Molecule

Cyclothiazomycin B1

AlkaPlorer ID: AK010442

Synonym: None

IUPAC Name: (12S,27S,30R,36S,42Z,48S,51S,55S,62Z)-36-(3-carbamimidamidopropyl)-42,62-di(ethylidene)-13,28,34,37,40,49,53,60,63-nonahydroxy-55-(2-hydroxy-2-iminoethyl)-33,51-dimethyl-15-methylidene-43-oxo-6,10,17,21,25,32,57-heptathia-14,29,35,38,41,44,50,54,61,64,65,66,67,68,69,70,71-heptadecazadecacyclo[31.19.12.14,52.15,8.19,12.116,19.120,23.124,27.156,59.044,48]henheptaconta-1(52),2,4(66),5(71),7,9(70),13,16(69),18,20(68),22,24(67),28,34,37,40,49,53,56(65),60,63-henicosaene-30-carboxylic acid

Structure

SMILES: C=C1N=C(O)[C@H]2CSC(=N2)C2=CSC(=N2)C2=CC=C3C(O)=N[C@@H](CC(=N)O)C4=NC(CS4)C(O)=N/C(=C\C)C(O)=NC(C)(SC[C@@H](C(=O)O)N=C(O)[C@H]4CSC(=N4)C4=CSC(=N4)C4=CSC1=N4)C(O)=N[C@@H](CCCNC(=N)N)C(O)=NCC(O)=N/C(=C\C)C(=O)N1CCC[C@H]1C(O)=N[C@@H](C)C3=N2

InChI: InChI=1S/C61H69N21O13S7/c1-6-28-49(90)81-61(5)59(95)80-30(10-8-14-65-60(63)64)45(86)66-17-42(84)69-29(7-2)57(92)82-15-9-11-40(82)50(91)67-25(3)43-27(44(85)72-32(16-41(62)83)53-74-34(19-97-53)47(88)71-28)12-13-31(70-43)52-78-37(22-100-52)54-75-33(18-98-54)46(87)68-26(4)51-77-36(21-96-51)56-79-38(23-101-56)55-76-35(20-99-55)48(89)73-39(24-102-61)58(93)94/h6-7,12-13,21-23,25,30,32-35,39-40H,4,8-11,14-20,24H2,1-3,5H3,(H2,62,83)(H,66,86)(H,67,91)(H,68,87)(H,69,84)(H,71,88)(H,72,85)(H,73,89)(H,80,95)(H,81,90)(H,93,94)(H4,63,64,65)/b28-6-,29-7-/t25-,30-,32-,33+,34?,35+,39-,40-,61?/m0/s1

InChIKey: GMFKDKZZMAPRGJ-GLERVACHSA-N

Reference

An RNA polymerase inhibitor, cyclothiazomycin B1, and its isomer

PubChem CID: 56682060

LOTUS: LTS0202790

NPASS: NPC478030

{

NPAtlas: NPA009917

Source

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

Properties Information

Molecule Weight: 1528.8260000000007

TPSA？: 545.54

MolLogP？: 8.365740000000004

Number of H-Donors: 15

Number of H-Acceptors: 27

RingCount: 11

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus fumigatus	Aspergillus fumigatus	Activity	nan	None	10.1016/j.bmc.2011.08.010
Aspergillus fumigatus	Aspergillus fumigatus	MIC	1000.0	ug.mL-1	10.1016/j.bmc.2011.08.010
Aspergillus nidulans	Aspergillus nidulans	Activity	nan	None	10.1016/j.bmc.2011.08.010
Aspergillus nidulans	Aspergillus nidulans	MIC	1000.0	ug.mL-1	10.1016/j.bmc.2011.08.010
Aspergillus niger	Aspergillus niger	Activity	nan	None	10.1016/j.bmc.2011.08.010
Aspergillus niger	Aspergillus niger	MIC	1000.0	ug.mL-1	10.1016/j.bmc.2011.08.010
Bacillus licheniformis	Bacillus licheniformis	Activity	nan	None	10.1016/j.bmc.2011.08.010
Bacillus subtilis	Bacillus subtilis	Activity	nan	None	10.1016/j.bmc.2011.08.010
Candida albicans	Candida albicans	Activity	nan	None	10.1016/j.bmc.2011.08.010
Escherichia coli	Escherichia coli	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium avenaceum	Fusarium avenaceum	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium avenaceum	Fusarium avenaceum	MIC	0.25	ug.mL-1	10.1016/j.bmc.2011.08.010
Fusarium fujikuroi	Fusarium fujikuroi	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium fujikuroi	Fusarium fujikuroi	MIC	0.25	ug.mL-1	10.1016/j.bmc.2011.08.010
Fusarium graminearum	Fusarium graminearum	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium graminearum	Fusarium graminearum	MIC	0.063	ug.mL-1	10.1016/j.bmc.2011.08.010
Fusarium oxysporum	Fusarium oxysporum	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium oxysporum	Fusarium oxysporum	MIC	0.25	ug.mL-1	10.1016/j.bmc.2011.08.010
Fusarium oxysporum	Fusarium oxysporum	MIC	0.5	ug.mL-1	10.1016/j.bmc.2011.08.010
Fusarium solani	Fusarium solani	Activity	nan	None	10.1016/j.bmc.2011.08.010
Fusarium solani	Fusarium solani	MIC	0.25	ug.mL-1	10.1016/j.bmc.2011.08.010
Homo sapiens	HL-60	Activity	nan	None	10.1016/j.bmc.2011.08.010
Homo sapiens	THP-1	Activity	nan	None	10.1016/j.bmc.2011.08.010
Micrococcus luteus	Micrococcus luteus	Activity	nan	None	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	Activity	nan	None	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	Inhibition	37.0	%	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	Inhibition	84.0	%	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	Inhibition	nan	%	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	MIC	0.039	ug.mL-1	10.1016/j.bmc.2011.08.010
Mucor mucedo	Mucor mucedo	MIC	13.0	nM	10.1016/j.bmc.2011.08.010
Mus musculus	NIH3T3	Activity	nan	None	10.1016/j.bmc.2011.08.010
Penicillium chrysogenum	Penicillium chrysogenum	Activity	nan	None	10.1016/j.bmc.2011.08.010
Penicillium chrysogenum	Penicillium chrysogenum	MIC	0.63	ug.mL-1	10.1016/j.bmc.2011.08.010
Proteus vulgaris	Proteus vulgaris	Activity	nan	None	10.1016/j.bmc.2011.08.010
Pseudomonas aeruginosa	Pseudomonas aeruginosa	Activity	nan	None	10.1016/j.bmc.2011.08.010
Rhizopus arrhizus	Rhizopus arrhizus	Activity	nan	None	10.1016/j.bmc.2011.08.010
Rhizopus arrhizus	Rhizopus arrhizus	MIC	1000.0	ug.mL-1	10.1016/j.bmc.2011.08.010
Rhodotorula mucilaginosa	Rhodotorula mucilaginosa	Activity	nan	None	10.1016/j.bmc.2011.08.010
Saccharomyces cerevisiae	Saccharomyces cerevisiae	Activity	nan	None	10.1016/j.bmc.2011.08.010
Schizosaccharomyces pombe	Schizosaccharomyces pombe	Activity	nan	None	10.1016/j.bmc.2011.08.010
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1016/j.bmc.2011.08.010
Sus scrofa	LLC-PK1	Activity	nan	None	10.1016/j.bmc.2011.08.010
None	NON-PROTEIN TARGET	Activity	nan	None	10.1016/j.bmc.2011.08.010
None	NON-PROTEIN TARGET	MIC	0.031	ug.mL-1	10.1016/j.bmc.2011.08.010
None	NON-PROTEIN TARGET	MIC	0.078	ug.mL-1	10.1016/j.bmc.2011.08.010
None	NON-PROTEIN TARGET	MIC	1000.0	ug.mL-1	10.1016/j.bmc.2011.08.010
None	Unchecked	Activity	nan	None	10.1016/j.bmc.2011.08.010
None	Unchecked	Inhibition	64.0	%	10.1016/j.bmc.2011.08.010
None	Unchecked	Inhibition	nan	%	10.1016/j.bmc.2011.08.010