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caprazamycin D

AlkaPlorer ID: AK010757

Synonym: '(-)-Caprazamycin B', 'Caprazamycin B'

IUPAC Name: (2S,5S,6S)-2-[(S)-[(2S,3R,4S,5R)-5-(aminomethyl)-3,4-dihydroxyoxolan-2-yl]oxy-[(2S,3S,4R,5R)-5-(2,4-dioxopyrimidin-1-yl)-3,4-dihydroxyoxolan-2-yl]methyl]-1,4-dimethyl-6-[(3S)-14-methyl-3-[(3S)-3-methyl-5-oxo-5-[(2S,3R,4R,5S,6S)-3,4,5-trimethoxy-6-methyloxan-2-yl]oxypentanoyl]oxypentadecanoyl]oxy-3-oxo-1,4-diazepane-5-carboxylic acid

Structure

SMILES: CO[C@@H]1[C@@H](OC)[C@H](C)O[C@@H](OC(=O)C[C@@H](C)CC(=O)O[C@@H](CCCCCCCCCCC(C)C)CC(=O)O[C@H]2CN(C)[C@@H]([C@H](O[C@@H]3O[C@H](CN)[C@@H](O)[C@H]3O)[C@H]3O[C@@H](N4C=CC(O)=NC4=O)[C@H](O)[C@@H]3O)C(=O)N(C)[C@@H]2C(=O)O)[C@@H]1OC

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InChI: InChI=1S/C53H87N5O22/c1-27(2)18-16-14-12-10-11-13-15-17-19-30(75-34(60)22-28(3)23-35(61)78-52-47(73-9)46(72-8)43(71-7)29(4)74-52)24-36(62)76-32-26-56(5)38(48(67)57(6)37(32)50(68)69)44(80-51-42(66)39(63)31(25-54)77-51)45-40(64)41(65)49(79-45)58-21-20-33(59)55-53(58)70/h20-21,27-32,37-47,49,51-52,63-66H,10-19,22-26,54H2,1-9H3,(H,68,69)(H,55,59,70)/t28-,29-,30-,31+,32-,37-,38-,39+,40-,41+,42+,43-,44-,45-,46+,47+,49+,51-,52-/m0/s1

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InChIKey: IDKBSYZJTHLMLI-IUKJTPATSA-N

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Source

Species Genus Family Order Class Phylum Kingdom Domain
None None Streptomycetaceae Kitasatosporales Actinomycetes Actinomycetota None Bacteria

Properties Information

Molecule Weight: 1146.2920000000004

TPSA？: 366.4200000000001

MolLogP？: 0.1043000000000062

Number of H-Donors: 7

Number of H-Acceptors: 25

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Bacillus anthracis Bacillus anthracis MIC 0.78 ug.mL-1 10.1016/j.ejmech.2019.01.071
Bacillus cereus Bacillus cereus MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Bacillus subtilis Bacillus subtilis MIC 6.25 ug.mL-1 10.1016/j.ejmech.2019.01.071
Bacillus subtilis (strain 168) Phospho-N-acetylmuramoyl-pentapeptide-transferase IC50 100000.0 nM 10.1016/j.bmc.2016.03.018
Corynebacterium bovis Corynebacterium bovis MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Escherichia coli Escherichia coli MIC 100.0 ug.mL-1 10.1016/j.ejmech.2019.01.071
Micrococcus luteus Micrococcus luteus MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycobacterium avium Mycobacterium avium MIC 6.25 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycobacterium intracellulare Mycobacterium intracellulare MIC 1.56 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycobacterium tuberculosis Mycobacterium tuberculosis MIC 2730.0 nM 10.1016/j.bmc.2020.115661
Mycobacterium tuberculosis variant bovis Mycobacterium tuberculosis variant bovis MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycolicibacterium fortuitum Mycolicibacterium fortuitum MIC 50.0 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycolicibacterium phlei Mycolicibacterium phlei MIC 3.13 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycolicibacterium smegmatis Mycolicibacterium smegmatis MIC 1.56 ug.mL-1 10.1016/j.ejmech.2019.01.071
Mycolicibacterium vaccae Mycolicibacterium vaccae MIC 0.39 ug.mL-1 10.1016/j.ejmech.2019.01.071
Staphylococcus aureus Staphylococcus aureus MIC 1.56 ug.mL-1 10.1016/j.ejmech.2019.01.071

Metabolism Information