Ligand profile

ZINC2325791968

Virtual-screening candidate from ZINC.

Bound to: VK055_4032 — flavodoxin-like fold family protein

Via homolog UniProt P16083 Formula C₂₅H₂₈N₂O₃
Tanimoto 0.76
Mol. weight 404.51 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC2325791968
UniProt (similar protein)
P16083
Tanimoto
0.761
Target protein
VK055_4032

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 404.51 Da
LogP (Crippen) 4.36
H-bond donors 2
H-bond acceptors 3
TPSA 59.59 Ų
Rotatable bonds 8
Aromatic rings 2 / 4
Heavy atoms 30
Fraction sp³ C 0.32
Formula C₂₅H₂₈N₂O₃

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 59.6
  • −1 ≤ LogP ≤ 5 4.36
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 404.5
  • LogP ≤ 5 4.36
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 59.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c(c1)C(CCNC(=O)NCCC1=CCc3ccc(OC)cc31)=CC2
InChI 
InChI=1S/C25H28N2O3/c1-29-21-9-7-17-3-5-19(23(17)15-21)11-13-26-25(28)27-14-12-20-6-4-18-8-10-22(30-2)16-24(18)20/h5-10,15-16H,3-4,11-14H2,1-2H3,(H2,26,27,28)
InChIKey 
NMGPWKRXANADMJ-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
CHEMBL134447
Homolog
P16083

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_4032.

PDB 38

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

Ligand PDB entry

ChEMBL 100

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)