Ligand profile

CHEMBL4635246

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_05055 — S-formylglutathione hydrolase

Via homolog UniProt P10768 Formula C₂₀H₁₆ClN₃O
pchembl 9.10 ~0.8 nM
Mol. weight 349.82 Da
Permeability High
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4635246
UniProt (similar protein)
P10768
pchembl
9.100 (~0.8 nM)
Target protein
KP13_05055

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 349.82 Da
LogP (Crippen) 4.80
H-bond donors 1
H-bond acceptors 4
TPSA 48.72 Ų
Rotatable bonds 3
Aromatic rings 3 / 4
Heavy atoms 25
Fraction sp³ C 0.10
Formula C₂₀H₁₆ClN₃O

Drug-likeness

Descriptor-based ADME screening flags from SMILES. These are not experimental toxicity results.

Permeability proxy High

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 48.7
  • −1 ≤ LogP ≤ 5 4.80
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 349.8
  • LogP ≤ 5 4.80
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 48.7
PAINS Alert

Matches PAINS filter: hzone_phenol_A(479). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Oc1ccc(Cl)cc1C1=NN(c2ccccn2)C(c2ccccc2)C1
InChI 
InChI=1S/C20H16ClN3O/c21-15-9-10-19(25)16(12-15)17-13-18(14-6-2-1-3-7-14)24(23-17)20-8-4-5-11-22-20/h1-12,18,25H,13H2
InChIKey 
BZSODIWLTBNDQE-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
Activity
Active
Binding sites
PF00756

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_05055.

PDB 2

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

Ligand PDB entry

ChEMBL 3

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)