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 2011-06-04 _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 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" LIQ InChI InChI 1.03 "InChI=1S/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" LIQ InChIKey InChI 1.03 IOTPZWJUHSYLHJ-OJDZSJEKSA-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 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" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site LIQ "Create component" 2006-07-11 RCSB LIQ "Modify descriptor" 2011-06-04 RCSB #