Ligand profile

CHEMBL1500500

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P28873 Formula C₂₆H₂₀Cl₃N₃OS

Mol. weight 528.89 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1500500
UniProt (similar protein): P28873
Target protein: VK055_3424

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 528.89 Da

LogP (Crippen) 3.53

H-bond donors 0

H-bond acceptors 3

TPSA 29.12 Å²

Rotatable bonds 3

Aromatic rings 4 / 6

Heavy atoms 34

Fraction sp³ C 0.15

Formula C₂₆H₂₀Cl₃N₃OS

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 29.1
−1 ≤ LogP ≤ 5 3.53

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 528.9
LogP ≤ 5 3.53
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 29.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(C[n+]1cc(-c2ccc(Cl)c(Cl)c2)n2c1CCC2)N1c2ccccc2Sc2ccccc21.[Cl-]

InChI

InChI=1S/C26H20Cl2N3OS.ClH/c27-18-12-11-17(14-19(18)28)22-15-29(25-10-5-13-30(22)25)16-26(32)31-20-6-1-3-8-23(20)33-24-9-4-2-7-21(24)31;/h1-4,6-9,11-12,14-15H,5,10,13,16H2;1H/q+1;/p-1

InChIKey

BGFUDTHFVLYPMU-UHFFFAOYSA-M

Provenance

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

Method: LigQ nearest_k
Source: ChEMBL
Activity: active
Binding sites: PF07690

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL1500500 →
UniProt UniProt P28873 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1500500”) →

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 48

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

Compound Potency (pchembl)

ZINC 50

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

Compound Similarity (Tanimoto)