Natural Product: ENC003176

NPs Basic Information

Download MOL File
Name
Verticillin A
Molecular Formula C30H28N6O6S4
IUPAC Name*
(1S,2S,11R,14S)-2-hydroxy-3-[(1S,2S,3S,11R,14S)-2-hydroxy-14,18-dimethyl-13,17-dioxo-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-trien-3-yl]-14,18-dimethyl-15,16-dithia-10,12,18-triazapentacyclo[12.2.2.01,12.03,11.04,9]octadeca-4,6,8-triene-13,17-dione
SMILES
C[C@]12C(=O)N3[C@@H]4[C@]([C@@H]([C@@]3(C(=O)N1C)SS2)O)(C5=CC=CC=C5N4)C67[C@@H]([C@]89C(=O)N([C@](C(=O)N8[C@H]6NC1=CC=CC=C71)(SS9)C)C)O
InChI
InChI=1S/C30H28N6O6S4/c1-25-21(39)35-19-27(13-9-5-7-11-15(13)31-19,17(37)29(35,45-43-25)23(41)33(25)3)28-14-10-6-8-12-16(14)32-20(28)36-22(40)26(2)34(4)24(42)30(36,18(28)38)46-44-26/h5-12,17-20,31-32,37-38H,1-4H3/t17-,18-,19+,20+,25-,26-,27+,28?,29-,30-/m0/s1
InChIKey
IMGTYEJTVRXGLW-LTEJGUQOSA-N
Synonyms
Verticillin A; 32164-16-2
CAS NA
PubChem CID 101647516
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Organoheterocyclic compou
      • Class: Indoles and derivatives
        • Subclass: Pyrroloindoles
          • Direct Parent: Pyrroloindoles

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: 696.8 ALogp: 1.0
HBD: 4 HBA: 12
Rotatable Bonds: 1 Lipinski's rule of five: Rejected
Polar Surface Area: 247.0 Aromatic Rings: 12
Heavy Atoms: 46 QED Weighted: 0.323

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -5.702 MDCK Permeability: 0.00001280
Pgp-inhibitor: 0.953 Pgp-substrate: 0.571
Human Intestinal Absorption (HIA): 0.614 20% Bioavailability (F20%): 0.975
30% Bioavailability (F30%): 0.995

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.159 Plasma Protein Binding (PPB): 77.82%
Volume Distribution (VD): 1.396 Fu: 13.48%

ADMET: Metabolism

CYP1A2-inhibitor: 0.016 CYP1A2-substrate: 0.106
CYP2C19-inhibitor: 0.957 CYP2C19-substrate: 0.944
CYP2C9-inhibitor: 0.977 CYP2C9-substrate: 0.119
CYP2D6-inhibitor: 0.349 CYP2D6-substrate: 0.068
CYP3A4-inhibitor: 0.946 CYP3A4-substrate: 0.988

ADMET: Excretion

Clearance (CL): 7.521 Half-life (T1/2): 0.015

ADMET: Toxicity

hERG Blockers: 0 Human Hepatotoxicity (H-HT): 0.132
Drug-inuced Liver Injury (DILI): 0.988 AMES Toxicity: 0.007
Rat Oral Acute Toxicity: 0.936 Maximum Recommended Daily Dose: 0.842
Skin Sensitization: 0.912 Carcinogencity: 0.604
Eye Corrosion: 0.003 Eye Irritation: 0.006
Respiratory Toxicity: 0.316
*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
ENC003588 0.926 D0SP3D 0.237
ENC003382 0.891 D01TSI 0.236
ENC003381 0.878 D0E0RY 0.234
ENC004849 0.784 D0W7RJ 0.233
ENC003490 0.773 D0V3ZA 0.230
ENC001500 0.658 D09NNH 0.225
ENC004848 0.586 D0V9WF 0.219
ENC002358 0.445 D0J5YC 0.215
ENC003992 0.442 D0R5OS 0.208
ENC003530 0.428 D02TJS 0.206
*Note: the compound similarity was calculated by RDKIT.