Ligand profile

CHEMBL349108

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2391 — MTA/SAH nucleosidase

Via homolog UniProt P0AF14 Formula C₁₇H₁₈Cl₂N₄O₂S

pchembl 6.12 ~758.6 nM

Mol. weight 413.33 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL349108
UniProt (similar protein): P0AF14
pchembl: 6.120 (~758.6 nM)
Target protein: VK055_2391

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 413.33 Da

LogP (Crippen) 4.74

H-bond donors 3

H-bond acceptors 4

TPSA 86.88 Å²

Rotatable bonds 6

Aromatic rings 3 / 3

Heavy atoms 26

Fraction sp³ C 0.24

Formula C₁₇H₁₈Cl₂N₄O₂S

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 4.74

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 413.3
LogP ≤ 5 4.74
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

CC(C)CNc1cc(NS(=O)(=O)c2ccc(Cl)cc2)cc2c(Cl)[nH]nc12

InChI

InChI=1S/C17H18Cl2N4O2S/c1-10(2)9-20-15-8-12(7-14-16(15)21-22-17(14)19)23-26(24,25)13-5-3-11(18)4-6-13/h3-8,10,20,23H,9H2,1-2H3,(H,21,22)

InChIKey

VYBSLMWVJPILSL-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 CHEMBL349108 →
UniProt UniProt P0AF14 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL349108”) →

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)