Ligand profile

CHEMBL1329336

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt P24666 Formula C₂₆H₂₇FN₄O₆S

Mol. weight 542.59 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL1329336
UniProt (similar protein): P24666
Target protein: KP13_03807

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 542.59 Da

LogP (Crippen) 2.71

H-bond donors 2

H-bond acceptors 8

TPSA 113.34 Å²

Rotatable bonds 6

Aromatic rings 3 / 4

Heavy atoms 38

Fraction sp³ C 0.31

Formula C₂₆H₂₇FN₄O₆S

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 113.3
−1 ≤ LogP ≤ 5 2.71

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 542.6
LogP ≤ 5 2.71
H-bond donors ≤ 5 2
H-bond acceptors ≤ 10 8

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 113.3

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCn1cc(C(=O)O)c(=O)c2cc(F)c(N3CCN(C(=S)NC(=O)c4cc(OC)cc(OC)c4)CC3)cc21

InChI

InChI=1S/C26H27FN4O6S/c1-4-29-14-19(25(34)35)23(32)18-12-20(27)22(13-21(18)29)30-5-7-31(8-6-30)26(38)28-24(33)15-9-16(36-2)11-17(10-15)37-3/h9-14H,4-8H2,1-3H3,(H,34,35)(H,28,33,38)

InChIKey

ZLGOTEYFWVRMRZ-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: active
Binding sites: PF01451

External resources

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

ChEMBL ChEMBL compound CHEMBL1329336 →
UniProt UniProt P24666 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL1329336”) →

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)