Natural Product: ENC003558

NPs Basic Information

Download MOL File
Name
(10S,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
Molecular Formula C28H35N3O7
IUPAC Name*
(10S,11R,12E,17E,19E,21S)-21-hydroxy-11,19-dimethyl-10-propan-2-yl-9,26-dioxa-3,15,28-triazatricyclo[23.2.1.03,7]octacosa-1(27),6,12,17,19,25(28)-hexaene-2,8,14,23-tetrone
SMILES
C[C@@H]1/C=C/C(=O)NC/C=C/C(=C/[C@H](CC(=O)CC2=NC(=CO2)C(=O)N3CCC=C3C(=O)O[C@H]1C(C)C)O)/C
InChI
InChI=1S/C28H35N3O7/c1-17(2)26-19(4)9-10-24(34)29-11-5-7-18(3)13-20(32)14-21(33)15-25-30-22(16-37-25)27(35)31-12-6-8-23(31)28(36)38-26/h5,7-10,13,16-17,19-20,26,32H,6,11-12,14-15H2,1-4H3,(H,29,34)/b7-5+,10-9+,18-13+/t19-,20-,26+/m1/s1
InChIKey
DAIKHDNSXMZDCU-WEDBDSGPSA-N
Synonyms
virginiamycin m1; DTXSID30873800; 21411-53-0
CAS 21411-53-0
PubChem CID 138394156
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Macrolide lactams
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Macrolide lactams

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: 525.6 ALogp: 2.5
HBD: 2 HBA: 8
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 139.0 Aromatic Rings: 3
Heavy Atoms: 38 QED Weighted: 0.532

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.79 MDCK Permeability: 0.00000582
Pgp-inhibitor: 0.003 Pgp-substrate: 0.987
Human Intestinal Absorption (HIA): 0.014 20% Bioavailability (F20%): 0.005
30% Bioavailability (F30%): 0.722

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.603 Plasma Protein Binding (PPB): 75.40%
Volume Distribution (VD): 0.577 Fu: 29.42%

ADMET: Metabolism

CYP1A2-inhibitor: 0.013 CYP1A2-substrate: 0.076
CYP2C19-inhibitor: 0.065 CYP2C19-substrate: 0.058
CYP2C9-inhibitor: 0.14 CYP2C9-substrate: 0.115
CYP2D6-inhibitor: 0.003 CYP2D6-substrate: 0.148
CYP3A4-inhibitor: 0.272 CYP3A4-substrate: 0.242

ADMET: Excretion

Clearance (CL): 8.861 Half-life (T1/2): 0.742

ADMET: Toxicity

hERG Blockers: 0.045 Human Hepatotoxicity (H-HT): 0.667
Drug-inuced Liver Injury (DILI): 0.97 AMES Toxicity: 0.011
Rat Oral Acute Toxicity: 0.544 Maximum Recommended Daily Dose: 0.919
Skin Sensitization: 0.259 Carcinogencity: 0.896
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.938
*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
ENC005288 0.826 D05AFC 0.616
ENC005287 0.778 D05MNW 0.385
ENC002429 0.750 D07XGH 0.385
ENC005087 0.264 D0L7LC 0.230
ENC003855 0.256 D00TLP 0.220
ENC002927 0.248 D06YFA 0.211
ENC005850 0.243 D03LJR 0.205
ENC004308 0.241 D0V7WS 0.204
ENC003672 0.241 D06WTZ 0.201
ENC002441 0.238 D09NNH 0.201
*Note: the compound similarity was calculated by RDKIT.