Natural Product: ENC001865

NPs Basic Information

Download MOL File
Name
Rosellichalasin
Molecular Formula C28H33NO5
IUPAC Name*
(5Z,10E)-18-benzyl-6,8,15,16-tetramethyl-2,14-dioxa-19-azatetracyclo[10.8.0.01,17.013,15]icosa-5,10-diene-3,7,20-trione
SMILES
CC1C/C=C/C2C3C(O3)(C(C4C2(C(=O)NC4CC5=CC=CC=C5)OC(=O)C/C=C(\C1=O)/C)C)C
InChI
InChI=1S/C28H33NO5/c1-16-9-8-12-20-25-27(4,34-25)18(3)23-21(15-19-10-6-5-7-11-19)29-26(32)28(20,23)33-22(30)14-13-17(2)24(16)31/h5-8,10-13,16,18,20-21,23,25H,9,14-15H2,1-4H3,(H,29,32)/b12-8+,17-13-
InChIKey
XNIXILZHFOBLTQ-QCNUPDNZSA-N
Synonyms
Rosellichalasin; 123452-64-2; (5Z,10E)-18-benzyl-6,8,15,16-tetramethyl-2,14-dioxa-19-azatetracyclo[10.8.0.01,17.013,15]icosa-5,10-diene-3,7,20-trione; 3H-Oxacyclododecino(2,3-d)oxireno(f)isoindole-5,9,11(4H,8H,12H)-trione, 13,13a,14,14a,15a,15b-hexahydro-4,6,14,14a-tetramethyl-13-(phenylmethyl)-, (4S-(1E,4R*,6E,10aR*,13R*,13aR*,14R*,14aS*,15aR*,15bR*))-
CAS 123452-64-2
PubChem CID 6442449
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolide lactams
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolide lactams

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: 463.6 ALogp: 4.0
HBD: 1 HBA: 5
Rotatable Bonds: 2 Lipinski's rule of five: Accepted
Polar Surface Area: 85.0 Aromatic Rings: 5
Heavy Atoms: 34 QED Weighted: 0.402

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.756 MDCK Permeability: 0.00006110
Pgp-inhibitor: 0.998 Pgp-substrate: 0.002
Human Intestinal Absorption (HIA): 0.171 20% Bioavailability (F20%): 0.026
30% Bioavailability (F30%): 0.392

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.441 Plasma Protein Binding (PPB): 96.20%
Volume Distribution (VD): 1.512 Fu: 2.52%

ADMET: Metabolism

CYP1A2-inhibitor: 0.024 CYP1A2-substrate: 0.237
CYP2C19-inhibitor: 0.543 CYP2C19-substrate: 0.332
CYP2C9-inhibitor: 0.387 CYP2C9-substrate: 0.083
CYP2D6-inhibitor: 0.076 CYP2D6-substrate: 0.337
CYP3A4-inhibitor: 0.929 CYP3A4-substrate: 0.668

ADMET: Excretion

Clearance (CL): 6.892 Half-life (T1/2): 0.081

ADMET: Toxicity

hERG Blockers: 0.326 Human Hepatotoxicity (H-HT): 0.825
Drug-inuced Liver Injury (DILI): 0.066 AMES Toxicity: 0.038
Rat Oral Acute Toxicity: 0.947 Maximum Recommended Daily Dose: 0.915
Skin Sensitization: 0.132 Carcinogencity: 0.063
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.877
*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
ENC001756 0.696 D0V3ZA 0.267
ENC004801 0.688 D01TSI 0.260
ENC002419 0.630 D09NNH 0.260
ENC003802 0.593 D0SP3D 0.260
ENC005546 0.574 D08UMH 0.252
ENC002828 0.573 D0Y7RW 0.246
ENC002202 0.563 D0W7RJ 0.244
ENC003229 0.562 D0IN7I 0.239
ENC003712 0.559 D0Z9NZ 0.239
ENC003672 0.553 D06CWH 0.236
*Note: the compound similarity was calculated by RDKIT.