data_NP6 # _chem_comp.id NP6 _chem_comp.name "[[(3R,4R,5S,6R)-3-(BUTANOYLAMINO)-4,5-DIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YLIDENE]AMINO] N-PHENYLCARBAMATE" _chem_comp.type non-polymer _chem_comp.pdbx_type ? _chem_comp.formula "C17 H23 N3 O7" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ? _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2009-03-10 _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 381.380 _chem_comp.one_letter_code ? _chem_comp.three_letter_code NP6 _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 2WCA _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 NP6 C2 C2 C 0 1 N N N -11.630 -11.962 3.915 -0.617 6.105 0.042 C2 NP6 1 NP6 C1 C1 C 0 1 N N N -10.866 -11.343 5.079 -0.001 4.872 0.707 C1 NP6 2 NP6 C3 C3 C 0 1 N N N -9.779 -12.260 5.617 0.659 3.994 -0.359 C3 NP6 3 NP6 C4 C4 C 0 1 N N N -9.108 -11.583 6.833 1.265 2.780 0.296 C4 NP6 4 NP6 O1 O1 O 0 1 N N N -9.339 -10.400 7.102 1.177 2.630 1.496 O1 NP6 5 NP6 N1 N1 N 0 1 N N N -8.299 -12.381 7.543 1.904 1.859 -0.453 N1 NP6 6 NP6 C5 C5 C 0 1 N N R -7.541 -11.991 8.770 2.493 0.678 0.183 C5 NP6 7 NP6 C6 C6 C 0 1 N N R -8.491 -11.657 9.934 3.639 0.141 -0.684 C6 NP6 8 NP6 O2 O2 O 0 1 N N N -8.788 -12.841 10.656 4.725 1.069 -0.671 O2 NP6 9 NP6 C7 C7 C 0 1 N N S -7.870 -10.627 10.864 4.105 -1.202 -0.114 C7 NP6 10 NP6 O3 O3 O 0 1 N N N -8.760 -10.329 11.949 5.169 -1.717 -0.916 O3 NP6 11 NP6 C8 C8 C 0 1 N N R -7.656 -9.341 10.069 2.936 -2.190 -0.120 C8 NP6 12 NP6 C9 C9 C 0 1 N N N -7.108 -8.125 10.856 3.388 -3.522 0.483 C9 NP6 13 NP6 O4 O4 O 0 1 N N N -5.950 -8.483 11.600 2.333 -4.479 0.370 O4 NP6 14 NP6 O5 O5 O 0 1 N N N -6.755 -9.563 8.993 1.859 -1.655 0.658 O5 NP6 15 NP6 C10 C10 C 0 1 N N N -6.549 -10.835 8.518 1.447 -0.407 0.312 C10 NP6 16 NP6 N2 N2 N 0 1 N N N -5.422 -11.046 7.839 0.199 -0.155 0.101 N2 NP6 17 NP6 O6 O6 O 0 1 N N N -4.535 -10.008 7.674 -0.628 -1.042 0.210 O6 NP6 18 NP6 C11 C11 C 0 1 N N N -3.274 -10.405 7.264 -1.912 -0.712 -0.023 C11 NP6 19 NP6 O7 O7 O 0 1 N N N -2.368 -9.568 7.171 -2.201 0.428 -0.328 O7 NP6 20 NP6 N3 N3 N 0 1 N N N -3.094 -11.722 6.999 -2.878 -1.647 0.080 N3 NP6 21 NP6 C12 C12 C 0 1 Y N N -2.009 -12.369 6.505 -4.221 -1.284 -0.068 C12 NP6 22 NP6 C13 C13 C 0 1 Y N N -2.129 -13.737 6.234 -4.578 -0.289 -0.967 C13 NP6 23 NP6 C14 C14 C 0 1 Y N N -1.064 -14.473 5.702 -5.905 0.067 -1.111 C14 NP6 24 NP6 C15 C15 C 0 1 Y N N 0.150 -13.836 5.422 -6.878 -0.567 -0.359 C15 NP6 25 NP6 C16 C16 C 0 1 Y N N 0.277 -12.467 5.666 -6.525 -1.559 0.538 C16 NP6 26 NP6 C17 C17 C 0 1 Y N N -0.794 -11.739 6.202 -5.201 -1.923 0.681 C17 NP6 27 NP6 H21C H21C H 0 0 N N N -12.681 -12.111 4.203 -1.365 5.791 -0.685 H21C NP6 28 NP6 H22C H22C H 0 0 N N N -11.580 -11.290 3.045 -1.087 6.730 0.801 H22C NP6 29 NP6 H23C H23C H 0 0 N N N -11.180 -12.932 3.656 0.164 6.673 -0.463 H23C NP6 30 NP6 H11C H11C H 0 0 N N N -10.395 -10.412 4.731 0.747 5.186 1.434 H11C NP6 31 NP6 H12C H12C H 0 0 N N N -11.584 -11.161 5.892 -0.783 4.304 1.212 H12C NP6 32 NP6 H31C H31C H 0 0 N N N -10.223 -13.218 5.925 -0.090 3.680 -1.086 H31C NP6 33 NP6 H32C H32C H 0 0 N N N -9.029 -12.447 4.834 1.440 4.562 -0.864 H32C NP6 34 NP6 H1 H1 H 0 1 N N N -8.193 -13.322 7.223 1.974 1.979 -1.413 H1 NP6 35 NP6 H5 H5 H 0 1 N N N -6.941 -12.868 9.054 2.872 0.943 1.170 H5 NP6 36 NP6 H6 H6 H 0 1 N N N -9.417 -11.232 9.520 3.289 0.003 -1.707 H6 NP6 37 NP6 H2 H2 H 0 1 N N N -8.854 -13.572 10.053 5.485 0.793 -1.200 H2 NP6 38 NP6 H7 H7 H 0 1 N N N -6.925 -11.023 11.264 4.456 -1.061 0.908 H7 NP6 39 NP6 H3 H3 H 0 1 N N N -8.264 -10.263 12.757 5.514 -2.568 -0.613 H3 NP6 40 NP6 H8 H8 H 0 1 N N N -8.675 -9.085 9.743 2.600 -2.351 -1.145 H8 NP6 41 NP6 H91C H91C H 0 0 N N N -6.845 -7.327 10.146 4.266 -3.883 -0.053 H91C NP6 42 NP6 H92C H92C H 0 0 N N N -7.883 -7.779 11.555 3.638 -3.378 1.534 H92C NP6 43 NP6 H4 H4 H 0 1 N N N -5.208 -8.563 11.012 2.551 -5.348 0.734 H4 NP6 44 NP6 HA HA H 0 1 N N N -3.881 -12.306 7.198 -2.641 -2.571 0.257 HA NP6 45 NP6 H13 H13 H 0 1 N N N -3.064 -14.236 6.440 -3.819 0.207 -1.554 H13 NP6 46 NP6 H17 H17 H 0 1 N N N -0.682 -10.680 6.384 -4.926 -2.701 1.379 H17 NP6 47 NP6 H14 H14 H 0 1 N N N -1.179 -15.529 5.508 -6.184 0.841 -1.811 H14 NP6 48 NP6 H15 H15 H 0 1 N N N 0.981 -14.398 5.021 -7.914 -0.287 -0.473 H15 NP6 49 NP6 H16 H16 H 0 1 N N N 1.207 -11.966 5.440 -7.287 -2.052 1.123 H16 NP6 50 # 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 NP6 C2 C1 SING N N 1 NP6 C1 C3 SING N N 2 NP6 C3 C4 SING N N 3 NP6 C4 O1 DOUB N N 4 NP6 C4 N1 SING N N 5 NP6 N1 C5 SING N N 6 NP6 C5 C6 SING N N 7 NP6 C5 C10 SING N N 8 NP6 C6 O2 SING N N 9 NP6 C6 C7 SING N N 10 NP6 C7 O3 SING N N 11 NP6 C7 C8 SING N N 12 NP6 C8 C9 SING N N 13 NP6 C8 O5 SING N N 14 NP6 C9 O4 SING N N 15 NP6 O5 C10 SING N N 16 NP6 C10 N2 DOUB N N 17 NP6 N2 O6 SING N N 18 NP6 O6 C11 SING N N 19 NP6 C11 O7 DOUB N N 20 NP6 C11 N3 SING N N 21 NP6 N3 C12 SING N N 22 NP6 C12 C13 SING Y N 23 NP6 C12 C17 DOUB Y N 24 NP6 C13 C14 DOUB Y N 25 NP6 C14 C15 SING Y N 26 NP6 C15 C16 DOUB Y N 27 NP6 C16 C17 SING Y N 28 NP6 C2 H21C SING N N 29 NP6 C2 H22C SING N N 30 NP6 C2 H23C SING N N 31 NP6 C1 H11C SING N N 32 NP6 C1 H12C SING N N 33 NP6 C3 H31C SING N Z 34 NP6 C3 H32C SING N N 35 NP6 N1 H1 SING N N 36 NP6 C5 H5 SING N N 37 NP6 C6 H6 SING N N 38 NP6 O2 H2 SING N N 39 NP6 C7 H7 SING N N 40 NP6 O3 H3 SING N N 41 NP6 C8 H8 SING N N 42 NP6 C9 H91C SING N N 43 NP6 C9 H92C SING N N 44 NP6 O4 H4 SING N N 45 NP6 N3 HA SING N N 46 NP6 C13 H13 SING N N 47 NP6 C17 H17 SING N N 48 NP6 C14 H14 SING N N 49 NP6 C15 H15 SING N N 50 NP6 C16 H16 SING N N 51 # 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 NP6 SMILES ACDLabs 10.04 "O=C(O\N=C1/OC(CO)C(O)C(O)C1NC(=O)CCC)Nc2ccccc2" NP6 SMILES_CANONICAL CACTVS 3.352 "CCCC(=O)N[C@@H]\1[C@@H](O)[C@H](O)[C@@H](CO)OC\1=N\OC(=O)Nc2ccccc2" NP6 SMILES CACTVS 3.352 "CCCC(=O)N[CH]1[CH](O)[CH](O)[CH](CO)OC1=NOC(=O)Nc2ccccc2" NP6 SMILES_CANONICAL "OpenEye OEToolkits" 1.6.1 "CCCC(=O)N[C@@H]\1[C@H]([C@@H]([C@H](O/C1=N\OC(=O)Nc2ccccc2)CO)O)O" NP6 SMILES "OpenEye OEToolkits" 1.6.1 "CCCC(=O)NC1C(C(C(OC1=NOC(=O)Nc2ccccc2)CO)O)O" NP6 InChI InChI 1.03 "InChI=1S/C17H23N3O7/c1-2-6-12(22)19-13-15(24)14(23)11(9-21)26-16(13)20-27-17(25)18-10-7-4-3-5-8-10/h3-5,7-8,11,13-15,21,23-24H,2,6,9H2,1H3,(H,18,25)(H,19,22)/b20-16-/t11-,13-,14-,15-/m1/s1" NP6 InChIKey InChI 1.03 ITVRELFVFCOUMV-ZVZWZHPPSA-N # 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 NP6 "SYSTEMATIC NAME" ACDLabs 10.04 "N-[(2Z,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(phenylcarbamoyl)oxy]imino}tetrahydro-2H-pyran-3-yl]butanamide (non-preferred name)" NP6 "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.6.1 "[[(3R,4R,5S,6R)-3-(butanoylamino)-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-ylidene]amino] N-phenylcarbamate" # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site NP6 "Create component" 2009-03-10 EBI NP6 "Modify aromatic_flag" 2011-06-04 RCSB NP6 "Modify descriptor" 2011-06-04 RCSB #