data_VG4
# 
_chem_comp.id                                    VG4 
_chem_comp.name                                  N-[(1S,2R)-1-benzyl-3-{[(1S)-2-(cyclohexylamino)-1-methyl-2-oxoethyl]amino}-2-hydroxypropyl]-3-(2-oxo-2,3-dihydro-1H-pyrrol-1-yl)-5-propoxybenzamide 
_chem_comp.type                                  non-polymer 
_chem_comp.pdbx_type                             ? 
_chem_comp.formula                               "C33 H44 N4 O5" 
_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                        576.726 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VG4 
_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        2VIZ 
_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 
VG4 C1   C1   C 0 1 Y N N 31.510 -0.909 37.285 31.510 -0.909 37.285 C1   VG4 1  
VG4 C2   C2   C 0 1 Y N N 31.394 0.235  36.443 31.394 0.235  36.443 C2   VG4 2  
VG4 C3   C3   C 0 1 Y N N 30.808 0.123  35.165 30.808 0.123  35.165 C3   VG4 3  
VG4 C4   C4   C 0 1 Y N N 30.337 -1.148 34.726 30.337 -1.148 34.726 C4   VG4 4  
VG4 C5   C5   C 0 1 Y N N 30.441 -2.307 35.558 30.441 -2.307 35.558 C5   VG4 5  
VG4 C6   C6   C 0 1 Y N N 31.032 -2.162 36.828 31.032 -2.162 36.828 C6   VG4 6  
VG4 C7   C7   C 0 1 N N N 30.673 1.252  34.237 30.673 1.252  34.237 C7   VG4 7  
VG4 N8   N8   N 0 1 N N N 29.494 1.346  33.551 29.494 1.346  33.551 N8   VG4 8  
VG4 O9   O9   O 0 1 N N N 31.589 2.058  34.046 31.589 2.058  34.046 O9   VG4 9  
VG4 C10  C10  C 0 1 N N S 29.267 2.396  32.535 29.267 2.396  32.535 C10  VG4 10 
VG4 C11  C11  C 0 1 N N N 28.655 1.726  31.273 28.655 1.726  31.273 C11  VG4 11 
VG4 C12  C12  C 0 1 N N R 28.370 3.525  33.085 28.370 3.525  33.085 C12  VG4 12 
VG4 O13  O13  O 0 1 N N N 28.091 4.457  32.056 28.091 4.457  32.056 O13  VG4 13 
VG4 C14  C14  C 0 1 Y N N 29.265 0.372  30.931 29.265 0.372  30.931 C14  VG4 14 
VG4 C15  C15  C 0 1 N N N 29.050 4.282  34.230 29.050 4.282  34.230 C15  VG4 15 
VG4 N16  N16  N 0 1 N N N 28.379 5.552  34.468 28.379 5.552  34.468 N16  VG4 16 
VG4 C17  C17  C 0 1 N N S 29.077 6.747  34.973 29.077 6.747  34.973 C17  VG4 17 
VG4 C18  C18  C 0 1 N N N 30.152 7.140  33.937 30.152 7.140  33.937 C18  VG4 18 
VG4 N19  N19  N 0 1 N N N 29.665 7.881  32.927 29.665 7.881  32.927 N19  VG4 19 
VG4 O20  O20  O 0 1 N N N 31.323 6.780  34.055 31.323 6.780  34.055 O20  VG4 20 
VG4 C21  C21  C 0 1 N N N 30.504 8.353  31.825 30.504 8.353  31.825 C21  VG4 21 
VG4 C22  C22  C 0 1 N N N 29.721 6.461  36.350 29.721 6.461  36.350 C22  VG4 22 
VG4 C23  C23  C 0 1 N N N 30.980 9.800  32.103 30.980 9.800  32.103 C23  VG4 23 
VG4 C24  C24  C 0 1 N N N 31.863 10.314 30.939 31.863 10.314 30.939 C24  VG4 24 
VG4 C25  C25  C 0 1 N N N 31.130 10.212 29.571 31.130 10.212 29.571 C25  VG4 25 
VG4 C26  C26  C 0 1 N N N 30.581 8.785  29.312 30.581 8.785  29.312 C26  VG4 26 
VG4 C27  C27  C 0 1 N N N 29.713 8.284  30.493 29.713 8.284  30.493 C27  VG4 27 
VG4 C56  C56  C 0 1 Y N N 28.414 -0.739 30.709 28.414 -0.739 30.709 C56  VG4 28 
VG4 C57  C57  C 0 1 Y N N 28.953 -2.014 30.391 28.953 -2.014 30.391 C57  VG4 29 
VG4 C58  C58  C 0 1 Y N N 30.356 -2.190 30.293 30.356 -2.190 30.293 C58  VG4 30 
VG4 C59  C59  C 0 1 Y N N 31.218 -1.089 30.510 31.218 -1.089 30.510 C59  VG4 31 
VG4 C60  C60  C 0 1 Y N N 30.675 0.183  30.825 30.675 0.183  30.825 C60  VG4 32 
VG4 O66  O66  O 0 1 N N N 29.956 -3.553 35.073 29.956 -3.553 35.073 O66  VG4 33 
VG4 C67  C67  C 0 1 N N N 29.092 -3.581 33.934 29.092 -3.581 33.934 C67  VG4 34 
VG4 C68  C68  C 0 1 N N N 27.640 -3.475 34.408 27.640 -3.475 34.408 C68  VG4 35 
VG4 C71  C71  C 0 1 N N N 26.663 -3.470 33.243 26.663 -3.470 33.243 C71  VG4 36 
VG4 N77  N77  N 0 1 N N N 32.090 -0.813 38.526 32.090 -0.813 38.526 N77  VG4 37 
VG4 C78  C78  C 0 1 N N N 33.444 -0.271 38.668 33.444 -0.271 38.668 C78  VG4 38 
VG4 C79  C79  C 0 1 N N N 33.754 -0.329 40.153 33.754 -0.329 40.153 C79  VG4 39 
VG4 C80  C80  C 0 1 N N N 32.545 -0.963 40.839 32.545 -0.963 40.839 C80  VG4 40 
VG4 C81  C81  C 0 1 N N N 31.547 -1.208 39.711 31.547 -1.208 39.711 C81  VG4 41 
VG4 O88  O88  O 0 1 N N N 30.439 -1.699 39.899 30.439 -1.699 39.899 O88  VG4 42 
VG4 H2   H2   H 0 1 N N N 31.757 1.193  36.785 31.757 1.193  36.785 H2   VG4 43 
VG4 H6   H6   H 0 1 N N N 31.123 -3.027 37.469 31.123 -3.026 37.469 H6   VG4 44 
VG4 H4   H4   H 0 1 N N N 29.893 -1.238 33.746 29.893 -1.238 33.746 H4   VG4 45 
VG4 H8   H8   H 0 1 N N N 28.766 0.687  33.741 28.766 0.687  33.741 H8   VG4 46 
VG4 H10  H10  H 0 1 N N N 30.221 2.872  32.266 30.222 2.872  32.266 H10  VG4 47 
VG4 H111 1H11 H 0 0 N N N 27.580 1.578  31.455 27.580 1.578  31.455 H111 VG4 48 
VG4 H112 2H11 H 0 0 N N N 28.861 2.394  30.424 28.861 2.394  30.424 H112 VG4 49 
VG4 H12  H12  H 0 1 N N N 27.448 3.056  33.459 27.448 3.056  33.459 H12  VG4 50 
VG4 H13  H13  H 0 1 N N N 28.029 5.329  32.427 28.028 5.329  32.427 H13  VG4 51 
VG4 H151 1H15 H 0 0 N N N 29.003 3.672  35.144 29.003 3.672  35.144 H151 VG4 52 
VG4 H152 2H15 H 0 0 N N N 30.098 4.477  33.957 30.097 4.477  33.957 H152 VG4 53 
VG4 H56  H56  H 0 1 N N N 27.344 -0.615 30.782 27.344 -0.615 30.782 H56  VG4 54 
VG4 H60  H60  H 0 1 N N N 31.338 1.020  30.987 31.338 1.020  30.987 H60  VG4 55 
VG4 H16  H16  H 0 1 N N N 28.007 5.822  33.580 28.007 5.822  33.580 H16  VG4 56 
VG4 H17  H17  H 0 1 N N N 28.365 7.574  35.111 28.365 7.574  35.111 H17  VG4 57 
VG4 H221 1H22 H 0 0 N N N 30.813 6.393  36.238 30.813 6.393  36.238 H221 VG4 58 
VG4 H222 2H22 H 0 0 N N N 29.474 7.276  37.046 29.474 7.276  37.046 H222 VG4 59 
VG4 H223 3H22 H 0 0 N N N 29.334 5.510  36.745 29.334 5.510  36.745 H223 VG4 60 
VG4 H19  H19  H 0 1 N N N 28.694 8.118  32.929 28.694 8.118  32.929 H19  VG4 61 
VG4 H21  H21  H 0 1 N N N 31.389 7.706  31.741 31.389 7.706  31.741 H21  VG4 62 
VG4 H231 1H23 H 0 0 N N N 30.102 10.455 32.206 30.102 10.455 32.206 H231 VG4 63 
VG4 H232 2H23 H 0 0 N N N 31.572 9.808  33.030 31.572 9.808  33.030 H232 VG4 64 
VG4 H271 1H27 H 0 0 N N N 29.418 7.241  30.304 29.418 7.241  30.304 H271 VG4 65 
VG4 H272 2H27 H 0 0 N N N 28.824 8.927  30.576 28.824 8.927  30.576 H272 VG4 66 
VG4 H241 1H24 H 0 0 N N N 32.116 11.368 31.126 32.116 11.368 31.126 H241 VG4 67 
VG4 H242 2H24 H 0 0 N N N 32.767 9.689  30.892 32.767 9.689  30.892 H242 VG4 68 
VG4 H251 1H25 H 0 0 N N N 30.287 10.919 29.570 30.287 10.919 29.570 H251 VG4 69 
VG4 H252 2H25 H 0 0 N N N 31.854 10.449 28.777 31.854 10.449 28.777 H252 VG4 70 
VG4 H261 1H26 H 0 0 N N N 29.963 8.803  28.402 29.963 8.803  28.402 H261 VG4 71 
VG4 H262 2H26 H 0 0 N N N 31.436 8.102  29.198 31.436 8.102  29.198 H262 VG4 72 
VG4 H57  H57  H 0 1 N N N 28.292 -2.852 30.223 28.292 -2.852 30.223 H57  VG4 73 
VG4 H58  H58  H 0 1 N N N 30.765 -3.160 30.054 30.765 -3.160 30.054 H58  VG4 74 
VG4 H59  H59  H 0 1 N N N 32.288 -1.217 30.436 32.288 -1.217 30.436 H59  VG4 75 
VG4 H671 1H67 H 0 0 N N N 29.327 -2.735 33.271 29.327 -2.736 33.271 H671 VG4 76 
VG4 H672 2H67 H 0 0 N N N 29.235 -4.522 33.382 29.235 -4.522 33.382 H672 VG4 77 
VG4 H681 1H68 H 0 0 N N N 27.416 -4.338 35.052 27.416 -4.338 35.052 H681 VG4 78 
VG4 H682 2H68 H 0 0 N N N 27.526 -2.527 34.954 27.526 -2.527 34.954 H682 VG4 79 
VG4 H711 1H71 H 0 0 N N N 25.633 -3.469 33.628 25.633 -3.469 33.628 H711 VG4 80 
VG4 H712 2H71 H 0 0 N N N 26.827 -2.571 32.631 26.827 -2.571 32.631 H712 VG4 81 
VG4 H713 3H71 H 0 0 N N N 26.823 -4.367 32.627 26.823 -4.367 32.627 H713 VG4 82 
VG4 H78  H78  H 0 1 N N N 34.087 0.094  37.881 34.087 0.094  37.881 H78  VG4 83 
VG4 H79  H79  H 0 1 N N N 34.658 0.013  40.634 34.659 0.013  40.634 H79  VG4 84 
VG4 H801 1H80 H 0 0 N N N 32.820 -1.905 41.336 32.820 -1.905 41.336 H801 VG4 85 
VG4 H802 2H80 H 0 0 N N N 32.130 -0.318 41.628 32.130 -0.318 41.628 H802 VG4 86 
# 
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 
VG4 C1  C2   SING Y N 1  
VG4 C1  C6   DOUB Y N 2  
VG4 C1  N77  SING N N 3  
VG4 C2  C3   DOUB Y N 4  
VG4 C3  C4   SING N N 5  
VG4 C3  C7   SING Y N 6  
VG4 C4  C5   DOUB N N 7  
VG4 C5  C6   SING Y N 8  
VG4 C5  O66  SING N N 9  
VG4 C7  N8   SING Y N 10 
VG4 C7  O9   DOUB N N 11 
VG4 N8  C10  SING N N 12 
VG4 C10 C11  SING N N 13 
VG4 C10 C12  SING N N 14 
VG4 C11 C14  SING N N 15 
VG4 C12 O13  SING N N 16 
VG4 C12 C15  SING N N 17 
VG4 C14 C56  SING N N 18 
VG4 C14 C60  DOUB N N 19 
VG4 C15 N16  SING N N 20 
VG4 N16 C17  SING N N 21 
VG4 C17 C18  SING N N 22 
VG4 C17 C22  SING N N 23 
VG4 C18 N19  SING N N 24 
VG4 C18 O20  DOUB N N 25 
VG4 N19 C21  SING N N 26 
VG4 C21 C23  SING Y N 27 
VG4 C21 C27  SING Y N 28 
VG4 C23 C24  SING N N 29 
VG4 C24 C25  SING N N 30 
VG4 C25 C26  SING N N 31 
VG4 C26 C27  SING N N 32 
VG4 C56 C57  DOUB N N 33 
VG4 C57 C58  SING N N 34 
VG4 C58 C59  DOUB N N 35 
VG4 C59 C60  SING N N 36 
VG4 O66 C67  SING N N 37 
VG4 C67 C68  SING N N 38 
VG4 C68 C71  SING N N 39 
VG4 N77 C78  SING N N 40 
VG4 N77 C81  SING N N 41 
VG4 C78 C79  DOUB N N 42 
VG4 C79 C80  SING N N 43 
VG4 C80 C81  SING N N 44 
VG4 C81 O88  DOUB N N 45 
VG4 C2  H2   SING N N 46 
VG4 C6  H6   SING N N 47 
VG4 C4  H4   SING N N 48 
VG4 N8  H8   SING N N 49 
VG4 C10 H10  SING N N 50 
VG4 C11 H111 SING N N 51 
VG4 C11 H112 SING N N 52 
VG4 C12 H12  SING N N 53 
VG4 O13 H13  SING N N 54 
VG4 C15 H151 SING N N 55 
VG4 C15 H152 SING N N 56 
VG4 C56 H56  SING N N 57 
VG4 C60 H60  SING N N 58 
VG4 N16 H16  SING N N 59 
VG4 C17 H17  SING N N 60 
VG4 C22 H221 SING Y N 61 
VG4 C22 H222 SING N N 62 
VG4 C22 H223 SING Y N 63 
VG4 N19 H19  SING N N 64 
VG4 C21 H21  SING Y N 65 
VG4 C23 H231 SING N N 66 
VG4 C23 H232 SING Y N 67 
VG4 C27 H271 SING N N 68 
VG4 C27 H272 SING N N 69 
VG4 C24 H241 SING N N 70 
VG4 C24 H242 SING N N 71 
VG4 C25 H251 SING N N 72 
VG4 C25 H252 SING N N 73 
VG4 C26 H261 SING N N 74 
VG4 C26 H262 SING N N 75 
VG4 C57 H57  SING N N 76 
VG4 C58 H58  SING N N 77 
VG4 C59 H59  SING N N 78 
VG4 C67 H671 SING N N 79 
VG4 C67 H672 SING N N 80 
VG4 C68 H681 SING N N 81 
VG4 C68 H682 SING N N 82 
VG4 C71 H711 SING N N 83 
VG4 C71 H712 SING N N 84 
VG4 C71 H713 SING N N 85 
VG4 C78 H78  SING N N 86 
VG4 C79 H79  SING N N 87 
VG4 C80 H801 SING N N 88 
VG4 C80 H802 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 
VG4 SMILES           ACDLabs              10.04 O=C(NC1CCCCC1)C(NCC(O)C(NC(=O)c2cc(OCCC)cc(c2)N3C=CCC3=O)Cc4ccccc4)C 
VG4 InChI            InChI                1.02b 
;InChI=1/C33H44N4O5/c1-3-17-42-28-20-25(19-27(21-28)37-16-10-15-31(37)39)33(41)36-29(18-24-11-6-4-7-12-24)30(38)22-34-23(2)32(40)35-26-13-8-5-9-14-26/h4,6-7,10-12,16,19-21,23,26,29-30,34,38H,3,5,8-9,13-15,17-18,22H2,1-2H3,(H,35,40)(H,36,41)/t23-,29-,30+/m0/s1/f/h35-36H
;
VG4 InChIKey         InChI                1.02b OCMGZBXBWVXWRJ-SZORVZLIDH 
VG4 SMILES_CANONICAL CACTVS               3.341 CCCOc1cc(cc(c1)C(=O)N[C@@H](Cc2ccccc2)[C@H](O)CN[C@@H](C)C(=O)NC3CCCCC3)N4C=CCC4=O 
VG4 SMILES           CACTVS               3.341 CCCOc1cc(cc(c1)C(=O)N[CH](Cc2ccccc2)[CH](O)CN[CH](C)C(=O)NC3CCCCC3)N4C=CCC4=O 
VG4 SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 CCCOc1cc(cc(c1)N2C=CCC2=O)C(=O)N[C@@H](Cc3ccccc3)[C@@H](CN[C@@H](C)C(=O)NC4CCCCC4)O 
VG4 SMILES           "OpenEye OEToolkits" 1.5.0 CCCOc1cc(cc(c1)N2C=CCC2=O)C(=O)NC(Cc3ccccc3)C(CNC(C)C(=O)NC4CCCCC4)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 
VG4 "SYSTEMATIC NAME" ACDLabs              10.04 N-[(1S,2R)-1-benzyl-3-{[(1S)-2-(cyclohexylamino)-1-methyl-2-oxoethyl]amino}-2-hydroxypropyl]-3-(2-oxo-2,3-dihydro-1H-pyrrol-1-yl)-5-propoxybenzamide 
VG4 "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-(2-oxo-3H-pyrrol-1-yl)-5-propoxy-benzamide         
# 
