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	(6aR,10Z,11aS,11bR)-10-(1-hydroxyethylidene)-7,7-dimethyl-6a,7,11a,11b-tetrahydro-6H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione
	Molecular Formula	C20H20N2O3
	IUPAC Name*	(2R,3S,5Z,9R)-5-(1-hydroxyethylidene)-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),11(18),12,14-tetraene-4,6-dione
	SMILES	C/C(=C/1\C(=O)[C@@H]2[C@@H]3[C@@H](CC4=C5C3=CNC5=CC=C4)C(N2C1=O)(C)C)/O
	InChI	InChI=1S/C20H20N2O3/c1-9(23)14-18(24)17-16-11-8-21-13-6-4-5-10(15(11)13)7-12(16)20(2,3)22(17)19(14)25/h4-6,8,12,16-17,21,23H,7H2,1-3H3/b14-9-/t12-,16+,17+/m1/s1
	InChIKey	CNZIQHGDUXRUJS-PTNHGACKSA-N
	Synonyms	alpha-Cyclopiazonic acid; CHEBI:17734; CHEBI:22450; CHEMBL468766; 83136-88-3; (6aR,10Z,11aS,11bR)-10-(1-hydroxyethylidene)-7,7-dimethyl-6a,7,11a,11b-tetrahydro-6H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,10H)-dione; MFCD00167445; Cyclopiazonic acid from Penicillium cyclopium; Cyclopiazonic acid, 98%; CHEMBL480627; HMS1791B05; HMS1989B05; HMS3402B05; BDBM50453613; BDBM50527068; CCG-208182; DB07604; NCGC00163130-01; NCGC00163130-02; NCGC00163130-03; (6aR,11aS,11bR)-10-acetyl-11-hydroxy-7,7-dimethyl-2,6,6a,7,11a,11b-hexahydro-9H-pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one; alpha-Cyclopiazonic acid 100 microg/mL in Acetonitrile; 6H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indole-9,11(2H,7H)-dione,6a,10,11a,11b-tetrahydro-10-(1-hydroxyethylidene)-7,7-dimethyl-,(6ar,10z,11as,11br)-; 9H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one,10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-,(6aR,11aS,11bR)-rel-
	CAS	83136-88-3
	PubChem CID	135494311
	ChEMBL ID	CHEMBL468766

*Note: the IUPAC Name was collected from PubChem.

Chemical Classification:	Kingdom: Organic compounds Superclass: Organoheterocyclic compou Class: Indoles and derivatives Subclass: Indoles Direct Parent: 3-alkylindoles	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:	336.4	ALogp:	2.9
HBD:	2	HBA:	3
Rotatable Bonds:	0	Lipinski's rule of five:	Accepted
Polar Surface Area:	73.4	Aromatic Rings:	5
Heavy Atoms:	25	QED Weighted:	0.438

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability:	-4.937	MDCK Permeability:	0.00000968
Pgp-inhibitor:	0.037	Pgp-substrate:	0.025
Human Intestinal Absorption (HIA):	0.018	20% Bioavailability (F20%):	0.073
30% Bioavailability (F30%):	0.407

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):	0.03	Plasma Protein Binding (PPB):	99.76%
Volume Distribution (VD):	0.226	Fu:	1.36%

ADMET: Metabolism

CYP1A2-inhibitor:	0.825	CYP1A2-substrate:	0.592
CYP2C19-inhibitor:	0.828	CYP2C19-substrate:	0.341
CYP2C9-inhibitor:	0.92	CYP2C9-substrate:	0.956
CYP2D6-inhibitor:	0.779	CYP2D6-substrate:	0.308
CYP3A4-inhibitor:	0.624	CYP3A4-substrate:	0.589

ADMET: Excretion

Clearance (CL):

1.662

Half-life (T1/2):

0.393

ADMET: Toxicity

hERG Blockers:	0.01	Human Hepatotoxicity (H-HT):	0.31
Drug-inuced Liver Injury (DILI):	0.693	AMES Toxicity:	0.156
Rat Oral Acute Toxicity:	0.881	Maximum Recommended Daily Dose:	0.983
Skin Sensitization:	0.184	Carcinogencity:	0.308
Eye Corrosion:	0.003	Eye Irritation:	0.076
Respiratory Toxicity:	0.757

*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
ENC006110		0.568			D0C1IW		0.305
ENC006111		0.517			D04JCN		0.304
ENC006109		0.414			D0X7KB		0.296
ENC001635		0.379			D05AHE		0.296
ENC001993		0.374			D0V3ZA		0.289
ENC002408		0.367			D02IQY		0.288
ENC003722		0.307			D09NNH		0.279
ENC003747		0.304			D0SP3D		0.278
ENC005121		0.292			D04EGX		0.276
ENC000091		0.289			D01TSI		0.272

*Note: the compound similarity was calculated by RDKIT.