data_MAN
#
_chem_comp.id MAN
_chem_comp.name alpha-D-mannopyranose
_chem_comp.type 'D-saccharide, alpha linking'
_chem_comp.pdbx_type ATOMS
_chem_comp.formula 'C6 H12 O6'
_chem_comp.mon_nstd_parent_comp_id ?
_chem_comp.pdbx_synonyms 'alpha-D-mannose; D-mannose; mannose'
_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 180.156
_chem_comp.one_letter_code ?
_chem_comp.three_letter_code MAN
_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 1GPZ
_chem_comp.pdbx_subcomponent_list ?
_chem_comp.pdbx_processing_site RCSB
_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 MAN alpha-D-mannose PDB ?
2 MAN D-mannose PDB ?
3 MAN mannose 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
MAN C1 C1 C 0 1 N N S N N N 99.738 -29.415 24.222 -1.692 -0.156 -0.316 C1 MAN 1
MAN C2 C2 C 0 1 N N S N N N 101.239 -29.305 24.564 -0.878 0.091 -1.588 C2 MAN 2
MAN C3 C3 C 0 1 N N S N N N 102.016 -28.461 23.551 0.535 -0.467 -1.391 C3 MAN 3
MAN C4 C4 C 0 1 N N S N N N 101.699 -28.940 22.129 1.126 0.134 -0.111 C4 MAN 4
MAN C5 C5 C 0 1 N N R N N N 100.197 -28.798 21.881 0.160 -0.117 1.048 C5 MAN 5
MAN C6 C6 C 0 1 N N N N N N 99.829 -29.254 20.463 0.757 0.448 2.339 C6 MAN 6
MAN O1 O1 O 0 1 N Y N N N N 99.000 -28.349 24.713 -1.735 -1.558 -0.046 O1 MAN 7
MAN O2 O2 O 0 1 N N N N N N 101.809 -30.606 24.635 -0.808 1.494 -1.845 O2 MAN 8
MAN O3 O3 O 0 1 N N N N N N 103.406 -28.578 23.812 1.350 -0.113 -2.511 O3 MAN 9
MAN O4 O4 O 0 1 N N N N N N 102.419 -28.180 21.167 2.384 -0.482 0.170 O4 MAN 10
MAN O5 O5 O 0 1 N N N N N N 99.454 -29.636 22.812 -1.087 0.520 0.784 O5 MAN 11
MAN O6 O6 O 0 1 N N N N N N 98.821 -28.437 19.876 -0.142 0.211 3.423 O6 MAN 12
MAN H1 H1 H 0 1 N N N N N N 99.408 -30.340 24.750 -2.707 0.216 -0.457 H1 MAN 13
MAN H2 H2 H 0 1 N N N N N N 101.314 -28.790 25.550 -1.354 -0.410 -2.430 H2 MAN 14
MAN H3 H3 H 0 1 N N N N N N 101.716 -27.391 23.643 0.491 -1.552 -1.300 H3 MAN 15
MAN H4 H4 H 0 1 N N N N N N 102.004 -30.007 22.028 1.267 1.207 -0.244 H4 MAN 16
MAN H5 H5 H 0 1 N N N N N N 99.938 -27.722 22.018 0.002 -1.189 1.162 H5 MAN 17
MAN H61 H61 H 0 1 N N N N N N 100.731 -29.309 19.811 0.915 1.521 2.226 H61 MAN 18
MAN H62 H62 H 0 1 N N N N N N 99.533 -30.329 20.450 1.710 -0.039 2.543 H62 MAN 19
MAN HO1 HO1 H 0 1 N Y N N N N 98.076 -28.416 24.502 -2.260 -1.672 0.757 HO1 MAN 20
MAN HO2 HO2 H 0 1 N Y N N N N 102.732 -30.538 24.845 -1.717 1.804 -1.955 HO2 MAN 21
MAN HO3 HO3 H 0 1 N Y N N N N 103.888 -28.054 23.183 0.934 -0.501 -3.293 HO3 MAN 22
MAN HO4 HO4 H 0 1 N Y N N N N 102.222 -28.476 20.286 2.958 -0.305 -0.587 HO4 MAN 23
MAN HO6 HO6 H 0 1 N Y N N N N 98.593 -28.719 18.998 0.270 0.582 4.215 HO6 MAN 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
MAN C1 C2 SING N N 1
MAN C1 O1 SING N N 2
MAN C1 O5 SING N N 3
MAN C1 H1 SING N N 4
MAN C2 C3 SING N N 5
MAN C2 O2 SING N N 6
MAN C2 H2 SING N N 7
MAN C3 C4 SING N N 8
MAN C3 O3 SING N N 9
MAN C3 H3 SING N N 10
MAN C4 C5 SING N N 11
MAN C4 O4 SING N N 12
MAN C4 H4 SING N N 13
MAN C5 C6 SING N N 14
MAN C5 O5 SING N N 15
MAN C5 H5 SING N N 16
MAN C6 O6 SING N N 17
MAN C6 H61 SING N N 18
MAN C6 H62 SING N N 19
MAN O1 HO1 SING N N 20
MAN O2 HO2 SING N N 21
MAN O3 HO3 SING N N 22
MAN O4 HO4 SING N N 23
MAN 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
MAN SMILES ACDLabs 10.04 'OC1C(O)C(OC(O)C1O)CO'
MAN SMILES_CANONICAL CACTVS 3.341 'OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O'
MAN SMILES CACTVS 3.341 'OC[CH]1O[CH](O)[CH](O)[CH](O)[CH]1O'
MAN SMILES_CANONICAL 'OpenEye OEToolkits' 1.5.0 'C([C@@H]1[C@H]([C@@H]([C@@H]([C@H](O1)O)O)O)O)O'
MAN SMILES 'OpenEye OEToolkits' 1.5.0 'C(C1C(C(C(C(O1)O)O)O)O)O'
MAN 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'
MAN InChIKey InChI 1.03 WQZGKKKJIJFFOK-PQMKYFCFSA-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
MAN 'SYSTEMATIC NAME' ACDLabs 10.04 alpha-D-mannopyranose
MAN 'SYSTEMATIC NAME' 'OpenEye OEToolkits' 1.5.0 '(2S,3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol'
MAN 'CONDENSED IUPAC CARBOHYDRATE SYMBOL' GMML 1.0 DManpa
MAN 'COMMON NAME' GMML 1.0 a-D-mannopyranose
MAN 'IUPAC CARBOHYDRATE SYMBOL' PDB-CARE 1.0 a-D-Manp
MAN 'SNFG CARBOHYDRATE SYMBOL' GMML 1.0 Man
#
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
MAN 'CARBOHYDRATE ISOMER' D PDB ?
MAN 'CARBOHYDRATE RING' pyranose PDB ?
MAN 'CARBOHYDRATE ANOMER' alpha PDB ?
MAN '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
MAN 'Create component' 1999-07-08 RCSB
MAN 'Modify descriptor' 2011-06-04 RCSB
MAN 'Other modification' 2019-08-12 RCSB
MAN 'Other modification' 2019-12-19 RCSB
MAN 'Other modification' 2020-07-03 RCSB
MAN 'Modify name' 2020-07-17 RCSB
MAN 'Modify synonyms' 2020-07-17 RCSB
MAN '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 MAN SER O-Glycosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 OG ? ?
2 MAN THR O-Glycosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 OG1 ? ?
3 MAN TRP C-Mannosylation Carbohydrate 'Amino-acid side chain' 'Any position' C1 CD1 ? ?
4 MAN 3FG None Carbohydrate 'Amino-acid side chain' 'Any position' C1 OD1 ? ?
5 MAN ARG None Carbohydrate 'Amino-acid side chain' 'Any position' C4 NH2 ? ?
6 MAN ASN None Carbohydrate 'Amino-acid side chain' 'Any position' C1 ND2 ? ?
7 MAN D4P None Carbohydrate 'Amino-acid side chain' 'Any position' C1 O4 ? ?
8 MAN GLU None Carbohydrate 'Amino-acid side chain' 'Any position' C1 OE1 ? ?
9 MAN HG7 None Carbohydrate 'Amino-acid side chain' 'Any position' O1 C5 ? ?
10 MAN MDF None Carbohydrate 'Amino-acid side chain' 'Any position' C1 OH2 ? ?
11 MAN SER None Carbohydrate 'Amino-acid side chain' 'Any position' O1 CB ? ?
12 MAN THR None Carbohydrate 'Amino-acid side chain' 'Any position' O1 CB ? ?
#
loop_
_pdbe_chem_comp_synonyms.comp_id
_pdbe_chem_comp_synonyms.name
_pdbe_chem_comp_synonyms.provenance
_pdbe_chem_comp_synonyms.type
MAN alpha-D-mannose wwPDB ?
MAN D-mannose wwPDB ?
MAN mannose 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
MAN C1 C 7.702 0.750 1
MAN C2 C 7.702 -0.750 2
MAN C3 C 6.404 -1.500 3
MAN C4 C 5.104 -0.750 4
MAN C5 C 5.104 0.750 5
MAN C6 C 3.805 1.500 6
MAN O1 O 9.002 1.500 7
MAN O2 O 9.002 -1.500 8
MAN O3 O 6.404 -3.000 9
MAN O4 O 3.805 -1.500 10
MAN O5 O 6.404 1.500 11
MAN 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
MAN C1 C2 SINGLE NONE 1
MAN C1 O1 SINGLE BEGINDASH 2
MAN C1 O5 SINGLE NONE 3
MAN C2 C3 SINGLE NONE 4
MAN C2 O2 SINGLE BEGINWEDGE 5
MAN C3 C4 SINGLE NONE 6
MAN C3 O3 SINGLE BEGINWEDGE 7
MAN C4 C5 SINGLE NONE 8
MAN C4 O4 SINGLE BEGINDASH 9
MAN C5 C6 SINGLE BEGINWEDGE 10
MAN C5 O5 SINGLE NONE 11
MAN 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
MAN MurckoScaffold S1 scaffold C1CCOCC1 InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2 DHXVGJBLRPWPCS-UHFFFAOYSA-N
MAN 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
MAN C1 S1 1
MAN C2 S1 1
MAN C3 S1 1
MAN C4 S1 1
MAN C5 S1 1
MAN O5 S1 1
MAN C4 F1 1
MAN C5 F1 1
MAN O5 F1 1
MAN C1 F1 1
MAN C2 F1 1
MAN C3 F1 1
MAN O1 F1 1
#
_pdbe_chem_comp_rdkit_properties.comp_id MAN
_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
MAN UniChem ChEMBL CHEMBL365590
MAN UniChem 'KEGG LIGAND' C00936
MAN UniChem ChEBI 28729
MAN UniChem ZINC ZINC000003860903
MAN UniChem fdasrs W3F28J9G0W
MAN UniChem HMDB HMDB0000169
MAN UniChem 'PubChem TPHARMA' 14916352
MAN UniChem ACTor 29696-75-1
MAN UniChem Nikkaji J15.393A
MAN UniChem BindingDb 50467903
MAN UniChem MetaboLights MTBLC28729
MAN UniChem BRENDA 102433
MAN UniChem BRENDA 16456
MAN UniChem BRENDA 29727
MAN UniChem BRENDA 47808
MAN UniChem BRENDA 756
MAN UniChem BRENDA 993
MAN UniChem Rhea 28729
MAN UniChem CCDC ADMANN
MAN UniChem ACTor 7296-15-3
MAN UniChem SureChEMBL SCHEMBL76882
MAN UniChem PubChem 185698
MAN UniChem NMRShiftDB 60078611
#
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
MAN C1 -0.699 0.647 1.313 ETKDGv3 1
MAN C2 -1.764 0.266 0.250 ETKDGv3 2
MAN C3 -1.178 -0.691 -0.814 ETKDGv3 3
MAN C4 0.326 -0.418 -0.997 ETKDGv3 4
MAN C5 1.062 -0.610 0.365 ETKDGv3 5
MAN C6 2.328 0.255 0.473 ETKDGv3 6
MAN O1 -1.329 0.907 2.540 ETKDGv3 7
MAN O2 -2.245 1.434 -0.367 ETKDGv3 8
MAN O3 -1.859 -0.536 -2.034 ETKDGv3 9
MAN O4 0.881 -1.245 -1.991 ETKDGv3 10
MAN O5 0.223 -0.411 1.502 ETKDGv3 11
MAN O6 3.251 -0.123 -0.510 ETKDGv3 12
MAN H1 -0.154 1.567 0.992 ETKDGv3 13
MAN H2 -2.609 -0.270 0.744 ETKDGv3 14
MAN H3 -1.308 -1.736 -0.443 ETKDGv3 15
MAN H4 0.440 0.636 -1.336 ETKDGv3 16
MAN H5 1.397 -1.669 0.423 ETKDGv3 17
MAN H61 2.780 0.110 1.480 ETKDGv3 18
MAN H62 2.074 1.332 0.354 ETKDGv3 19
MAN HO1 -1.746 1.804 2.467 ETKDGv3 20
MAN HO2 -2.893 1.846 0.262 ETKDGv3 21
MAN HO3 -1.724 -1.372 -2.551 ETKDGv3 22
MAN HO4 0.706 -2.188 -1.733 ETKDGv3 23
MAN HO6 4.041 0.466 -0.387 ETKDGv3 24
#