Natural Product: ENC002536

NPs Basic Information

Download MOL File
Name
(-)-C11,C17-Epi-versicolamide B
Molecular Formula C26H29N3O4
IUPAC Name*
(1'S,3R,7'S,9'R)-7,7,10',10'-tetramethylspiro[1H-pyrano[2,3-g]indole-3,11'-3,13-diazatetracyclo[5.5.2.01,9.03,7]tetradecane]-2,2',14'-trione
SMILES
CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@@]34C[C@]56[C@@H](C4(C)C)C[C@@]7(CCCN7C5=O)C(=O)N6)C
InChI
InChI=1S/C26H29N3O4/c1-22(2)10-8-14-16(33-22)7-6-15-18(14)27-20(31)25(15)13-26-17(23(25,3)4)12-24(19(30)28-26)9-5-11-29(24)21(26)32/h6-8,10,17H,5,9,11-13H2,1-4H3,(H,27,31)(H,28,30)/t17-,24+,25-,26+/m1/s1
InChIKey
RNWRZMCJFWSZOX-KDIYZHFBSA-N
Synonyms
(-)-C11,C17-Epi-versicolamide B; Taichunamide E
CAS NA
PubChem CID 25163953
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Benzopyrans
        • Subclass: 1-benzopyrans
          • Direct Parent: 2,2-dimethyl-1-benzopyran

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: 447.5 ALogp: 2.1
HBD: 2 HBA: 4
Rotatable Bonds: 0 Lipinski's rule of five: Accepted
Polar Surface Area: 87.7 Aromatic Rings: 8
Heavy Atoms: 33 QED Weighted: 0.637

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.333 MDCK Permeability: 0.00002330
Pgp-inhibitor: 0.881 Pgp-substrate: 0
Human Intestinal Absorption (HIA): 0.112 20% Bioavailability (F20%): 0.795
30% Bioavailability (F30%): 0.962

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.487 Plasma Protein Binding (PPB): 90.55%
Volume Distribution (VD): 1.228 Fu: 9.43%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.776
CYP2C19-inhibitor: 0.26 CYP2C19-substrate: 0.923
CYP2C9-inhibitor: 0.666 CYP2C9-substrate: 0.816
CYP2D6-inhibitor: 0.275 CYP2D6-substrate: 0.15
CYP3A4-inhibitor: 0.935 CYP3A4-substrate: 0.932

ADMET: Excretion

Clearance (CL): 2.815 Half-life (T1/2): 0.253

ADMET: Toxicity

hERG Blockers: 0.025 Human Hepatotoxicity (H-HT): 0.852
Drug-inuced Liver Injury (DILI): 0.874 AMES Toxicity: 0.168
Rat Oral Acute Toxicity: 0.736 Maximum Recommended Daily Dose: 0.919
Skin Sensitization: 0.048 Carcinogencity: 0.953
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.168
*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
ENC002366 1.000 D00ETS 0.221
ENC002534 1.000 D06HBQ 0.219
ENC002052 0.738 D0C7JF 0.213
ENC004071 0.718 D06XZW 0.211
ENC005468 0.688 D06YFA 0.206
ENC004946 0.687 D08UMH 0.205
ENC004943 0.676 D0D2VS 0.205
ENC004072 0.629 D05AFR 0.204
ENC002538 0.621 D03WAJ 0.203
ENC003383 0.600 D01CKY 0.201
*Note: the compound similarity was calculated by RDKIT.