Ligand profile

ZINC483137

Virtual-screening candidate from ZINC.

Bound to: VK055_3424 — drug resistance transporter, Bcr/CflA subfamily protein

Via homolog UniProt P28873 Formula C₁₉H₁₇NO₂S
Tanimoto 0.84
Mol. weight 323.42 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
ZINC483137
UniProt (similar protein)
P28873
Tanimoto
0.837
Target protein
VK055_3424

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 323.42 Da
LogP (Crippen) 4.37
H-bond donors 0
H-bond acceptors 3
TPSA 38.66 Ų
Rotatable bonds 3
Aromatic rings 2 / 3
Heavy atoms 23
Fraction sp³ C 0.16
Formula C₁₉H₁₇NO₂S

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 38.7
  • −1 ≤ LogP ≤ 5 4.37
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 323.4
  • LogP ≤ 5 4.37
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 38.7
PAINS Alert

Matches PAINS filter: ene_five_het_B(90). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(/C=C2\SC(c3ccc(C)cc3)=NC2=O)cc1C
InChI 
InChI=1S/C19H17NO2S/c1-12-4-7-15(8-5-12)19-20-18(21)17(23-19)11-14-6-9-16(22-3)13(2)10-14/h4-11H,1-3H3/b17-11-
InChIKey 
RMMZQEPDFYAPCB-BOPFTXTBSA-N

Provenance

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

Method
LigQ nearest_k
Query
CHEMBL1570427
Homolog
P28873

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_3424.

PDB 4

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

Ligand PDB entry

ChEMBL 49

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)