data_VGB
# 
_chem_comp.id                                    VGB 
_chem_comp.name                                  "(5R,6R,7R,8S)-6,7-dihydroxy-5-(hydroxymethyl)-2-(2-phenylethyl)-8-(propanoylamino)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium" 
_chem_comp.type                                  NON-POLYMER 
_chem_comp.pdbx_type                             HETAIN 
_chem_comp.formula                               "C19 H26 N3 O4" 
_chem_comp.mon_nstd_parent_comp_id               ? 
_chem_comp.pdbx_synonyms                         ? 
_chem_comp.pdbx_formal_charge                    1 
_chem_comp.pdbx_initial_date                     2009-02-23 
_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                        360.427 
_chem_comp.one_letter_code                       ? 
_chem_comp.three_letter_code                     VGB 
_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        ? 
_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 
VGB CBA  CBA  C 0 1 N N N 37.118 40.783 22.420 -1.872 5.396  0.069  CBA  VGB 1  
VGB CAN  CAN  C 0 1 N N N 36.373 41.984 21.853 -2.512 4.230  0.825  CAN  VGB 2  
VGB CAL  CAL  C 0 1 N N N 34.830 41.855 21.819 -2.328 2.959  0.037  CAL  VGB 3  
VGB OAM  OAM  O 0 1 N N N 34.194 40.889 22.262 -1.742 2.984  -1.025 OAM  VGB 4  
VGB NAK  NAK  N 0 1 N N N 34.257 42.902 21.250 -2.813 1.795  0.512  NAK  VGB 5  
VGB CAC  CAC  C 0 1 N N S 32.794 43.021 21.111 -2.634 0.559  -0.255 CAC  VGB 6  
VGB CAB  CAB  C 0 1 N N R 32.155 43.190 22.471 -3.736 -0.442 0.115  CAB  VGB 7  
VGB OAG  OAG  O 0 1 N N N 32.203 44.576 22.732 -4.979 -0.012 -0.442 OAG  VGB 8  
VGB CAA  CAA  C 0 1 N N R 30.717 42.668 22.477 -3.367 -1.817 -0.453 CAA  VGB 9  
VGB OAH  OAH  O 0 1 N N N 30.157 42.994 23.754 -4.466 -2.713 -0.284 OAH  VGB 10 
VGB CAF  CAF  C 0 1 N N R 30.773 41.164 22.249 -2.145 -2.360 0.293  CAF  VGB 11 
VGB CAI  CAI  C 0 1 N N N 29.477 40.364 22.484 -1.620 -3.606 -0.423 CAI  VGB 12 
VGB OAJ  OAJ  O 0 1 N N N 28.416 41.002 21.807 -0.554 -4.179 0.336  OAJ  VGB 13 
VGB NAE  NAE  N 1 1 Y N N 31.181 41.025 20.851 -1.099 -1.330 0.316  NAE  VGB 14 
VGB CAQ  CAQ  C 0 1 Y N N 30.810 40.208 19.890 0.201  -1.530 0.577  CAQ  VGB 15 
VGB CAD  CAD  C 0 1 Y N N 32.157 41.878 20.313 -1.297 -0.058 0.080  CAD  VGB 16 
VGB NAO  NAO  N 0 1 Y N N 32.298 41.558 19.052 -0.120 0.592  0.187  NAO  VGB 17 
VGB CAP  CAP  C 0 1 Y N N 31.499 40.541 18.787 0.830  -0.341 0.503  CAP  VGB 18 
VGB CAR  CAR  C 0 1 N N N 31.428 39.844 17.418 2.299  -0.088 0.724  CAR  VGB 19 
VGB CAS  CAS  C 0 1 N N N 31.293 40.888 16.313 3.063  -0.344 -0.577 CAS  VGB 20 
VGB CAT  CAT  C 0 1 Y N N 29.864 41.453 16.190 4.532  -0.090 -0.355 CAT  VGB 21 
VGB CAU  CAU  C 0 1 Y N N 28.839 40.637 15.704 5.356  -1.120 0.060  CAU  VGB 22 
VGB CAV  CAV  C 0 1 Y N N 27.553 41.144 15.549 6.703  -0.887 0.264  CAV  VGB 23 
VGB CAW  CAW  C 0 1 Y N N 27.313 42.469 15.898 7.227  0.375  0.051  CAW  VGB 24 
VGB CAX  CAX  C 0 1 Y N N 28.324 43.295 16.392 6.403  1.404  -0.366 CAX  VGB 25 
VGB CAY  CAY  C 0 1 Y N N 29.605 42.784 16.542 5.056  1.170  -0.573 CAY  VGB 26 
VGB HBA  HBA  H 0 1 N N N 37.298 40.051 21.619 -2.348 5.501  -0.906 HBA  VGB 27 
VGB HBAA HBAA H 0 0 N N N 38.081 41.113 22.838 -2.006 6.315  0.640  HBAA VGB 28 
VGB HBAB HBAB H 0 0 N N N 36.514 40.318 23.213 -0.808 5.203  -0.065 HBAB VGB 29 
VGB HAN  HAN  H 0 1 N N N 36.619 42.853 22.481 -2.036 4.125  1.800  HAN  VGB 30 
VGB HANA HANA H 0 0 N N N 36.695 42.077 20.805 -3.576 4.423  0.959  HANA VGB 31 
VGB HNAK HNAK H 0 0 N N N 34.836 43.639 20.902 -3.281 1.775  1.361  HNAK VGB 32 
VGB HAC  HAC  H 0 1 N N N 32.599 43.924 20.513 -2.681 0.779  -1.321 HAC  VGB 33 
VGB HAB  HAB  H 0 1 N N N 32.682 42.613 23.245 -3.823 -0.504 1.199  HAB  VGB 34 
VGB HOAG HOAG H 0 0 N N N 32.214 44.722 23.671 -5.722 -0.600 -0.248 HOAG VGB 35 
VGB HAA  HAA  H 0 1 N N N 30.092 43.115 21.690 -3.134 -1.722 -1.513 HAA  VGB 36 
VGB HOAH HOAH H 0 0 N N N 30.853 43.066 24.396 -5.277 -2.430 -0.729 HOAH VGB 37 
VGB HAF  HAF  H 0 1 N N N 31.458 40.736 22.996 -2.426 -2.618 1.314  HAF  VGB 38 
VGB HAI  HAI  H 0 1 N N N 29.599 39.341 22.099 -2.426 -4.333 -0.524 HAI  VGB 39 
VGB HAIA HAIA H 0 0 N N N 29.258 40.319 23.561 -1.254 -3.330 -1.412 HAIA VGB 40 
VGB HOAJ HOAJ H 0 0 N N N 27.696 41.145 22.410 -0.172 -4.975 -0.059 HOAJ VGB 41 
VGB HAQ  HAQ  H 0 1 N N N 30.083 39.414 19.973 0.663  -2.478 0.808  HAQ  VGB 42 
VGB HNAO HNAO H 0 0 N N N 32.908 42.008 18.399 0.025  1.543  0.063  HNAO VGB 43 
VGB HAR  HAR  H 0 1 N N N 32.346 39.260 17.258 2.447  0.947  1.034  HAR  VGB 44 
VGB HARA HARA H 0 0 N N N 30.555 39.176 17.395 2.670  -0.756 1.501  HARA VGB 45 
VGB HAS  HAS  H 0 1 N N N 31.976 41.721 16.539 2.915  -1.379 -0.887 HAS  VGB 46 
VGB HASA HASA H 0 0 N N N 31.537 40.395 15.360 2.692  0.324  -1.354 HASA VGB 47 
VGB HAU  HAU  H 0 1 N N N 29.046 39.609 15.448 4.947  -2.105 0.227  HAU  VGB 48 
VGB HAV  HAV  H 0 1 N N N 26.758 40.522 15.166 7.347  -1.691 0.589  HAV  VGB 49 
VGB HAW  HAW  H 0 1 N N N 26.317 42.870 15.784 8.279  0.557  0.210  HAW  VGB 50 
VGB HAX  HAX  H 0 1 N N N 28.111 44.321 16.655 6.811  2.389  -0.532 HAX  VGB 51 
VGB HAY  HAY  H 0 1 N N N 30.397 43.408 16.928 4.413  1.973  -0.902 HAY  VGB 52 
# 
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 
VGB CBA CAN  SING N N 1  
VGB CAN CAL  SING N N 2  
VGB CAL OAM  DOUB N N 3  
VGB CAL NAK  SING N N 4  
VGB NAK CAC  SING N N 5  
VGB CAC CAB  SING N N 6  
VGB CAC CAD  SING N N 7  
VGB CAB OAG  SING N N 8  
VGB CAB CAA  SING N N 9  
VGB CAA OAH  SING N N 10 
VGB CAA CAF  SING N N 11 
VGB CAF CAI  SING N N 12 
VGB CAF NAE  SING N N 13 
VGB CAI OAJ  SING N N 14 
VGB NAE CAQ  SING Y N 15 
VGB NAE CAD  DOUB Y N 16 
VGB CAQ CAP  DOUB Y N 17 
VGB CAD NAO  SING Y N 18 
VGB NAO CAP  SING Y N 19 
VGB CAP CAR  SING N N 20 
VGB CAR CAS  SING N N 21 
VGB CAS CAT  SING N N 22 
VGB CAT CAU  DOUB Y N 23 
VGB CAT CAY  SING Y N 24 
VGB CAU CAV  SING Y N 25 
VGB CAV CAW  DOUB Y N 26 
VGB CAW CAX  SING Y N 27 
VGB CAX CAY  DOUB Y N 28 
VGB CBA HBA  SING N N 29 
VGB CBA HBAA SING N N 30 
VGB CBA HBAB SING N N 31 
VGB CAN HAN  SING N N 32 
VGB CAN HANA SING N N 33 
VGB NAK HNAK SING N N 34 
VGB CAC HAC  SING N N 35 
VGB CAB HAB  SING N N 36 
VGB OAG HOAG SING N N 37 
VGB CAA HAA  SING N N 38 
VGB OAH HOAH SING N N 39 
VGB CAF HAF  SING N N 40 
VGB CAI HAI  SING N N 41 
VGB CAI HAIA SING N N 42 
VGB OAJ HOAJ SING N N 43 
VGB CAQ HAQ  SING N N 44 
VGB NAO HNAO SING N N 45 
VGB CAR HAR  SING N N 46 
VGB CAR HARA SING N N 47 
VGB CAS HAS  SING N N 48 
VGB CAS HASA SING N N 49 
VGB CAU HAU  SING N N 50 
VGB CAV HAV  SING N N 51 
VGB CAW HAW  SING N N 52 
VGB CAX HAX  SING N N 53 
VGB CAY HAY  SING N N 54 
# 
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 
VGB SMILES           ACDLabs              10.04 "O=C(NC3c1[n+](cc(n1)CCc2ccccc2)C(C(O)C3O)CO)CC"                                                                                                                                    
VGB SMILES_CANONICAL CACTVS               3.341 "CCC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)[n+]2cc(CCc3ccccc3)[nH]c12"                                                                                                              
VGB SMILES           CACTVS               3.341 "CCC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)[n+]2cc(CCc3ccccc3)[nH]c12"                                                                                                                     
VGB SMILES_CANONICAL "OpenEye OEToolkits" 1.5.0 "CCC(=O)N[C@H]1c2[nH]c(c[n+]2[C@@H]([C@H]([C@@H]1O)O)CO)CCc3ccccc3"                                                                                                                 
VGB SMILES           "OpenEye OEToolkits" 1.5.0 "CCC(=O)NC1c2[nH]c(c[n+]2C(C(C1O)O)CO)CCc3ccccc3"                                                                                                                                   
VGB InChI            InChI                1.03  "InChI=1S/C19H25N3O4/c1-2-15(24)21-16-18(26)17(25)14(11-23)22-10-13(20-19(16)22)9-8-12-6-4-3-5-7-12/h3-7,10,14,16-18,23,25-26H,2,8-9,11H2,1H3,(H,21,24)/p+1/t14-,16-,17-,18-/m1/s1" 
VGB InChIKey         InChI                1.03  QLPMCDAONBPCJU-VDHUWJSZSA-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 
VGB "SYSTEMATIC NAME" ACDLabs              10.04 "(5R,6R,7R,8S)-6,7-dihydroxy-5-(hydroxymethyl)-2-(2-phenylethyl)-8-(propanoylamino)-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium" 
VGB "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.5.0 "N-[(5R,6R,7R,8S)-6,7-dihydroxy-5-(hydroxymethyl)-2-phenethyl-5,6,7,8-tetrahydro-1H-imidazo[1,2-a]pyridin-4-ium-8-yl]propanamide"      
# 
loop_
_pdbx_chem_comp_audit.comp_id 
_pdbx_chem_comp_audit.action_type 
_pdbx_chem_comp_audit.date 
_pdbx_chem_comp_audit.processing_site 
VGB "Create component"     2009-02-23 EBI  
VGB "Modify aromatic_flag" 2011-06-04 RCSB 
VGB "Modify descriptor"    2011-06-04 RCSB 
# 
