Ligand profile

ZINC31769107

Virtual-screening candidate from ZINC.

Bound to: VK055_1562 — outer membrane lipocarrier protein LolA

Via homolog UniProt P61316 Formula C₁₉H₂₁ClN₄O₄S
Tanimoto 0.58
Mol. weight 436.92 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC31769107
UniProt (similar protein)
P61316
Tanimoto
0.585
Target protein
VK055_1562

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 436.92 Da
LogP (Crippen) 3.78
H-bond donors 1
H-bond acceptors 8
TPSA 89.23 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.32
Formula C₁₉H₂₁ClN₄O₄S

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 89.2
  • −1 ≤ LogP ≤ 5 3.78
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 436.9
  • LogP ≤ 5 3.78
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 89.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CCN2CN=C(Sc3ccc([N+](=O)[O-])cc3Cl)NC2)cc1OC
InChI 
InChI=1S/C19H21ClN4O4S/c1-27-16-5-3-13(9-17(16)28-2)7-8-23-11-21-19(22-12-23)29-18-6-4-14(24(25)26)10-15(18)20/h3-6,9-10H,7-8,11-12H2,1-2H3,(H,21,22)
InChIKey 
BOPXTJVOITWCBE-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)