Natural Product: ENC003353

NPs Basic Information

Download MOL File
Name
[2-[(2S,4S)-4-[4-(benzylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]-2-oxoethyl] pentanoate
Molecular Formula C39H43NO12
IUPAC Name*
[2-[(2S,4S)-4-[4-(benzylamino)-5-hydroxy-6-methyloxan-2-yl]oxy-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]-2-oxoethyl] pentanoate
SMILES
CCCCC(=O)OCC(=O)[C@]1(C[C@@H](C2=C(C1)C(=C3C(=C2O)C(=O)C4=C(C3=O)C=CC=C4OC)O)OC5CC(C(C(O5)C)O)NCC6=CC=CC=C6)O
InChI
InChI=1S/C39H43NO12/c1-4-5-14-28(42)50-19-27(41)39(48)16-23-31(38(47)33-32(36(23)45)35(44)22-12-9-13-25(49-3)30(22)37(33)46)26(17-39)52-29-15-24(34(43)20(2)51-29)40-18-21-10-7-6-8-11-21/h6-13,20,24,26,29,34,40,43,45,47-48H,4-5,14-19H2,1-3H3/t20?,24?,26-,29?,34?,39-/m0/s1
InChIKey
IUKSGXMOHXEUJY-VTNRTXQOSA-N
Synonyms
N-Benzyladriamycin-14-valerate
CAS NA
PubChem CID 129691435
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Phenylpropanoids and poly
      • Class: Anthracyclines
        • Subclass: No Rank at Level Subclass
          • Direct Parent: Anthracyclines

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: 717.8 ALogp: 4.7
HBD: 5 HBA: 13
Rotatable Bonds: 13 Lipinski's rule of five: Rejected
Polar Surface Area: 198.0 Aromatic Rings: 6
Heavy Atoms: 52 QED Weighted: 0.103

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.93 MDCK Permeability: 0.00000908
Pgp-inhibitor: 0.01 Pgp-substrate: 0.997
Human Intestinal Absorption (HIA): 0.326 20% Bioavailability (F20%): 0.8
30% Bioavailability (F30%): 0.315

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.005 Plasma Protein Binding (PPB): 99.16%
Volume Distribution (VD): 1.06 Fu: 4.62%

ADMET: Metabolism

CYP1A2-inhibitor: 0.151 CYP1A2-substrate: 0.441
CYP2C19-inhibitor: 0.245 CYP2C19-substrate: 0.132
CYP2C9-inhibitor: 0.579 CYP2C9-substrate: 0.728
CYP2D6-inhibitor: 0.495 CYP2D6-substrate: 0.163
CYP3A4-inhibitor: 0.18 CYP3A4-substrate: 0.759

ADMET: Excretion

Clearance (CL): 14.861 Half-life (T1/2): 0.301

ADMET: Toxicity

hERG Blockers: 0.11 Human Hepatotoxicity (H-HT): 0.266
Drug-inuced Liver Injury (DILI): 0.969 AMES Toxicity: 0.807
Rat Oral Acute Toxicity: 0.128 Maximum Recommended Daily Dose: 0.933
Skin Sensitization: 0.215 Carcinogencity: 0.717
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.612
*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
ENC005541 0.321 D07IPB 0.747
ENC005540 0.308 D0T5XN 0.619
ENC000929 0.303 D07VLY 0.609
ENC005576 0.291 D0C9XJ 0.609
ENC005885 0.286 D01XWG 0.600
ENC001932 0.284 D0T8EH 0.525
ENC005572 0.282 D01XDL 0.519
ENC005539 0.277 D01UBX 0.339
ENC004290 0.275 D0G6VL 0.261
ENC005736 0.275 D01TSI 0.258
*Note: the compound similarity was calculated by RDKIT.