Ligand profile

CHEMBL1710358

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P28873 Formula C₂₈H₂₉NO₃S

Mol. weight 459.61 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1710358
UniProt (similar protein): P28873
Target protein: VK055_3424

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 459.61 Da

LogP (Crippen) 6.73

H-bond donors 0

H-bond acceptors 5

TPSA 30.93 Å²

Rotatable bonds 8

Aromatic rings 4 / 5

Heavy atoms 33

Fraction sp³ C 0.29

Formula C₂₈H₂₉NO₃S

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy Check

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 30.9
−1 ≤ LogP ≤ 5 6.73

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 459.6
LogP ≤ 5 6.73
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 8
TPSA ≤ 140 Å² 30.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc2sc(-c3ccccc3OC)c(-c3ccc(OCCN4CCCC4)cc3)c2c1

InChI

InChI=1S/C28H29NO3S/c1-30-22-13-14-26-24(19-22)27(28(33-26)23-7-3-4-8-25(23)31-2)20-9-11-21(12-10-20)32-18-17-29-15-5-6-16-29/h3-4,7-14,19H,5-6,15-18H2,1-2H3

InChIKey

YVHSEHDASOFABT-UHFFFAOYSA-N

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 CHEMBL1710358 →
UniProt UniProt P28873 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1710358”) →

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)