Natural Product: ENC004119

NPs Basic Information

Download MOL File
Name
Diaporthichalasin B
Molecular Formula C28H37NO4
IUPAC Name*
(1R,2R,3E,5S,7S,9E,11R,12S,14S,15R,16S)-2,12-dihydroxy-16-[(4-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=C(C=C4)O)C)O
InChI
InChI=1S/C28H37NO4/c1-16-6-5-7-22-26(32)19(4)18(3)25-23(15-20-9-11-21(30)12-10-20)29-27(33)28(22,25)24(31)13-8-17(2)14-16/h5,7-13,16-18,22-26,30-32H,4,6,14-15H2,1-3H3,(H,29,33)/b7-5+,13-8+/t16-,17+,18+,22-,23-,24+,25-,26+,28+/m0/s1
InChIKey
UPGOOTAUZGTPNB-WZHGOZAJSA-N
Synonyms
Diaporthichalasin B; CHEMBL4451163
CAS NA
PubChem CID 146683413
ChEMBL ID CHEMBL4451163
*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: -5.36 MDCK Permeability: 0.00000750
Pgp-inhibitor: 0 Pgp-substrate: 0.991
Human Intestinal Absorption (HIA): 0.392 20% Bioavailability (F20%): 0.765
30% Bioavailability (F30%): 0.188

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.085 Plasma Protein Binding (PPB): 80.79%
Volume Distribution (VD): 0.59 Fu: 3.32%

ADMET: Metabolism

CYP1A2-inhibitor: 0.078 CYP1A2-substrate: 0.134
CYP2C19-inhibitor: 0.592 CYP2C19-substrate: 0.633
CYP2C9-inhibitor: 0.7 CYP2C9-substrate: 0.92
CYP2D6-inhibitor: 0.069 CYP2D6-substrate: 0.78
CYP3A4-inhibitor: 0.878 CYP3A4-substrate: 0.203

ADMET: Excretion

Clearance (CL): 5.201 Half-life (T1/2): 0.36

ADMET: Toxicity

hERG Blockers: 0.245 Human Hepatotoxicity (H-HT): 0.782
Drug-inuced Liver Injury (DILI): 0.633 AMES Toxicity: 0.044
Rat Oral Acute Toxicity: 0.946 Maximum Recommended Daily Dose: 0.993
Skin Sensitization: 0.478 Carcinogencity: 0.023
Eye Corrosion: 0.003 Eye Irritation: 0.011
Respiratory Toxicity: 0.968
*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
ENC004118 0.838 D0S2BV 0.267
ENC006133 0.800 D00LFB 0.240
ENC003718 0.784 D0I0DL 0.231
ENC004371 0.743 D04XEG 0.226
ENC004120 0.694 D0J7RK 0.224
ENC004372 0.675 D0B3QM 0.219
ENC004369 0.655 D06ALD 0.218
ENC004370 0.640 D01TNW 0.216
ENC004243 0.640 D0Y2NE 0.215
ENC003955 0.622 D01CRB 0.212
*Note: the compound similarity was calculated by RDKIT.