data_C44
# 
_chem_comp.id                                    C44 
_chem_comp.name                                  N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]propyl}-3-(1,1-dioxido-1,2-thiazinan-2-yl)-5-(ethylamino)benzamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C33 H42 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                     2007-12-04 
_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                        590.776 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     C44 
_chem_comp.pdbx_model_coordinates_details        ? 
_chem_comp.pdbx_model_coordinates_missing_flag   N 
_chem_comp.pdbx_ideal_coordinates_details        Corina 
_chem_comp.pdbx_ideal_coordinates_missing_flag   N 
_chem_comp.pdbx_model_coordinates_db_code        2VIJ 
_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 
C44 C1   C1   C 0 1 N N N 30.205 1.522  34.517 30.205 1.522  34.517 C1   C44 1  
C44 N2   N2   N 0 1 N N N 28.956 1.677  34.008 28.956 1.677  34.008 N2   C44 2  
C44 C3   C3   C 0 1 N N S 28.674 2.524  32.854 28.674 2.524  32.854 C3   C44 3  
C44 C4   C4   C 0 1 N N R 27.895 3.752  33.364 27.895 3.752  33.364 C4   C44 4  
C44 C5   C5   C 0 1 N N N 27.925 1.675  31.788 27.925 1.675  31.788 C5   C44 5  
C44 C6   C6   C 0 1 N N N 28.606 4.596  34.417 28.606 4.596  34.417 C6   C44 6  
C44 O7   O7   O 0 1 N N N 31.108 2.324  34.270 31.108 2.324  34.270 O7   C44 7  
C44 C8   C8   C 0 1 Y N N 30.401 0.350  35.368 30.401 0.350  35.368 C8   C44 8  
C44 C9   C9   C 0 1 Y N N 29.988 -0.946 34.967 29.988 -0.946 34.967 C9   C44 9  
C44 C10  C10  C 0 1 Y N N 30.204 -2.065 35.819 30.204 -2.065 35.819 C10  C44 10 
C44 C11  C11  C 0 1 Y N N 30.843 -1.866 37.079 30.843 -1.866 37.079 C11  C44 11 
C44 C12  C12  C 0 1 Y N N 31.261 -0.556 37.489 31.261 -0.556 37.489 C12  C44 12 
C44 C13  C13  C 0 1 Y N N 31.029 0.534  36.619 31.029 0.534  36.619 C13  C44 13 
C44 C14  C14  C 0 1 Y N N 28.687 0.441  31.352 28.687 0.441  31.352 C14  C44 14 
C44 C15  C15  C 0 1 Y N N 30.084 0.449  31.078 30.084 0.449  31.078 C15  C44 15 
C44 C16  C16  C 0 1 Y N N 30.741 -0.745 30.686 30.741 -0.745 30.686 C16  C44 16 
C44 C17  C17  C 0 1 Y N N 30.006 -1.950 30.566 30.006 -1.950 30.566 C17  C44 17 
C44 C18  C18  C 0 1 Y N N 28.619 -1.963 30.835 28.619 -1.963 30.835 C18  C44 18 
C44 C19  C19  C 0 1 Y N N 27.967 -0.772 31.226 27.967 -0.772 31.226 C19  C44 19 
C44 N20  N20  N 0 1 N N N 27.754 5.742  34.774 27.754 5.742  34.774 N20  C44 20 
C44 N32  N32  N 0 1 N N N 29.813 -3.346 35.463 29.813 -3.346 35.463 N32  C44 21 
C44 C33  C33  C 0 1 N N N 29.247 -3.714 34.157 29.247 -3.714 34.157 C33  C44 22 
C44 C34  C34  C 0 1 N N N 27.715 -3.708 34.212 27.715 -3.708 34.212 C34  C44 23 
C44 S41  S41  S 0 1 N N N 31.493 -1.142 40.068 31.493 -1.142 40.068 S41  C44 24 
C44 C42  C42  C 0 1 N N N 32.479 -2.626 40.157 32.479 -2.626 40.157 C42  C44 25 
C44 C43  C43  C 0 1 N N N 33.950 -2.247 39.949 33.950 -2.247 39.949 C43  C44 26 
C44 C44  C44  C 0 1 N N N 34.157 -1.499 38.620 34.157 -1.499 38.620 C44  C44 27 
C44 C45  C45  C 0 1 N N N 33.384 -0.161 38.560 33.384 -0.161 38.560 C45  C44 28 
C44 O52  O52  O 0 1 N N N 31.829 -0.303 41.174 31.829 -0.303 41.174 O52  C44 29 
C44 O53  O53  O 0 1 N N N 30.117 -1.554 39.990 30.117 -1.554 39.990 O53  C44 30 
C44 C54  C54  C 0 1 N N S 28.385 6.953  35.367 28.385 6.953  35.367 C54  C44 31 
C44 C56  C56  C 0 1 N N N 28.846 6.662  36.818 28.846 6.662  36.818 C56  C44 32 
C44 C57  C57  C 0 1 N N N 29.656 7.841  37.393 29.656 7.841  37.393 C57  C44 33 
C44 C58  C58  C 0 1 N N N 30.961 8.051  36.587 30.961 8.051  36.587 C58  C44 34 
C44 C59  C59  C 0 1 Y N N 30.766 7.992  35.074 30.766 7.992  35.074 C59  C44 35 
C44 C60  C60  C 0 1 Y N N 29.557 7.478  34.483 29.557 7.478  34.483 C60  C44 36 
C44 C67  C67  C 0 1 Y N N 31.808 8.455  34.229 31.808 8.455  34.229 C67  C44 37 
C44 C68  C68  C 0 1 Y N N 31.679 8.421  32.820 31.679 8.421  32.820 C68  C44 38 
C44 C69  C69  C 0 1 Y N N 30.502 7.924  32.228 30.502 7.924  32.228 C69  C44 39 
C44 C70  C70  C 0 1 Y N N 29.449 7.457  33.057 29.449 7.457  33.057 C70  C44 40 
C44 N75  N75  N 0 1 N N N 31.893 -0.300 38.703 31.893 -0.300 38.703 N75  C44 41 
C44 O82  O82  O 0 1 N N N 27.573 4.585  32.271 27.573 4.585  32.271 O82  C44 42 
C44 H2   H2   H 0 1 N N N 28.198 1.190  34.442 28.198 1.190  34.442 H2   C44 43 
C44 H3   H3   H 0 1 N N N 29.580 2.900  32.356 29.580 2.900  32.356 H3   C44 44 
C44 H4   H4   H 0 1 N N N 27.005 3.337  33.861 27.005 3.337  33.861 H4   C44 45 
C44 H5C1 1H5C H 0 0 N N N 26.967 1.351  32.220 26.967 1.351  32.220 H5C1 C44 46 
C44 H5C2 2H5C H 0 0 N N N 27.797 2.309  30.898 27.797 2.309  30.899 H5C2 C44 47 
C44 H6C1 1H6C H 0 0 N N N 28.796 3.985  35.312 28.796 3.985  35.312 H6C1 C44 48 
C44 H6C2 2H6C H 0 0 N N N 29.564 4.958  34.015 29.564 4.958  34.015 H6C2 C44 49 
C44 H82  H82  H 0 1 N N N 27.501 5.484  32.568 27.501 5.484  32.568 H82  C44 50 
C44 H20  H20  H 0 1 N N N 27.311 6.039  33.928 27.311 6.040  33.928 H20  C44 51 
C44 H9   H9   H 0 1 N N N 29.507 -1.084 34.010 29.507 -1.084 34.010 H9   C44 52 
C44 H13  H13  H 0 1 N N N 31.338 1.525  36.917 31.338 1.525  36.917 H13  C44 53 
C44 H11  H11  H 0 1 N N N 31.014 -2.710 37.731 31.014 -2.710 37.731 H11  C44 54 
C44 H32  H32  H 0 1 N N N 30.644 -3.897 35.544 30.644 -3.897 35.544 H32  C44 55 
C44 H15  H15  H 0 1 N N N 30.645 1.367  31.169 30.645 1.367  31.169 H15  C44 56 
C44 H19  H19  H 0 1 N N N 26.907 -0.787 31.431 26.907 -0.787 31.431 H19  C44 57 
C44 H16  H16  H 0 1 N N N 31.801 -0.736 30.479 31.801 -0.736 30.479 H16  C44 58 
C44 H17  H17  H 0 1 N N N 30.506 -2.860 30.269 30.506 -2.860 30.269 H17  C44 59 
C44 H18  H18  H 0 1 N N N 28.058 -2.881 30.742 28.058 -2.881 30.742 H18  C44 60 
C44 H54  H54  H 0 1 N N N 27.632 7.754  35.402 27.632 7.754  35.402 H54  C44 61 
C44 H331 1H33 H 0 0 N N N 29.583 -2.988 33.402 29.583 -2.988 33.402 H331 C44 62 
C44 H332 2H33 H 0 0 N N N 29.589 -4.726 33.894 29.589 -4.726 33.894 H332 C44 63 
C44 H341 1H34 H 0 0 N N N 27.385 -3.707 35.261 27.385 -3.707 35.261 H341 C44 64 
C44 H342 2H34 H 0 0 N N N 27.334 -2.808 33.707 27.334 -2.808 33.707 H342 C44 65 
C44 H343 3H34 H 0 0 N N N 27.327 -4.605 33.707 27.327 -4.605 33.707 H343 C44 66 
C44 H421 1H42 H 0 0 N N N 32.352 -3.099 41.142 32.352 -3.099 41.142 H421 C44 67 
C44 H422 2H42 H 0 0 N N N 32.160 -3.336 39.380 32.160 -3.336 39.380 H422 C44 68 
C44 H431 1H43 H 0 0 N N N 34.269 -1.595 40.776 34.269 -1.595 40.776 H431 C44 69 
C44 H432 2H43 H 0 0 N N N 34.545 -3.172 39.922 34.545 -3.172 39.922 H432 C44 70 
C44 H441 1H44 H 0 0 N N N 35.230 -1.285 38.505 35.230 -1.285 38.506 H441 C44 71 
C44 H442 2H44 H 0 0 N N N 33.775 -2.141 37.813 33.775 -2.141 37.813 H442 C44 72 
C44 H451 1H45 H 0 0 N N N 33.744 0.475  39.382 33.744 0.475  39.382 H451 C44 73 
C44 H452 2H45 H 0 0 N N N 33.569 0.268  37.564 33.569 0.268  37.564 H452 C44 74 
C44 H561 1H56 H 0 0 N N N 27.959 6.499  37.448 27.959 6.499  37.448 H561 C44 75 
C44 H562 2H56 H 0 0 N N N 29.488 5.769  36.808 29.488 5.769  36.808 H562 C44 76 
C44 H571 1H57 H 0 0 N N N 29.048 8.756  37.338 29.048 8.756  37.338 H571 C44 77 
C44 H572 2H57 H 0 0 N N N 29.916 7.617  38.438 29.916 7.617  38.438 H572 C44 78 
C44 H581 1H58 H 0 0 N N N 31.363 9.043  36.841 31.363 9.043  36.841 H581 C44 79 
C44 H582 2H58 H 0 0 N N N 31.643 7.231  36.857 31.643 7.231  36.857 H582 C44 80 
C44 H67  H67  H 0 1 N N N 32.716 8.840  34.669 32.716 8.840  34.669 H67  C44 81 
C44 H70  H70  H 0 1 N N N 28.546 7.077  32.601 28.546 7.077  32.601 H70  C44 82 
C44 H68  H68  H 0 1 N N N 32.486 8.777  32.197 32.486 8.777  32.197 H68  C44 83 
C44 H69  H69  H 0 1 N N N 30.402 7.898  31.153 30.402 7.898  31.153 H69  C44 84 
# 
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 
C44 C1  N2   SING N N 1  
C44 C1  O7   DOUB N N 2  
C44 C1  C8   SING N N 3  
C44 N2  C3   SING N N 4  
C44 C3  C4   SING N N 5  
C44 C3  C5   SING N N 6  
C44 C4  C6   SING N N 7  
C44 C4  O82  SING N N 8  
C44 C5  C14  SING N N 9  
C44 C6  N20  SING N N 10 
C44 C8  C9   SING N N 11 
C44 C8  C13  DOUB N N 12 
C44 C9  C10  DOUB N N 13 
C44 C10 C11  SING N N 14 
C44 C10 N32  SING N N 15 
C44 C11 C12  DOUB N N 16 
C44 C12 C13  SING N N 17 
C44 C12 N75  SING Y N 18 
C44 C14 C15  SING Y N 19 
C44 C14 C19  DOUB Y N 20 
C44 C15 C16  DOUB N N 21 
C44 C16 C17  SING Y N 22 
C44 C17 C18  DOUB N N 23 
C44 C18 C19  SING Y N 24 
C44 N20 C54  SING N N 25 
C44 N32 C33  SING Y N 26 
C44 C33 C34  SING N N 27 
C44 S41 C42  SING N N 28 
C44 S41 O52  DOUB Y N 29 
C44 S41 O53  DOUB Y N 30 
C44 S41 N75  SING Y N 31 
C44 C42 C43  SING N N 32 
C44 C43 C44  SING Y N 33 
C44 C44 C45  SING N N 34 
C44 C45 N75  SING Y N 35 
C44 C54 C56  SING N N 36 
C44 C54 C60  SING Y N 37 
C44 C56 C57  SING N N 38 
C44 C57 C58  SING N N 39 
C44 C58 C59  SING N N 40 
C44 C59 C60  SING N N 41 
C44 C59 C67  DOUB N N 42 
C44 C60 C70  DOUB N N 43 
C44 C67 C68  SING N N 44 
C44 C68 C69  DOUB N N 45 
C44 C69 C70  SING N N 46 
C44 N2  H2   SING N N 47 
C44 C3  H3   SING N N 48 
C44 C4  H4   SING N N 49 
C44 C5  H5C1 SING N N 50 
C44 C5  H5C2 SING N N 51 
C44 C6  H6C1 SING N N 52 
C44 C6  H6C2 SING N N 53 
C44 O82 H82  SING N N 54 
C44 N20 H20  SING N N 55 
C44 C9  H9   SING N N 56 
C44 C13 H13  SING N N 57 
C44 C11 H11  SING N N 58 
C44 N32 H32  SING N N 59 
C44 C15 H15  SING N N 60 
C44 C19 H19  SING N N 61 
C44 C16 H16  SING N N 62 
C44 C17 H17  SING N N 63 
C44 C18 H18  SING N N 64 
C44 C54 H54  SING N N 65 
C44 C33 H331 SING N N 66 
C44 C33 H332 SING N N 67 
C44 C34 H341 SING N N 68 
C44 C34 H342 SING N N 69 
C44 C34 H343 SING N N 70 
C44 C42 H421 SING N N 71 
C44 C42 H422 SING N N 72 
C44 C43 H431 SING N N 73 
C44 C43 H432 SING N N 74 
C44 C44 H441 SING N N 75 
C44 C44 H442 SING N N 76 
C44 C45 H451 SING N N 77 
C44 C45 H452 SING Y N 78 
C44 C56 H561 SING Y N 79 
C44 C56 H562 SING Y N 80 
C44 C57 H571 SING Y N 81 
C44 C57 H572 SING N N 82 
C44 C58 H581 SING Y N 83 
C44 C58 H582 SING N N 84 
C44 C67 H67  SING Y N 85 
C44 C70 H70  SING N N 86 
C44 C68 H68  SING N N 87 
C44 C69 H69  SING N N 88 
# 
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 
C44 SMILES           ACDLabs              10.04 O=S5(=O)N(c4cc(C(=O)NC(Cc1ccccc1)C(O)CNC3c2ccccc2CCC3)cc(NCC)c4)CCCC5 
C44 InChI            InChI                1.02b 
InChI=1/C33H42N4O4S/c1-2-34-27-20-26(21-28(22-27)37-17-8-9-18-42(37,40)41)33(39)36-31(19-24-11-4-3-5-12-24)32(38)23-35-30-16-10-14-25-13-6-7-15-29(25)30/h3-7,11-13,15,20-22,30-32,34-35,38H,2,8-10,14,16-19,23H2,1H3,(H,36,39)/t30-,31-,32+/m0/s1/f/h36H 
C44 InChIKey         InChI                1.02b OAOKRIOFVOASEG-BQQGDGPJDZ 
C44 SMILES_CANONICAL CACTVS               3.341 CCNc1cc(cc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CN[C@H]3CCCc4ccccc34)N5CCCC[S]5(=O)=O 
C44 SMILES           CACTVS               3.341 CCNc1cc(cc(c1)C(=O)N[CH](Cc2ccccc2)[CH](O)CN[CH]3CCCc4ccccc34)N5CCCC[S]5(=O)=O 
C44 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCNc1cc(cc(c1)[N@@]2CCCCS2(=O)=O)C(=O)N[C@@H](Cc3ccccc3)[C@@H](CN[C@H]4CCCc5c4cccc5)O 
C44 SMILES           "OpenEye OEToolkits" 1.5.0 CCNc1cc(cc(c1)N2CCCCS2(=O)=O)C(=O)NC(Cc3ccccc3)C(CNC4CCCc5c4cccc5)O 
# 
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 
C44 "SYSTEMATIC NAME" ACDLabs              10.04 N-{(1S,2R)-1-benzyl-2-hydroxy-3-[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]propyl}-3-(1,1-dioxido-1,2-thiazinan-2-yl)-5-(ethylamino)benzamide        
C44 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 3-[(2S)-1,1-dioxo-1,2-thiazinan-2-yl]-5-ethylamino-N-[(2S,3R)-3-hydroxy-1-phenyl-4-[[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]amino]butan-2-yl]benzamide 
# 
