Natural Product: ENC003281

NPs Basic Information

Download MOL File
Name
13-Oxofumitremorgin B
Molecular Formula C27H31N3O5
IUPAC Name*
(1R,12S,15S)-1-hydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-2,14,20-trione
SMILES
CC(=CCN1C2=C(C=CC(=C2)OC)C3=C1[C@@H](N4C(=O)[C@@H]5CCCN5C(=O)[C@@]4(C3=O)O)C=C(C)C)C
InChI
InChI=1S/C27H31N3O5/c1-15(2)10-12-28-20-14-17(35-5)8-9-18(20)22-23(28)21(13-16(3)4)30-25(32)19-7-6-11-29(19)26(33)27(30,34)24(22)31/h8-10,13-14,19,21,34H,6-7,11-12H2,1-5H3/t19-,21-,27+/m0/s1
InChIKey
PKXCLEPXRNTYPU-BKCZMFJTSA-N
Synonyms
13-Oxofumitremorgin B; (1R,12S,15S)-1-hydroxy-7-methoxy-10-(3-methylbut-2-enyl)-12-(2-methylprop-1-enyl)-10,13,19-triazapentacyclo[11.7.0.03,11.04,9.015,19]icosa-3(11),4(9),5,7-tetraene-2,14,20-trione; 1,2,3,11,12,14abeta-Hexahydro-5abeta-hydroxy-9-methoxy-11-(3-methyl-2-butenyl)-12alpha-(2-methyl-1-propenyl)-5H,14H-pyrrolo[1'',2'':4',5']pyrazino[1',2':1,6]pyrido[3,4-b]indole-5,6,14(5aH)-trione; 4IL
CAS NA
PubChem CID 102583557
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Pyridoindoles
          • Direct Parent: Beta carbolines

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: 477.6 ALogp: 3.5
HBD: 1 HBA: 5
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 92.1 Aromatic Rings: 5
Heavy Atoms: 35 QED Weighted: 0.529

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.881 MDCK Permeability: 0.00001380
Pgp-inhibitor: 0.992 Pgp-substrate: 0.635
Human Intestinal Absorption (HIA): 0.763 20% Bioavailability (F20%): 0.014
30% Bioavailability (F30%): 0.96

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.75 Plasma Protein Binding (PPB): 88.53%
Volume Distribution (VD): 1.385 Fu: 6.12%

ADMET: Metabolism

CYP1A2-inhibitor: 0.039 CYP1A2-substrate: 0.093
CYP2C19-inhibitor: 0.917 CYP2C19-substrate: 0.908
CYP2C9-inhibitor: 0.931 CYP2C9-substrate: 0.303
CYP2D6-inhibitor: 0.016 CYP2D6-substrate: 0.124
CYP3A4-inhibitor: 0.912 CYP3A4-substrate: 0.947

ADMET: Excretion

Clearance (CL): 8.844 Half-life (T1/2): 0.06

ADMET: Toxicity

hERG Blockers: 0.035 Human Hepatotoxicity (H-HT): 0.983
Drug-inuced Liver Injury (DILI): 0.99 AMES Toxicity: 0.017
Rat Oral Acute Toxicity: 0.009 Maximum Recommended Daily Dose: 0.948
Skin Sensitization: 0.184 Carcinogencity: 0.644
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.885
*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
ENC000837 0.761 D06YFA 0.272
ENC002042 0.540 D0W6DG 0.262
ENC000842 0.536 D02IQY 0.250
ENC001958 0.530 D0Y5RZ 0.247
ENC003264 0.530 D01TSI 0.244
ENC003265 0.529 D06HBQ 0.244
ENC002260 0.500 D0F4ZY 0.236
ENC005479 0.496 D0R1RS 0.231
ENC001060 0.458 D09NNH 0.231
ENC002274 0.458 D0V3ZA 0.230
*Note: the compound similarity was calculated by RDKIT.