Ligand profile

CHEMBL114226

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P11217 Formula C₂₀H₂₃ClN₂O₅

pchembl 7.89 ~12.9 nM

Mol. weight 406.87 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL114226
UniProt (similar protein): P11217
pchembl: 7.890 (~12.9 nM)
Target protein: KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 406.87 Da

LogP (Crippen) 2.98

H-bond donors 3

H-bond acceptors 4

TPSA 106.94 Å²

Rotatable bonds 6

Aromatic rings 1 / 2

Heavy atoms 28

Fraction sp³ C 0.35

Formula C₂₀H₂₃ClN₂O₅

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 106.9
−1 ≤ LogP ≤ 5 2.98

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 406.9
LogP ≤ 5 2.98
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 6
TPSA ≤ 140 Å² 106.9

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCN1C(C)=C(C(=O)NC(C)C)C(c2ccccc2Cl)C(C(=O)O)=C1C(=O)O

InChI

InChI=1S/C20H23ClN2O5/c1-5-23-11(4)14(18(24)22-10(2)3)15(12-8-6-7-9-13(12)21)16(19(25)26)17(23)20(27)28/h6-10,15H,5H2,1-4H3,(H,22,24)(H,25,26)(H,27,28)

InChIKey

OAVAPCQUXMEVTP-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 CHEMBL114226 →
UniProt UniProt P11217 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL114226”) →

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)