data_VG3
# 
_chem_comp.id                                    VG3 
_chem_comp.name                                  N-[(1S,2R)-1-benzyl-3-{[(1S)-2-(cyclohexylamino)-1-methyl-2-oxoethyl]amino}-2-hydroxypropyl]-3-(pentylsulfonyl)benzamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C31 H45 N3 O5 S" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    0 
_chem_comp.pdbx_initial_date                     2007-12-06 
_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                        571.771 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VG3 
_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        2VIY 
_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 
VG3 C1   C1   C 0 1 N N N 30.547 1.245  34.359 30.547 1.245  34.359 C1   VG3 1  
VG3 N2   N2   N 0 1 N N N 29.360 1.456  33.717 29.360 1.456  33.717 N2   VG3 2  
VG3 C3   C3   C 0 1 N N S 29.202 2.345  32.550 29.202 2.345  32.550 C3   VG3 3  
VG3 C4   C4   C 0 1 N N R 28.337 3.524  33.019 28.337 3.524  33.019 C4   VG3 4  
VG3 C5   C5   C 0 1 N N N 28.560 1.564  31.376 28.560 1.564  31.376 C5   VG3 5  
VG3 O6   O6   O 0 1 N N N 31.504 2.017  34.224 31.504 2.017  34.224 O6   VG3 6  
VG3 C7   C7   C 0 1 Y N N 30.572 0.047  35.215 30.572 0.047  35.215 C7   VG3 7  
VG3 C8   C8   C 0 1 Y N N 30.153 -1.229 34.731 30.153 -1.229 34.731 C8   VG3 8  
VG3 C9   C9   C 0 1 Y N N 30.176 -2.361 35.583 30.176 -2.361 35.583 C9   VG3 9  
VG3 C10  C10  C 0 1 Y N N 30.611 -2.234 36.921 30.611 -2.234 36.921 C10  VG3 10 
VG3 C11  C11  C 0 1 Y N N 31.029 -0.973 37.410 31.029 -0.973 37.410 C11  VG3 11 
VG3 C12  C12  C 0 1 Y N N 31.011 0.168  36.565 31.011 0.168  36.565 C12  VG3 12 
VG3 C13  C13  C 0 1 Y N N 29.209 0.224  31.102 29.209 0.224  31.102 C13  VG3 13 
VG3 C14  C14  C 0 1 Y N N 28.428 -0.965 31.089 28.428 -0.965 31.089 C14  VG3 14 
VG3 C15  C15  C 0 1 Y N N 29.035 -2.220 30.835 29.035 -2.220 30.835 C15  VG3 15 
VG3 C16  C16  C 0 1 Y N N 30.427 -2.296 30.593 30.427 -2.296 30.593 C16  VG3 16 
VG3 C17  C17  C 0 1 Y N N 31.214 -1.117 30.605 31.214 -1.117 30.605 C17  VG3 17 
VG3 C18  C18  C 0 1 Y N N 30.609 0.136  30.857 30.609 0.136  30.857 C18  VG3 18 
VG3 O19  O19  O 0 1 N N N 28.098 4.450  31.987 28.098 4.450  31.987 O19  VG3 19 
VG3 C20  C20  C 0 1 N N S 28.956 6.745  34.890 28.956 6.745  34.890 C20  VG3 20 
VG3 C21  C21  C 0 1 N N N 28.993 4.282  34.186 28.993 4.282  34.186 C21  VG3 21 
VG3 N22  N22  N 0 1 N N N 28.273 5.524  34.425 28.273 5.524  34.425 N22  VG3 22 
VG3 S23  S23  S 0 1 N N N 31.555 -0.833 39.100 31.555 -0.833 39.100 S23  VG3 23 
VG3 C24  C24  C 0 1 N N N 29.526 6.525  36.307 29.526 6.525  36.307 C24  VG3 24 
VG3 C38  C38  C 0 1 N N N 30.091 7.154  33.904 30.091 7.154  33.904 C38  VG3 25 
VG3 N39  N39  N 0 1 N N N 29.635 7.931  32.904 29.635 7.931  32.904 N39  VG3 26 
VG3 C40  C40  C 0 1 N N N 30.479 8.402  31.803 30.479 8.402  31.803 C40  VG3 27 
VG3 O41  O41  O 0 1 N N N 31.256 6.777  34.042 31.256 6.777  34.042 O41  VG3 28 
VG3 C43  C43  C 0 1 N N N 30.895 9.865  32.078 30.895 9.865  32.078 C43  VG3 29 
VG3 C44  C44  C 0 1 N N N 31.780 10.403 30.884 31.780 10.403 30.884 C44  VG3 30 
VG3 C45  C45  C 0 1 N N N 31.086 10.244 29.507 31.086 10.244 29.507 C45  VG3 31 
VG3 C46  C46  C 0 1 N N N 30.568 8.798  29.279 30.568 8.798  29.279 C46  VG3 32 
VG3 C47  C47  C 0 1 N N N 29.707 8.295  30.468 29.707 8.295  30.468 C47  VG3 33 
VG3 C60  C60  C 0 1 N N N 32.995 -1.891 39.170 32.995 -1.891 39.170 C60  VG3 34 
VG3 C61  C61  C 0 1 N N N 33.553 -1.884 40.600 33.553 -1.884 40.600 C61  VG3 35 
VG3 C64  C64  C 0 1 N N N 34.787 -2.779 40.776 34.787 -2.779 40.776 C64  VG3 36 
VG3 C67  C67  C 0 1 N N N 35.316 -2.755 42.218 35.316 -2.755 42.218 C67  VG3 37 
VG3 C70  C70  C 0 1 N N N 36.549 -3.650 42.402 36.549 -3.650 42.402 C70  VG3 38 
VG3 O76  O76  O 0 1 N N N 30.530 -1.417 39.924 30.530 -1.417 39.924 O76  VG3 39 
VG3 O77  O77  O 0 1 N N N 31.930 0.525  39.343 31.930 0.525  39.343 O77  VG3 40 
VG3 H2   H2   H 0 1 N N N 28.550 0.980  34.058 28.550 0.980  34.058 H2   VG3 41 
VG3 H3   H3   H 0 1 N N N 30.166 2.720  32.175 30.166 2.720  32.175 H3   VG3 42 
VG3 H4   H4   H 0 1 N N N 27.385 3.079  33.345 27.385 3.079  33.345 H4   VG3 43 
VG3 H5C1 1H5C H 0 0 N N N 27.503 1.386  31.624 27.503 1.386  31.624 H5C1 VG3 44 
VG3 H5C2 2H5C H 0 0 N N N 28.693 2.176  30.472 28.693 2.176  30.472 H5C2 VG3 45 
VG3 H19  H19  H 0 1 N N N 28.044 5.325  32.352 28.044 5.325  32.353 H19  VG3 46 
VG3 H211 1H21 H 0 0 N N N 28.960 3.659  35.092 28.960 3.659  35.092 H211 VG3 47 
VG3 H212 2H21 H 0 0 N N N 30.040 4.508  33.934 30.039 4.508  33.934 H212 VG3 48 
VG3 H8   H8   H 0 1 N N N 29.817 -1.332 33.710 29.817 -1.332 33.710 H8   VG3 49 
VG3 H12  H12  H 0 1 N N N 31.330 1.127  36.945 31.330 1.127  36.945 H12  VG3 50 
VG3 H9   H9   H 0 1 N N N 29.860 -3.323 35.208 29.860 -3.323 35.208 H9   VG3 51 
VG3 H10  H10  H 0 1 N N N 30.625 -3.097 37.570 30.625 -3.097 37.570 H10  VG3 52 
VG3 H14  H14  H 0 1 N N N 27.365 -0.911 31.274 27.365 -0.911 31.274 H14  VG3 53 
VG3 H18  H18  H 0 1 N N N 31.212 1.032  30.864 31.212 1.032  30.864 H18  VG3 54 
VG3 H15  H15  H 0 1 N N N 28.435 -3.118 30.826 28.435 -3.118 30.826 H15  VG3 55 
VG3 H16  H16  H 0 1 N N N 30.890 -3.252 30.399 30.890 -3.252 30.399 H16  VG3 56 
VG3 H17  H17  H 0 1 N N N 32.277 -1.176 30.421 32.277 -1.176 30.421 H17  VG3 57 
VG3 H20  H20  H 0 1 N N N 28.222 7.564  34.925 28.222 7.564  34.925 H20  VG3 58 
VG3 H22  H22  H 0 1 N N N 27.598 5.310  35.131 27.598 5.310  35.131 H22  VG3 59 
VG3 H241 1H24 H 0 0 N N N 30.624 6.473  36.257 30.624 6.473  36.257 H241 VG3 60 
VG3 H242 2H24 H 0 0 N N N 29.228 7.362  36.956 29.228 7.362  36.956 H242 VG3 61 
VG3 H243 3H24 H 0 0 N N N 29.133 5.584  36.718 29.133 5.584  36.718 H243 VG3 62 
VG3 H601 1H60 H 0 0 N N N 32.714 -2.916 38.888 32.714 -2.917 38.889 H601 VG3 63 
VG3 H602 2H60 H 0 0 N N N 33.760 -1.522 38.471 33.761 -1.522 38.471 H602 VG3 64 
VG3 H39  H39  H 0 1 N N N 28.672 8.200  32.913 28.672 8.200  32.913 H39  VG3 65 
VG3 H40  H40  H 0 1 N N N 31.383 7.779  31.729 31.383 7.779  31.729 H40  VG3 66 
VG3 H431 1H43 H 0 0 N N N 29.994 10.489 32.174 29.994 10.489 32.174 H431 VG3 67 
VG3 H432 2H43 H 0 0 N N N 31.477 9.908  33.010 31.477 9.908  33.010 H432 VG3 68 
VG3 H471 1H47 H 0 0 N N N 29.440 7.242  30.294 29.440 7.242  30.294 H471 VG3 69 
VG3 H472 2H47 H 0 0 N N N 28.805 8.921  30.535 28.805 8.921  30.535 H472 VG3 70 
VG3 H441 1H44 H 0 0 N N N 31.978 11.472 31.052 31.978 11.472 31.052 H441 VG3 71 
VG3 H442 2H44 H 0 0 N N N 32.707 9.811  30.862 32.707 9.811  30.862 H442 VG3 72 
VG3 H451 1H45 H 0 0 N N N 30.231 10.935 29.463 30.231 10.934 29.463 H451 VG3 73 
VG3 H452 2H45 H 0 0 N N N 31.826 10.468 28.725 31.826 10.468 28.725 H452 VG3 74 
VG3 H461 1H46 H 0 0 N N N 29.951 8.785  28.368 29.951 8.785  28.368 H461 VG3 75 
VG3 H462 2H46 H 0 0 N N N 31.440 8.134  29.184 31.440 8.134  29.184 H462 VG3 76 
VG3 H611 1H61 H 0 0 N N N 33.838 -0.852 40.852 33.838 -0.852 40.852 H611 VG3 77 
VG3 H612 2H61 H 0 0 N N N 32.766 -2.278 41.260 32.766 -2.278 41.260 H612 VG3 78 
VG3 H641 1H64 H 0 0 N N N 34.511 -3.813 40.520 34.511 -3.813 40.521 H641 VG3 79 
VG3 H642 2H64 H 0 0 N N N 35.580 -2.399 40.116 35.580 -2.399 40.116 H642 VG3 80 
VG3 H671 1H67 H 0 0 N N N 35.594 -1.721 42.471 35.594 -1.721 42.471 H671 VG3 81 
VG3 H672 2H67 H 0 0 N N N 34.521 -3.136 42.876 34.521 -3.136 42.876 H672 VG3 82 
VG3 H701 1H70 H 0 0 N N N 36.997 -3.864 41.420 36.997 -3.864 41.421 H701 VG3 83 
VG3 H702 2H70 H 0 0 N N N 37.285 -3.134 43.036 37.285 -3.134 43.036 H702 VG3 84 
VG3 H703 3H70 H 0 0 N N N 36.249 -4.593 42.881 36.249 -4.593 42.881 H703 VG3 85 
# 
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 
VG3 C1  N2   SING N N 1  
VG3 C1  O6   DOUB N N 2  
VG3 C1  C7   SING N N 3  
VG3 N2  C3   SING N N 4  
VG3 C3  C4   SING N N 5  
VG3 C3  C5   SING N N 6  
VG3 C4  O19  SING N N 7  
VG3 C4  C21  SING N N 8  
VG3 C5  C13  SING N N 9  
VG3 C7  C8   SING N N 10 
VG3 C7  C12  DOUB N N 11 
VG3 C8  C9   DOUB N N 12 
VG3 C9  C10  SING N N 13 
VG3 C10 C11  DOUB N N 14 
VG3 C11 C12  SING Y N 15 
VG3 C11 S23  SING Y N 16 
VG3 C13 C14  SING Y N 17 
VG3 C13 C18  DOUB N N 18 
VG3 C14 C15  DOUB Y N 19 
VG3 C15 C16  SING N N 20 
VG3 C16 C17  DOUB Y N 21 
VG3 C17 C18  SING N N 22 
VG3 C20 N22  SING Y N 23 
VG3 C20 C24  SING N N 24 
VG3 C20 C38  SING N N 25 
VG3 C21 N22  SING Y N 26 
VG3 S23 C60  SING Y N 27 
VG3 S23 O76  DOUB Y N 28 
VG3 S23 O77  DOUB N N 29 
VG3 C38 N39  SING Y N 30 
VG3 C38 O41  DOUB N N 31 
VG3 N39 C40  SING Y N 32 
VG3 C40 C43  SING N N 33 
VG3 C40 C47  SING Y N 34 
VG3 C43 C44  SING N N 35 
VG3 C44 C45  SING N N 36 
VG3 C45 C46  SING N N 37 
VG3 C46 C47  SING N N 38 
VG3 C60 C61  SING N N 39 
VG3 C61 C64  SING N N 40 
VG3 C64 C67  SING N N 41 
VG3 C67 C70  SING N N 42 
VG3 N2  H2   SING N N 43 
VG3 C3  H3   SING N N 44 
VG3 C4  H4   SING N N 45 
VG3 C5  H5C1 SING N N 46 
VG3 C5  H5C2 SING N N 47 
VG3 O19 H19  SING N N 48 
VG3 C21 H211 SING N N 49 
VG3 C21 H212 SING N N 50 
VG3 C8  H8   SING N N 51 
VG3 C12 H12  SING N N 52 
VG3 C9  H9   SING N N 53 
VG3 C10 H10  SING N N 54 
VG3 C14 H14  SING N N 55 
VG3 C18 H18  SING N N 56 
VG3 C15 H15  SING N N 57 
VG3 C16 H16  SING N N 58 
VG3 C17 H17  SING N N 59 
VG3 C20 H20  SING N N 60 
VG3 N22 H22  SING N N 61 
VG3 C24 H241 SING N N 62 
VG3 C24 H242 SING N N 63 
VG3 C24 H243 SING N N 64 
VG3 C60 H601 SING N N 65 
VG3 C60 H602 SING N N 66 
VG3 N39 H39  SING N N 67 
VG3 C40 H40  SING N N 68 
VG3 C43 H431 SING N N 69 
VG3 C43 H432 SING N N 70 
VG3 C47 H471 SING N N 71 
VG3 C47 H472 SING N N 72 
VG3 C44 H441 SING N N 73 
VG3 C44 H442 SING N N 74 
VG3 C45 H451 SING N N 75 
VG3 C45 H452 SING N N 76 
VG3 C46 H461 SING N N 77 
VG3 C46 H462 SING N N 78 
VG3 C61 H611 SING N N 79 
VG3 C61 H612 SING N N 80 
VG3 C64 H641 SING N N 81 
VG3 C64 H642 SING N N 82 
VG3 C67 H671 SING N N 83 
VG3 C67 H672 SING N N 84 
VG3 C70 H701 SING N N 85 
VG3 C70 H702 SING N N 86 
VG3 C70 H703 SING N N 87 
# 
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 
VG3 SMILES           ACDLabs              10.04 O=C(NC1CCCCC1)C(NCC(O)C(NC(=O)c2cccc(c2)S(=O)(=O)CCCCC)Cc3ccccc3)C 
VG3 InChI            InChI                1.02b 
;InChI=1/C31H45N3O5S/c1-3-4-11-19-40(38,39)27-18-12-15-25(21-27)31(37)34-28(20-24-13-7-5-8-14-24)29(35)22-32-23(2)30(36)33-26-16-9-6-10-17-26/h5,7-8,12-15,18,21,23,26,28-29,32,35H,3-4,6,9-11,16-17,19-20,22H2,1-2H3,(H,33,36)(H,34,37)/t23-,28-,29+/m0/s1/f/h33-34H
;
VG3 InChIKey         InChI                1.02b FBMGVFBNGKNQCB-ZQHGPVJADL 
VG3 SMILES_CANONICAL CACTVS               3.341 CCCCC[S](=O)(=O)c1cccc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CN[C@@H](C)C(=O)NC3CCCCC3 
VG3 SMILES           CACTVS               3.341 CCCCC[S](=O)(=O)c1cccc(c1)C(=O)N[CH](Cc2ccccc2)[CH](O)CN[CH](C)C(=O)NC3CCCCC3 
VG3 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCCCS(=O)(=O)c1cccc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@@H](CN[C@@H](C)C(=O)NC3CCCCC3)O 
VG3 SMILES           "OpenEye OEToolkits" 1.5.0 CCCCCS(=O)(=O)c1cccc(c1)C(=O)NC(Cc2ccccc2)C(CNC(C)C(=O)NC3CCCCC3)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 
VG3 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R)-1-benzyl-3-{[(1S)-2-(cyclohexylamino)-1-methyl-2-oxoethyl]amino}-2-hydroxypropyl]-3-(pentylsulfonyl)benzamide   
VG3 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 N-[(2S,3R)-4-[[(2S)-1-(cyclohexylamino)-1-oxo-propan-2-yl]amino]-3-hydroxy-1-phenyl-butan-2-yl]-3-pentylsulfonyl-benzamide 
# 
