Ligand profile

CHEMBL5589846

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00947 — Alpha-ketoglutarate-dependent dioxygenase alkB

Via homolog UniProt Q13686 Formula C₂₁H₁₆N₄O₄

pchembl 7.34 ~45.7 nM

Mol. weight 388.38 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5589846
UniProt (similar protein): Q13686
pchembl: 7.340 (~45.7 nM)
Target protein: KP13_00947

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 388.38 Da

LogP (Crippen) 3.73

H-bond donors 1

H-bond acceptors 7

TPSA 99.36 Å²

Rotatable bonds 7

Aromatic rings 4 / 4

Heavy atoms 29

Fraction sp³ C 0.05

Formula C₂₁H₁₆N₄O₄

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 99.4
−1 ≤ LogP ≤ 5 3.73

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 388.4
LogP ≤ 5 3.73
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 7

Veber's rules Pass

Rotatable bonds ≤ 10 7
TPSA ≤ 140 Å² 99.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

O=C(O)c1cnn(-c2ncc(OCc3cccc(Oc4ccccc4)c3)cn2)c1

InChI

InChI=1S/C21H16N4O4/c26-20(27)16-10-24-25(13-16)21-22-11-19(12-23-21)28-14-15-5-4-8-18(9-15)29-17-6-2-1-3-7-17/h1-13H,14H2,(H,26,27)

InChIKey

ZTEFQRMMMRVQCO-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: PF13532

External resources

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

ChEMBL ChEMBL compound CHEMBL5589846 →
UniProt UniProt Q13686 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5589846”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_00947.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 40

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)