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	Maculosin
	Molecular Formula	C14H16N2O3
	IUPAC Name*	(3S,8aS)-3-[(4-hydroxyphenyl)methyl]-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=CC=C(C=C3)O
	InChI	InChI=1S/C14H16N2O3/c17-10-5-3-9(4-6-10)8-11-14(19)16-7-1-2-12(16)13(18)15-11/h3-6,11-12,17H,1-2,7-8H2,(H,15,18)/t11-,12-/m0/s1
	InChIKey	LSGOTAXPWMCUCK-RYUDHWBXSA-N
	Synonyms	Maculosin; Cyclo(L-pro-L-tyr); 4549-02-4; (3s,8as)-3-(4-hydroxybenzyl)hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; Cyclo(-Pro-Tyr); CYCLO-(L-TYROSINE-L-PROLINE) INHIBITOR; (3S,8aS)-3-[(4-hydroxyphenyl)methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; CHEBI:6631; (3S,8AR)-3-(4-HYDROXYBENZYL)HEXAHYDROPYRROLO[1,2-A]PYRAZINE-1,4-DIONE; (3S,8aS)-Hexahydro-3-[(4-hydroxyphenyl)methyl]pyrrolo[1,2-a]pyrazine-1,4-dione; cyclo(pro-tyr); 1w1y; Cyclo(L-Pro-L-Tyr-); Cyclo-(L-Pro-L-Tyr); Cyclo(L-prolinyl-L-tyrosine); CHEMBL359788; SCHEMBL12035399; DTXSID30196526; HY-P1940; ZINC1629943; MFCD03093467; DB04520; TYP; CS-0064671; Q27089361; Pyrrolo(1,2-a)pyrazine-1,4-dione, hexahydro-3-((4-hydroxyphenyl)methyl)-, (3S,8aS)-; Pyrrolo(1,2-a)pyrazine-1,4-dione, hexahydro-3-((4-hydroxyphenyl)methyl)-, (3S-trans)-
	CAS	4549-02-4
	PubChem CID	119404
	ChEMBL ID	CHEMBL359788

*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:	260.29	ALogp:	1.0
HBD:	2	HBA:	3
Rotatable Bonds:	2	Lipinski's rule of five:	Accepted
Polar Surface Area:	69.6	Aromatic Rings:	3
Heavy Atoms:	19	QED Weighted:	0.827

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.885	MDCK Permeability:	0.00000573
Pgp-inhibitor:	0	Pgp-substrate:	0.004
Human Intestinal Absorption (HIA):	0.026	20% Bioavailability (F20%):	0.794
30% Bioavailability (F30%):	0.599

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.229	Plasma Protein Binding (PPB):	34.03%
Volume Distribution (VD):	0.549	Fu:	60.51%

ADMET: Metabolism

CYP1A2-inhibitor:	0.021	CYP1A2-substrate:	0.111
CYP2C19-inhibitor:	0.217	CYP2C19-substrate:	0.107
CYP2C9-inhibitor:	0.158	CYP2C9-substrate:	0.876
CYP2D6-inhibitor:	0.007	CYP2D6-substrate:	0.554
CYP3A4-inhibitor:	0.11	CYP3A4-substrate:	0.153

ADMET: Excretion

Clearance (CL):

10.215

Half-life (T1/2):

0.82

ADMET: Toxicity

hERG Blockers:	0.02	Human Hepatotoxicity (H-HT):	0.637
Drug-inuced Liver Injury (DILI):	0.14	AMES Toxicity:	0.017
Rat Oral Acute Toxicity:	0.614	Maximum Recommended Daily Dose:	0.383
Skin Sensitization:	0.32	Carcinogencity:	0.315
Eye Corrosion:	0.003	Eye Irritation:	0.016
Respiratory Toxicity:	0.04

*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
ENC005408		1.000			D0S2BV		0.477
ENC005092		1.000			D01CRB		0.309
ENC005206		1.000			D0W1RY		0.308
ENC001087		0.683			D0B3QM		0.300
ENC000825		0.683			D0I0DL		0.295
ENC005971		0.683			D0Q5NX		0.289
ENC005484		0.683			D06ZPS		0.271
ENC000975		0.554			D0X9ZC		0.271
ENC004610		0.554			D02DMQ		0.269
ENC003217		0.554			D03UOT		0.267

*Note: the compound similarity was calculated by RDKIT.