Natural Product: ENC004118

NPs Basic Information

Download MOL File
Name
Diaporthichalasin A
Molecular Formula C28H37NO4
IUPAC Name*
(1R,2R,3E,5S,7S,9E,11R,12S,14S,15R,16S)-2,12-dihydroxy-16-[(3-hydroxyphenyl)methyl]-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-18-one
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C)[C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@H](C1)C)O)C(=O)N[C@H]3CC4=CC(=CC=C4)O)C)O
InChI
InChI=1S/C28H37NO4/c1-16-7-5-10-22-26(32)19(4)18(3)25-23(15-20-8-6-9-21(30)14-20)29-27(33)28(22,25)24(31)12-11-17(2)13-16/h5-6,8-12,14,16-18,22-26,30-32H,4,7,13,15H2,1-3H3,(H,29,33)/b10-5+,12-11+/t16-,17+,18+,22-,23-,24+,25-,26+,28+/m0/s1
InChIKey
YXIVMDRKVLWTLF-SCHSUBQJSA-N
Synonyms
Diaporthichalasin A
CAS NA
PubChem CID 146683412
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Alkaloids and derivatives
      • Class: Cytochalasans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Cytochalasans

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: 451.6 ALogp: 3.9
HBD: 4 HBA: 4
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 89.8 Aromatic Rings: 4
Heavy Atoms: 33 QED Weighted: 0.501

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.368 MDCK Permeability: 0.00000813
Pgp-inhibitor: 0 Pgp-substrate: 0.991
Human Intestinal Absorption (HIA): 0.428 20% Bioavailability (F20%): 0.807
30% Bioavailability (F30%): 0.305

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.133 Plasma Protein Binding (PPB): 80.46%
Volume Distribution (VD): 0.659 Fu: 3.46%

ADMET: Metabolism

CYP1A2-inhibitor: 0.108 CYP1A2-substrate: 0.131
CYP2C19-inhibitor: 0.518 CYP2C19-substrate: 0.595
CYP2C9-inhibitor: 0.707 CYP2C9-substrate: 0.825
CYP2D6-inhibitor: 0.088 CYP2D6-substrate: 0.565
CYP3A4-inhibitor: 0.915 CYP3A4-substrate: 0.17

ADMET: Excretion

Clearance (CL): 5.595 Half-life (T1/2): 0.459

ADMET: Toxicity

hERG Blockers: 0.246 Human Hepatotoxicity (H-HT): 0.751
Drug-inuced Liver Injury (DILI): 0.573 AMES Toxicity: 0.028
Rat Oral Acute Toxicity: 0.944 Maximum Recommended Daily Dose: 0.995
Skin Sensitization: 0.475 Carcinogencity: 0.02
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.97
*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
ENC004119 0.838 D0D7KC 0.228
ENC006133 0.818 D0Z1FX 0.220
ENC003718 0.802 D01JUF 0.216
ENC004120 0.710 D0S0LZ 0.207
ENC004369 0.670 D0Q1MS 0.207
ENC004370 0.655 D06CWH 0.203
ENC004243 0.655 D0WE3O 0.198
ENC003955 0.636 D0SP3D 0.198
ENC004544 0.623 D0FX2Q 0.198
ENC004918 0.623 D0VA0I 0.198
*Note: the compound similarity was calculated by RDKIT.