Ligand profile

ZINC3843448

Virtual-screening candidate from ZINC.

Bound to: VK055_3415 — aromatic-ring-opening dioxygenase LigAB, LigA subunit

Via homolog UniProt Q5NTE5 Formula C₁₅H₁₂O₈
Tanimoto 0.61
Mol. weight 320.25 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC3843448
UniProt (similar protein)
Q5NTE5
Tanimoto
0.609
Target protein
VK055_3415

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 320.25 Da
LogP (Crippen) 1.50
H-bond donors 6
H-bond acceptors 6
TPSA 155.52 Ų
Rotatable bonds 4
Aromatic rings 2 / 2
Heavy atoms 23
Fraction sp³ C 0.07
Formula C₁₅H₁₂O₈

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

Estimated from TPSA and LogP only: TPSA ≤ 90 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 155.5
  • −1 ≤ LogP ≤ 5 1.50
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 320.3
  • LogP ≤ 5 1.50
  • H-bond donors ≤ 5 6
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 155.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cc(O)c(Cc2c(O)cc(C(=O)O)cc2O)c(O)c1
InChI 
InChI=1S/C15H12O8/c16-10-1-6(14(20)21)2-11(17)8(10)5-9-12(18)3-7(15(22)23)4-13(9)19/h1-4,16-19H,5H2,(H,20,21)(H,22,23)
InChIKey 
NJTKMBBSHAAKST-UHFFFAOYSA-N

Provenance

Annotation context from LigQ_2, the internal Target step that collects PDB, ChEMBL, and ZINC ligand evidence.

Method
LigQ nearest_k
Query
GDE
Homolog
Q5NTE5

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3415.

PDB 2

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ZINC 49

Virtual screening candidates selected by structural similarity to known actives (Tanimoto ≥ 0.5).

Compound Similarity (Tanimoto)