Ligand profile

CHEMBL5821488

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_03807 — Protein-tyrosine-phosphatase in cps region

Via homolog UniProt P24666 Formula C₂₇H₂₇N₃OS

pchembl 6.30 ~501.2 nM

Mol. weight 441.60 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5821488
UniProt (similar protein): P24666
pchembl: 6.300 (~501.2 nM)
Target protein: KP13_03807

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 441.60 Da

LogP (Crippen) 6.20

H-bond donors 1

H-bond acceptors 5

TPSA 37.39 Å²

Rotatable bonds 6

Aromatic rings 4 / 5

Heavy atoms 32

Fraction sp³ C 0.22

Formula C₂₇H₂₇N₃OS

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 37.4
−1 ≤ LogP ≤ 5 6.20

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 441.6
LogP ≤ 5 6.20
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 37.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccc(-c2cc(Nc3cccc(CN4CCSCC4)c3)c3ccccc3n2)cc1

InChI

InChI=1S/C27H27N3OS/c1-31-23-11-9-21(10-12-23)26-18-27(24-7-2-3-8-25(24)29-26)28-22-6-4-5-20(17-22)19-30-13-15-32-16-14-30/h2-12,17-18H,13-16,19H2,1H3,(H,28,29)

InChIKey

DYHYKVNQKAZVRA-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: 1128111
Binding sites: PF01451

External resources

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

ChEMBL ChEMBL compound CHEMBL5821488 →
UniProt UniProt P24666 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5821488”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_03807.

PDB 11

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)