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	Bisdethiobis(methylthio)gliotoxin
	Molecular Formula	C15H20N2O4S2
	IUPAC Name*	(3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-6,10-dihydro-5aH-pyrazino[1,2-a]indole-1,4-dione
	SMILES	CN1C(=O)[C@@]2(CC3=CC=C[C@@H]([C@H]3N2C(=O)[C@@]1(CO)SC)O)SC
	InChI	InChI=1S/C15H20N2O4S2/c1-16-12(20)14(22-2)7-9-5-4-6-10(19)11(9)17(14)13(21)15(16,8-18)23-3/h4-6,10-11,18-19H,7-8H2,1-3H3/t10-,11-,14+,15+/m0/s1
	InChIKey	OVBAGMZLGLXSBN-UOVKNHIHSA-N
	Synonyms	Bisdethiobis(methylthio)gliotoxin; bis(methylthio)gliotoxin; 74149-38-5; FR-49175; FR 49175; (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-6,10-dihydro-5aH-pyrazino[1,2-a]indole-1,4-dione; CHEMBL1088981; dimethylgliotoxin; AC1L4YI4; BmGT; S,S-Dimethyl gliotoxin; bis(methylsulfanyl)gliotoxin; Bis(methylthio)gliotoxin, 99%; GTPL3150; SCHEMBL18652994; DTXSID70995590; 3R,10Ar-Dithiomethyl Gliotoxin A; HY-N9710; ZINC5599818; BDBM50315535; MFCD00133146; Bis(methylthio)gliotoxin (FR-49175); NCGC00380667-01; CS-0203642; Q27077740; Bis(methylthio)gliotoxin (FR-49175) is known as a PAF receptor ligand.; (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-1H,2H,3H,4H,5aH,6H,10H,10aH-piperazino[1,2-a]indole-1,4-dione; (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-2,3,5a,6,10,10a-hexahydropyrazino[1,2-a]indole-1,4-dione; 6-Hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylsulfanyl)-2,3,5a,6,10,10a-hexahydropyrazino[1,2-a]indole-1,4-dione; NCGC00380667-01_C15H20N2O4S2_Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)-; Pyrazino(1,2-a)indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R-(3alpha,5abeta,6beta,10aalpha))-
	CAS	74149-38-5
	PubChem CID	194564
	ChEMBL ID	CHEMBL1088981

*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:	356.5	ALogp:	0.1
HBD:	2	HBA:	6
Rotatable Bonds:	3	Lipinski's rule of five:	Accepted
Polar Surface Area:	132.0	Aromatic Rings:	3
Heavy Atoms:	23	QED Weighted:	0.763

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.001	MDCK Permeability:	0.00002020
Pgp-inhibitor:	0.009	Pgp-substrate:	0.042
Human Intestinal Absorption (HIA):	0.282	20% Bioavailability (F20%):	0.006
30% Bioavailability (F30%):	0.004

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.786	Plasma Protein Binding (PPB):	81.35%
Volume Distribution (VD):	0.658	Fu:	34.35%

ADMET: Metabolism

CYP1A2-inhibitor:	0.007	CYP1A2-substrate:	0.106
CYP2C19-inhibitor:	0.157	CYP2C19-substrate:	0.912
CYP2C9-inhibitor:	0.604	CYP2C9-substrate:	0.079
CYP2D6-inhibitor:	0.002	CYP2D6-substrate:	0.067
CYP3A4-inhibitor:	0.087	CYP3A4-substrate:	0.97

ADMET: Excretion

Clearance (CL):

4.132

Half-life (T1/2):

0.901

ADMET: Toxicity

hERG Blockers:	0.007	Human Hepatotoxicity (H-HT):	0.19
Drug-inuced Liver Injury (DILI):	0.965	AMES Toxicity:	0.024
Rat Oral Acute Toxicity:	0.6	Maximum Recommended Daily Dose:	0.736
Skin Sensitization:	0.834	Carcinogencity:	0.846
Eye Corrosion:	0.003	Eye Irritation:	0.008
Respiratory Toxicity:	0.074

*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
ENC006009		0.630			D08EOD		0.212
ENC005509		0.630			D0I5DS		0.205
ENC000134		0.538			D0Z8EX		0.205
ENC005510		0.512			D0G6AB		0.204
ENC003617		0.442			D0R2KF		0.202
ENC003438		0.432			D0CL9S		0.200
ENC003035		0.417			D0IL7L		0.198
ENC003595		0.393			D0W7RJ		0.195
ENC004752		0.353			D07RGW		0.191
ENC003549		0.314			D0TS1Z		0.187

*Note: the compound similarity was calculated by RDKIT.