Molecule

Agelastatin A

AlkaPlorer ID: AK025362

Synonym: None

IUPAC Name: (1R,9S,10S,14S)-3-bromo-14-hydroxy-13-methyl-2,8,11,13-tetrazatetracyclo[7.6.0.02,6.010,14]pentadeca-3,5-diene-7,12-dione

Structure

SMILES: CN1C(=O)N[C@H]2[C@@H]3NC(=O)C4=CC=C(Br)N4[C@@H]3C[C@]21O

InChI: InChI=1S/C12H13BrN4O3/c1-16-11(19)15-9-8-6(4-12(9,16)20)17-5(10(18)14-8)2-3-7(17)13/h2-3,6,8-9,20H,4H2,1H3,(H,14,18)(H,15,19)/t6-,8-,9+,12+/m1/s1

InChIKey: MPASKXAEPUAMBS-WJOUQXRDSA-N

Reference

The Active Centres of Agelastatin A, a Strongly Cytotoxic Alkaloid of the Coral Sea Axinellid Sponge <i>Agelas dendromorpha</i>, as Determined by Comparative Bioassays with Semisynthetic Derivatives

PubChem CID: 177936

LOTUS: LTS0253008

SuperNatural Ⅲ: SN0231512-02

NPASS: NPC112489

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain

Properties Information

Molecule Weight: 341.165

TPSA？: 86.60000000000001

MolLogP？: 0.0195999999999997

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 4

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	A-431	IC50	460.0	nM	10.1016/j.bmcl.2016.02.051
Homo sapiens	DU-145	IC50	2300.0	nM	10.1039/C3MD00094J
Homo sapiens	HeLa	EC50	110.0	nM	10.1021/jm4016922
Homo sapiens	HeLa	EC50	nan	None	10.1021/jm4016922
Homo sapiens	HeLa	IC50	84.0	nM	10.1016/j.bmcl.2016.02.051
Homo sapiens	KB	Activity	100.0	%	10.1021/np900539j
Homo sapiens	KB	IC50	0.5	ug.mL-1	10.1021/jm4016922
Homo sapiens	Liver	Stability	nan	%	10.1021/jm4016922
Homo sapiens	Liver microsome	Stability	nan	%	10.1021/jm4016922
Homo sapiens	Plasma	Drug recovery	99.2	%	10.1016/j.bmcl.2016.02.051
Homo sapiens	Raji	IC50	140.0	nM	10.1039/C3MD00094J
Homo sapiens	Serum	Drug recovery	65.0	%	10.1021/jm4016922
Homo sapiens	Serum	PPB	nan	%	10.1021/jm4016922
Mus musculus	Brain	Drug uptake	nan	None	10.1039/C1MD00240F
Mus musculus	L1210	Survival	63.0	%	10.1021/acs.jmedchem.0c01746
Mus musculus	Liver	Stability	nan	%	10.1021/jm4016922
Mus musculus	Mus musculus	AUC	594.32	ng.hr.mL-1	10.1021/jm4016922
Mus musculus	Mus musculus	AUC	1005.09	ng.hr.mL-1	10.1021/jm4016922
Mus musculus	Mus musculus	AUC	1464.98	ng.hr.mL-1	10.1021/jm4016922
Mus musculus	Mus musculus	Cmax	1280.0	nM	10.1021/jm4016922
Mus musculus	Mus musculus	Cmax	2300.0	nM	10.1021/jm4016922
Mus musculus	Mus musculus	Cmax	4500.0	nM	10.1021/jm4016922
Mus musculus	Mus musculus	T1/2	0.06667	hr	10.1021/jm4016922
Mus musculus	Mus musculus	T1/2	1.0	hr	10.1021/jm4016922
Mus musculus	Mus musculus	Tmax	0.03333	hr	10.1021/jm4016922
Mus musculus	Mus musculus	Tmax	0.5	hr	10.1021/jm4016922
Mus musculus	Plasma	AUC	1163.39	ng.hr.mL-1	10.1039/C1MD00240F
Mus musculus	Plasma	Drug recovery	65.0	%	10.1021/jm4016922
Mus musculus	Plasma	PPB	nan	%	10.1021/jm4016922
Mus musculus	Serum	AUC	11531.55	ng.hr.mL-1	10.1039/C1MD00240F
Mus musculus	Serum	Drug recovery	65.0	%	10.1021/jm4016922
Mus musculus	Serum	Drug uptake	nan	None	10.1039/C1MD00240F
Mus musculus	Serum	PPB	nan	%	10.1021/jm4016922
Mus musculus	Serum	T1/2	12.0	hr	10.1039/C1MD00240F
Rattus norvegicus	Cerebrospinal fluid	AUC	1163.39	ng.hr.mL-1	10.1039/C3MD00094J
Rattus norvegicus	Serum	AUC	18157.07	ng.hr.mL-1	10.1039/C3MD00094J
Rattus norvegicus	Serum	Ratio AUC	6.4	%	10.1039/C3MD00094J
None	ADMET	Activity	nan	None	10.1016/j.bmcl.2016.02.051
None	ADMET	Drugexcretion	217.0	uM	10.1021/jm4016922
None	ADMET	Drug uptake	nan	None	10.1039/C1MD00240F
None	ADMET	Ratio AUC	10.09	%	10.1039/C1MD00240F
None	Molecular identity unknown	PPB	23.9	%	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	EC50	160.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	240.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	280.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	290.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	310.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	370.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	1000.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	1150.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	EC50	nan	None	10.1021/jm4016922
None	NON-PROTEIN TARGET	IC50	60.0	nM	10.1021/jm4016922
None	NON-PROTEIN TARGET	IC50	170.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	320.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	380.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	440.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	710.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	930.0	nM	10.1016/j.bmcl.2016.02.051
None	NON-PROTEIN TARGET	IC50	2800.0	nM	10.1039/C3MD00094J
None	No relevant target	LogP	0.18	None	10.1021/jm4016922
None	No relevant target	Solubility	640.0	ug.mL-1	10.1021/jm4016922