Natural Product: ENC003170

NPs Basic Information

Download MOL File
Name
Cytochalasin R
Molecular Formula C28H39NO5
IUPAC Name*
(1R,2R,3Z,5R,7S,9Z,11R,12S,13R,14S,15R,16S)-16-benzyl-2,5,12,13-tetrahydroxy-5,7,13,14-tetramethyl-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@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)(C)O)O
InChI
InChI=1S/C28H39NO5/c1-17-9-8-12-20-24(31)27(4,34)18(2)23-21(15-19-10-6-5-7-11-19)29-25(32)28(20,23)22(30)13-14-26(3,33)16-17/h5-8,10-14,17-18,20-24,30-31,33-34H,9,15-16H2,1-4H3,(H,29,32)/b12-8-,14-13-/t17-,18-,20-,21-,22+,23-,24-,26-,27+,28+/m0/s1
InChIKey
KPQRGEZMOJERCR-IIMDGTFYSA-N
Synonyms
Cytochalasin R
CAS NA
PubChem CID 101588729
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: 469.6 ALogp: 2.3
HBD: 5 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 110.0 Aromatic Rings: 4
Heavy Atoms: 34 QED Weighted: 0.428

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.292 MDCK Permeability: 0.00002530
Pgp-inhibitor: 0.005 Pgp-substrate: 0.981
Human Intestinal Absorption (HIA): 0.142 20% Bioavailability (F20%): 0.961
30% Bioavailability (F30%): 0.587

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.464 Plasma Protein Binding (PPB): 75.84%
Volume Distribution (VD): 0.738 Fu: 21.52%

ADMET: Metabolism

CYP1A2-inhibitor: 0.024 CYP1A2-substrate: 0.137
CYP2C19-inhibitor: 0.101 CYP2C19-substrate: 0.78
CYP2C9-inhibitor: 0.112 CYP2C9-substrate: 0.572
CYP2D6-inhibitor: 0.015 CYP2D6-substrate: 0.16
CYP3A4-inhibitor: 0.778 CYP3A4-substrate: 0.276

ADMET: Excretion

Clearance (CL): 4.521 Half-life (T1/2): 0.859

ADMET: Toxicity

hERG Blockers: 0.377 Human Hepatotoxicity (H-HT): 0.681
Drug-inuced Liver Injury (DILI): 0.095 AMES Toxicity: 0.043
Rat Oral Acute Toxicity: 0.649 Maximum Recommended Daily Dose: 0.916
Skin Sensitization: 0.411 Carcinogencity: 0.019
Eye Corrosion: 0.003 Eye Irritation: 0.01
Respiratory Toxicity: 0.9
*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
ENC005131 0.824 D06CWH 0.272
ENC005133 0.813 D03IKT 0.244
ENC002261 0.813 D0F1EX 0.244
ENC003653 0.813 D05VQI 0.244
ENC004243 0.769 D0SP3D 0.242
ENC005132 0.704 D0V3ZA 0.241
ENC003169 0.704 D08PIQ 0.239
ENC004544 0.670 D0R1BD 0.238
ENC004918 0.670 D0I0DL 0.237
ENC002762 0.664 D09NNH 0.235
*Note: the compound similarity was calculated by RDKIT.