data_GAL
#
_chem_comp.id GAL
_chem_comp.name beta-D-galactopyranose
_chem_comp.type 'D-saccharide, beta linking'
_chem_comp.pdbx_type ATOMS
_chem_comp.formula 'C6 H12 O6'
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms 'beta-D-galactose; D-galactose; galactose'
_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 GLB
_chem_comp.formula_weight 180.156
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code GAL
_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 2SBA
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site EBI
_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 GAL beta-D-galactose PDB ?
2 GAL D-galactose PDB ?
3 GAL galactose 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
GAL C1 C1 C 0 1 N N R N N N 4.917 90.579 82.825 0.516 1.409 -0.191 C1 GAL 1
GAL C2 C2 C 0 1 N N R N N N 4.266 91.826 82.131 1.522 0.302 0.136 C2 GAL 2
GAL C3 C3 C 0 1 N N S N N N 4.688 91.932 80.680 1.103 -0.986 -0.578 C3 GAL 3
GAL C4 C4 C 0 1 N N R N N N 6.237 91.798 80.545 -0.322 -1.352 -0.152 C4 GAL 4
GAL C5 C5 C 0 1 N N R N N N 6.741 90.512 81.139 -1.258 -0.182 -0.468 C5 GAL 5
GAL C6 C6 C 0 1 N N N N N N 8.268 90.598 81.059 -2.672 -0.516 0.009 C6 GAL 6
GAL O1 O1 O 0 1 N Y N N N N 5.162 90.127 84.186 0.870 2.599 0.517 O1 GAL 7
GAL O2 O2 O 0 1 N N N N N N 2.834 91.865 82.221 2.823 0.693 -0.308 O2 GAL 8
GAL O3 O3 O 0 1 N N N N N N 4.152 93.123 80.095 1.995 -2.044 -0.220 O3 GAL 9
GAL O4 O4 O 0 1 N N N N N N 6.919 92.828 81.225 -0.348 -1.618 1.251 O4 GAL 10
GAL O5 O5 O 0 1 N N N N N N 6.348 90.446 82.531 -0.793 0.992 0.202 O5 GAL 11
GAL O6 O6 O 0 1 N N N N N N 9.020 89.410 81.129 -3.567 0.525 -0.389 O6 GAL 12
GAL H1 H1 H 0 1 N N N N N N 4.004 90.086 82.459 0.528 1.606 -1.263 H1 GAL 13
GAL H2 H2 H 0 1 N N N N N N 4.644 92.693 82.693 1.540 0.132 1.213 H2 GAL 14
GAL H3 H3 H 0 1 N N N N N N 4.267 91.093 80.106 1.133 -0.831 -1.657 H3 GAL 15
GAL H4 H4 H 0 1 N N N N N N 6.432 91.842 79.463 -0.650 -2.237 -0.698 H4 GAL 16
GAL H5 H5 H 0 1 N N N N N N 6.343 89.630 80.615 -1.269 -0.006 -1.544 H5 GAL 17
GAL H61 H61 H 0 1 N N N N N N 8.504 91.059 80.089 -2.992 -1.459 -0.434 H61 GAL 18
GAL H62 H62 H 0 1 N N N N N N 8.590 91.221 81.907 -2.678 -0.604 1.095 H62 GAL 19
GAL HO1 HO1 H 0 1 N Y N N N N 5.598 89.283 84.166 0.274 3.343 0.357 HO1 GAL 20
GAL HO2 HO2 H 0 1 N Y N N N N 2.510 92.642 81.782 3.151 1.506 0.100 HO2 GAL 21
GAL HO3 HO3 H 0 1 N Y N N N N 4.423 93.179 79.186 2.918 -1.876 -0.455 HO3 GAL 22
GAL HO4 HO4 H 0 1 N Y N N N N 7.856 92.712 81.119 0.227 -2.347 1.524 HO4 GAL 23
GAL HO6 HO6 H 0 1 N Y N N N N 9.945 89.616 81.067 -4.484 0.379 -0.119 HO6 GAL 24
#
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
GAL C1 C2 SING N N 1
GAL C1 O1 SING N N 2
GAL C1 O5 SING N N 3
GAL C1 H1 SING N N 4
GAL C2 C3 SING N N 5
GAL C2 O2 SING N N 6
GAL C2 H2 SING N N 7
GAL C3 C4 SING N N 8
GAL C3 O3 SING N N 9
GAL C3 H3 SING N N 10
GAL C4 C5 SING N N 11
GAL C4 O4 SING N N 12
GAL C4 H4 SING N N 13
GAL C5 C6 SING N N 14
GAL C5 O5 SING N N 15
GAL C5 H5 SING N N 16
GAL C6 O6 SING N N 17
GAL C6 H61 SING N N 18
GAL C6 H62 SING N N 19
GAL O1 HO1 SING N N 20
GAL O2 HO2 SING N N 21
GAL O3 HO3 SING N N 22
GAL O4 HO4 SING N N 23
GAL O6 HO6 SING N N 24
#
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
GAL SMILES ACDLabs 12.01 'OC1C(O)C(OC(O)C1O)CO'
GAL SMILES_CANONICAL CACTVS 3.370 'OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O'
GAL SMILES CACTVS 3.370 'OC[CH]1O[CH](O)[CH](O)[CH](O)[CH]1O'
GAL SMILES_CANONICAL 'OpenEye OEToolkits' 1.7.2 'C([C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)O)O)O)O)O'
GAL SMILES 'OpenEye OEToolkits' 1.7.2 'C(C1C(C(C(C(O1)O)O)O)O)O'
GAL InChI InChI 1.03 'InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4+,5-,6-/m1/s1'
GAL InChIKey InChI 1.03 WQZGKKKJIJFFOK-FPRJBGLDSA-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
GAL 'SYSTEMATIC NAME' ACDLabs 12.01 beta-D-galactopyranose
GAL 'SYSTEMATIC NAME' 'OpenEye OEToolkits' 1.7.2 '(2R,3R,4S,5R,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol'
GAL 'CONDENSED IUPAC CARBOHYDRATE SYMBOL' GMML 1.0 DGalpb
GAL 'COMMON NAME' GMML 1.0 b-D-galactopyranose
GAL 'IUPAC CARBOHYDRATE SYMBOL' PDB-CARE 1.0 b-D-Galp
GAL 'SNFG CARBOHYDRATE SYMBOL' GMML 1.0 Gal
#
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
GAL 'CARBOHYDRATE ISOMER' D PDB ?
GAL 'CARBOHYDRATE RING' pyranose PDB ?
GAL 'CARBOHYDRATE ANOMER' beta PDB ?
GAL '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
GAL 'Create component' 1999-07-08 EBI
GAL 'Modify leaving atom flag' 2011-05-10 RCSB
GAL 'Modify descriptor' 2011-06-04 RCSB
GAL 'Other modification' 2019-08-12 RCSB
GAL 'Other modification' 2019-12-19 RCSB
GAL 'Other modification' 2020-07-03 RCSB
GAL 'Modify name' 2020-07-17 RCSB
GAL 'Modify synonyms' 2020-07-17 RCSB
GAL '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 GAL ASN N-Glycosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 ND2 ? ?
2 GAL ESC None Carbohydrate 'Amino-acid side chain' 'Any position' O1 CE ? ?
3 GAL GLU None Carbohydrate 'Amino-acid side chain' 'Any position' C1 OE1 ? ?
4 GAL TYR None Carbohydrate 'Amino-acid side chain' 'Any position' C1 OH ? ?
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
GAL Galactose ChEMBL 'International Nonproprietary Name'
GAL beta-D-galactose wwPDB ?
GAL D-galactose wwPDB ?
GAL galactose wwPDB ?
#
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
GAL C1 C 7.702 0.750 1
GAL C2 C 7.702 -0.750 2
GAL C3 C 6.404 -1.500 3
GAL C4 C 5.104 -0.750 4
GAL C5 C 5.104 0.750 5
GAL C6 C 3.805 1.500 6
GAL O1 O 9.002 1.500 7
GAL O2 O 9.002 -1.500 8
GAL O3 O 6.404 -3.000 9
GAL O4 O 3.805 -1.500 10
GAL O5 O 6.404 1.500 11
GAL O6 O 3.805 3.000 12
#
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
GAL C1 C2 SINGLE NONE 1
GAL C1 O1 SINGLE BEGINWEDGE 2
GAL C1 O5 SINGLE NONE 3
GAL C2 C3 SINGLE NONE 4
GAL C2 O2 SINGLE BEGINDASH 5
GAL C3 C4 SINGLE NONE 6
GAL C3 O3 SINGLE BEGINWEDGE 7
GAL C4 C5 SINGLE NONE 8
GAL C4 O4 SINGLE BEGINWEDGE 9
GAL C5 C6 SINGLE BEGINWEDGE 10
GAL C5 O5 SINGLE NONE 11
GAL C6 O6 SINGLE NONE 12
#
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
GAL MurckoScaffold S1 scaffold C1CCOCC1 InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2 DHXVGJBLRPWPCS-UHFFFAOYSA-N
GAL 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
GAL C1 S1 1
GAL C2 S1 1
GAL C3 S1 1
GAL C4 S1 1
GAL C5 S1 1
GAL O5 S1 1
GAL C4 F1 1
GAL C5 F1 1
GAL O5 F1 1
GAL C1 F1 1
GAL C2 F1 1
GAL C3 F1 1
GAL O1 F1 1
#
_pdbe_chem_comp_rdkit_properties.comp_id GAL
_pdbe_chem_comp_rdkit_properties.exactmw 180.063
_pdbe_chem_comp_rdkit_properties.amw 180.156
_pdbe_chem_comp_rdkit_properties.lipinskiHBA 6
_pdbe_chem_comp_rdkit_properties.lipinskiHBD 5
_pdbe_chem_comp_rdkit_properties.NumRotatableBonds 6
_pdbe_chem_comp_rdkit_properties.NumHBD 5
_pdbe_chem_comp_rdkit_properties.NumHBA 6
_pdbe_chem_comp_rdkit_properties.NumHeavyAtoms 12
_pdbe_chem_comp_rdkit_properties.NumAtoms 24
_pdbe_chem_comp_rdkit_properties.NumHeteroatoms 6
_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 85.936
_pdbe_chem_comp_rdkit_properties.tpsa 110.380
_pdbe_chem_comp_rdkit_properties.CrippenClogP -3.221
_pdbe_chem_comp_rdkit_properties.CrippenMR 35.986
_pdbe_chem_comp_rdkit_properties.chi0v 5.449
_pdbe_chem_comp_rdkit_properties.chi1v 2.679
_pdbe_chem_comp_rdkit_properties.chi2v 1.092
_pdbe_chem_comp_rdkit_properties.chi3v 1.092
_pdbe_chem_comp_rdkit_properties.chi4v 0.552
_pdbe_chem_comp_rdkit_properties.chi0n 17.449
_pdbe_chem_comp_rdkit_properties.chi1n 8.220
_pdbe_chem_comp_rdkit_properties.chi2n 1.092
_pdbe_chem_comp_rdkit_properties.chi3n 1.092
_pdbe_chem_comp_rdkit_properties.chi4n 0.552
_pdbe_chem_comp_rdkit_properties.hallKierAlpha -0.240
_pdbe_chem_comp_rdkit_properties.kappa1 2.412
_pdbe_chem_comp_rdkit_properties.kappa2 3.649
_pdbe_chem_comp_rdkit_properties.kappa3 1.582
_pdbe_chem_comp_rdkit_properties.Phi 0.733
#
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
GAL UniChem ChEMBL CHEMBL300520
GAL UniChem 'KEGG LIGAND' C00962
GAL UniChem ChEBI 27667
GAL UniChem ZINC ZINC000002597049
GAL UniChem fdasrs RQ6K52J67A
GAL UniChem HMDB HMDB0003449
GAL UniChem NMRShiftDB 60024415
GAL UniChem ACTor 7296-64-2
GAL UniChem BindingDb 50077229
GAL UniChem MetaboLights MTBLC27667
GAL UniChem BRENDA 3701
GAL UniChem BRENDA 59591
GAL UniChem BRENDA 697
GAL UniChem Rhea 27667
GAL UniChem ChemicalBook CB31208989
GAL UniChem CCDC BDGLOS
GAL UniChem Nikkaji J292.886H
GAL UniChem SureChEMBL SCHEMBL42465
GAL UniChem 'PubChem TPHARMA' 14772727
GAL UniChem PubChem 439353
#
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
GAL C1 0.982 1.468 -0.290 ETKDGv3 1
GAL C2 1.811 0.149 -0.271 ETKDGv3 2
GAL C3 1.080 -0.941 0.539 ETKDGv3 3
GAL C4 -0.351 -1.158 -0.012 ETKDGv3 4
GAL C5 -0.950 0.178 -0.545 ETKDGv3 5
GAL C6 -2.479 0.256 -0.424 ETKDGv3 6
GAL O1 1.587 2.396 0.570 ETKDGv3 7
GAL O2 2.013 -0.293 -1.591 ETKDGv3 8
GAL O3 1.019 -0.561 1.892 ETKDGv3 9
GAL O4 -1.166 -1.729 0.983 ETKDGv3 10
GAL O5 -0.367 1.281 0.125 ETKDGv3 11
GAL O6 -2.859 0.419 0.916 ETKDGv3 12
GAL H1 0.991 1.895 -1.321 ETKDGv3 13
GAL H2 2.805 0.344 0.197 ETKDGv3 14
GAL H3 1.637 -1.904 0.454 ETKDGv3 15
GAL H4 -0.295 -1.861 -0.877 ETKDGv3 16
GAL H5 -0.735 0.241 -1.639 ETKDGv3 17
GAL H61 -2.938 -0.667 -0.844 ETKDGv3 18
GAL H62 -2.841 1.127 -1.015 ETKDGv3 19
GAL HO1 1.111 3.257 0.438 ETKDGv3 20
GAL HO2 2.744 -0.965 -1.561 ETKDGv3 21
GAL HO3 1.924 -0.708 2.273 ETKDGv3 22
GAL HO4 -0.873 -2.673 1.086 ETKDGv3 23
GAL HO6 -3.851 0.448 0.918 ETKDGv3 24
#