EMNPD

NPs Basic Information
NPs Species Source
NPs Content
NPs Biological Activity
NPs Physi-Chem Properties
NPs ADMET Properties
Similar NPs and Drugs

NPs Basic Information

Download MOL File	Name	Brevianamide F
	Molecular Formula	C16H17N3O2
	IUPAC Name*	(3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
	SMILES	C1C[C@H]2C(=O)N[C@H](C(=O)N2C1)CC3=CNC4=CC=CC=C43
	InChI	InChI=1S/C16H17N3O2/c20-15-14-6-3-7-19(14)16(21)13(18-15)8-10-9-17-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17H,3,6-8H2,(H,18,20)/t13-,14-/m0/s1
	InChIKey	RYFZBPVMVYTEKZ-KBPBESRZSA-N
	Synonyms	Brevianamide F; 38136-70-8; Cyclo-L-Trp-L-Pro; L-prolyl-L-tryptophan anhydride; cyclo-(Trp-Pro); Cyclo(L-Pro-L-Trp); Cyclo-L-tryptophyl-L-proline; (3s,8as)-3-(1h-Indol-3-Ylmethyl)hexahydropyrrolo[1,2-A]pyrazine-1,4-Dione; cyclo-L-tryptophanyl-L-proline; 76XZ426FPP; CHEBI:64530; tryptophan-proline diketopiperazine; (3S,8aS)-3-((1H-Indol-3-yl)methyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; L-tryptophyl-L-proline cyclic anhydride; (3S,8aS)-3-(1H-indol-3-ylmethyl)-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; BrevianamideF; cyclo-L-Prolyl-L-tryptophanyl; (3S,8AS)-HEXAHYDRO-3-(1H-INDOL-3-YLMETHYL)PYRROLO(1,2-A)PYRAZINE-1,4-DIONE; (3S,8aS)-Hexahydro-3-(1H-indol-3-ylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione; QRP; Cyclo(L-Trp-L-Pro); cyclo-(L-Trp-L-Pro); UNII-76XZ426FPP; cyclo-L-proline-L-pryptophan; cyclo-L-pryptophan-L-proline; CHEMBL563557; SCHEMBL2018181; DTXSID10959075; ZINC1582158; Brevianamide F; cyclo-L-Trp-L-Pro; MFCD29917326; s6751; CS-5688; AC-35169; AS-60483; HY-100385; C20563; A873918; Q25323862; (3S,8aS)-3-[(1H-indol-3-yl)methyl]-octahydropyrrolo[1,2-a]piperazine-1,4-dione; (3S,8aS)-3-[(1H-indol-3-yl)methyl]-octahydropyrrolo[1,2-a]pyrazine-1,4-dione; 1-Hydroxy-3-[(1H-indol-3-yl)methyl]-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrazin-4(3H)-one
	CAS	38136-70-8
	PubChem CID	181567
	ChEMBL ID	CHEMBL563557

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Organic acids and derivat Class: Carboxylic acids and deri Subclass: Amino acids, peptides, an Direct Parent: Alpha amino acids and der	ClassyFire Version 1.0 PMID:27867422

NPs Species Source

	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference
	Endophyte ID	Endophyte Name	Family	Genus	Taxonomy ID	GenBank ID	Closest GenBank ID	Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.

**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name
	Bioactivity Name	Target ID	Target Name	Target Type	Target Organism	Target Organism ID	Potency of Bioactivity	Activity Type	Value	Unit	Endophyte ID	Endophyte Name

NPs Physi-Chem Properties

Molecular Weight:	283.32	ALogp:	1.5
HBD:	2	HBA:	2
Rotatable Bonds:	2	Lipinski's rule of five:	Accepted
Polar Surface Area:	65.2	Aromatic Rings:	4
Heavy Atoms:	21	QED Weighted:	0.88

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.631	MDCK Permeability:	0.00000959
Pgp-inhibitor:	0.001	Pgp-substrate:	0.006
Human Intestinal Absorption (HIA):	0.009	20% Bioavailability (F20%):	0.019
30% Bioavailability (F30%):	0.637

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.668	Plasma Protein Binding (PPB):	51.39%
Volume Distribution (VD):	0.742	Fu:	38.70%

ADMET: Metabolism

CYP1A2-inhibitor:	0.075	CYP1A2-substrate:	0.479
CYP2C19-inhibitor:	0.556	CYP2C19-substrate:	0.18
CYP2C9-inhibitor:	0.191	CYP2C9-substrate:	0.895
CYP2D6-inhibitor:	0.027	CYP2D6-substrate:	0.694
CYP3A4-inhibitor:	0.566	CYP3A4-substrate:	0.182

ADMET: Excretion

Clearance (CL):

5.954

Half-life (T1/2):

0.795

ADMET: Toxicity

hERG Blockers:	0.025	Human Hepatotoxicity (H-HT):	0.796
Drug-inuced Liver Injury (DILI):	0.202	AMES Toxicity:	0.019
Rat Oral Acute Toxicity:	0.779	Maximum Recommended Daily Dose:	0.815
Skin Sensitization:	0.377	Carcinogencity:	0.162
Eye Corrosion:	0.003	Eye Irritation:	0.014
Respiratory Toxicity:	0.135

*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs					Similar Drugs
NPs ID	NPs 2D Structure	Similarity Score			TTD ID	Drug 2D Structure	Similarity Score
ENC004610		1.000			D02DMQ		0.390
ENC003217		0.694			D09ZIO		0.384
ENC001087		0.662			D05EJG		0.373
ENC005971		0.662			D0K0KH		0.341
ENC005484		0.662			D00YLW		0.337
ENC000825		0.662			D0U7GK		0.310
ENC004971		0.656			D04ACW		0.310
ENC004933		0.614			D05EPM		0.304
ENC000981		0.614			D0NG7O		0.301
ENC003218		0.607			D08VRO		0.297

*Note: the compound similarity was calculated by RDKIT.