Natural Product: ENC004463

NPs Basic Information

Download MOL File
Name
[(1S,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,13,14-tetramethyl-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-2-yl] acetate
Molecular Formula C30H37NO6
IUPAC Name*
[(1S,2R,3E,5R,7S,9E,11R,12S,15R,16S)-16-benzyl-5,12-dihydroxy-5,7,13,14-tetramethyl-6,18-dioxo-17-azatricyclo[9.7.0.01,15]octadeca-3,9,13-trien-2-yl] acetate
SMILES
C[C@H]1C/C=C/[C@H]2[C@@H](C(=C([C@@H]3[C@]2([C@@H](/C=C/[C@@](C1=O)(C)O)OC(=O)C)C(=O)N[C@H]3CC4=CC=CC=C4)C)C)O
InChI
InChI=1S/C30H37NO6/c1-17-10-9-13-22-26(33)19(3)18(2)25-23(16-21-11-7-6-8-12-21)31-28(35)30(22,25)24(37-20(4)32)14-15-29(5,36)27(17)34/h6-9,11-15,17,22-26,33,36H,10,16H2,1-5H3,(H,31,35)/b13-9+,15-14+/t17-,22-,23-,24+,25-,26+,29+,30-/m0/s1
InChIKey
NAIODHJWOHMDJX-MYSFVGELSA-N
Synonyms
Cytochalasin C; 22144-76-9
CAS 22144-76-9
PubChem CID 163285924
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: 507.6 ALogp: 2.2
HBD: 3 HBA: 6
Rotatable Bonds: 4 Lipinski's rule of five: Rejected
Polar Surface Area: 113.0 Aromatic Rings: 4
Heavy Atoms: 37 QED Weighted: 0.423

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.436 MDCK Permeability: 0.00001700
Pgp-inhibitor: 0.504 Pgp-substrate: 0.999
Human Intestinal Absorption (HIA): 0.224 20% Bioavailability (F20%): 0.207
30% Bioavailability (F30%): 0.012

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.099 Plasma Protein Binding (PPB): 83.45%
Volume Distribution (VD): 1.025 Fu: 6.18%

ADMET: Metabolism

CYP1A2-inhibitor: 0.021 CYP1A2-substrate: 0.106
CYP2C19-inhibitor: 0.306 CYP2C19-substrate: 0.556
CYP2C9-inhibitor: 0.289 CYP2C9-substrate: 0.09
CYP2D6-inhibitor: 0.025 CYP2D6-substrate: 0.125
CYP3A4-inhibitor: 0.918 CYP3A4-substrate: 0.539

ADMET: Excretion

Clearance (CL): 4.265 Half-life (T1/2): 0.383

ADMET: Toxicity

hERG Blockers: 0.029 Human Hepatotoxicity (H-HT): 0.825
Drug-inuced Liver Injury (DILI): 0.857 AMES Toxicity: 0.005
Rat Oral Acute Toxicity: 0.81 Maximum Recommended Daily Dose: 0.969
Skin Sensitization: 0.071 Carcinogencity: 0.019
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.701
*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
ENC002763 0.818 D0V3ZA 0.280
ENC004026 0.772 D0SP3D 0.279
ENC003335 0.752 D06CWH 0.274
ENC003619 0.752 D01TSI 0.273
ENC005174 0.752 D09NNH 0.272
ENC004444 0.724 D0O5WP 0.265
ENC002202 0.706 D0W7RJ 0.261
ENC005442 0.692 D0C4RB 0.253
ENC005176 0.678 D0T0KA 0.253
ENC003169 0.655 D0R1BD 0.252
*Note: the compound similarity was calculated by RDKIT.