Natural Product: ENC003461

NPs Basic Information

Download MOL File
Name
(1S,2S)-2-[(2R,4Z,6E,8S,9R,13R,15R,16R)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid
Molecular Formula C28H43NO6
IUPAC Name*
(1S,2S)-2-[(2R,4Z,6E,8S,9R,13R,15R,16R)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxo-1-oxacyclooctadeca-4,6-dien-2-yl]cyclopentane-1-carboxylic acid
SMILES
C[C@H]1C[C@H]([C@@H](CC(=O)O[C@H](C/C=C\C=C(\[C@H]([C@@H](CC(C1)C)C)O)/C#N)[C@H]2CCC[C@@H]2C(=O)O)O)C
InChI
InChI=1S/C28H43NO6/c1-17-12-18(2)14-20(4)27(32)21(16-29)8-5-6-11-25(22-9-7-10-23(22)28(33)34)35-26(31)15-24(30)19(3)13-17/h5-6,8,17-20,22-25,27,30,32H,7,9-15H2,1-4H3,(H,33,34)/b6-5-,21-8+/t17-,18?,19-,20-,22+,23+,24-,25-,27+/m1/s1
InChIKey
OJCKRNPLOZHAOU-MJQQLCDASA-N
Synonyms
Borrelidin; 7184-60-3
CAS 7184-60-3
PubChem CID 133655849
ChEMBL ID NA
*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: 489.6 ALogp: 5.6
HBD: 3 HBA: 7
Rotatable Bonds: 2 Lipinski's rule of five: Rejected
Polar Surface Area: 128.0 Aromatic Rings: 2
Heavy Atoms: 35 QED Weighted: 0.461

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.346 MDCK Permeability: 0.00001420
Pgp-inhibitor: 0.023 Pgp-substrate: 0.384
Human Intestinal Absorption (HIA): 0.206 20% Bioavailability (F20%): 0.01
30% Bioavailability (F30%): 0.94

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.029 Plasma Protein Binding (PPB): 98.76%
Volume Distribution (VD): 0.714 Fu: 2.59%

ADMET: Metabolism

CYP1A2-inhibitor: 0.035 CYP1A2-substrate: 0.078
CYP2C19-inhibitor: 0.045 CYP2C19-substrate: 0.64
CYP2C9-inhibitor: 0.523 CYP2C9-substrate: 0.706
CYP2D6-inhibitor: 0.002 CYP2D6-substrate: 0.038
CYP3A4-inhibitor: 0.441 CYP3A4-substrate: 0.202

ADMET: Excretion

Clearance (CL): 9.015 Half-life (T1/2): 0.876

ADMET: Toxicity

hERG Blockers: 0.027 Human Hepatotoxicity (H-HT): 0.969
Drug-inuced Liver Injury (DILI): 0.97 AMES Toxicity: 0.006
Rat Oral Acute Toxicity: 0.266 Maximum Recommended Daily Dose: 0.943
Skin Sensitization: 0.634 Carcinogencity: 0.202
Eye Corrosion: 0.005 Eye Irritation: 0.049
Respiratory Toxicity: 0.768
*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
ENC002735 0.283 D08XAC 0.253
ENC001935 0.262 D06WTZ 0.250
ENC005766 0.252 D02DWM 0.248
ENC002580 0.250 D0H0ND 0.246
ENC001414 0.250 D04SFH 0.244
ENC003767 0.248 D0F5OR 0.244
ENC002054 0.248 D02FEM 0.243
ENC003784 0.248 D0L6QI 0.235
ENC005098 0.248 D0OR2L 0.234
ENC002215 0.248 D06OMK 0.232
*Note: the compound similarity was calculated by RDKIT.