Ligand profile

CHEMBL154601

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₁₇H₁₆Cl₂N₄O₂S

pchembl 6.30 ~501.2 nM

Mol. weight 411.31 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL154601
UniProt (similar protein): P0AF14
pchembl: 6.300 (~501.2 nM)
Target protein: VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 411.31 Da

LogP (Crippen) 4.49

H-bond donors 3

H-bond acceptors 4

TPSA 86.88 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 26

Fraction sp³ C 0.24

Formula C₁₇H₁₆Cl₂N₄O₂S

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 86.9
−1 ≤ LogP ≤ 5 4.49

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 411.3
LogP ≤ 5 4.49
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 86.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=S(=O)(Nc1cc(NCC2CC2)c2[nH]nc(Cl)c2c1)c1ccc(Cl)cc1

InChI

InChI=1S/C17H16Cl2N4O2S/c18-11-3-5-13(6-4-11)26(24,25)23-12-7-14-16(21-22-17(14)19)15(8-12)20-9-10-1-2-10/h3-8,10,20,23H,1-2,9H2,(H,21,22)

InChIKey

WZSUZPBMPKWIPS-UHFFFAOYSA-N

Provenance

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

Method: LigQ sequence
Source: ChEMBL
Binding sites: PF01048

External resources

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

ChEMBL ChEMBL compound CHEMBL154601 →
UniProt UniProt P0AF14 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL154601”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2391.

PDB 11

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

Ligand PDB entry

ChEMBL 33

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)