Molecule

Diazepinomicin

AlkaPlorer ID: AK295399

Synonym: 5,10-Dihydro-4,6,8-trihydroxy-10-(3,7,11-trimethyl-2,6,10-dodecatrienyl)-11H-dibenzo[b,e][1,4]diazepin-11-one, Antibiotic BU 4664L, BU 4664L, ECO 4601, TLN 4601

IUPAC Name: 1,3,10-trihydroxy-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-11H-benzo[b][1,4]benzodiazepin-6-one

Structure

SMILES: CC(C)=CCC/C(C)=C/CC/C(C)=C/CN1C(=O)C2=CC=CC(O)=C2NC2=C(O)C=C(O)C=C21

InChI: InChI=1S/C28H34N2O4/c1-18(2)8-5-9-19(3)10-6-11-20(4)14-15-30-23-16-21(31)17-25(33)27(23)29-26-22(28(30)34)12-7-13-24(26)32/h7-8,10,12-14,16-17,29,31-33H,5-6,9,11,15H2,1-4H3/b19-10+,20-14+

InChIKey: SALVHVNECODMJP-GNUCVDFRSA-N

Reference

Diazepinomicin, a New Antimicrobial Alkaloid from a Marine <i>Micromonospora</i> sp.

PubChem CID: 9868980

CAS: 733035-26-2

LOTUS: LTS0124188

SuperNatural Ⅲ: SN0340164-01

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NPAtlas: NPA001837

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Micromonospora sp.	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria
None	Micromonospora	Micromonosporaceae	Micromonosporales	Actinomycetes	Actinomycetota	None	Bacteria

Properties Information

Molecule Weight: 462.59000000000015

TPSA？: 93.03000000000002

MolLogP？: 6.926400000000007

Number of H-Donors: 4

Number of H-Acceptors: 5

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Candida albicans	Candida albicans	MIC	128.0	ug.mL-1	10.1021/np800664u
Enterococcus faecium	Enterococcus faecium	MIC	32.0	ug.mL-1	10.1021/np800664u
Enterococcus faecium	Enterococcus faecium	MIC	64.0	ug.mL-1	10.1021/np800664u
Escherichia coli	Escherichia coli	MIC	128.0	ug.mL-1	10.1021/np800664u
Homo sapiens	HUVEC	IC50	0.43	ug.mL-1	10.1016/j.bmcl.2009.12.055
Homo sapiens	HUVEC	IC50	0.72	ug.mL-1	10.1016/j.bmcl.2009.12.055
Homo sapiens	HUVEC	IC50	2.0	ug.mL-1	10.1016/j.bmcl.2009.12.055
Homo sapiens	Matrix metalloproteinase-2	IC50	0.46	ug.mL-1	10.1016/j.bmcl.2009.12.055
Homo sapiens	Matrix metalloproteinase 9	IC50	0.6	ug.mL-1	10.1016/j.bmcl.2009.12.055
Homo sapiens	NCI-H460	GI50	13600.0	nM	10.1016/j.bmcl.2021.128474
Homo sapiens	PC-3	GI50	1950.0	nM	10.1016/j.bmcl.2021.128474
Mus musculus	Renca	IC50	0.78	ug.mL-1	10.1016/j.bmcl.2009.12.055
Mus musculus	Renca	IC50	8.3	ug.mL-1	10.1016/j.bmcl.2009.12.055
Staphylococcus aureus	Staphylococcus aureus	MIC	8.0	ug.mL-1	10.1021/np800664u
Staphylococcus aureus	Staphylococcus aureus	MIC	16.0	ug.mL-1	10.1021/np800664u
None	NON-PROTEIN TARGET	IC50	0.63	ug.mL-1	10.1016/j.bmcl.2009.12.055
None	NON-PROTEIN TARGET	IC50	1.0	ug.mL-1	10.1016/j.bmcl.2009.12.055
None	NON-PROTEIN TARGET	IC50	7.8	ug.mL-1	10.1016/j.bmcl.2009.12.055

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005082	CC(C)=CCC/C(C)=C/CC/C(C)=C/COP(=O)(O)OP(=O)(O)O.O=C1Nc2cc(O)cc(O)c2Nc2c(O)cccc21>>CC(C)=CCC/C(C)=C/CC/C(C)=C/CN1C(=O)c2cccc(O)c2Nc2c(O)cc(O)cc21	RXN-15400