Ligand profile

CHEMBL152127

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₂₅H₂₇ClN₄O₃S

pchembl 7.60 ~25.1 nM

Mol. weight 499.04 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL152127
UniProt (similar protein): P0AF14
pchembl: 7.600 (~25.1 nM)
Target protein: VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 499.04 Da

LogP (Crippen) 5.29

H-bond donors 4

H-bond acceptors 5

TPSA 107.11 Å²

Rotatable bonds 9

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.24

Formula C₂₅H₂₇ClN₄O₃S

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 107.1
−1 ≤ LogP ≤ 5 5.29

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 499.0
LogP ≤ 5 5.29
H-bond donors ≤ 5 4
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 9
TPSA ≤ 140 Å² 107.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CC(C)CNc1cc(NS(=O)(=O)c2cccc(-c3cccc(CCO)c3)c2)cc2c(Cl)[nH]nc12

InChI

InChI=1S/C25H27ClN4O3S/c1-16(2)15-27-23-14-20(13-22-24(23)28-29-25(22)26)30-34(32,33)21-8-4-7-19(12-21)18-6-3-5-17(11-18)9-10-31/h3-8,11-14,16,27,30-31H,9-10,15H2,1-2H3,(H,28,29)

InChIKey

NUXWDZMHXKXNSQ-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 CHEMBL152127 →
UniProt UniProt P0AF14 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL152127”) →

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)