Ligand profile

CHEMBL5595815

Bioactivity hit from ChEMBL on a similar protein.

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

Via homolog UniProt Q13686 Formula C₂₂H₁₈N₄O₄
pchembl 6.84 ~144.5 nM
Mol. weight 402.41 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5595815
UniProt (similar protein)
Q13686
pchembl
6.840 (~144.5 nM)
Target protein
KP13_00947

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 402.41 Da
LogP (Crippen) 3.52
H-bond donors 1
H-bond acceptors 7
TPSA 99.36 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 30
Fraction sp³ C 0.09
Formula C₂₂H₁₈N₄O₄

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 Ų and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

  • TPSA ≤ 90 Ų 99.4
  • −1 ≤ LogP ≤ 5 3.52
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 402.4
  • LogP ≤ 5 3.52
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 99.4
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(O)c1cnn(-c2ncc(OCc3cccc(OCc4ccccc4)c3)cn2)c1
InChI 
InChI=1S/C22H18N4O4/c27-21(28)18-10-25-26(13-18)22-23-11-20(12-24-22)30-15-17-7-4-8-19(9-17)29-14-16-5-2-1-3-6-16/h1-13H,14-15H2,(H,27,28)
InChIKey 
VROFOBDPMZQMLG-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.

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)