data_LIQ
# 
_chem_comp.id                                    LIQ 
_chem_comp.name                                  N-{(1S)-2-({(1S,2R)-1-(3,5-DIFLUOROBENZYL)-3-[(3-ETHYLBENZYL)AMINO]-2-HYDROXYPROPYL}AMINO)-2-OXO-1-[(PENTYLSULFONYL)METHYL]ETHYL}NICOTINAMIDE 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C33 H42 F2 N4 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2006-07-11 
_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                        644.772 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     LIQ 
_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        2HM1 
_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 
LIQ C7   C7   C 0 1 N N N 8.989  -1.306  16.770 4.375   -3.026 -0.243 C7   LIQ 1  
LIQ C10  C10  C 0 1 N N S 12.998 -2.693  18.407 1.752   -0.213 1.345  C10  LIQ 2  
LIQ N12  N12  N 0 1 N N N 14.065 -4.385  16.937 -0.606  -0.244 0.596  N12  LIQ 3  
LIQ C13  C13  C 0 1 N N S 14.749 -5.593  16.443 -1.770  0.386  -0.031 C13  LIQ 4  
LIQ C15  C15  C 0 1 Y N N 12.340 -6.472  16.124 -0.501  0.944  -2.087 C15  LIQ 5  
LIQ C17  C17  C 0 1 Y N N 9.752  -6.267  16.160 0.467   2.945  -2.984 C17  LIQ 6  
LIQ C20  C20  C 0 1 Y N N 12.254 -7.214  17.489 0.723   0.309  -2.181 C20  LIQ 7  
LIQ C21  C21  C 0 1 N N R 16.101 -5.285  15.796 -3.049  -0.264 0.500  C21  LIQ 8  
LIQ C22  C22  C 0 1 N N N 17.023 -4.799  16.800 -4.267  0.475  -0.059 C22  LIQ 9  
LIQ C24  C24  C 0 1 N N N 19.200 -4.078  17.527 -6.615  0.678  -0.033 C24  LIQ 10 
LIQ C26  C26  C 0 1 Y N N 19.808 -6.700  17.713 -8.584  -0.866 -0.079 C26  LIQ 11 
LIQ C28  C28  C 0 1 N N N 20.367 -9.163  17.900 -10.502 -2.468 -0.223 C28  LIQ 12 
LIQ C1   C1   C 0 1 N N N 8.877  -3.135  13.444 7.231   -5.594 -0.522 C1   LIQ 13 
LIQ C1A  C1A  C 0 1 N N N 10.186 -3.144  12.667 7.730   -6.429 -1.703 C1A  LIQ 14 
LIQ C2   C2   C 0 1 N N N 8.955  -2.037  14.504 6.053   -4.728 -0.973 C2   LIQ 15 
LIQ C3   C3   C 0 1 N N N 8.860  -2.546  15.957 5.553   -3.892 0.208  C3   LIQ 16 
LIQ S8   S8   S 0 1 N N N 10.591 -1.375  17.734 3.783   -2.036 1.157  S8   LIQ 17 
LIQ O1   O1   O 0 1 N N N 11.413 -0.294  17.268 4.792   -1.107 1.526  O1   LIQ 18 
LIQ O2   O2   O 0 1 N N N 10.224 -1.158  19.131 3.235   -2.905 2.139  O2   LIQ 19 
LIQ C9   C9   C 0 1 N N N 11.687 -2.816  17.599 2.431   -1.145 0.339  C9   LIQ 20 
LIQ C11  C11  C 0 1 N N N 13.755 -3.986  18.215 0.554   0.435  0.699  C11  LIQ 21 
LIQ O3   O3   O 0 1 N N N 14.048 -4.649  19.236 0.633   1.568  0.273  O3   LIQ 22 
LIQ C14  C14  C 0 1 N N N 13.707 -6.179  15.398 -1.695  0.200  -1.548 C14  LIQ 23 
LIQ C16  C16  C 0 1 Y N N 11.073 -6.015  15.492 -0.632  2.259  -2.493 C16  LIQ 24 
LIQ C18  C18  C 0 1 Y N N 9.660  -6.993  17.500 1.693   2.310  -3.078 C18  LIQ 25 
LIQ C19  C19  C 0 1 Y N N 10.928 -7.461  18.151 1.821   0.991  -2.677 C19  LIQ 26 
LIQ O4   O4   O 0 1 N N N 16.630 -6.510  15.343 -3.094  -1.632 0.091  O4   LIQ 27 
LIQ N23  N23  N 0 1 N N N 18.428 -4.464  16.352 -5.490  -0.071 0.543  N23  LIQ 28 
LIQ C25  C25  C 0 1 Y N N 19.441 -5.311  18.387 -7.909  0.166  0.546  C25  LIQ 29 
LIQ C27  C27  C 0 1 Y N N 20.011 -7.851  18.587 -9.769  -1.339 0.454  C27  LIQ 30 
LIQ C29  C29  C 0 1 Y N N 19.921 -7.903  20.034 -10.282 -0.774 1.606  C29  LIQ 31 
LIQ C30  C30  C 0 1 Y N N 19.569 -6.576  20.721 -9.610  0.261  2.228  C30  LIQ 32 
LIQ C31  C31  C 0 1 Y N N 19.330 -5.290  19.913 -8.423  0.731  1.698  C31  LIQ 33 
LIQ C32  C32  C 0 1 N N N 19.147 -9.858  17.309 -11.484 -1.897 -1.247 C32  LIQ 34 
LIQ N40  N40  N 0 1 N N N 12.672 -2.350  19.825 2.698   0.822  1.768  N40  LIQ 35 
LIQ C41  C41  C 0 1 N N N 13.351 -1.359  20.558 3.232   1.660  0.858  C41  LIQ 36 
LIQ O5   O5   O 0 1 N N N 14.349 -0.790  20.100 2.929   1.557  -0.314 O5   LIQ 37 
LIQ F19  F19  F 0 1 N N N 10.889 -8.087  19.292 3.018   0.370  -2.769 F19  LIQ 38 
LIQ F17  F17  F 0 1 N N N 8.701  -5.852  15.571 0.340   4.231  -3.375 F17  LIQ 39 
LIQ C43  C43  C 0 1 Y N N 12.847 -0.992  21.940 4.187   2.704  1.286  C43  LIQ 40 
LIQ C45  C45  C 0 1 Y N N 13.521 -0.031  22.671 4.539   2.836  2.629  C45  LIQ 41 
LIQ N44  N44  N 0 1 Y N N 13.071 0.304   23.933 5.394   3.763  3.010  N44  LIQ 42 
LIQ C46  C46  C 0 1 Y N N 11.927 -0.289  24.555 5.939   4.603  2.151  C46  LIQ 43 
LIQ C47  C47  C 0 1 Y N N 11.213 -1.289  23.811 5.637   4.541  0.802  C47  LIQ 44 
LIQ C48  C48  C 0 1 Y N N 11.673 -1.654  22.487 4.749   3.581  0.350  C48  LIQ 45 
LIQ H71  1H7  H 0 1 N N N 8.140  -1.227  17.465 4.698   -2.363 -1.046 H71  LIQ 46 
LIQ H72  2H7  H 0 1 N N N 8.994  -0.428  16.107 3.569   -3.666 -0.602 H72  LIQ 47 
LIQ H10  H10  H 0 1 N N N 13.651 -1.878  18.062 1.430   -0.789 2.213  H10  LIQ 48 
LIQ HN12 HN12 H 0 0 N N N 13.778 -3.748  16.222 -0.669  -1.150 0.936  HN12 LIQ 49 
LIQ H13  H13  H 0 1 N N N 15.005 -6.297  17.248 -1.778  1.450  0.204  H13  LIQ 50 
LIQ H20  H20  H 0 1 N N N 13.160 -7.556  17.967 0.823   -0.720 -1.868 H20  LIQ 51 
LIQ H21  H21  H 0 1 N N N 15.971 -4.544  14.994 -3.060  -0.210 1.588  H21  LIQ 52 
LIQ H221 1H22 H 0 0 N N N 17.140 -5.633  17.508 -4.188  1.536  0.177  H221 LIQ 53 
LIQ H222 2H22 H 0 0 N N N 16.590 -3.875  17.212 -4.305  0.346  -1.141 H222 LIQ 54 
LIQ H241 1H24 H 0 0 N N N 18.646 -3.324  18.105 -6.506  1.737  0.203  H241 LIQ 55 
LIQ H242 2H24 H 0 0 N N N 20.164 -3.652  17.213 -6.623  0.547  -1.115 H242 LIQ 56 
LIQ H26  H26  H 0 1 N N N 19.905 -6.791  16.641 -8.183  -1.307 -0.979 H26  LIQ 57 
LIQ H281 1H28 H 0 0 N N N 21.058 -8.935  17.075 -9.785  -3.115 -0.729 H281 LIQ 58 
LIQ H282 2H28 H 0 0 N N N 20.825 -9.833  18.642 -11.049 -3.045 0.523  H282 LIQ 59 
LIQ H11  1H1  H 0 1 N N N 8.715  -4.112  13.923 6.908   -6.257 0.281  H11  LIQ 60 
LIQ H12  2H1  H 0 1 N N N 8.038  -2.936  12.761 8.036   -4.954 -0.163 H12  LIQ 61 
LIQ H1A1 1H1A H 0 0 N N N 10.761 -4.044  12.928 8.569   -7.046 -1.382 H1A1 LIQ 62 
LIQ H1A2 2H1A H 0 0 N N N 10.770 -2.248  12.923 6.925   -7.069 -2.062 H1A2 LIQ 63 
LIQ H1A3 3H1A H 0 0 N N N 9.972  -3.146  11.588 8.053   -5.766 -2.506 H1A3 LIQ 64 
LIQ H21A 1H2  H 0 0 N N N 8.089  -1.378  14.342 6.375   -4.065 -1.776 H21A LIQ 65 
LIQ H22  2H2  H 0 1 N N N 9.922  -1.525  14.389 5.247   -5.368 -1.332 H22  LIQ 66 
LIQ H31A 1H3  H 0 0 N N N 7.925  -3.090  16.157 5.230   -4.555 1.011  H31A LIQ 67 
LIQ H32  2H3  H 0 1 N N N 9.662  -3.263  16.186 6.359   -3.252 0.567  H32  LIQ 68 
LIQ H91  1H9  H 0 1 N N N 11.137 -3.674  18.013 2.831   -0.557 -0.488 H91  LIQ 69 
LIQ H92  2H9  H 0 1 N N N 11.953 -2.941  16.539 1.703   -1.860 -0.044 H92  LIQ 70 
LIQ H141 1H14 H 0 0 N N N 14.102 -7.113  14.972 -1.598  -0.861 -1.780 H141 LIQ 71 
LIQ H142 2H14 H 0 0 N N N 13.545 -5.447  14.593 -2.604  0.590  -2.007 H142 LIQ 72 
LIQ H16  H16  H 0 1 N N N 11.104 -5.498  14.545 -1.589  2.754  -2.419 H16  LIQ 73 
LIQ H18  H18  H 0 1 N N N 8.703  -7.166  17.969 2.549   2.843  -3.465 H18  LIQ 74 
LIQ HO4  HO4  H 0 1 N N N 16.749 -6.475  14.401 -3.083  -1.635 -0.876 HO4  LIQ 75 
LIQ HN23 HN23 H 0 0 N N N 18.846 -5.262  15.917 -5.576  -1.021 0.215  HN23 LIQ 76 
LIQ H29  H29  H 0 1 N N N 20.090 -8.813  20.590 -11.209 -1.142 2.021  H29  LIQ 77 
LIQ H30  H30  H 0 1 N N N 19.487 -6.545  21.797 -10.011 0.703  3.128  H30  LIQ 78 
LIQ H31  H31  H 0 1 N N N 19.083 -4.371  20.423 -7.898  1.540  2.183  H31  LIQ 79 
LIQ H321 1H32 H 0 0 N N N 19.448 -10.825 16.879 -12.015 -2.713 -1.737 H321 LIQ 80 
LIQ H322 2H32 H 0 0 N N N 18.711 -9.226  16.521 -12.201 -1.250 -0.741 H322 LIQ 81 
LIQ H323 3H32 H 0 0 N N N 18.401 -10.026 18.100 -10.937 -1.320 -1.993 H323 LIQ 82 
LIQ HN40 HN40 H 0 0 N N N 11.933 -2.851  20.276 2.940   0.904  2.704  HN40 LIQ 83 
LIQ H45  H45  H 0 1 N N N 14.393 0.454   22.258 4.114   2.167  3.363  H45  LIQ 84 
LIQ H46  H46  H 0 1 N N N 11.612 0.004   25.546 6.632   5.351  2.506  H46  LIQ 85 
LIQ H47  H47  H 0 1 N N N 10.341 -1.764  24.235 6.091   5.234  0.109  H47  LIQ 86 
LIQ H48  H48  H 0 1 N N N 11.152 -2.407  21.914 4.496   3.510  -0.697 H48  LIQ 87 
# 
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 
LIQ C7  C3   SING N N 1  
LIQ C7  S8   SING N N 2  
LIQ C7  H71  SING N N 3  
LIQ C7  H72  SING N N 4  
LIQ C10 C9   SING N N 5  
LIQ C10 C11  SING N N 6  
LIQ C10 N40  SING N N 7  
LIQ C10 H10  SING N N 8  
LIQ N12 C13  SING N N 9  
LIQ N12 C11  SING N N 10 
LIQ N12 HN12 SING N N 11 
LIQ C13 C21  SING N N 12 
LIQ C13 C14  SING N N 13 
LIQ C13 H13  SING N N 14 
LIQ C15 C20  SING Y N 15 
LIQ C15 C14  SING N N 16 
LIQ C15 C16  DOUB Y N 17 
LIQ C17 C16  SING Y N 18 
LIQ C17 C18  DOUB Y N 19 
LIQ C17 F17  SING N N 20 
LIQ C20 C19  DOUB Y N 21 
LIQ C20 H20  SING N N 22 
LIQ C21 C22  SING N N 23 
LIQ C21 O4   SING N N 24 
LIQ C21 H21  SING N N 25 
LIQ C22 N23  SING N N 26 
LIQ C22 H221 SING N N 27 
LIQ C22 H222 SING N N 28 
LIQ C24 N23  SING N N 29 
LIQ C24 C25  SING N N 30 
LIQ C24 H241 SING N N 31 
LIQ C24 H242 SING N N 32 
LIQ C26 C25  DOUB Y N 33 
LIQ C26 C27  SING Y N 34 
LIQ C26 H26  SING N N 35 
LIQ C28 C27  SING N N 36 
LIQ C28 C32  SING N N 37 
LIQ C28 H281 SING N N 38 
LIQ C28 H282 SING N N 39 
LIQ C1  C1A  SING N N 40 
LIQ C1  C2   SING N N 41 
LIQ C1  H11  SING N N 42 
LIQ C1  H12  SING N N 43 
LIQ C1A H1A1 SING N N 44 
LIQ C1A H1A2 SING N N 45 
LIQ C1A H1A3 SING N N 46 
LIQ C2  C3   SING N N 47 
LIQ C2  H21A SING N N 48 
LIQ C2  H22  SING N N 49 
LIQ C3  H31A SING N N 50 
LIQ C3  H32  SING N N 51 
LIQ S8  O1   DOUB N N 52 
LIQ S8  O2   DOUB N N 53 
LIQ S8  C9   SING N N 54 
LIQ C9  H91  SING N N 55 
LIQ C9  H92  SING N N 56 
LIQ C11 O3   DOUB N N 57 
LIQ C14 H141 SING N N 58 
LIQ C14 H142 SING N N 59 
LIQ C16 H16  SING N N 60 
LIQ C18 C19  SING Y N 61 
LIQ C18 H18  SING N N 62 
LIQ C19 F19  SING N N 63 
LIQ O4  HO4  SING N N 64 
LIQ N23 HN23 SING N N 65 
LIQ C25 C31  SING Y N 66 
LIQ C27 C29  DOUB Y N 67 
LIQ C29 C30  SING Y N 68 
LIQ C29 H29  SING N N 69 
LIQ C30 C31  DOUB Y N 70 
LIQ C30 H30  SING N N 71 
LIQ C31 H31  SING N N 72 
LIQ C32 H321 SING N N 73 
LIQ C32 H322 SING N N 74 
LIQ C32 H323 SING N N 75 
LIQ N40 C41  SING N N 76 
LIQ N40 HN40 SING N N 77 
LIQ C41 O5   DOUB N N 78 
LIQ C41 C43  SING N N 79 
LIQ C43 C45  SING Y N 80 
LIQ C43 C48  DOUB Y N 81 
LIQ C45 N44  DOUB Y N 82 
LIQ C45 H45  SING N N 83 
LIQ N44 C46  SING Y N 84 
LIQ C46 C47  DOUB Y N 85 
LIQ C46 H46  SING N N 86 
LIQ C47 C48  SING Y N 87 
LIQ C47 H47  SING N N 88 
LIQ C48 H48  SING N N 89 
# 
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 
LIQ SMILES           ACDLabs              10.04 O=C(NC(C(=O)NC(Cc1cc(F)cc(F)c1)C(O)CNCc2cccc(c2)CC)CS(=O)(=O)CCCCC)c3cccnc3 
LIQ InChI            InChI                1.02b 
;InChI=1/C33H42F2N4O5S/c1-3-5-6-13-45(43,44)22-30(39-32(41)26-11-8-12-36-20-26)33(42)38-29(17-25-15-27(34)18-28(35)16-25)31(40)21-37-19-24-10-7-9-23(4-2)14-24/h7-12,14-16,18,20,29-31,37,40H,3-6,13,17,19,21-22H2,1-2H3,(H,38,42)(H,39,41)/t29-,30+,31+/m0/s1/f/h38-39H
;
LIQ InChIKey         InChI                1.02b IOTPZWJUHSYLHJ-NCKLNOEVDM 
LIQ SMILES_CANONICAL CACTVS               3.341 CCCCC[S](=O)(=O)C[C@@H](NC(=O)c1cccnc1)C(=O)N[C@@H](Cc2cc(F)cc(F)c2)[C@H](O)CNCc3cccc(CC)c3 
LIQ SMILES           CACTVS               3.341 CCCCC[S](=O)(=O)C[CH](NC(=O)c1cccnc1)C(=O)N[CH](Cc2cc(F)cc(F)c2)[CH](O)CNCc3cccc(CC)c3 
LIQ SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCS(=O)(=O)C[C@H](C(=O)N[C@@H](Cc1cc(cc(c1)F)F)[C@@H](CNCc2cccc(c2)CC)O)NC(=O)c3cccnc3 
LIQ SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCS(=O)(=O)CC(C(=O)NC(Cc1cc(cc(c1)F)F)C(CNCc2cccc(c2)CC)O)NC(=O)c3cccnc3 
# 
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 
LIQ "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S)-2-({(1S,2R)-1-(3,5-difluorobenzyl)-3-[(3-ethylbenzyl)amino]-2-hydroxypropyl}amino)-2-oxo-1-[(pentylsulfonyl)methyl]ethyl}pyridine-3-carboxamide         
LIQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S)-1-[[(2S,3R)-1-(3,5-difluorophenyl)-4-[(3-ethylphenyl)methylamino]-3-hydroxy-butan-2-yl]amino]-1-oxo-3-pentylsulfonyl-propan-2-yl]pyridine-3-carboxamide 
# 
