1   GW4 24 
GW4 C19  C19  C 0 1 Y N N 20.164 64.163 17.157 -3.699 -0.915 -0.859 C19  GW4 25 
GW4 C20  C20  C 0 1 Y N N 21.088 64.988 16.537 -4.294 -0.272 -1.957 C20  GW4 26 
GW4 C21  C21  C 0 1 Y N N 21.175 66.334 16.832 -4.084 -0.771 -3.246 C21  GW4 27 
GW4 C22  C22  C 0 1 Y N N 20.349 66.904 17.761 -3.297 -1.886 -3.431 C22  GW4 28 
GW4 C23  C23  C 0 1 Y N N 19.428 66.111 18.387 -2.712 -2.519 -2.346 C23  GW4 29 
GW4 C24  C24  C 0 1 Y N N 19.340 64.772 18.084 -2.904 -2.036 -1.067 C24  GW4 30 
GW4 C25  C25  C 0 1 Y N N 23.132 65.282 15.074 -4.512 2.210  -1.386 C25  GW4 31 
GW4 C26  C26  C 0 1 Y N N 23.376 65.358 13.720 -5.311 3.305  -1.051 C26  GW4 32 
GW4 C27  C27  C 0 1 Y N N 24.420 66.127 13.259 -4.722 4.505  -0.710 C27  GW4 33 
GW4 C28  C28  C 0 1 Y N N 25.205 66.817 14.159 -3.344 4.626  -0.701 C28  GW4 34 
GW4 C29  C29  C 0 1 Y N N 24.956 66.738 15.512 -2.546 3.545  -1.033 C29  GW4 35 
GW4 C30  C30  C 0 1 Y N N 23.918 65.967 15.979 -3.121 2.337  -1.369 C30  GW4 36 
GW4 C31  C31  C 0 1 N N N 22.013 64.450 15.532 -5.135 0.920  -1.752 C31  GW4 37 
GW4 O2   O2   O 0 1 N N N 21.866 63.326 15.072 -6.341 0.844  -1.883 O2   GW4 38 
GW4 C32  C32  C 0 1 N N N 16.266 62.097 11.269 3.079  1.302  0.711  C32  GW4 39 
GW4 C33  C33  C 0 1 N N N 16.115 62.144 9.766  4.233  2.073  0.067  C33  GW4 40 
GW4 C34  C34  C 0 1 N N N 17.829 62.079 20.663 -6.409 -3.476 1.495  C34  GW4 41 
GW4 C35  C35  C 0 1 N N N 16.867 61.344 21.535 -7.111 -4.284 0.435  C35  GW4 42 
GW4 O3   O3   O 0 1 N N N 17.920 63.298 20.701 -6.805 -3.504 2.641  O3   GW4 43 
GW4 H31  1H3  H 0 1 N N N 19.707 62.365 8.020  7.007  2.326  3.186  H31  GW4 44 
GW4 H32  2H3  H 0 1 N N N 20.138 63.089 9.607  6.124  3.451  2.125  H32  GW4 45 
GW4 H33  3H3  H 0 1 N N N 19.074 61.642 9.538  5.240  2.188  3.015  H33  GW4 46 
GW4 H5   H5   H 0 1 N N N 14.890 66.694 8.184  6.822  -1.392 -2.299 H5   GW4 47 
GW4 H6   H6   H 0 1 N N N 14.738 69.010 7.381  8.306  -3.105 -3.255 H6   GW4 48 
GW4 H7   H7   H 0 1 N N N 16.791 70.236 6.810  10.373 -3.743 -2.082 H7   GW4 49 
GW4 H8   H8   H 0 1 N N N 18.982 69.162 7.075  10.967 -2.673 0.052  H8   GW4 50 
GW4 H9   H9   H 0 1 N N N 19.127 66.857 7.907  9.503  -0.950 1.020  H9   GW4 51 
GW4 HN1  HN1  H 0 1 N N N 19.820 62.700 15.883 -4.332 0.427  0.559  HN1  GW4 52 
GW4 H10  H10  H 0 1 N N N 18.149 62.641 17.690 -2.720 -1.952 1.261  H10  GW4 53 
GW4 H111 1H11 H 0 0 N N N 20.377 60.943 18.910 -4.316 -2.596 2.995  H111 GW4 54 
GW4 H112 2H11 H 0 0 N N N 20.006 62.637 19.434 -5.349 -1.198 2.612  H112 GW4 55 
GW4 HN2  HN2  H 0 1 N N N 18.352 60.246 19.879 -5.025 -2.697 0.253  HN2  GW4 56 
GW4 H121 1H12 H 0 0 N N N 19.656 60.075 16.974 -3.537 0.504  2.876  H121 GW4 57 
GW4 H122 2H12 H 0 0 N N N 17.921 60.229 17.408 -2.582 -0.854 3.516  H122 GW4 58 
GW4 H14  H14  H 0 1 N N N 20.446 60.727 14.827 -2.597 2.017  1.229  H14  GW4 59 
GW4 H15  H15  H 0 1 N N N 16.369 61.302 15.896 -0.306 -1.232 2.773  H15  GW4 60 
GW4 H16  H16  H 0 1 N N N 19.898 61.160 12.467 -0.552 3.023  0.300  H16  GW4 61 
GW4 H17  H17  H 0 1 N N N 15.808 61.730 13.540 1.744  -0.233 1.847  H17  GW4 62 
GW4 H21  H21  H 0 1 N N N 21.905 66.945 16.322 -4.538 -0.282 -4.096 H21  GW4 63 
GW4 H22  H22  H 0 1 N N N 20.423 67.956 17.995 -3.136 -2.270 -4.428 H22  GW4 64 
GW4 H23  H23  H 0 1 N N N 18.765 66.539 19.124 -2.097 -3.393 -2.502 H23  GW4 65 
GW4 H24  H24  H 0 1 N N N 18.598 64.173 18.591 -2.440 -2.532 -0.228 H24  GW4 66 
GW4 H26  H26  H 0 1 N N N 22.751 64.817 13.024 -6.387 3.212  -1.058 H26  GW4 67 
GW4 H27  H27  H 0 1 N N N 24.623 66.190 12.200 -5.339 5.353  -0.451 H27  GW4 68 
GW4 H28  H28  H 0 1 N N N 26.022 67.425 13.800 -2.889 5.568  -0.435 H28  GW4 69 
GW4 H29  H29  H 0 1 N N N 25.578 67.283 16.207 -1.471 3.646  -1.024 H29  GW4 70 
GW4 H30  H30  H 0 1 N N N 23.720 65.898 17.039 -2.497 1.494  -1.628 H30  GW4 71 
GW4 H321 1H32 H 0 0 N N N 15.564 61.371 11.704 3.260  1.205  1.782  H321 GW4 72 
GW4 H322 2H32 H 0 0 N N N 16.043 63.075 11.721 3.009  0.311  0.263  H322 GW4 73 
GW4 H331 1H33 H 0 0 N N N 15.049 62.215 9.506  4.303  3.064  0.515  H331 GW4 74 
GW4 H332 2H33 H 0 0 N N N 16.538 61.229 9.325  4.052  2.171  -1.003 H332 GW4 75 
GW4 H351 1H35 H 0 0 N N N 17.327 61.163 22.518 -6.659 -5.274 0.374  H351 GW4 76 
GW4 H352 2H35 H 0 0 N N N 15.955 61.945 21.662 -8.166 -4.382 0.692  H352 GW4 77 
GW4 H353 3H35 H 0 0 N N N 16.610 60.382 21.068 -7.016 -3.782 -0.528 H353 GW4 78 
# 
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 
GW4 O   C    SING Y N 1  
GW4 O   C2   SING Y N 2  
GW4 C   C4   SING N N 3  
GW4 C   N    DOUB Y N 4  
GW4 N   C1   SING Y N 5  
GW4 C1  C2   DOUB Y N 6  
GW4 C1  C33  SING N N 7  
GW4 C2  C3   SING N N 8  
GW4 C3  H31  SING N N 9  
GW4 C3  H32  SING N N 10 
GW4 C3  H33  SING N N 11 
GW4 C4  C9   DOUB Y N 12 
GW4 C4  C5   SING Y N 13 
GW4 C5  C6   DOUB Y N 14 
GW4 C5  H5   SING N N 15 
GW4 C6  C7   SING Y N 16 
GW4 C6  H6   SING N N 17 
GW4 C7  C8   DOUB Y N 18 
GW4 C7  H7   SING N N 19 
GW4 C8  C9   SING Y N 20 
GW4 C8  H8   SING N N 21 
GW4 C9  H9   SING N N 22 
GW4 N1  C19  SING N N 23 
GW4 N1  C10  SING N N 24 
GW4 N1  HN1  SING N N 25 
GW4 C10 C12  SING N N 26 
GW4 C10 C11  SING N N 27 
GW4 C10 H10  SING N N 28 
GW4 C11 N2   SING N N 29 
GW4 C11 H111 SING N N 30 
GW4 C11 H112 SING N N 31 
GW4 N2  C34  SING N N 32 
GW4 N2  HN2  SING N N 33 
GW4 C12 C13  SING N N 34 
GW4 C12 H121 SING N N 35 
GW4 C12 H122 SING N N 36 
GW4 C13 C14  DOUB Y N 37 
GW4 C13 C15  SING Y N 38 
GW4 C14 C16  SING Y N 39 
GW4 C14 H14  SING N N 40 
GW4 C15 C17  DOUB Y N 41 
GW4 C15 H15  SING N N 42 
GW4 C16 C18  DOUB Y N 43 
GW4 C16 H16  SING N N 44 
GW4 C17 C18  SING Y N 45 
GW4 C17 H17  SING N N 46 
GW4 C18 O1   SING N N 47 
GW4 O1  C32  SING N N 48 
GW4 C19 C20  SING Y N 49 
GW4 C19 C24  DOUB Y N 50 
GW4 C20 C31  SING N N 51 
GW4 C20 C21  DOUB Y N 52 
GW4 C21 C22  SING Y N 53 
GW4 C21 H21  SING N N 54 
GW4 C22 C23  DOUB Y N 55 
GW4 C22 H22  SING N N 56 
GW4 C23 C24  SING Y N 57 
GW4 C23 H23  SING N N 58 
GW4 C24 H24  SING N N 59 
GW4 C25 C26  SING Y N 60 
GW4 C25 C31  SING N N 61 
GW4 C25 C30  DOUB Y N 62 
GW4 C26 C27  DOUB Y N 63 
GW4 C26 H26  SING N N 64 
GW4 C27 C28  SING Y N 65 
GW4 C27 H27  SING N N 66 
GW4 C28 C29  DOUB Y N 67 
GW4 C28 H28  SING N N 68 
GW4 C29 C30  SING Y N 69 
GW4 C29 H29  SING N N 70 
GW4 C30 H30  SING N N 71 
GW4 C31 O2   DOUB N N 72 
GW4 C32 C33  SING N N 73 
GW4 C32 H321 SING N N 74 
GW4 C32 H322 SING N N 75 
GW4 C33 H331 SING N N 76 
GW4 C33 H332 SING N N 77 
GW4 C34 O3   DOUB N N 78 
GW4 C34 C35  SING N N 79 
GW4 C35 H351 SING N N 80 
GW4 C35 H352 SING N N 81 
GW4 C35 H353 SING N N 82 
# 
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 
GW4 SMILES           ACDLabs              10.04 O=C(c1ccccc1)c2ccccc2NC(CNC(=O)C)Cc5ccc(OCCc3nc(oc3C)c4ccccc4)cc5 
GW4 InChI            InChI                1.02b 
InChI=1/C36H35N3O4/c1-25-33(39-36(43-25)29-13-7-4-8-14-29)21-22-42-31-19-17-27(18-20-31)23-30(24-37-26(2)40)38-34-16-10-9-15-32(34)35(41)28-11-5-3-6-12-28/h3-20,30,38H,21-24H2,1-2H3,(H,37,40)/t30-/m0/s1/f/h37H 
GW4 InChIKey         InChI                1.02b WCJXONGEWJNZQV-TVKQJTNBDZ 
GW4 SMILES_CANONICAL CACTVS               3.341 CC(=O)NC[C@H](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)Nc4ccccc4C(=O)c5ccccc5 
GW4 SMILES           CACTVS               3.341 CC(=O)NC[CH](Cc1ccc(OCCc2nc(oc2C)c3ccccc3)cc1)Nc4ccccc4C(=O)c5ccccc5 
GW4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3ccc(cc3)C[C@@H](CNC(=O)C)Nc4ccccc4C(=O)c5ccccc5 
GW4 SMILES           "OpenEye OEToolkits" 1.5.0 Cc1c(nc(o1)c2ccccc2)CCOc3ccc(cc3)CC(CNC(=O)C)Nc4ccccc4C(=O)c5ccccc5 
# 
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 
GW4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(2S)-3-{4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl}-2-{[2-(phenylcarbonyl)phenyl]amino}propyl]acetamide  
GW4 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-3-[4-[2-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethoxy]phenyl]-2-[[2-(phenylcarbonyl)phenyl]amino]propyl]ethanamide 
# 
