Molecule

cyclo(L-Phe-L-Pro)

AlkaPlorer ID: AK005059

Synonym: '', '3705-26-8', '(3S,8aS)-3-Benzylhexahydropyrrolo1,2-apyrazine-1,4-dione', '26488-24-4', 'Maculosine 2', 'cyclo(phe-pro)', 'Cyclo(D-Pro-D-Phe)', '(-)-cyclo-(L-Phe-L-Pro)', 'Cyclo (L)-Pro-(L)-Phe', '14705-60-3', '43041-16-3', 'cyclo-(L-Phe-L-Pro)', 'Cyclo(L-Phe-L-Pro)', 'Cyclo(phenylalanyl-prolyl)', 'cyclo(phenylalanyl-prolyl', '32021-26-4', 'cyclo-(D-Pro-L-Phe)', 'L-Phe-D-Pro lactam', '43041-30-1', 'Cyclo(D)-Pro-(D)-Phe'

IUPAC Name: (3S,8aS)-3-benzyl-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione

Structure

SMILES: O=C1N[C@@H](CC2=CC=CC=C2)C(=O)N2CCC[C@@H]12

InChI: InChI=1S/C14H16N2O2/c17-13-12-7-4-8-16(12)14(18)11(15-13)9-10-5-2-1-3-6-10/h1-3,5-6,11-12H,4,7-9H2,(H,15,17)/t11-,12-/m0/s1

InChIKey: QZBUWPVZSXDWSB-RYUDHWBXSA-N

Reference

PubChem CID: 443440

CAS: 3705-26-8

LOTUS: LTS0211960

SuperNatural Ⅲ: SN0319073-03

NPASS: NPC285926

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Cryptocarya leucophylla	Cryptocarya	Lauraceae	Laurales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Callyspongia pseudoreticulata	Callyspongia	Callyspongiidae	Haplosclerida	Demospongiae	Porifera	Metazoa	Eukaryota
Polistes rothneyi	Polistes	Vespidae	Hymenoptera	Insecta	Arthropoda	Metazoa	Eukaryota
Thalictrum amurense	Thalictrum	Ranunculaceae	Ranunculales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Pseudomonas aeruginosa	Pseudomonas	Pseudomonadaceae	Pseudomonadales	Gammaproteobacteria	Pseudomonadota	None	Bacteria
Sanguisorba tenuifolia	Sanguisorba	Rosaceae	Rosales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Streptomyces triangulatus	Streptomyces	Streptomycetaceae	Kitasatosporales	Actinomycetes	Actinomycetota	None	Bacteria
Stelletta clavosa	Stelletta	Ancorinidae	Tetractinellida	Demospongiae	Porifera	Metazoa	Eukaryota
Uvaria hamiltonii	Uvaria	Annonaceae	Magnoliales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Lobophora papenfussii	Lobophora	Dictyotaceae	Dictyotales	Phaeophyceae	None	None	Eukaryota
Exallage chrysotricha	Exallage	Rubiaceae	Gentianales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Callyspongia sp.	Callyspongia	Callyspongiidae	Haplosclerida	Demospongiae	Porifera	Metazoa	Eukaryota
Solanum pimpinellifolium	Solanum	Solanaceae	Solanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Hypericum scabrum	Hypericum	Hypericaceae	Malpighiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Syringa reticulata	Syringa	Oleaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 244.29399999999995

TPSA？: 49.41

MolLogP？: 0.7184999999999997

Number of H-Donors: 1

Number of H-Acceptors: 2

RingCount: 3

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus cereus	Bacillus cereus	Activity	nan	None	10.1021/np960095b
Bacillus subtilis	Bacillus subtilis	MIC	17.2	ug.mL-1	10.1016/j.bmcl.2015.06.010
Candida albicans	Candida albicans	Activity	nan	None	10.1021/acs.jnatprod.1c00414
Escherichia coli	Escherichia coli	MIC	20.0	ug.mL-1	10.1016/j.bmcl.2015.06.010
Escherichia coli K-12	Beta-lactamase AmpC	Potency	112201.8	nM	None
Homo sapiens	C-C motif chemokine 2	Inhibition	50.0	%	10.1039/C3MD00043E
Homo sapiens	C-C motif chemokine 2	Inhibition	nan	%	10.1039/C3MD00043E
Homo sapiens	DNA polymerase iota	Potency	89125.1	nM	None
Homo sapiens	HEK293	Potency	35481.3	nM	None
Homo sapiens	Neurokinin 1 receptor	Activity	nan	None	10.1021/np50106a005
Micrococcus luteus	Micrococcus luteus	Activity	nan	None	10.1021/np960095b
Mus musculus	J774.A1	Activity	nan	None	10.1016/j.bmcl.2012.03.045
Mus musculus	J774.A1	FC	1.54	None	10.1016/j.bmcl.2012.03.045
Mus musculus	J774.A1	FC	1.62	None	10.1016/j.bmcl.2012.03.045
Mus musculus	J774.A1	FC	2.05	None	10.1016/j.bmcl.2012.03.045
Mus musculus	RAW264.7	Activity	nan	None	10.1016/j.bmcl.2015.10.075
Mus musculus	RAW264.7	Inhibition	3.0	%	10.1016/j.bmcl.2015.10.075
Mus musculus	RAW264.7	Inhibition	45.0	%	10.1016/j.bmcl.2015.10.075
Mus musculus	RAW264.7	Inhibition	nan	%	10.1016/j.bmcl.2015.10.075
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1021/acs.jnatprod.1c00414
Staphylococcus aureus	Staphylococcus aureus	Activity	nan	None	10.1021/np960095b
Staphylococcus aureus	Staphylococcus aureus	MIC	15.1	ug.mL-1	10.1016/j.bmcl.2015.06.010
None	NON-PROTEIN TARGET	IC50	10.37	ug.mL-1	10.1021/np100902f
None	NON-PROTEIN TARGET	IC50	12.83	ug.mL-1	10.1021/np100902f
None	NON-PROTEIN TARGET	Inhibition	nan	%	10.1021/np100902f