data_LIX
# 
_chem_comp.id                                    LIX 
_chem_comp.name                                  N-[2-({2-AMINO-6-ETHYL-5-[4-(3-METHOXYPROPYL)-2,2-DIMETHYL-3-OXO-3,4-DIHYDRO-2H-1,4-BENZOXAZIN-6-YL]PYRIMIDIN-4-YL}AMINO)ETHYL]NAPHTHALENE-2-SULFONAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C32 H38 N6 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-10-04 
_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                        618.746 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIX 
_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        2IL2 
_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 
LIX N1   N1   N 0 1 Y N N -26.022 1.253   -7.275  3.396  2.482  2.474  N1   LIX 1  
LIX N3   N3   N 0 1 N N N -25.285 -0.941  -7.654  3.060  0.369  3.480  N3   LIX 2  
LIX C4   C4   C 0 1 Y N N -24.171 0.990   -8.799  1.435  1.204  1.912  C4   LIX 3  
LIX C5   C5   C 0 1 N N N -23.217 3.195   -9.872  -0.191 2.164  0.268  C5   LIX 4  
LIX C6   C6   C 0 1 N N N -23.838 3.396   -11.228 0.028  1.523  -1.098 C6   LIX 5  
LIX C7   C7   C 0 1 Y N N -21.908 -0.074  -9.270  -0.370 -0.026 3.036  C7   LIX 6  
LIX C8   C8   C 0 1 Y N N -21.163 -0.882  -10.133 -1.142 -1.175 3.184  C8   LIX 7  
LIX C10  C10  C 0 1 Y N N -23.042 -1.218  -11.620 0.070  -2.253 1.371  C10  LIX 8  
LIX C13  C13  C 0 1 N N N -20.583 -3.668  -13.913 -0.247 -5.173 3.145  C13  LIX 9  
LIX C15  C15  C 0 1 N N N -22.857 -2.755  -13.445 -0.504 -4.544 0.739  C15  LIX 10 
LIX C17  C17  C 0 1 N N N -25.013 -0.147  -13.951 2.576  -3.487 -0.272 C17  LIX 11 
LIX C20  C20  C 0 1 N N N -26.282 -1.531  -6.796  4.417  0.252  3.903  C20  LIX 12 
LIX C21  C21  C 0 1 N N N -26.495 -3.005  -7.134  4.718  -1.118 4.488  C21  LIX 13 
LIX C22  C22  C 0 1 N N N -21.940 -4.403  -11.860 -2.432 -5.532 1.992  C22  LIX 14 
LIX C24  C24  C 0 1 Y N N -24.792 -8.357  -8.269  6.132  -3.976 8.717  C24  LIX 15 
LIX C26  C26  C 0 1 Y N N -25.646 -7.987  -10.566 4.259  -5.177 7.734  C26  LIX 16 
LIX C28  C28  C 0 1 Y N N -25.131 -10.209 -9.816  4.673  -5.281 10.129 C28  LIX 17 
LIX O5   O5   O 0 1 N N N -24.438 -3.305  -9.451  6.822  -3.309 3.627  O5   LIX 18 
LIX S1   S1   S 0 1 N N N -25.804 -3.644  -9.686  5.409  -3.635 3.606  S1   LIX 19 
LIX O4   O4   O 0 1 N N N -26.265 -2.968  -10.873 4.894  -4.587 2.640  O4   LIX 20 
LIX C30  C30  C 0 1 Y N N -25.763 -5.226  -9.968  4.963  -4.234 5.208  C30  LIX 21 
LIX C29  C29  C 0 1 Y N N -25.299 -6.096  -8.985  5.724  -3.864 6.304  C29  LIX 22 
LIX C25  C25  C 0 1 Y N N -25.231 -7.462  -9.235  5.383  -4.330 7.583  C25  LIX 23 
LIX C31  C31  C 0 1 Y N N -26.126 -5.732  -11.232 3.863  -5.059 5.337  C31  LIX 24 
LIX C32  C32  C 0 1 Y N N -26.084 -7.096  -11.531 3.509  -5.532 6.600  C32  LIX 25 
LIX C27  C27  C 0 1 Y N N -25.581 -9.354  -10.815 3.917  -5.644 9.014  C27  LIX 26 
LIX C23  C23  C 0 1 Y N N -24.746 -9.724  -8.555  5.778  -4.449 9.981  C23  LIX 27 
LIX N6   N6   N 0 1 N N N -26.828 -3.148  -8.550  4.508  -2.170 3.531  N6   LIX 28 
LIX C1   C1   C 0 1 Y N N -25.191 0.396   -7.881  2.620  1.386  2.595  C1   LIX 29 
LIX C3   C3   C 0 1 Y N N -24.175 2.464   -8.956  1.069  2.235  1.069  C3   LIX 30 
LIX N2   N2   N 0 1 Y N N -25.085 3.187   -8.254  1.796  3.359  0.899  N2   LIX 31 
LIX C2   C2   C 0 1 Y N N -25.999 2.589   -7.471  2.931  3.416  1.621  C2   LIX 32 
LIX N4   N4   N 0 1 N N N -26.900 3.347   -6.814  3.719  4.578  1.469  N4   LIX 33 
LIX C12  C12  C 0 1 Y N N -23.231 0.143   -9.577  0.621  0.017  2.061  C12  LIX 34 
LIX C11  C11  C 0 1 Y N N -23.787 -0.407  -10.749 0.837  -1.086 1.230  C11  LIX 35 
LIX N5   N5   N 0 1 N N N -23.580 -1.822  -12.798 0.227  -3.378 0.515  N5   LIX 36 
LIX C16  C16  C 0 1 N N N -24.929 -1.479  -13.222 1.112  -3.287 -0.641 C16  LIX 37 
LIX C18  C18  C 0 1 N N N -26.471 0.118   -14.209 3.508  -3.374 -1.472 C18  LIX 38 
LIX O1   O1   O 0 1 N N N -26.647 1.195   -15.129 4.844  -3.591 -1.036 O1   LIX 39 
LIX C19  C19  C 0 1 N N N -28.001 1.679   -15.063 5.769  -3.474 -2.108 C19  LIX 40 
LIX O3   O3   O 0 1 N N N -23.197 -3.283  -14.489 -0.525 -5.507 -0.030 O3   LIX 41 
LIX C14  C14  C 0 1 N N N -21.569 -3.251  -12.816 -1.217 -4.599 2.099  C14  LIX 42 
LIX O2   O2   O 0 1 N N N -20.944 -2.223  -12.067 -1.729 -3.359 2.568  O2   LIX 43 
LIX C9   C9   C 0 1 Y N N -21.723 -1.451  -11.259 -0.913 -2.284 2.364  C9   LIX 44 
LIX HN3  HN3  H 0 1 N N N -25.443 -1.347  -8.554  2.367  -0.275 3.801  HN3  LIX 45 
LIX H51  1H5  H 0 1 N N N -22.297 2.601   -9.980  -0.959 1.597  0.816  H51  LIX 46 
LIX H52  2H5  H 0 1 N N N -22.985 4.178   -9.436  -0.612 3.172  0.132  H52  LIX 47 
LIX H61  1H6  H 0 1 N N N -24.932 3.445   -11.127 0.754  2.092  -1.689 H61  LIX 48 
LIX H62  2H6  H 0 1 N N N -23.468 4.335   -11.665 -0.910 1.484  -1.660 H62  LIX 49 
LIX H63  3H6  H 0 1 N N N -23.568 2.555   -11.883 0.406  0.500  -0.997 H63  LIX 50 
LIX H7   H7   H 0 1 N N N -21.460 0.365   -8.391  -0.541 0.835  3.674  H7   LIX 51 
LIX H8   H8   H 0 1 N N N -20.122 -1.066  -9.913  -1.919 -1.204 3.944  H8   LIX 52 
LIX H131 1H13 H 0 0 N N N -21.118 -3.768  -14.869 0.790  -5.036 2.823  H131 LIX 53 
LIX H132 2H13 H 0 0 N N N -19.798 -2.903  -14.010 -0.378 -4.670 4.108  H132 LIX 54 
LIX H133 3H13 H 0 0 N N N -20.125 -4.632  -13.647 -0.425 -6.243 3.288  H133 LIX 55 
LIX H171 1H17 H 0 0 N N N -24.459 -0.195  -14.900 2.866  -2.739 0.476  H171 LIX 56 
LIX H172 2H17 H 0 0 N N N -24.568 0.659   -13.349 2.720  -4.463 0.209  H172 LIX 57 
LIX H201 1H20 H 0 0 N N N -25.948 -1.449  -5.751  5.050  0.464  3.036  H201 LIX 58 
LIX H202 2H20 H 0 0 N N N -27.232 -0.997  -6.944  4.587  1.027  4.656  H202 LIX 59 
LIX H211 1H21 H 0 0 N N N -27.320 -3.403  -6.524  5.765  -1.174 4.802  H211 LIX 60 
LIX H212 2H21 H 0 0 N N N -25.571 -3.563  -6.921  4.084  -1.330 5.355  H212 LIX 61 
LIX H221 1H22 H 0 0 N N N -22.028 -5.339  -12.430 -2.110 -6.571 1.877  H221 LIX 62 
LIX H222 2H22 H 0 0 N N N -21.156 -4.512  -11.096 -3.051 -5.461 2.892  H222 LIX 63 
LIX H223 3H22 H 0 0 N N N -22.900 -4.179  -11.372 -3.047 -5.264 1.128  H223 LIX 64 
LIX H24  H24  H 0 1 N N N -24.486 -7.997  -7.298  7.000  -3.326 8.625  H24  LIX 65 
LIX H28  H28  H 0 1 N N N -25.076 -11.269 -10.013 4.398  -5.649 11.113 H28  LIX 66 
LIX H29  H29  H 0 1 N N N -24.991 -5.709  -8.025  6.587  -3.212 6.175  H29  LIX 67 
LIX H31  H31  H 0 1 N N N -26.448 -5.041  -11.997 3.267  -5.346 4.475  H31  LIX 68 
LIX H32  H32  H 0 1 N N N -26.390 -7.451  -12.504 2.641  -6.181 6.693  H32  LIX 69 
LIX H27  H27  H 0 1 N N N -25.878 -9.747  -11.776 3.058  -6.297 9.153  H27  LIX 70 
LIX H23  H23  H 0 1 N N N -24.410 -10.416 -7.797  6.366  -4.166 10.849 H23  LIX 71 
LIX HN6  HN6  H 0 1 N N N -27.103 -2.231  -8.839  3.577  -2.221 3.067  HN6  LIX 72 
LIX HN41 1HN4 H 0 0 N N N -26.568 3.535   -5.890  3.329  5.372  1.004  HN41 LIX 73 
LIX HN42 2HN4 H 0 0 N N N -27.029 4.210   -7.303  4.679  4.554  1.744  HN42 LIX 74 
LIX H11  H11  H 0 1 N N N -24.820 -0.198  -10.985 1.613  -1.009 0.473  H11  LIX 75 
LIX H161 1H16 H 0 0 N N N -25.566 -1.421  -12.327 0.966  -2.294 -1.077 H161 LIX 76 
LIX H162 2H16 H 0 0 N N N -25.258 -2.258  -13.925 0.785  -4.033 -1.373 H162 LIX 77 
LIX H181 1H18 H 0 0 N N N -26.959 0.379   -13.258 3.269  -4.123 -2.233 H181 LIX 78 
LIX H182 2H18 H 0 0 N N N -26.918 -0.788  -14.644 3.447  -2.377 -1.921 H182 LIX 79 
LIX H191 1H19 H 0 0 N N N -28.296 1.802   -14.010 6.147  -4.464 -2.374 H191 LIX 80 
LIX H192 2H19 H 0 0 N N N -28.069 2.648   -15.579 6.595  -2.824 -1.809 H192 LIX 81 
LIX H193 3H19 H 0 0 N N N -28.673 0.956   -15.549 5.259  -3.037 -2.971 H193 LIX 82 
# 
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 
LIX N1  C1   DOUB Y N 1  
LIX N1  C2   SING Y N 2  
LIX N3  C1   SING N N 3  
LIX N3  C20  SING N N 4  
LIX N3  HN3  SING N N 5  
LIX C4  C12  SING N N 6  
LIX C4  C3   DOUB Y N 7  
LIX C4  C1   SING Y N 8  
LIX C5  C6   SING N N 9  
LIX C5  C3   SING N N 10 
LIX C5  H51  SING N N 11 
LIX C5  H52  SING N N 12 
LIX C6  H61  SING N N 13 
LIX C6  H62  SING N N 14 
LIX C6  H63  SING N N 15 
LIX C7  C8   DOUB Y N 16 
LIX C7  C12  SING Y N 17 
LIX C7  H7   SING N N 18 
LIX C8  C9   SING Y N 19 
LIX C8  H8   SING N N 20 
LIX C10 N5   SING N N 21 
LIX C10 C9   DOUB Y N 22 
LIX C10 C11  SING Y N 23 
LIX C13 C14  SING N N 24 
LIX C13 H131 SING N N 25 
LIX C13 H132 SING N N 26 
LIX C13 H133 SING N N 27 
LIX C15 O3   DOUB N N 28 
LIX C15 C14  SING N N 29 
LIX C15 N5   SING N N 30 
LIX C17 C18  SING N N 31 
LIX C17 C16  SING N N 32 
LIX C17 H171 SING N N 33 
LIX C17 H172 SING N N 34 
LIX C20 C21  SING N N 35 
LIX C20 H201 SING N N 36 
LIX C20 H202 SING N N 37 
LIX C21 N6   SING N N 38 
LIX C21 H211 SING N N 39 
LIX C21 H212 SING N N 40 
LIX C22 C14  SING N N 41 
LIX C22 H221 SING N N 42 
LIX C22 H222 SING N N 43 
LIX C22 H223 SING N N 44 
LIX C24 C25  DOUB Y N 45 
LIX C24 C23  SING Y N 46 
LIX C24 H24  SING N N 47 
LIX C26 C32  SING Y N 48 
LIX C26 C27  DOUB Y N 49 
LIX C26 C25  SING Y N 50 
LIX C28 C27  SING Y N 51 
LIX C28 C23  DOUB Y N 52 
LIX C28 H28  SING N N 53 
LIX O5  S1   DOUB N N 54 
LIX S1  O4   DOUB N N 55 
LIX S1  C30  SING N N 56 
LIX S1  N6   SING N N 57 
LIX C30 C31  SING Y N 58 
LIX C30 C29  DOUB Y N 59 
LIX C29 C25  SING Y N 60 
LIX C29 H29  SING N N 61 
LIX C31 C32  DOUB Y N 62 
LIX C31 H31  SING N N 63 
LIX C32 H32  SING N N 64 
LIX C27 H27  SING N N 65 
LIX C23 H23  SING N N 66 
LIX N6  HN6  SING N N 67 
LIX C3  N2   SING Y N 68 
LIX N2  C2   DOUB Y N 69 
LIX C2  N4   SING N N 70 
LIX N4  HN41 SING N N 71 
LIX N4  HN42 SING N N 72 
LIX C12 C11  DOUB Y N 73 
LIX C11 H11  SING N N 74 
LIX N5  C16  SING N N 75 
LIX C16 H161 SING N N 76 
LIX C16 H162 SING N N 77 
LIX C18 O1   SING N N 78 
LIX C18 H181 SING N N 79 
LIX C18 H182 SING N N 80 
LIX O1  C19  SING N N 81 
LIX C19 H191 SING N N 82 
LIX C19 H192 SING N N 83 
LIX C19 H193 SING N N 84 
LIX C14 O2   SING N N 85 
LIX O2  C9   SING N N 86 
# 
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 
LIX SMILES           ACDLabs              10.04 O=S(=O)(c2cc1ccccc1cc2)NCCNc5nc(nc(c5c4ccc3OC(C(=O)N(c3c4)CCCOC)(C)C)CC)N 
LIX InChI            InChI                1.02b 
InChI=1/C32H38N6O5S/c1-5-25-28(23-12-14-27-26(20-23)38(17-8-18-42-4)30(39)32(2,3)43-27)29(37-31(33)36-25)34-15-16-35-44(40,41)24-13-11-21-9-6-7-10-22(21)19-24/h6-7,9-14,19-20,35H,5,8,15-18H2,1-4H3,(H3,33,34,36,37)/f/h34H,33H2 
LIX InChIKey         InChI                1.02b RRWBDAPAGFVYPT-WNRIOLDUCO 
LIX SMILES_CANONICAL CACTVS               3.341 CCc1nc(N)nc(NCCN[S](=O)(=O)c2ccc3ccccc3c2)c1c4ccc5OC(C)(C)C(=O)N(CCCOC)c5c4 
LIX SMILES           CACTVS               3.341 CCc1nc(N)nc(NCCN[S](=O)(=O)c2ccc3ccccc3c2)c1c4ccc5OC(C)(C)C(=O)N(CCCOC)c5c4 
LIX SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)NCCNS(=O)(=O)c2ccc3ccccc3c2)c4ccc5c(c4)N(C(=O)C(O5)(C)C)CCCOC 
LIX SMILES           "OpenEye OEToolkits" 1.5.0 CCc1c(c(nc(n1)N)NCCNS(=O)(=O)c2ccc3ccccc3c2)c4ccc5c(c4)N(C(=O)C(O5)(C)C)CCCOC 
# 
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 
LIX "SYSTEMATIC NAME" ACDLabs              10.04 N-[2-({2-amino-6-ethyl-5-[4-(3-methoxypropyl)-2,2-dimethyl-3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl]pyrimidin-4-yl}amino)ethyl]naphthalene-2-sulfonamide 
LIX "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[2-[[2-amino-6-ethyl-5-[4-(3-methoxypropyl)-2,2-dimethyl-3-oxo-1,4-benzoxazin-6-yl]pyrimidin-4-yl]amino]ethyl]naphthalene-2-sulfonamide                
# 
