Natural Product: ENC003419

NPs Basic Information

Download MOL File
Name
(-)-(10E,15S)-4,6-dichloro-10(11)-dehydrocurvularin
Molecular Formula C16H16Cl2O5
IUPAC Name*
(5S,9E)-14,16-dichloro-13,15-dihydroxy-5-methyl-4-oxabicyclo[10.4.0]hexadeca-1(12),9,13,15-tetraene-3,11-dione
SMILES
C[C@H]1CCC/C=C/C(=O)C2=C(CC(=O)O1)C(=C(C(=C2O)Cl)O)Cl
InChI
InChI=1S/C16H16Cl2O5/c1-8-5-3-2-4-6-10(19)12-9(7-11(20)23-8)13(17)16(22)14(18)15(12)21/h4,6,8,21-22H,2-3,5,7H2,1H3/b6-4+/t8-/m0/s1
InChIKey
QEYDBBDMWLUESL-JQTRYQTASA-N
Synonyms
CHEMBL4078658; BDBM50514005; J3.515.215F; (-)-(10E,15S)-4,6-dichloro-10(11)-dehydrocurvularin; (8S)-1,3-Dihydroxy-2,4-dichloro-8beta-methyl-5,6,9,10,11,14-hexahydro-8H-7-oxabenzocyclododecene-6,14-dione
CAS NA
PubChem CID 132561319
ChEMBL ID CHEMBL4078658
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolides and analogues
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolides and analogues

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: 359.2 ALogp: 4.3
HBD: 2 HBA: 5
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 83.8 Aromatic Rings: 2
Heavy Atoms: 23 QED Weighted: 0.668

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.75 MDCK Permeability: 0.00002960
Pgp-inhibitor: 0.05 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.004 20% Bioavailability (F20%): 0.003
30% Bioavailability (F30%): 0.008

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.3 Plasma Protein Binding (PPB): 99.14%
Volume Distribution (VD): 0.63 Fu: 1.65%

ADMET: Metabolism

CYP1A2-inhibitor: 0.626 CYP1A2-substrate: 0.132
CYP2C19-inhibitor: 0.042 CYP2C19-substrate: 0.075
CYP2C9-inhibitor: 0.723 CYP2C9-substrate: 0.95
CYP2D6-inhibitor: 0.062 CYP2D6-substrate: 0.184
CYP3A4-inhibitor: 0.212 CYP3A4-substrate: 0.16

ADMET: Excretion

Clearance (CL): 10.851 Half-life (T1/2): 0.587

ADMET: Toxicity

hERG Blockers: 0.006 Human Hepatotoxicity (H-HT): 0.142
Drug-inuced Liver Injury (DILI): 0.923 AMES Toxicity: 0.046
Rat Oral Acute Toxicity: 0.12 Maximum Recommended Daily Dose: 0.624
Skin Sensitization: 0.493 Carcinogencity: 0.884
Eye Corrosion: 0.004 Eye Irritation: 0.207
Respiratory Toxicity: 0.893
*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
ENC005418 0.694 D0R6BI 0.235
ENC005643 0.579 D0ZX2G 0.232
ENC001849 0.579 D0D0GV 0.226
ENC002286 0.579 D01XDL 0.221
ENC002287 0.579 D0C1SF 0.221
ENC005419 0.579 D0K7LU 0.220
ENC005417 0.579 D07MGA 0.218
ENC005706 0.486 D06ZEE 0.214
ENC004730 0.422 D01XWG 0.213
ENC005138 0.419 D07VLY 0.209
*Note: the compound similarity was calculated by RDKIT.