Ligand profile

CHEMBL440528

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00667 — Glycogen phosphorylase

Via homolog UniProt P06737 Formula C₂₅H₁₈N₂O₇

pchembl 8.70 ~2.0 nM

Mol. weight 458.43 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL440528
UniProt (similar protein): P06737
pchembl: 8.700 (~2.0 nM)
Target protein: KP13_00667

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 458.43 Da

LogP (Crippen) 4.68

H-bond donors 3

H-bond acceptors 6

TPSA 135.05 Å²

Rotatable bonds 7

Aromatic rings 4 / 4

Heavy atoms 34

Fraction sp³ C 0.04

Formula C₂₅H₁₈N₂O₇

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 135.1
−1 ≤ LogP ≤ 5 4.68

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 458.4
LogP ≤ 5 4.68
H-bond donors ≤ 5 3
H-bond acceptors ≤ 10 6

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 135.1

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

COc1ccnc(C(=O)Nc2cc3ccccc3cc2Oc2ccc(C(=O)O)c(C(=O)O)c2)c1

InChI

InChI=1S/C25H18N2O7/c1-33-16-8-9-26-21(13-16)23(28)27-20-10-14-4-2-3-5-15(14)11-22(20)34-17-6-7-18(24(29)30)19(12-17)25(31)32/h2-13H,1H3,(H,27,28)(H,29,30)(H,31,32)

InChIKey

KTUZQTINXXLANX-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 CHEMBL440528 →
UniProt UniProt P06737 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL440528”) →

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)