Ligand profile

ZINC223283387

Virtual-screening candidate from ZINC.

Bound to: VK055_4250 — putative oxidoreductase, NAD(P)-binding protein

Via homolog UniProt P17516 Formula C₁₉H₁₆FNO₃
Tanimoto 0.78
Mol. weight 325.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC223283387
UniProt (similar protein)
P17516
Tanimoto
0.780
Target protein
VK055_4250

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 325.34 Da
LogP (Crippen) 3.29
H-bond donors 1
H-bond acceptors 3
TPSA 59.31 Ų
Rotatable bonds 5
Aromatic rings 3 / 3
Heavy atoms 24
Fraction sp³ C 0.16
Formula C₁₉H₁₆FNO₃

Drug-likeness

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

Permeability proxy High

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 59.3
  • −1 ≤ LogP ≤ 5 3.29
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 325.3
  • LogP ≤ 5 3.29
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 59.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(NCCCc1ccc(F)cc1)c1cc2ccccc2oc1=O
InChI 
InChI=1S/C19H16FNO3/c20-15-9-7-13(8-10-15)4-3-11-21-18(22)16-12-14-5-1-2-6-17(14)24-19(16)23/h1-2,5-10,12H,3-4,11H2,(H,21,22)
InChIKey 
ACIIHDKTOWIEII-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
CHEMBL4089817
Homolog
P17516

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_4250.

PDB 4

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

Ligand PDB entry

ChEMBL 5

Compounds with measured inhibitory activity on this target (higher pchembl = more potent).

Compound Potency (pchembl)

ZINC 49

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

Compound Similarity (Tanimoto)