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 #