Ligand profile

ZINC19326063

Virtual-screening candidate from ZINC.

Bound to: VK055_1562 — outer membrane lipocarrier protein LolA

Via homolog UniProt P61316 Formula C₁₄H₁₉N₅O₂
Tanimoto 0.57
Mol. weight 289.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC19326063
UniProt (similar protein)
P61316
Tanimoto
0.569
Target protein
VK055_1562

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 289.34 Da
LogP (Crippen) 0.49
H-bond donors 2
H-bond acceptors 7
TPSA 81.91 Ų
Rotatable bonds 5
Aromatic rings 1 / 2
Heavy atoms 21
Fraction sp³ C 0.43
Formula C₁₄H₁₉N₅O₂

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 81.9
  • −1 ≤ LogP ≤ 5 0.49
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 289.3
  • LogP ≤ 5 0.49
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 81.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CCN2CN=C(NC#N)NC2)cc1OC
InChI 
InChI=1S/C14H19N5O2/c1-20-12-4-3-11(7-13(12)21-2)5-6-19-9-17-14(16-8-15)18-10-19/h3-4,7H,5-6,9-10H2,1-2H3,(H2,16,17,18)
InChIKey 
FVOPKMMCSPNZRK-UHFFFAOYSA-N

Provenance

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

Method
LigQ sequence
Query
CHEMBL1213376
Homolog
P61316

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_1562.

ChEMBL 1

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

Compound Potency (pchembl)

ZINC 11

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

Compound Similarity (Tanimoto)