Ligand profile

CHEMBL1316566

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_2855 — 3'(2'),5'-bisphosphate nucleotidase

Via homolog UniProt P97697 Formula C₂₃H₁₈ClN₅O₂

pchembl 8.49 ~3.2 nM

Mol. weight 431.88 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1316566
UniProt (similar protein): P97697
pchembl: 8.490 (~3.2 nM)
Target protein: VK055_2855

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 431.88 Da

LogP (Crippen) 5.14

H-bond donors 2

H-bond acceptors 6

TPSA 84.98 Å²

Rotatable bonds 4

Aromatic rings 4 / 5

Heavy atoms 31

Fraction sp³ C 0.09

Formula C₂₃H₁₈ClN₅O₂

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 85.0
−1 ≤ LogP ≤ 5 5.14

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 431.9
LogP ≤ 5 5.14
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 4
TPSA ≤ 140 Å² 85.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(C2C=C(c3ccc(Cl)cc3)Nc3nc(NC(=O)c4ccco4)nn32)cc1

InChI

InChI=1S/C23H18ClN5O2/c1-14-4-6-16(7-5-14)19-13-18(15-8-10-17(24)11-9-15)25-23-27-22(28-29(19)23)26-21(30)20-3-2-12-31-20/h2-13,19H,1H3,(H2,25,26,27,28,30)

InChIKey

RQDUQUXASQRDAD-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: Inconclusive
Binding sites: PF00459

External resources

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

ChEMBL ChEMBL compound CHEMBL1316566 →
UniProt UniProt P97697 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1316566”) →

Other ligands for this protein

Quick navigation to other ligands bound to VK055_2855.

PDB 4

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

Ligand PDB entry

ChEMBL 99

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)