Natural Product: ENC002535

NPs Basic Information

Download MOL File
Name
Notoamide C
Molecular Formula C26H31N3O4
IUPAC Name*
(3S,8aS)-3-[[(3S)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione
SMILES
CC1(C=CC2=C(O1)C=CC3=C2NC(=O)[C@@]3(C[C@H]4C(=O)N5CCC[C@H]5C(=O)N4)C(C)(C)C=C)C
InChI
InChI=1S/C26H31N3O4/c1-6-24(2,3)26(14-17-22(31)29-13-7-8-18(29)21(30)27-17)16-9-10-19-15(20(16)28-23(26)32)11-12-25(4,5)33-19/h6,9-12,17-18H,1,7-8,13-14H2,2-5H3,(H,27,30)(H,28,32)/t17-,18-,26-/m0/s1
InChIKey
KNFZHRYXLWKRSU-XWXLMPLOSA-N
Synonyms
Notoamide C; C3-Epi-notoamide C; 3-epi-Notamide C; CHEMBL2332633; CHEBI:145685; NSC784313; NSC-784313; (3S,8aS)-3-[[(3S)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1H-pyrano[2,3-g]indol-3-yl]methyl]-2,3,6,7,8,8a-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; (3S,8aS)-3-{[(3S)-7,7-dimethyl-3-(2-methylbut-3-en-2-yl)-2-oxo-1,2,3,7-tetrahydropyrano[2,3-g]indol-3-yl]methyl}hexahydropyrrolo[1,2-a]pyrazine-1,4-dione; 937251-97-3
CAS NA
PubChem CID 25163938
ChEMBL ID CHEMBL2332633
*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: 449.5 ALogp: 3.1
HBD: 2 HBA: 4
Rotatable Bonds: 4 Lipinski's rule of five: Accepted
Polar Surface Area: 87.7 Aromatic Rings: 5
Heavy Atoms: 33 QED Weighted: 0.682

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.865 MDCK Permeability: 0.00003340
Pgp-inhibitor: 0.994 Pgp-substrate: 0.003
Human Intestinal Absorption (HIA): 0.051 20% Bioavailability (F20%): 0.058
30% Bioavailability (F30%): 0.042

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.492 Plasma Protein Binding (PPB): 90.81%
Volume Distribution (VD): 0.785 Fu: 4.83%

ADMET: Metabolism

CYP1A2-inhibitor: 0.012 CYP1A2-substrate: 0.406
CYP2C19-inhibitor: 0.124 CYP2C19-substrate: 0.828
CYP2C9-inhibitor: 0.285 CYP2C9-substrate: 0.918
CYP2D6-inhibitor: 0.034 CYP2D6-substrate: 0.213
CYP3A4-inhibitor: 0.912 CYP3A4-substrate: 0.901

ADMET: Excretion

Clearance (CL): 2.077 Half-life (T1/2): 0.168

ADMET: Toxicity

hERG Blockers: 0.111 Human Hepatotoxicity (H-HT): 0.64
Drug-inuced Liver Injury (DILI): 0.193 AMES Toxicity: 0.024
Rat Oral Acute Toxicity: 0.879 Maximum Recommended Daily Dose: 0.922
Skin Sensitization: 0.051 Carcinogencity: 0.919
Eye Corrosion: 0.003 Eye Irritation: 0.005
Respiratory Toxicity: 0.904
*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
ENC003156 0.736 D0Q5NX 0.252
ENC002365 0.583 D02IQY 0.250
ENC004604 0.531 D06YFA 0.243
ENC004064 0.465 D0U7GK 0.231
ENC003322 0.457 D01TSI 0.230
ENC002052 0.457 D0A3ZU 0.227
ENC002366 0.452 D0V3ZA 0.223
ENC002536 0.452 D06XZW 0.221
ENC002534 0.452 D09ZIO 0.220
ENC004933 0.451 D0SP3D 0.217
*Note: the compound similarity was calculated by RDKIT.