Natural Product: ENC004243

NPs Basic Information

Download MOL File
Name
(1S,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-2,5,12-trihydroxy-5,7,14-trimethyl-13-methylidene-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-18-one
Molecular Formula C28H37NO4
IUPAC Name*
(1S,2R,3E,5R,7S,9E,11R,12S,14S,15R,16S)-16-benzyl-2,5,12-trihydroxy-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@](C1)(C)O)O)C(=O)N[C@H]3CC4=CC=CC=C4)C)O
InChI
InChI=1S/C28H37NO4/c1-17-9-8-12-21-25(31)19(3)18(2)24-22(15-20-10-6-5-7-11-20)29-26(32)28(21,24)23(30)13-14-27(4,33)16-17/h5-8,10-14,17-18,21-25,30-31,33H,3,9,15-16H2,1-2,4H3,(H,29,32)/b12-8+,14-13+/t17-,18+,21-,22-,23+,24-,25+,27-,28-/m0/s1
InChIKey
UKQNIEMKORIOQM-WOMWMPBSSA-N
Synonyms
Cytochalasin j; 53760-20-6
CAS 53760-20-6
PubChem CID 155859132
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: 2.8
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: 0.513

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.489 MDCK Permeability: 0.00000864
Pgp-inhibitor: 0 Pgp-substrate: 0.981
Human Intestinal Absorption (HIA): 0.266 20% Bioavailability (F20%): 0.193
30% Bioavailability (F30%): 0.01

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.536 Plasma Protein Binding (PPB): 77.01%
Volume Distribution (VD): 1.107 Fu: 5.58%

ADMET: Metabolism

CYP1A2-inhibitor: 0.036 CYP1A2-substrate: 0.129
CYP2C19-inhibitor: 0.381 CYP2C19-substrate: 0.697
CYP2C9-inhibitor: 0.45 CYP2C9-substrate: 0.49
CYP2D6-inhibitor: 0.077 CYP2D6-substrate: 0.133
CYP3A4-inhibitor: 0.892 CYP3A4-substrate: 0.225

ADMET: Excretion

Clearance (CL): 6.332 Half-life (T1/2): 0.107

ADMET: Toxicity

hERG Blockers: 0.133 Human Hepatotoxicity (H-HT): 0.576
Drug-inuced Liver Injury (DILI): 0.244 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.905 Maximum Recommended Daily Dose: 0.991
Skin Sensitization: 0.147 Carcinogencity: 0.068
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.979
*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
ENC004918 0.850 D06CWH 0.267
ENC004544 0.850 D0V3ZA 0.251
ENC004468 0.810 D0SP3D 0.251
ENC004370 0.784 D0I0DL 0.250
ENC006133 0.782 D0D7KC 0.245
ENC003170 0.769 D09NNH 0.244
ENC005761 0.750 D01TSI 0.244
ENC003169 0.750 D05VQI 0.237
ENC004369 0.733 D0R1BD 0.232
ENC005132 0.733 D03IKT 0.230
*Note: the compound similarity was calculated by RDKIT.