Molecule

Nocathiacin I

AlkaPlorer ID: AK046267

Synonym: None

IUPAC Name: N-(3-amino-3-oxoprop-1-en-2-yl)-2-[(1S,18S,21E,28S,29S,30S)-30-[(2S,4S,5R,6S)-5-(dimethylamino)-4-hydroxy-4,6-dimethyloxan-2-yl]oxy-9,52-dihydroxy-18-[(1R)-1-hydroxyethyl]-21-(1-methoxyethylidene)-16,19,26,31,42,46-hexaoxo-32,43,54-trioxa-3,13,23,49-tetrathia-7,17,20,27,45,51,52,55,56,57-decazadecacyclo[26.16.6.229,40.12,5.112,15.122,25.138,41.147,50.06,11.034,39]heptapentaconta-2(57),4,6,8,10,12(56),14,22(55),24,34(39),35,37,40,47,50-pentadecaen-8-yl]-1,3-thiazole-4-carboxamide

Structure

SMILES: C=C(N=C(O)C1=CSC(C2=C(O)C=C3C4=NC(=CS4)C(O)=N[C@@H]([C@@H](C)O)C(O)=N/C(=C(\C)OC)C4=NC(=CS4)C(O)=N[C@@H]4C5=NC(=CS5)C(O)=N[C@@H](COC(=O)C5=C6CO[C@@H]4[C@H](O[C@H]4C[C@](C)(O)[C@H](N(C)C)[C@H](C)O4)C(=O)OCC4=CC=CC(=C46)N5O)C4=NC(=CS4)C3=N2)=N1)C(=N)O

InChI: InChI=1S/C61H60N14O18S5/c1-22(48(62)78)63-49(79)31-19-97-57(68-31)42-36(77)12-27-41(70-42)30-17-95-55(65-30)29-16-91-59(84)44-28-15-89-45(46(93-37-13-61(5,86)47(74(6)7)25(4)92-37)60(85)90-14-26-10-9-11-35(38(26)28)75(44)87)43(58-69-32(20-98-58)50(80)64-29)73-52(82)34-21-96-56(67-34)40(24(3)88-8)72-53(83)39(23(2)76)71-51(81)33-18-94-54(27)66-33/h9-12,17-21,23,25,29,37,39,43,45-47,76-77,86-87H,1,13-16H2,2-8H3,(H2,62,78)(H,63,79)(H,64,80)(H,71,81)(H,72,83)(H,73,82)/b40-24+/t23-,25+,29+,37+,39+,43+,45+,46+,47-,61+/m1/s1

InChIKey: FFLJEMWVYVKPDW-UMNFMQIXSA-N

Reference

Nocathiacins, New Thiazolyl Peptide Antibiotics from Nocardia sp. I. Taxonomy, Fermentation and Biological Activities.

PubChem CID: 16142519

LOTUS: LTS0243734

SuperNatural Ⅲ: SN0084286-05

{

NPAtlas: NPA016398

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Nocardia sp.	Nocardia	Nocardiaceae	Mycobacteriales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 1437.5659999999998

TPSA？: 462.9800000000001

MolLogP？: 8.08097000000001

Number of H-Donors: 11

Number of H-Acceptors: 31

RingCount: 12

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacteroides fragilis	Bacteroides fragilis	MIC	4.0	ug.mL-1	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	Activity	4.0	log10CFU/g	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	Activity	5.0	log10CFU/g	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	Activity	66.0	%	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	Activity	100.0	%	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	MIC	0.06	ug.mL-1	10.1021/acs.jnatprod.2c00093
Clostridioides difficile	Clostridioides difficile	MIC50	0.03	ug.mL-1	10.1021/acs.jnatprod.2c00093
Enterococcus faecalis	Enterococcus faecalis	MIC	0.015	ug.mL-1	10.1016/j.bmcl.2009.04.144
Enterococcus faecalis	Enterococcus faecalis	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2003.09.061
Enterococcus faecalis	Enterococcus faecalis	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2005.02.046
Enterococcus faecalis	Enterococcus faecalis	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2006.03.079
Enterococcus faecalis	Enterococcus faecalis	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2009.04.144
Enterococcus faecalis	Enterococcus faecalis	MIC	0.03	ug.mL-1	10.1021/np040225d
Enterococcus faecalis	Enterococcus faecalis	MIC100	0.03	ug ml-1	10.1016/j.bmcl.2012.10.065
Enterococcus faecium	Enterococcus faecium	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2004.04.102
Homo sapiens	Angiotensin II type 2 (AT-2) receptor	IC50	nan	None	10.1016/j.bmcl.2009.04.144
Mus musculus	Mus musculus	PD50	0.2	mg kg-1	10.1016/j.bmcl.2004.04.102
Mus musculus	Mus musculus	PD50	0.8	mg kg-1	10.1016/j.bmcl.2005.02.046
Mus musculus	Mus musculus	PD50	0.8	mg kg-1	10.1016/j.bmcl.2006.03.079
Mus musculus	Mus musculus	PD50	2.8	mg kg-1	10.1016/j.bmcl.2003.09.061
Staphylococcus aureus	Staphylococcus aureus	MIC	0.007	ug.mL-1	10.1016/j.bmcl.2004.04.102
Staphylococcus aureus	Staphylococcus aureus	MIC	0.007	ug.mL-1	10.1016/j.bmcl.2005.02.046
Staphylococcus aureus	Staphylococcus aureus	MIC	0.007	ug.mL-1	10.1016/j.bmcl.2006.03.079
Staphylococcus aureus	Staphylococcus aureus	MIC	0.007	ug.mL-1	10.1016/j.bmcl.2009.04.144
Staphylococcus aureus	Staphylococcus aureus	MIC	0.007	ug.mL-1	10.1021/np040225d
Staphylococcus aureus	Staphylococcus aureus	MIC	0.03	ug.mL-1	10.1016/j.bmcl.2003.09.061
Staphylococcus aureus	Staphylococcus aureus	MIC100	0.007	ug ml-1	10.1016/j.bmcl.2012.10.065
Staphylococcus aureus	Staphylococcus aureus	PD50	0.31	mg kg-1	10.1021/np040225d
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1016/j.bmcl.2003.09.061
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1016/j.bmcl.2004.04.102
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1016/j.bmcl.2005.02.046
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1016/j.bmcl.2006.03.079
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1016/j.bmcl.2009.04.144
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC	0.002	ug.mL-1	10.1021/np040225d
Streptococcus pneumoniae	Streptococcus pneumoniae	MIC100	0.002	ug ml-1	10.1016/j.bmcl.2012.10.065
None	ADMET	Ct	0.19	uM	10.1021/acs.jnatprod.2c00093
None	ADMET	Ct	5.4	uM	10.1021/acs.jnatprod.2c00093
None	ADMET	Solubility	340.0	ug.mL-1	10.1016/j.bmcl.2004.04.102
None	No relevant target	Solubility	340.0	ug.mL-1	10.1016/j.bmcl.2006.03.079
None	No relevant target	Solubility	340.0	ug.mL-1	10.1016/j.bmcl.2012.10.065
None	Unchecked	Selectivity ratio	100.0	None	10.1021/acs.jnatprod.2c00093