Natural Product: ENC003653

NPs Basic Information

Download MOL File
Name
Cytochalasin R1
Molecular Formula C30H41NO6
IUPAC Name*
[(1R,2R,3E,5R,7S,9E,11R,12S,13R,14S,15R,16S)-16-benzyl-5,12,13-trihydroxy-5,7,13,14-tetramethyl-18-oxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9-dien-2-yl] acetate
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H]([C@]([C@H]([C@@H]3[C@@]2([C@@H](/C=C/[C@](C1)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)(C)O)O
InChI
InChI=1S/C30H41NO6/c1-18-10-9-13-22-26(33)29(5,36)19(2)25-23(16-21-11-7-6-8-12-21)31-27(34)30(22,25)24(37-20(3)32)14-15-28(4,35)17-18/h6-9,11-15,18-19,22-26,33,35-36H,10,16-17H2,1-5H3,(H,31,34)/b13-9+,15-14+/t18-,19-,22-,23-,24+,25-,26-,28-,29+,30+/m0/s1
InChIKey
AVASIWUXPVFFGK-UPDPWUGUSA-N
Synonyms
Cytochalasin R1
CAS NA
PubChem CID 139585282
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: 511.6 ALogp: 2.9
HBD: 4 HBA: 6
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 116.0 Aromatic Rings: 4
Heavy Atoms: 37 QED Weighted: 0.363

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.452 MDCK Permeability: 0.00002100
Pgp-inhibitor: 0.782 Pgp-substrate: 0.928
Human Intestinal Absorption (HIA): 0.862 20% Bioavailability (F20%): 0.41
30% Bioavailability (F30%): 0.203

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.194 Plasma Protein Binding (PPB): 78.99%
Volume Distribution (VD): 0.465 Fu: 5.84%

ADMET: Metabolism

CYP1A2-inhibitor: 0.021 CYP1A2-substrate: 0.093
CYP2C19-inhibitor: 0.153 CYP2C19-substrate: 0.615
CYP2C9-inhibitor: 0.221 CYP2C9-substrate: 0.181
CYP2D6-inhibitor: 0.017 CYP2D6-substrate: 0.102
CYP3A4-inhibitor: 0.849 CYP3A4-substrate: 0.255

ADMET: Excretion

Clearance (CL): 2.055 Half-life (T1/2): 0.573

ADMET: Toxicity

hERG Blockers: 0.085 Human Hepatotoxicity (H-HT): 0.765
Drug-inuced Liver Injury (DILI): 0.478 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.573 Maximum Recommended Daily Dose: 0.976
Skin Sensitization: 0.147 Carcinogencity: 0.015
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.908
*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
D06CWH 0.290
D05VQI 0.268
D03IKT 0.257
D0F1EX 0.257
D0E9KA 0.253
D0O5WP 0.252
D0R1BD 0.252
D08PIQ 0.252
D0V3ZA 0.251
D0SP3D 0.251
*Note: the compound similarity was calculated by RDKIT.