Molecule

2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-methyl-, (3S,6S)-

AlkaPlorer ID: AK011844

Synonym: 'L-Alanyl-L-tryptophan anhydride', '', '26384-48-5', '17079-37-7', '22839-22-1', '22839-21-0', '2,5-Piperazinedione, 3-(1H-indol-3-ylmethyl)-6-methyl-, (3S,6S)-', '22839-23-2'

IUPAC Name: (3S,6S)-3-(1H-indol-3-ylmethyl)-6-methylpiperazine-2,5-dione

Structure

SMILES: C[C@@H]1N=C(O)[C@H](CC2=CNC3=CC=CC=C23)N=C1O

InChI: InChI=1S/C14H15N3O2/c1-8-13(18)17-12(14(19)16-8)6-9-7-15-11-5-3-2-4-10(9)11/h2-5,7-8,12,15H,6H2,1H3,(H,16,19)(H,17,18)/t8-,12-/m0/s1

InChIKey: VDMMFAOUINDEGC-UFBFGSQYSA-N

Reference

Isolation and Characterization of New <i>p</i>-Terphenyls with Antifungal, Antibacterial, and Antioxidant Activities from Halophilic Actinomycete <i>Nocardiopsis gilva</i> YIM 90087

PubChem CID: 15563754

LOTUS: LTS0145250

NPASS: NPC282231

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
None	Acrostalagmus	Plectosphaerellaceae	Glomerellales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
None	Eurotium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 257.293

TPSA？: 80.97

MolLogP？: 2.3941

Number of H-Donors: 3

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Artemia salina	Artemia salina	LD50	25.5	uM	10.1021/np5007839
Canis lupus familiaris	MDCK	CC50	200000.0	nM	10.1016/j.ejmech.2015.02.006
Homo sapiens	A2780	IC50	100000.0	nM	10.1016/j.bmcl.2012.04.119
Homo sapiens	HepG2	IC50	100000.0	nM	10.1016/j.bmcl.2012.08.115
Homo sapiens	K562	IC50	100000.0	nM	10.1016/j.bmcl.2012.04.119
Homo sapiens	MCF7	IC50	100000.0	nM	10.1016/j.bmcl.2012.08.115
Homo sapiens	NCI-H460	IC50	100000.0	nM	10.1016/j.bmcl.2012.08.115
Homo sapiens	SF-268	IC50	100000.0	nM	10.1016/j.bmcl.2012.08.115
None	NON-PROTEIN TARGET	Activity	54.6	%	10.1021/jf400718w
None	NON-PROTEIN TARGET	Inhibition	2.31	%	10.1016/j.ejmech.2015.02.006
None	Unchecked	IC50	nan	None	10.1016/j.bmcl.2016.09.017

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT005213	CC(C)=CCOP(=O)(O)OP(=O)(O)O.C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O>>C=CC(C)(C)c1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	None
AKRT005214	CC(C)=CCOP(=O)(O)OP(=O)(O)O.C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O>>CC(C)=CCc1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	None
AKRT005215	CC(C)=CCOP(=O)(O)OP(=O)(O)O.C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O>>CC(C)=CCc1cccc2c(C[C@@H]3NC(=O)[C@H](C)NC3=O)c[nH]c12	None
AKRT013018	C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>C=CC(C)(C)c1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	enzymemap_39866
AKRT013019	C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>CC(C)=CCc1[nH]c2ccccc2c1C[C@@H]1NC(=O)[C@H](C)NC1=O	enzymemap_39827
AKRT013020	C[C@@H]1NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC1=O.CC(C)=CCOP(=O)(O)OP(=O)(O)O>>CC(C)=CCc1cccc2c(C[C@@H]3NC(=O)[C@H](C)NC3=O)c[nH]c12	enzymemap_39878