Molecule

Bastadin 7

AlkaPlorer ID: AK319735

Synonym: None

IUPAC Name: (12Z,25Z,28E)-5,16,21,32-tetrabromo-4,20-dihydroxy-12,25-bis(hydroxyimino)-2,18-dioxa-10,27-diazapentacyclo[28.2.2.214,17.13,7.119,23]octatriaconta-1(32),3,5,7(38),14,16,19,21,23(35),28,30,33,36-tridecaene-11,26-dione

Structure

SMILES: O/N=C1\CC2=CC(=C(O)C(Br)=C2)OC2=CC=C(C=C2Br)C/C(=N\O)C(O)=NCCC2=CC(Br)=C(O)C(=C2)OC2=CC=C(/C=C/N=C1O)C=C2Br

InChI: InChI=1S/C34H26Br4N4O8/c35-21-9-17-1-3-27(21)49-29-15-19(11-23(37)31(29)43)6-8-40-33(45)25(41-47)13-18-2-4-28(22(36)10-18)50-30-16-20(12-24(38)32(30)44)14-26(42-48)34(46)39-7-5-17/h1-5,7,9-12,15-16,43-44,47-48H,6,8,13-14H2,(H,39,46)(H,40,45)/b7-5+,41-25+,42-26+

InChIKey: ZDBNBLMYAGHTJD-HIHPLZGUSA-N

Reference

Brominated tyrosine-derived metabolites from the sponge Ianthella basta

PubChem CID: 10396070

LOTUS: LTS0131911

SuperNatural Ⅲ: SN0467156-05

NPASS: NPC290534

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Ianthella	Ianthellidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota
Ianthella quadrangulata	Ianthella	Ianthellidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota
Ianthella basta	Ianthella	Ianthellidae	Verongiida	Demospongiae	Porifera	Metazoa	Eukaryota

Properties Information

Molecule Weight: 938.218

TPSA？: 189.28

MolLogP？: 9.6178

Number of H-Donors: 6

Number of H-Acceptors: 10

RingCount: 8

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 1	Inhibition	nan	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Acyl coenzyme A:cholesterol acyltransferase 2	Inhibition	nan	%	10.1016/j.bmcl.2015.09.024
Homo sapiens	Arachidonate 12-lipoxygenase	IC50	2300.0	nM	10.1021/jm049872s
Homo sapiens	Arachidonate 15-lipoxygenase	IC50	4000.0	nM	10.1021/jm049872s
Homo sapiens	Cyclin-dependent kinase 4/cyclin D1	IC50	2600.0	nM	10.1021/np300764u
Homo sapiens	Ephrin type-B receptor 4	IC50	7700.0	nM	10.1021/np300764u
Homo sapiens	Epidermal growth factor receptor erbB1	IC50	1500.0	nM	10.1021/np300764u
Homo sapiens	Focal adhesion kinase 1	IC50	7300.0	nM	10.1021/np300764u
Homo sapiens	Hepatocyte growth factor receptor	IC50	2800.0	nM	10.1021/np300764u
Homo sapiens	HUVEC	Activity	37.3	%	10.1021/np070373e
Homo sapiens	HUVEC	IC50	54.0	nM	10.1039/C2MD20199B
Homo sapiens	Insulin-like growth factor I receptor	IC50	1700.0	nM	10.1021/np300764u
Homo sapiens	Insulin receptor	IC50	4400.0	nM	10.1021/np300764u
Homo sapiens	Mitogen-activated protein kinase kinase kinase 8	IC50	3300.0	nM	10.1021/np300764u
Homo sapiens	NUAK family SNF1-like kinase 1	IC50	3200.0	nM	10.1021/np300764u
Homo sapiens	Platelet-derived growth factor receptor beta	IC50	10200.0	nM	10.1021/np300764u
Homo sapiens	Receptor protein-tyrosine kinase erbB-2	IC50	2800.0	nM	10.1021/np300764u
Homo sapiens	Ryanodine receptor 1	EC50	6300.0	nM	10.1016/j.bmcl.2008.09.080
Homo sapiens	Serine/threonine-protein kinase Aurora-A	IC50	3900.0	nM	10.1021/np300764u
Homo sapiens	Serine/threonine-protein kinase Aurora-B	IC50	2600.0	nM	10.1021/np300764u
Homo sapiens	Serine/threonine-protein kinase B-raf	IC50	4400.0	nM	10.1021/np300764u
Homo sapiens	Serine/threonine-protein kinase PLK4	IC50	1900.0	nM	10.1021/np300764u
Homo sapiens	Tyrosine-protein kinase receptor FLT3	IC50	2900.0	nM	10.1021/np300764u
Homo sapiens	Tyrosine-protein kinase SRC	IC50	2000.0	nM	10.1021/np300764u
Homo sapiens	Tyrosine-protein kinase TIE-2	IC50	1800.0	nM	10.1021/np300764u
Homo sapiens	Vascular endothelial growth factor receptor 2	IC50	1300.0	nM	10.1021/np300764u
Homo sapiens	Vascular endothelial growth factor receptor 3	IC50	3200.0	nM	10.1021/np300764u
Mus musculus	L5178Y	IC50	5300.0	nM	10.1021/np300764u
Trypanosoma brucei brucei	Trypanosoma brucei brucei	Activity	nan	None	10.1021/np9005986
None	ADMET	Activity	nan	None	10.1016/j.bmcl.2015.09.024
None	No relevant target	CLogP	10.21	None	10.1021/jm049872s
None	Unchecked	IC50	27000.0	nM	10.1021/jm049872s
None	Unchecked	Inhibition	39.0	%	10.1016/j.bmcl.2015.09.024
None	Unchecked	Ratio IC50	56.0	None	10.1039/C2MD20199B