Ligand profile

ZINC12949276

Virtual-screening candidate from ZINC.

Bound to: VK055_1562 — outer membrane lipocarrier protein LolA

Via homolog UniProt P61316 Formula C₂₁H₂₁ClN₂O₄S
Tanimoto 0.57
Mol. weight 432.93 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC12949276
UniProt (similar protein)
P61316
Tanimoto
0.574
Target protein
VK055_1562

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 432.93 Da
LogP (Crippen) 3.95
H-bond donors 0
H-bond acceptors 5
TPSA 68.20 Ų
Rotatable bonds 7
Aromatic rings 2 / 3
Heavy atoms 29
Fraction sp³ C 0.29
Formula C₂₁H₂₁ClN₂O₄S

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 68.2
  • −1 ≤ LogP ≤ 5 3.95
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 432.9
  • LogP ≤ 5 3.95
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 7
  • TPSA ≤ 140 Ų 68.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(CCN2C(=O)CC(=O)N=C2SCc2ccc(Cl)cc2)cc1OC
InChI 
InChI=1S/C21H21ClN2O4S/c1-27-17-8-5-14(11-18(17)28-2)9-10-24-20(26)12-19(25)23-21(24)29-13-15-3-6-16(22)7-4-15/h3-8,11H,9-10,12-13H2,1-2H3
InChIKey 
WPIXKIWIDFNRSB-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)