Ligand profile

ZINC103636972

Virtual-screening candidate from ZINC.

Bound to: VK055_2292 — bacterial regulatory, luxR family protein

Via homolog UniProt D3W065 Formula C₁₄H₂₅NO₄
Tanimoto 0.68
Mol. weight 271.36 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC103636972
UniProt (similar protein)
D3W065
Tanimoto
0.682
Target protein
VK055_2292

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 271.36 Da
LogP (Crippen) 1.53
H-bond donors 2
H-bond acceptors 4
TPSA 75.63 Ų
Rotatable bonds 9
Aromatic rings 0 / 1
Heavy atoms 19
Fraction sp³ C 0.86
Formula C₁₄H₂₅NO₄

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 75.6
  • −1 ≤ LogP ≤ 5 1.53
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 271.4
  • LogP ≤ 5 1.53
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 75.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCCCC[C@@H](O)CC(=O)N[C@@H]1CCOC1=O
InChI 
InChI=1S/C14H25NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h11-12,16H,2-10H2,1H3,(H,15,17)/t11-,12-/m1/s1
InChIKey 
DOICJCCMIBBSOO-VXGBXAGGSA-N

Provenance

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

Method
LigQ nearest_k
Query
HL0
Homolog
D3W065

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_2292.

PDB 5

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)