Natural Product: ENC002377

NPs Basic Information

Download MOL File
Name
Peniprequinolone
Molecular Formula C22H25NO5
IUPAC Name*
(3R,4R)-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-1,3-dihydroquinolin-2-one
SMILES
CC(=CCC1=C(C2=C(C=C1)NC(=O)[C@@H]([C@]2(C3=CC=C(C=C3)OC)O)OC)O)C
InChI
InChI=1S/C22H25NO5/c1-13(2)5-6-14-7-12-17-18(19(14)24)22(26,20(28-4)21(25)23-17)15-8-10-16(27-3)11-9-15/h5,7-12,20,24,26H,6H2,1-4H3,(H,23,25)/t20-,22+/m0/s1
InChIKey
ZRZQXSGEIJXJEO-RBBKRZOGSA-N
Synonyms
peniprequinolone; (3R,4R)-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-(3-methylbut-2-en-1-yl)-3,4-dihydroquinolin-2(1H)-one; (3R,4R)-4,5-dihydroxy-3-methoxy-4-(4-methoxyphenyl)-6-(3-methylbut-2-enyl)-1,3-dihydroquinolin-2-one; Peniprequinolone_120176; MLS000876990; CHEMBL516699; MEGxm0_000249; ACon0_000817; ACon1_002367; CHEBI:181572; HMS2267M24; ZINC13660211; NCGC00169912-01; NCGC00169912-03; SMR000440679; BRD-K17006545-001-01-3
CAS NA
PubChem CID 16681748
ChEMBL ID CHEMBL516699
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Quinolines and derivative
        • Subclass: Phenylquinolines
          • Direct Parent: Phenylquinolines

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: 383.4 ALogp: 3.0
HBD: 3 HBA: 5
Rotatable Bonds: 5 Lipinski's rule of five: Accepted
Polar Surface Area: 88.0 Aromatic Rings: 3
Heavy Atoms: 28 QED Weighted: 0.682

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.712 MDCK Permeability: 0.00000846
Pgp-inhibitor: 0.926 Pgp-substrate: 0.176
Human Intestinal Absorption (HIA): 0.006 20% Bioavailability (F20%): 0.827
30% Bioavailability (F30%): 0.444

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.367 Plasma Protein Binding (PPB): 94.81%
Volume Distribution (VD): 1.019 Fu: 5.69%

ADMET: Metabolism

CYP1A2-inhibitor: 0.045 CYP1A2-substrate: 0.523
CYP2C19-inhibitor: 0.367 CYP2C19-substrate: 0.829
CYP2C9-inhibitor: 0.423 CYP2C9-substrate: 0.712
CYP2D6-inhibitor: 0.406 CYP2D6-substrate: 0.636
CYP3A4-inhibitor: 0.312 CYP3A4-substrate: 0.771

ADMET: Excretion

Clearance (CL): 1.834 Half-life (T1/2): 0.491

ADMET: Toxicity

hERG Blockers: 0.04 Human Hepatotoxicity (H-HT): 0.544
Drug-inuced Liver Injury (DILI): 0.446 AMES Toxicity: 0.709
Rat Oral Acute Toxicity: 0.204 Maximum Recommended Daily Dose: 0.086
Skin Sensitization: 0.913 Carcinogencity: 0.048
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.166
*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
ENC002968 0.733 D04UTT 0.314
ENC002862 0.447 D09WKB 0.297
ENC002966 0.443 D0OB1J 0.295
ENC004800 0.439 D0D1DI 0.289
ENC002861 0.431 D04KJO 0.289
ENC002967 0.424 D0Q1IT 0.289
ENC003768 0.417 D0Q0PR 0.289
ENC002969 0.417 D06BLQ 0.271
ENC003113 0.387 D0R1RS 0.270
ENC004319 0.384 D04BCB 0.268
*Note: the compound similarity was calculated by RDKIT.