Natural Product: ENC003137

NPs Basic Information

Download MOL File
Name
(3S,4R,5S,7R,9S,10S,13S,14R,19R,27R)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.13,10.116,19.04,9.014,27]heptacosa-1(24),11,16(26),21(25),22-pentaene-15,17-dione
Molecular Formula C31H37NO4
IUPAC Name*
(3S,4R,5S,7R,9S,10S,13S,14R,19R,27R)-13-ethenyl-19-hydroxy-5,7,9,11-tetramethyl-2-oxa-18-azahexacyclo[19.2.2.13,10.116,19.04,9.014,27]heptacosa-1(24),11,16(26),21(25),22-pentaene-15,17-dione
SMILES
C[C@@H]1C[C@@H]([C@H]2[C@@H]3[C@H]4[C@@H]([C@H](C=C([C@H]4[C@@]2(C1)C)C)C=C)C(=O)C5=C[C@](CC6=CC=C(O3)C=C6)(NC5=O)O)C
InChI
InChI=1S/C31H37NO4/c1-6-20-12-18(4)25-24-23(20)27(33)22-15-31(35,32-29(22)34)14-19-7-9-21(10-8-19)36-28(24)26-17(3)11-16(2)13-30(25,26)5/h6-10,12,15-17,20,23-26,28,35H,1,11,13-14H2,2-5H3,(H,32,34)/t16-,17+,20+,23-,24+,25-,26+,28+,30+,31-/m1/s1
InChIKey
KXMGXXHZDLJDBH-PVSLUVOTSA-N
Synonyms
Pyrrocidine A
CAS NA
PubChem CID 101159381
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolactams
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolactams

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: 487.6 ALogp: 5.5
HBD: 2 HBA: 4
Rotatable Bonds: 1 Lipinski's rule of five: Accepted
Polar Surface Area: 75.6 Aromatic Rings: 7
Heavy Atoms: 36 QED Weighted: 0.428

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.852 MDCK Permeability: 0.00002380
Pgp-inhibitor: 0.998 Pgp-substrate: 0.022
Human Intestinal Absorption (HIA): 0.024 20% Bioavailability (F20%): 0.017
30% Bioavailability (F30%): 0.629

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.269 Plasma Protein Binding (PPB): 93.93%
Volume Distribution (VD): 1.822 Fu: 3.74%

ADMET: Metabolism

CYP1A2-inhibitor: 0.252 CYP1A2-substrate: 0.553
CYP2C19-inhibitor: 0.867 CYP2C19-substrate: 0.836
CYP2C9-inhibitor: 0.931 CYP2C9-substrate: 0.062
CYP2D6-inhibitor: 0.333 CYP2D6-substrate: 0.17
CYP3A4-inhibitor: 0.978 CYP3A4-substrate: 0.768

ADMET: Excretion

Clearance (CL): 4.601 Half-life (T1/2): 0.13

ADMET: Toxicity

hERG Blockers: 0.66 Human Hepatotoxicity (H-HT): 0.894
Drug-inuced Liver Injury (DILI): 0.933 AMES Toxicity: 0.55
Rat Oral Acute Toxicity: 0.593 Maximum Recommended Daily Dose: 0.987
Skin Sensitization: 0.087 Carcinogencity: 0.08
Eye Corrosion: 0.003 Eye Irritation: 0.007
Respiratory Toxicity: 0.919
*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
ENC003349 0.739 D0V4WD 0.219
ENC005320 0.692 D0VA0I 0.216
ENC005769 0.647 D07DIM 0.214
ENC004853 0.616 D0E9KA 0.213
ENC003989 0.602 D0W2EK 0.213
ENC004852 0.569 D01XDL 0.207
ENC003503 0.566 D0F1EX 0.207
ENC003851 0.565 D0N0RU 0.206
ENC005770 0.485 D0V3ZA 0.205
ENC005135 0.474 D0I5DS 0.201
*Note: the compound similarity was calculated by RDKIT.