Natural Product: ENC003156

NPs Basic Information

Download MOL File
Name
(3S)-3-[[(3R)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-hydroxy-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
Molecular Formula C26H31N3O5
IUPAC Name*
(3S)-3-[[(3R)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-8a-hydroxy-3,6,7,8-tetrahydro-2H-pyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@]3(C[C@H]4C(=O)N5CCCC5(C(=O)N4)O)C(C)(C)C=C)C
InChI
InChI=1S/C26H31N3O5/c1-6-23(2,3)25(14-17-20(30)29-13-7-11-26(29,33)22(32)27-17)16-8-9-18-15(19(16)28-21(25)31)10-12-24(4,5)34-18/h6,8-10,12,17,33H,1,7,11,13-14H2,2-5H3,(H,27,32)(H,28,31)/t17-,25+,26?/m0/s1
InChIKey
GRGBTCMGCXJTOO-OQKZOFOUSA-N
Synonyms
Notoamide M
CAS NA
PubChem CID 101463299
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: 465.5 ALogp: 2.3
HBD: 3 HBA: 5
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 108.0 Aromatic Rings: 5
Heavy Atoms: 34 QED Weighted: 0.592

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.906 MDCK Permeability: 0.00002460
Pgp-inhibitor: 0.998 Pgp-substrate: 0.001
Human Intestinal Absorption (HIA): 0.2 20% Bioavailability (F20%): 0.079
30% Bioavailability (F30%): 0.039

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.518 Plasma Protein Binding (PPB): 90.99%
Volume Distribution (VD): 0.875 Fu: 7.98%

ADMET: Metabolism

CYP1A2-inhibitor: 0.015 CYP1A2-substrate: 0.305
CYP2C19-inhibitor: 0.178 CYP2C19-substrate: 0.856
CYP2C9-inhibitor: 0.645 CYP2C9-substrate: 0.658
CYP2D6-inhibitor: 0.447 CYP2D6-substrate: 0.141
CYP3A4-inhibitor: 0.943 CYP3A4-substrate: 0.934

ADMET: Excretion

Clearance (CL): 2.189 Half-life (T1/2): 0.29

ADMET: Toxicity

hERG Blockers: 0.023 Human Hepatotoxicity (H-HT): 0.134
Drug-inuced Liver Injury (DILI): 0.437 AMES Toxicity: 0.031
Rat Oral Acute Toxicity: 0.907 Maximum Recommended Daily Dose: 0.897
Skin Sensitization: 0.042 Carcinogencity: 0.958
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.306
*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
ENC002535 0.736 D06XZW 0.226
ENC004604 0.551 D02IQY 0.225
ENC002052 0.520 D06YFA 0.211
ENC002366 0.516 D05AFR 0.210
ENC002534 0.516 D0Y7RW 0.207
ENC002536 0.516 D0IL7L 0.206
ENC002365 0.508 D08UMH 0.203
ENC004071 0.496 D0I5DS 0.203
ENC004946 0.477 D06HBQ 0.202
ENC004947 0.473 D0X3FX 0.201
*Note: the compound similarity was calculated by RDKIT.