data_FUC
#
_chem_comp.id FUC
_chem_comp.name alpha-L-fucopyranose
_chem_comp.type 'L-saccharide, alpha linking'
_chem_comp.pdbx_type ATOMS
_chem_comp.formula 'C6 H12 O5'
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms 'alpha-L-fucose; 6-deoxy-alpha-L-galactopyranose; L-fucose; fucose'
_chem_comp.pdbx_formal_charge 0
_chem_comp.pdbx_initial_date 1999-07-08
_chem_comp.pdbx_modified_date 2024-09-27
_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 164.156
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code FUC
_chem_comp.pdbx_model_coordinates_details ?
_chem_comp.pdbx_model_coordinates_missing_flag N
_chem_comp.pdbx_ideal_coordinates_details ?
_chem_comp.pdbx_ideal_coordinates_missing_flag N
_chem_comp.pdbx_model_coordinates_db_code 1AX0
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site PDBJ
_chem_comp.pdbx_pcm Y
#
loop_
_pdbx_chem_comp_synonyms.ordinal
_pdbx_chem_comp_synonyms.comp_id
_pdbx_chem_comp_synonyms.name
_pdbx_chem_comp_synonyms.provenance
_pdbx_chem_comp_synonyms.type
1 FUC alpha-L-fucose PDB ?
2 FUC 6-deoxy-alpha-L-galactopyranose PDB ?
3 FUC L-fucose PDB ?
4 FUC fucose PDB ?
#
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.pdbx_backbone_atom_flag
_chem_comp_atom.pdbx_n_terminal_atom_flag
_chem_comp_atom.pdbx_c_terminal_atom_flag
_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
FUC C1 C1 C 0 1 N N R N N N -7.415 -4.708 4.071 1.410 0.468 -0.410 C1 FUC 1
FUC C2 C2 C 0 1 N N S N N N -7.978 -3.315 4.329 0.120 0.513 -1.233 C2 FUC 2
FUC C3 C3 C 0 1 N N R N N N -8.027 -2.528 3.024 -0.831 -0.576 -0.728 C3 FUC 3
FUC C4 C4 C 0 1 N N S N N N -8.835 -3.301 1.987 -1.016 -0.402 0.783 C4 FUC 4
FUC C5 C5 C 0 1 N N S N N N -8.262 -4.708 1.820 0.359 -0.379 1.454 C5 FUC 5
FUC C6 C6 C 0 1 N N N N N N -9.101 -5.570 0.898 0.185 -0.241 2.967 C6 FUC 6
FUC O1 O1 O 0 1 N Y N N N N -6.071 -4.612 3.693 2.007 -0.823 -0.535 O1 FUC 7
FUC O2 O2 O 0 1 N N N N N N -7.160 -2.636 5.269 0.424 0.284 -2.610 O2 FUC 8
FUC O3 O3 O 0 1 N N N N N N -8.624 -1.259 3.250 -2.094 -0.452 -1.385 O3 FUC 9
FUC O4 O4 O 0 1 N N N N N N -10.192 -3.382 2.400 -1.700 0.824 1.044 O4 FUC 10
FUC O5 O5 O 0 1 N N N N N N -8.205 -5.378 3.096 1.116 0.724 0.961 O5 FUC 11
FUC H1 H1 H 0 1 N N N N N N -7.457 -5.315 5.005 2.101 1.225 -0.780 H1 FUC 12
FUC H2 H2 H 0 1 N N N N N N -9.010 -3.406 4.739 -0.350 1.489 -1.121 H2 FUC 13
FUC H3 H3 H 0 1 N N N N N N -6.988 -2.381 2.645 -0.406 -1.558 -0.935 H3 FUC 14
FUC H4 H4 H 0 1 N N N N N N -8.777 -2.767 1.009 -1.598 -1.235 1.178 H4 FUC 15
FUC H5 H5 H 0 1 N N N N N N -7.245 -4.579 1.379 0.886 -1.307 1.232 H5 FUC 16
FUC H61 H61 H 0 1 N N N N N N -8.683 -6.596 0.776 1.164 -0.226 3.446 H61 FUC 17
FUC H62 H62 H 0 1 N N N N N N -10.162 -5.606 1.238 -0.341 0.686 3.190 H62 FUC 18
FUC H63 H63 H 0 1 N N N N N N -9.246 -5.076 -0.090 -0.391 -1.085 3.345 H63 FUC 19
FUC HO1 HO1 H 0 1 N Y N N N N -5.720 -5.480 3.532 2.818 -0.808 -0.008 HO1 FUC 20
FUC HO2 HO2 H 0 1 N Y N N N N -7.510 -1.767 5.429 1.029 0.986 -2.884 HO2 FUC 21
FUC HO3 HO3 H 0 1 N Y N N N N -8.654 -0.768 2.436 -1.928 -0.555 -2.332 HO3 FUC 22
FUC HO4 HO4 H 0 1 N Y N N N N -10.695 -3.863 1.754 -1.794 0.893 2.004 HO4 FUC 23
#
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
FUC C1 C2 SING N N 1
FUC C1 O1 SING N N 2
FUC C1 O5 SING N N 3
FUC C1 H1 SING N N 4
FUC C2 C3 SING N N 5
FUC C2 O2 SING N N 6
FUC C2 H2 SING N N 7
FUC C3 C4 SING N N 8
FUC C3 O3 SING N N 9
FUC C3 H3 SING N N 10
FUC C4 C5 SING N N 11
FUC C4 O4 SING N N 12
FUC C4 H4 SING N N 13
FUC C5 C6 SING N N 14
FUC C5 O5 SING N N 15
FUC C5 H5 SING N N 16
FUC C6 H61 SING N N 17
FUC C6 H62 SING N N 18
FUC C6 H63 SING N N 19
FUC O1 HO1 SING N N 20
FUC O2 HO2 SING N N 21
FUC O3 HO3 SING N N 22
FUC O4 HO4 SING N N 23
#
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
FUC SMILES ACDLabs 10.04 'OC1C(O)C(OC(O)C1O)C'
FUC SMILES_CANONICAL CACTVS 3.341 'C[C@@H]1O[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O'
FUC SMILES CACTVS 3.341 'C[CH]1O[CH](O)[CH](O)[CH](O)[CH]1O'
FUC SMILES_CANONICAL 'OpenEye OEToolkits' 1.5.0 'C[C@H]1[C@H]([C@H]([C@@H]([C@@H](O1)O)O)O)O'
FUC SMILES 'OpenEye OEToolkits' 1.5.0 'CC1C(C(C(C(O1)O)O)O)O'
FUC InChI InChI 1.03 'InChI=1S/C6H12O5/c1-2-3(7)4(8)5(9)6(10)11-2/h2-10H,1H3/t2-,3+,4+,5-,6+/m0/s1'
FUC InChIKey InChI 1.03 SHZGCJCMOBCMKK-SXUWKVJYSA-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
FUC 'SYSTEMATIC NAME' ACDLabs 10.04 6-deoxy-alpha-L-galactopyranose
FUC 'SYSTEMATIC NAME' 'OpenEye OEToolkits' 1.5.0 '(2R,3S,4R,5S,6S)-6-methyloxane-2,3,4,5-tetrol'
FUC 'CONDENSED IUPAC CARBOHYDRATE SYMBOL' GMML 1.0 LFucpa
FUC 'COMMON NAME' GMML 1.0 a-L-fucopyranose
FUC 'IUPAC CARBOHYDRATE SYMBOL' PDB-CARE 1.0 a-L-Fucp
FUC 'SNFG CARBOHYDRATE SYMBOL' GMML 1.0 Fuc
#
loop_
_pdbx_chem_comp_feature.comp_id
_pdbx_chem_comp_feature.type
_pdbx_chem_comp_feature.value
_pdbx_chem_comp_feature.source
_pdbx_chem_comp_feature.support
FUC 'CARBOHYDRATE ISOMER' L PDB ?
FUC 'CARBOHYDRATE RING' pyranose PDB ?
FUC 'CARBOHYDRATE ANOMER' alpha PDB ?
FUC 'CARBOHYDRATE PRIMARY CARBONYL GROUP' aldose PDB ?
#
loop_
_pdbx_chem_comp_audit.comp_id
_pdbx_chem_comp_audit.action_type
_pdbx_chem_comp_audit.date
_pdbx_chem_comp_audit.processing_site
FUC 'Create component' 1999-07-08 PDBJ
FUC 'Modify descriptor' 2011-06-04 RCSB
FUC 'Other modification' 2019-08-12 RCSB
FUC 'Other modification' 2019-12-19 RCSB
FUC 'Other modification' 2020-07-03 RCSB
FUC 'Modify name' 2020-07-17 RCSB
FUC 'Modify synonyms' 2020-07-17 RCSB
FUC 'Modify PCM' 2024-09-27 PDBE
#
loop_
_pdbx_chem_comp_pcm.pcm_id
_pdbx_chem_comp_pcm.comp_id
_pdbx_chem_comp_pcm.modified_residue_id
_pdbx_chem_comp_pcm.type
_pdbx_chem_comp_pcm.category
_pdbx_chem_comp_pcm.position
_pdbx_chem_comp_pcm.polypeptide_position
_pdbx_chem_comp_pcm.comp_id_linking_atom
_pdbx_chem_comp_pcm.modified_residue_id_linking_atom
_pdbx_chem_comp_pcm.uniprot_specific_ptm_accession
_pdbx_chem_comp_pcm.uniprot_generic_ptm_accession
1 FUC SER O-Glycosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 OG ? ?
2 FUC THR O-Glycosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 OG1 ? ?
#
_pdbe_chem_comp_drugbank_details.comp_id FUC
_pdbe_chem_comp_drugbank_details.drugbank_id DB04473
_pdbe_chem_comp_drugbank_details.type 'small molecule'
_pdbe_chem_comp_drugbank_details.name alpha-L-fucose
_pdbe_chem_comp_drugbank_details.description ?
_pdbe_chem_comp_drugbank_details.cas_number 6696-41-9
_pdbe_chem_comp_drugbank_details.mechanism_of_action ?
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
FUC alpha-L-fucose wwPDB ?
FUC 6-deoxy-alpha-L-galactopyranose wwPDB ?
FUC L-fucose wwPDB ?
FUC fucose wwPDB ?
FUC 'α-L-Fuc' DrugBank ?
FUC 'α-L-fucose' DrugBank ?
FUC 'α-L-Fucp' DrugBank ?
#
_pdbe_chem_comp_drugbank_classification.comp_id FUC
_pdbe_chem_comp_drugbank_classification.drugbank_id DB04473
_pdbe_chem_comp_drugbank_classification.parent Hexoses
_pdbe_chem_comp_drugbank_classification.kingdom 'Organic compounds'
_pdbe_chem_comp_drugbank_classification.class 'Organooxygen compounds'
_pdbe_chem_comp_drugbank_classification.superclass 'Organic oxygen compounds'
_pdbe_chem_comp_drugbank_classification.description
'This compound belongs to the class of organic compounds known as hexoses. These are monosaccharides in which the sugar unit is a is a six-carbon containing moeity.'
#
loop_
_pdbe_chem_comp_drugbank_targets.comp_id
_pdbe_chem_comp_drugbank_targets.drugbank_id
_pdbe_chem_comp_drugbank_targets.name
_pdbe_chem_comp_drugbank_targets.organism
_pdbe_chem_comp_drugbank_targets.uniprot_id
_pdbe_chem_comp_drugbank_targets.pharmacologically_active
_pdbe_chem_comp_drugbank_targets.ordinal
FUC DB04473 'Genome polyprotein' DENV-2 P27914 unknown 1
FUC DB04473 'Envelope glycoprotein gp160' SIV-mac P05884 unknown 2
FUC DB04473 'Immunoglobulin heavy constant gamma 1' Humans P01857 unknown 3
FUC DB04473 'Genome polyprotein' DENV-3 P27915 unknown 4
#
loop_
_software.name
_software.version
_software.description
rdkit 2023.09.6 'Core functionality.'
pdbeccdutils 0.8.6 'Wrapper to provide 2D templates and molecular fragments.'
#
loop_
_pdbe_chem_comp_atom_depiction.comp_id
_pdbe_chem_comp_atom_depiction.atom_id
_pdbe_chem_comp_atom_depiction.element
_pdbe_chem_comp_atom_depiction.model_Cartn_x
_pdbe_chem_comp_atom_depiction.model_Cartn_y
_pdbe_chem_comp_atom_depiction.pdbx_ordinal
FUC C1 C 5.104 1.268 1
FUC C2 C 5.104 -0.233 2
FUC C3 C 6.404 -0.983 3
FUC C4 C 7.702 -0.233 4
FUC C5 C 7.702 1.268 5
FUC C6 C 9.002 2.018 6
FUC O1 O 3.805 2.018 7
FUC O2 O 3.805 -0.983 8
FUC O3 O 6.404 -2.482 9
FUC O4 O 9.002 -0.983 10
FUC O5 O 6.404 2.018 11
#
loop_
_pdbe_chem_comp_bond_depiction.comp_id
_pdbe_chem_comp_bond_depiction.atom_id_1
_pdbe_chem_comp_bond_depiction.atom_id_2
_pdbe_chem_comp_bond_depiction.value_order
_pdbe_chem_comp_bond_depiction.bond_dir
_pdbe_chem_comp_bond_depiction.pdbx_ordinal
FUC C1 C2 SINGLE NONE 1
FUC C1 O1 SINGLE BEGINDASH 2
FUC C1 O5 SINGLE NONE 3
FUC C2 C3 SINGLE NONE 4
FUC C2 O2 SINGLE BEGINDASH 5
FUC C3 C4 SINGLE NONE 6
FUC C3 O3 SINGLE BEGINWEDGE 7
FUC C4 C5 SINGLE NONE 8
FUC C4 O4 SINGLE BEGINWEDGE 9
FUC C5 C6 SINGLE BEGINWEDGE 10
FUC C5 O5 SINGLE NONE 11
#
loop_
_pdbe_chem_comp_substructure.comp_id
_pdbe_chem_comp_substructure.substructure_name
_pdbe_chem_comp_substructure.id
_pdbe_chem_comp_substructure.substructure_type
_pdbe_chem_comp_substructure.substructure_smiles
_pdbe_chem_comp_substructure.substructure_inchis
_pdbe_chem_comp_substructure.substructure_inchikeys
FUC MurckoScaffold S1 scaffold C1CCOCC1 InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2 DHXVGJBLRPWPCS-UHFFFAOYSA-N
FUC pyranose F1 fragment OC1CCCCO1 InChI=1S/C5H10O2/c6-5-3-1-2-4-7-5/h5-6H,1-4H2 CELWCAITJAEQNL-UHFFFAOYSA-N
#
loop_
_pdbe_chem_comp_substructure_mapping.comp_id
_pdbe_chem_comp_substructure_mapping.atom_id
_pdbe_chem_comp_substructure_mapping.substructure_id
_pdbe_chem_comp_substructure_mapping.substructure_ordinal
FUC C1 S1 1
FUC C2 S1 1
FUC C3 S1 1
FUC C4 S1 1
FUC C5 S1 1
FUC O5 S1 1
FUC C4 F1 1
FUC C5 F1 1
FUC O5 F1 1
FUC C1 F1 1
FUC C2 F1 1
FUC C3 F1 1
FUC O1 F1 1
#
_pdbe_chem_comp_rdkit_properties.comp_id FUC
_pdbe_chem_comp_rdkit_properties.exactmw 164.068
_pdbe_chem_comp_rdkit_properties.amw 164.157
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 5
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 4
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 5
_pdbe_chem_comp_rdkit_properties.NumHBD 4
_pdbe_chem_comp_rdkit_properties.NumHBA 5
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 11
_pdbe_chem_comp_rdkit_properties.NumAtoms 23
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 5
_pdbe_chem_comp_rdkit_properties.NumAmideBonds 0
_pdbe_chem_comp_rdkit_properties.FractionCSP3 1
_pdbe_chem_comp_rdkit_properties.NumRings 1
_pdbe_chem_comp_rdkit_properties.NumAromaticRings 0
_pdbe_chem_comp_rdkit_properties.NumAliphaticRings 1
_pdbe_chem_comp_rdkit_properties.NumSaturatedRings 1
_pdbe_chem_comp_rdkit_properties.NumHeterocycles 1
_pdbe_chem_comp_rdkit_properties.NumAromaticHeterocycles 0
_pdbe_chem_comp_rdkit_properties.NumSaturatedHeterocycles 1
_pdbe_chem_comp_rdkit_properties.NumAliphaticHeterocycles 1
_pdbe_chem_comp_rdkit_properties.NumSpiroAtoms 0
_pdbe_chem_comp_rdkit_properties.NumBridgeheadAtoms 0
_pdbe_chem_comp_rdkit_properties.NumAtomStereoCenters 5
_pdbe_chem_comp_rdkit_properties.NumUnspecifiedAtomStereoCenters 0
_pdbe_chem_comp_rdkit_properties.labuteASA 81.055
_pdbe_chem_comp_rdkit_properties.tpsa 90.150
_pdbe_chem_comp_rdkit_properties.CrippenClogP -2.194
_pdbe_chem_comp_rdkit_properties.CrippenMR 34.574
_pdbe_chem_comp_rdkit_properties.chi0v 5.041
_pdbe_chem_comp_rdkit_properties.chi1v 2.475
_pdbe_chem_comp_rdkit_properties.chi2v 0.999
_pdbe_chem_comp_rdkit_properties.chi3v 0.999
_pdbe_chem_comp_rdkit_properties.chi4v 0.484
_pdbe_chem_comp_rdkit_properties.chi0n 17.041
_pdbe_chem_comp_rdkit_properties.chi1n 8.108
_pdbe_chem_comp_rdkit_properties.chi2n 0.999
_pdbe_chem_comp_rdkit_properties.chi3n 0.999
_pdbe_chem_comp_rdkit_properties.chi4n 0.484
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -0.200
_pdbe_chem_comp_rdkit_properties.kappa1 1.995
_pdbe_chem_comp_rdkit_properties.kappa2 3.040
_pdbe_chem_comp_rdkit_properties.kappa3 1.521
_pdbe_chem_comp_rdkit_properties.Phi 0.551
#
loop_
_pdbe_chem_comp_external_mappings.comp_id
_pdbe_chem_comp_external_mappings.source
_pdbe_chem_comp_external_mappings.resource
_pdbe_chem_comp_external_mappings.resource_id
FUC UniChem ChEMBL CHEMBL1232862
FUC UniChem DrugBank DB04473
FUC UniChem ChEBI 42548
FUC UniChem ZINC ZINC000001532814
FUC UniChem eMolecules 30487741
FUC UniChem fdasrs OF086I9H7W
FUC UniChem HMDB HMDB0000174
FUC UniChem Nikkaji J580.596A
FUC UniChem MetaboLights MTBLC42548
FUC UniChem BRENDA 105400
FUC UniChem BRENDA 763
FUC UniChem BRENDA 9520
FUC UniChem Rhea 42548
FUC UniChem 'Probes And Drugs' PD006658
FUC UniChem CCDC ALFUCO
FUC UniChem SureChEMBL SCHEMBL348315
FUC UniChem 'PubChem TPHARMA' 16007968
FUC UniChem PubChem 439554
FUC UniChem ACTor 6696-41-9
#
loop_
_pdbe_chem_comp_rdkit_conformer.comp_id
_pdbe_chem_comp_rdkit_conformer.atom_id
_pdbe_chem_comp_rdkit_conformer.Cartn_x_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_y_rdkit
_pdbe_chem_comp_rdkit_conformer.Cartn_z_rdkit
_pdbe_chem_comp_rdkit_conformer.rdkit_method
_pdbe_chem_comp_rdkit_conformer.rdkit_ordinal
FUC C1 -0.168 -1.295 -1.089 ETKDGv3 1
FUC C2 -1.394 -0.453 -0.689 ETKDGv3 2
FUC C3 -0.934 0.898 -0.114 ETKDGv3 3
FUC C4 0.114 0.671 0.992 ETKDGv3 4
FUC C5 1.220 -0.329 0.564 ETKDGv3 5
FUC C6 2.321 0.272 -0.331 ETKDGv3 6
FUC O1 -0.586 -2.521 -1.629 ETKDGv3 7
FUC O2 -2.154 -1.149 0.267 ETKDGv3 8
FUC O3 -0.400 1.708 -1.131 ETKDGv3 9
FUC O4 0.687 1.891 1.391 ETKDGv3 10
FUC O5 0.687 -1.531 0.022 ETKDGv3 11
FUC H1 0.384 -0.772 -1.899 ETKDGv3 12
FUC H2 -2.013 -0.277 -1.601 ETKDGv3 13
FUC H3 -1.809 1.418 0.341 ETKDGv3 14
FUC H4 -0.409 0.217 1.867 ETKDGv3 15
FUC H5 1.741 -0.623 1.502 ETKDGv3 16
FUC H61 2.896 1.036 0.234 ETKDGv3 17
FUC H62 3.026 -0.527 -0.642 ETKDGv3 18
FUC H63 1.911 0.753 -1.239 ETKDGv3 19
FUC HO1 -0.891 -3.090 -0.875 ETKDGv3 20
FUC HO2 -3.052 -0.725 0.283 ETKDGv3 21
FUC HO3 -1.167 2.045 -1.663 ETKDGv3 22
FUC HO4 -0.011 2.383 1.898 ETKDGv3 23
#