Natural Product: ENC002807

NPs Basic Information

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Name
L-Tenuazonic acid
Molecular Formula C10H15NO3
IUPAC Name*
(2S)-4-acetyl-2-[(2S)-butan-2-yl]-3-hydroxy-1,2-dihydropyrrol-5-one
SMILES
CC[C@H](C)[C@H]1C(=C(C(=O)N1)C(=O)C)O
InChI
InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)/t5-,8-/m0/s1
InChIKey
CEIZFXOZIQNICU-XNCJUZBTSA-N
Synonyms
TENUAZONIC ACID; 610-88-8; 75652-74-3; L-Tenuazonic acid; TENUAZONIC ACID COPPER FROM ALTERNARIA A; CCRIS 6995; L-Tenuazonic acid[enol(chain)]; SCHEMBL20199961; HY-N6715; ZINC95671351; AKOS027263611; ZINC101116423; CS-0099761; Q286126; (3Z,5S)-5-[(2S)-BUTAN-2-YL]-3-(1-HYDROXYETHYLIDENE)PYRROLIDINE-2,4-DIONE; (5S)-3-acetyl-5-[(2S)-butan-2-yl]-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one; 2,4-Pyrrolidinedione,3-(1-hydroxyethylidene)-5-[(1S)-1-methylpropyl]-, (3Z,5S)-; 2,4-Pyrrolidinedione,3-(1-hydroxyethylidene)-5-[(1S)-1-methylpropyl]-,(3Z,5S)-
CAS 610-88-8
PubChem CID 54683011
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrrolines
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Pyrrolines

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: 197.23 ALogp: 1.2
HBD: 2 HBA: 3
Rotatable Bonds: 3 Lipinski's rule of five: Accepted
Polar Surface Area: 66.4 Aromatic Rings: 1
Heavy Atoms: 14 QED Weighted: 0.671

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.696 MDCK Permeability: 0.00001090
Pgp-inhibitor: 0 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.011 20% Bioavailability (F20%): 0.011
30% Bioavailability (F30%): 0.001

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.308 Plasma Protein Binding (PPB): 93.86%
Volume Distribution (VD): 0.809 Fu: 5.35%

ADMET: Metabolism

CYP1A2-inhibitor: 0.819 CYP1A2-substrate: 0.936
CYP2C19-inhibitor: 0.09 CYP2C19-substrate: 0.085
CYP2C9-inhibitor: 0.449 CYP2C9-substrate: 0.653
CYP2D6-inhibitor: 0.45 CYP2D6-substrate: 0.261
CYP3A4-inhibitor: 0.215 CYP3A4-substrate: 0.293

ADMET: Excretion

Clearance (CL): 3.571 Half-life (T1/2): 0.788

ADMET: Toxicity

hERG Blockers: 0.015 Human Hepatotoxicity (H-HT): 0.157
Drug-inuced Liver Injury (DILI): 0.95 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.875 Maximum Recommended Daily Dose: 0.04
Skin Sensitization: 0.25 Carcinogencity: 0.362
Eye Corrosion: 0.003 Eye Irritation: 0.589
Respiratory Toxicity: 0.96
*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
ENC005387 1.000 D0ZK8H 0.273
ENC004092 0.393 D0A4JK 0.250
ENC004973 0.389 D0R6BR 0.219
ENC002815 0.351 D0W0MF 0.219
ENC002566 0.338 D00MYT 0.219
ENC005975 0.328 D0F0YZ 0.219
ENC004972 0.328 D0Z1WA 0.208
ENC002046 0.314 D05OQJ 0.207
ENC002803 0.300 D0CT4D 0.206
ENC004961 0.281 D0HD9K 0.202
*Note: the compound similarity was calculated by RDKIT.