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	Gliotoxin
	Molecular Formula	C13H14N2O4S2
	IUPAC Name*	(1R,7S,8S,11R)-7-hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,14-dione
	SMILES	CN1C(=O)[C@]23CC4=CC=C[C@@H]([C@H]4N2C(=O)[C@]1(SS3)CO)O
	InChI	InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1
	InChIKey	FIVPIPIDMRVLAY-RBJBARPLSA-N
	Synonyms	gliotoxin; 67-99-2; Aspergillin; Gliotoxin from Gliocladium fimbriatum; C13H14N2O4S2; CHEBI:5385; CHEMBL331627; 5L648PH06K; NSC 102866; (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,5a,6-tetrahydro-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione; (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione; CCRIS 4025; BRN 0050675; UNII-5L648PH06K; AI3-62383; NSC102866; S.N. 12870; NSC-102866; MFCD00058534; GLIOTOXIN [MI]; SCHEMBL54420; BSPBio_001237; 10H-3,10a-Epidithiopyrazino(1,2-a)indole-1,4-dione, 2,3,5a,6-tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-; 4-27-00-08902 (Beilstein Handbook Reference); DTXSID60877179; HMS1792M19; HMS1990M19; HMS3403M19; PI129; HY-N6727; ZINC3875454; BDBM50134315; CCG-35318; CCG-36058; AKOS024457211; QTL1_000040; NCGC00163466-01; NCGC00163466-02; 10H-3,10a-Epidithiopyrazino(1,2-a)indole-1,4-dione, 2,3,5a,6-hydroxy-3- (hydroxymethyl)-2-methyl-, (3R-(3-alpha,5a-beta,6-beta,10a-alpha))-; AC-31273; BG162731; CS-0029133; S. N.-12870; Q413364; SR-05000002340; SR-05000002340-2; (1R,7S,8S,11R)-7-hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,14-dione; (3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydr o-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-e pidithiopyrazino[1,2-a]indole-1,4-dione; (3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione; 10H-3,10A-EPIDITHIOPYRAZINO(1,2-A)INDOLE-1,4-DIONE, 2,3,5A,6-TETRAHYDRO-6-HYDROXY-3-(HYDROXYMETHYL)-2-METHYL-, (3R,5AS,6S,10AR)-; 2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4 dione; 6-Hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione; 7-hydroxy-11-hydroxymethyl-12-methyl-14,15-dithia-9,12-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,13-dione
	CAS	67-99-2
	PubChem CID	6223
	ChEMBL ID	CHEMBL331627

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Organoheterocyclic compou Class: Diazinanes Subclass: Piperazines Direct Parent: Gliotoxins	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:	326.4	ALogp:	-0.7
HBD:	2	HBA:	6
Rotatable Bonds:	1	Lipinski's rule of five:	Accepted
Polar Surface Area:	132.0	Aromatic Rings:	5
Heavy Atoms:	21	QED Weighted:	0.667

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-5.027	MDCK Permeability:	0.00002250
Pgp-inhibitor:	0.013	Pgp-substrate:	0.003
Human Intestinal Absorption (HIA):	0.164	20% Bioavailability (F20%):	0.009
30% Bioavailability (F30%):	0.071

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.15	Plasma Protein Binding (PPB):	57.80%
Volume Distribution (VD):	0.623	Fu:	54.61%

ADMET: Metabolism

CYP1A2-inhibitor:	0.014	CYP1A2-substrate:	0.101
CYP2C19-inhibitor:	0.489	CYP2C19-substrate:	0.887
CYP2C9-inhibitor:	0.827	CYP2C9-substrate:	0.102
CYP2D6-inhibitor:	0.003	CYP2D6-substrate:	0.09
CYP3A4-inhibitor:	0.089	CYP3A4-substrate:	0.97

ADMET: Excretion

Clearance (CL):

8.767

Half-life (T1/2):

0.703

ADMET: Toxicity

hERG Blockers:	0.017	Human Hepatotoxicity (H-HT):	0.16
Drug-inuced Liver Injury (DILI):	0.98	AMES Toxicity:	0.04
Rat Oral Acute Toxicity:	0.783	Maximum Recommended Daily Dose:	0.882
Skin Sensitization:	0.804	Carcinogencity:	0.908
Eye Corrosion:	0.003	Eye Irritation:	0.008
Respiratory Toxicity:	0.605

*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
ENC000993		0.538			D0Z8EX		0.214
ENC004752		0.506			D0CL9S		0.209
ENC006009		0.438			D08EOD		0.207
ENC005509		0.438			D0R2KF		0.198
ENC003617		0.357			D0TS1Z		0.195
ENC003438		0.347			D09PZO		0.195
ENC005392		0.318			D0IL7L		0.194
ENC003809		0.295			D0I5DS		0.191
ENC003992		0.277			D0W7RJ		0.191
ENC003595		0.277			D0G6AB		0.188

*Note: the compound similarity was calculated by RDKIT.