Ligand profile

CHEMBL234950

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₁₉H₁₈ClN₃O₃S

pchembl 7.68 ~20.9 nM

Mol. weight 403.89 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL234950
UniProt (similar protein): P06737
pchembl: 7.680 (~20.9 nM)
Target protein: KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 403.89 Da

LogP (Crippen) 2.95

H-bond donors 3

H-bond acceptors 4

TPSA 85.43 Å²

Rotatable bonds 5

Aromatic rings 3 / 4

Heavy atoms 27

Fraction sp³ C 0.26

Formula C₁₉H₁₈ClN₃O₃S

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 85.4
−1 ≤ LogP ≤ 5 2.95

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 403.9
LogP ≤ 5 2.95
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 5
TPSA ≤ 140 Å² 85.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(NC1Cc2ccccc2N(CCCO)C1=O)c1cc2cc(Cl)sc2[nH]1

InChI

InChI=1S/C19H18ClN3O3S/c20-16-10-12-9-13(22-18(12)27-16)17(25)21-14-8-11-4-1-2-5-15(11)23(19(14)26)6-3-7-24/h1-2,4-5,9-10,14,22,24H,3,6-8H2,(H,21,25)

InChIKey

MPSSPROHBINMSR-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
Binding sites: PF00343

External resources

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

ChEMBL ChEMBL compound CHEMBL234950 →
UniProt UniProt P06737 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL234950”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00667.

PDB 116

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)