Ligand profile

CHEMBL133274

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P11217 Formula C₂₆H₂₀N₂O₆

pchembl 7.54 ~28.8 nM

Mol. weight 456.45 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL133274
UniProt (similar protein): P11217
pchembl: 7.540 (~28.8 nM)
Target protein: KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 456.45 Da

LogP (Crippen) 5.24

H-bond donors 3

H-bond acceptors 5

TPSA 125.82 Å²

Rotatable bonds 7

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.08

Formula C₂₆H₂₀N₂O₆

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 125.8
−1 ≤ LogP ≤ 5 5.24

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 456.5
LogP ≤ 5 5.24
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 125.8

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

CCc1ccnc(C(=O)Nc2cc3ccccc3cc2Oc2ccc(C(=O)O)c(C(=O)O)c2)c1

InChI

InChI=1S/C26H20N2O6/c1-2-15-9-10-27-22(11-15)24(29)28-21-12-16-5-3-4-6-17(16)13-23(21)34-18-7-8-19(25(30)31)20(14-18)26(32)33/h3-14H,2H2,1H3,(H,28,29)(H,30,31)(H,32,33)

InChIKey

RUPWEROLIACUAM-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 CHEMBL133274 →
UniProt UniProt P11217 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL133274”) →

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)