Lividomycin A

AlkaPlorer ID: AK003242

Synonym: None

IUPAC Name: (2R,3S,4S,5S,6R)-2-[(2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(2R,3S,4R,5S)-5-[(1R,2R,3S,5R,6S)-3,5-diamino-2-[(2S,3R,5S,6R)-3-amino-5-hydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-6-hydroxycyclohexyl]oxy-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy-4-hydroxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol

Structure

SMILES: NC[C@@H]1O[C@H](O[C@H]2[C@@H](O)[C@H](O[C@@H]3[C@@H](O)[C@H](N)C[C@H](N)[C@H]3O[C@H]3O[C@H](CO)[C@@H](O)C[C@H]3N)O[C@@H]2CO)[C@H](N)[C@@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@@H]1O

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InChI: InChI=1S/C29H55N5O18/c30-3-11-23(51-28-20(43)19(42)17(40)13(5-36)47-28)18(41)15(34)27(45-11)50-24-14(6-37)48-29(21(24)44)52-25-16(39)7(31)1-8(32)22(25)49-26-9(33)2-10(38)12(4-35)46-26/h7-29,35-44H,1-6,30-34H2/t7-,8+,9-,10+,11+,12-,13-,14-,15-,16+,17-,18-,19+,20+,21-,22-,23-,24-,25-,26-,27-,28-,29+/m1/s1

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InChIKey: DBLVDAUGBTYDFR-SWMBIRFSSA-N

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Source

Properties Information

Molecule Weight: 761.7760000000005

TPSA: 406.24000000000007

MolLogP: -10.008300000000022

Number of H-Donors: 15

Number of H-Acceptors: 23

RingCount: 5

Activities Information

Organism Target Name Standard Type Standard Value Standard Units doi
Escherichia coli Escherichia coli MIC 0.5 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 2.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 4.0 ug.mL-1 10.1128/aac.00795-06
Escherichia coli Escherichia coli MIC 8.0 ug.mL-1 10.1128/aac.00795-06
Escherichia coli Escherichia coli MIC 16.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 32.0 ug.mL-1 10.1128/aac.00926-07
Escherichia coli Escherichia coli MIC 256.0 ug.mL-1 10.1128/aac.00926-07
Homo sapiens Telomerase reverse transcriptase Inhibition 12.0 % 10.1016/j.bmcl.2004.04.055
Homo sapiens Telomerase reverse transcriptase Inhibition 50.0 % 10.1016/j.bmcl.2004.04.055
Homo sapiens Tyrosyl-DNA phosphodiesterase 1 IC50 30000000.0 nM 10.1016/j.bmc.2016.09.045
Stenotrophomonas maltophilia Stenotrophomonas maltophilia MIC 128.0 ug.mL-1 10.1128/aac.00795-06
None ADMET C50 0.18 uM 10.1021/jm00385a015
None ADMET Kill at C50 40.0 % 10.1021/jm00385a015
None ADMET LD90 0.87 uM 10.1021/jm00385a015
None ADMET Uptake at C50 5.5 None 10.1021/jm00385a015
None Nucleic Acid Kd 28.0 nM 10.1021/jm9000659
None Nucleic Acid MIC 10000.0 nM 10.1021/jm970372r
None Phospholipidosis Phospholipidosis nan None 10.1080/15376510701857262
None Unchecked Inhibition 0.0 % 10.1016/j.bmcl.2004.04.055
None Unchecked Inhibition 10.0 % 10.1016/j.bmcl.2004.04.055

Metabolism Information