Natural Product: ENC003722

NPs Basic Information

Download MOL File
Name
Penicamedine A
Molecular Formula C21H22N2O7
IUPAC Name*
(1R,2R,3S,4R,5S,9R)-5-acetyl-3,4,5-trihydroxy-8,8,16-trimethyl-19-oxa-7,16-diazahexacyclo[9.6.1.11,4.02,9.03,7.015,18]nonadeca-11(18),12,14-triene-6,17-dione
SMILES
CC(=O)[C@]1(C(=O)N2[C@]3([C@@]1(O[C@]45[C@H]3[C@H](C2(C)C)CC6=C4C(=CC=C6)N(C5=O)C)O)O)O
InChI
InChI=1S/C21H22N2O7/c1-9(24)19(27)16(26)23-17(2,3)11-8-10-6-5-7-12-13(10)18(15(25)22(12)4)14(11)20(23,28)21(19,29)30-18/h5-7,11,14,27-29H,8H2,1-4H3/t11-,14-,18+,19-,20+,21-/m1/s1
InChIKey
QLOOWQVCXQPADP-UMHNQWNOSA-N
Synonyms
Penicamedine A; Speradine F
CAS NA
PubChem CID 139587045
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Naphthofurans
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Naphthofurans

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: 414.4 ALogp: -1.0
HBD: 3 HBA: 7
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 128.0 Aromatic Rings: 6
Heavy Atoms: 30 QED Weighted: 0.529

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.42 MDCK Permeability: 0.00000654
Pgp-inhibitor: 0.883 Pgp-substrate: 0.032
Human Intestinal Absorption (HIA): 0.672 20% Bioavailability (F20%): 0.983
30% Bioavailability (F30%): 0.99

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.773 Plasma Protein Binding (PPB): 70.13%
Volume Distribution (VD): 1.04 Fu: 30.77%

ADMET: Metabolism

CYP1A2-inhibitor: 0.007 CYP1A2-substrate: 0.288
CYP2C19-inhibitor: 0.097 CYP2C19-substrate: 0.952
CYP2C9-inhibitor: 0.229 CYP2C9-substrate: 0.006
CYP2D6-inhibitor: 0.001 CYP2D6-substrate: 0.067
CYP3A4-inhibitor: 0.156 CYP3A4-substrate: 0.953

ADMET: Excretion

Clearance (CL): 2.112 Half-life (T1/2): 0.47

ADMET: Toxicity

hERG Blockers: 0.002 Human Hepatotoxicity (H-HT): 0.305
Drug-inuced Liver Injury (DILI): 0.975 AMES Toxicity: 0.14
Rat Oral Acute Toxicity: 0.394 Maximum Recommended Daily Dose: 0.922
Skin Sensitization: 0.391 Carcinogencity: 0.879
Eye Corrosion: 0.003 Eye Irritation: 0.008
Respiratory Toxicity: 0.022
*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
ENC006111 0.315 D08NQZ 0.262
ENC003506 0.307 D0J2NK 0.239
ENC006109 0.280 D0R6RC 0.239
ENC005510 0.279 D05AFR 0.236
ENC006110 0.274 D02IQY 0.236
ENC003035 0.271 D0P0HT 0.236
ENC001387 0.263 D02NSF 0.235
ENC003549 0.263 D0W7RJ 0.234
ENC004284 0.261 D06TQZ 0.230
ENC005071 0.261 D03SKD 0.229
*Note: the compound similarity was calculated by RDKIT.