Natural Product: ENC002384

NPs Basic Information

Download MOL File
Name
Pyranonigrin A
Molecular Formula C10H9NO5
IUPAC Name*
(7R)-3,7-dihydroxy-2-[(E)-prop-1-enyl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione
SMILES
C/C=C/C1=C(C(=O)C2=C(O1)[C@H](NC2=O)O)O
InChI
InChI=1S/C10H9NO5/c1-2-3-4-6(12)7(13)5-8(16-4)10(15)11-9(5)14/h2-3,10,12,15H,1H3,(H,11,14)/b3-2+/t10-/m1/s1
InChIKey
OALBJWDVDNROSF-VMZHVLLKSA-N
Synonyms
Pyranonigrin A; 773855-65-5; Pyrano[3,2-b]pyrrole-3,7-dione, 1,2-dihydro-2,6-dihydroxy-5-(1E)-1-propenyl-, (2R)- (9CI); (7R)-6,7-dihydro-3,7-dihydroxy-2-(1E)-1-propen-1-yl-pyrano[2,3-c]pyrrole-4,5-dione; 7-hydroxy Pyranonigrin S; CHEBI:133779; DTXSID501017485; ZINC95909040; HY-126604; CS-0105857; (7R)-3,7-dihydroxy-2-[(1E)-prop-1-en-1-yl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione; (7R)-3,7-dihydroxy-2-[(E)-prop-1-enyl]-6,7-dihydropyrano[2,3-c]pyrrole-4,5-dione
CAS 773855-65-5
PubChem CID 16756786
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Pyrans
        • Subclass: Pyranones and derivatives
          • Direct Parent: Pyranones and derivatives

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: 223.18 ALogp: -0.5
HBD: 3 HBA: 5
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 95.9 Aromatic Rings: 2
Heavy Atoms: 16 QED Weighted: 0.644

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.921 MDCK Permeability: 0.00001270
Pgp-inhibitor: 0.002 Pgp-substrate: 0.005
Human Intestinal Absorption (HIA): 0.049 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.036

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.029 Plasma Protein Binding (PPB): 86.49%
Volume Distribution (VD): 0.854 Fu: 11.90%

ADMET: Metabolism

CYP1A2-inhibitor: 0.362 CYP1A2-substrate: 0.769
CYP2C19-inhibitor: 0.033 CYP2C19-substrate: 0.054
CYP2C9-inhibitor: 0.167 CYP2C9-substrate: 0.787
CYP2D6-inhibitor: 0.121 CYP2D6-substrate: 0.293
CYP3A4-inhibitor: 0.049 CYP3A4-substrate: 0.046

ADMET: Excretion

Clearance (CL): 5.254 Half-life (T1/2): 0.924

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.915
Drug-inuced Liver Injury (DILI): 0.991 AMES Toxicity: 0.079
Rat Oral Acute Toxicity: 0.624 Maximum Recommended Daily Dose: 0.209
Skin Sensitization: 0.792 Carcinogencity: 0.871
Eye Corrosion: 0.053 Eye Irritation: 0.55
Respiratory Toxicity: 0.213
*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
ENC002385 0.585 D03TGJ 0.198
ENC001753 0.328 D0YX4S 0.194
ENC006074 0.279 D0YH0N 0.193
ENC004404 0.279 D03KXY 0.189
ENC001843 0.263 D0CL9S 0.187
ENC004924 0.262 D0R2KF 0.175
ENC004982 0.261 D09PZO 0.171
ENC003039 0.261 D0TS1Z 0.171
ENC003951 0.260 D0K8KX 0.170
ENC002929 0.258 D07MGA 0.169
*Note: the compound similarity was calculated by RDKIT.