Natural Product: ENC002447

NPs Basic Information

Download MOL File
Name
Cryptoechinuline A
Molecular Formula C24H27N3O2
IUPAC Name*
(3Z)-3-[[2-(2-methylbut-3-en-2-yl)-6-(3-methylbut-2-enyl)-1H-indol-3-yl]methylidene]-6-methylidenepiperazine-2,5-dione
SMILES
CC(=CCC1=CC2=C(C=C1)C(=C(N2)C(C)(C)C=C)/C=C\3/C(=O)NC(=C)C(=O)N3)C
InChI
InChI=1S/C24H27N3O2/c1-7-24(5,6)21-18(13-20-23(29)25-15(4)22(28)27-20)17-11-10-16(9-8-14(2)3)12-19(17)26-21/h7-8,10-13,26H,1,4,9H2,2-3,5-6H3,(H,25,29)(H,27,28)/b20-13-
InChIKey
WXWNIBJUIDHOOC-MOSHPQCFSA-N
Synonyms
Neoechinulin C; Cryptoechinuline A; Neoechinuline C; Cryptoechinulin-a; Cryptoechinulin A; 55179-54-9; X3GI5U3718; Alkaloid E 8, from aspergillus amstelodami; (3Z)-3-((2-(1,1-Dimethyl-2-propen-1-yl)-6-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methylene-2,5-piperazinedione; 2,5-Piperazinedione, 3-((2-(1,1-dimethyl-2-propen-1-yl)-6-(3-methyl-2-buten-1-yl)-1H-indol-3-yl)methylene)-6-methylene-, (3Z)-; UNII-X3GI5U3718; HY-N10283; CS-0373510; Q27896934
CAS 55179-54-9
PubChem CID 23425628
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Indoles
          • Direct Parent: Indoles

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: 389.5 ALogp: 5.5
HBD: 3 HBA: 2
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 74.0 Aromatic Rings: 3
Heavy Atoms: 29 QED Weighted: 0.583

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.484 MDCK Permeability: 0.00001100
Pgp-inhibitor: 0.402 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.03 20% Bioavailability (F20%): 0.965
30% Bioavailability (F30%): 0.039

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.08 Plasma Protein Binding (PPB): 92.73%
Volume Distribution (VD): 0.725 Fu: 2.01%

ADMET: Metabolism

CYP1A2-inhibitor: 0.949 CYP1A2-substrate: 0.543
CYP2C19-inhibitor: 0.879 CYP2C19-substrate: 0.058
CYP2C9-inhibitor: 0.852 CYP2C9-substrate: 0.6
CYP2D6-inhibitor: 0.622 CYP2D6-substrate: 0.451
CYP3A4-inhibitor: 0.91 CYP3A4-substrate: 0.342

ADMET: Excretion

Clearance (CL): 3.777 Half-life (T1/2): 0.365

ADMET: Toxicity

hERG Blockers: 0.187 Human Hepatotoxicity (H-HT): 0.754
Drug-inuced Liver Injury (DILI): 0.974 AMES Toxicity: 0.079
Rat Oral Acute Toxicity: 0.994 Maximum Recommended Daily Dose: 0.684
Skin Sensitization: 0.235 Carcinogencity: 0.873
Eye Corrosion: 0.003 Eye Irritation: 0.042
Respiratory Toxicity: 0.986
*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
ENC002446 0.667 D0O6KE 0.250
ENC006144 0.663 D0R0MW 0.223
ENC003865 0.630 D0W7WC 0.217
ENC002630 0.596 D0JO3U 0.217
ENC002068 0.505 D0Q0PR 0.207
ENC002460 0.491 D01PZD 0.204
ENC004457 0.449 D01SHZ 0.203
ENC002939 0.448 D0I1FQ 0.194
ENC006145 0.440 D0F4ZY 0.191
ENC005569 0.422 D04UTT 0.189
*Note: the compound similarity was calculated by RDKIT.