Ligand profile

CHEMBL5618453

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31955 — putative glutathione peroxidase

Via homolog UniProt P36969 Formula C₂₂H₂₀FN₅O₃S
pchembl 6.03 ~933.3 nM
Mol. weight 453.50 Da
Permeability Check
PAINS Alert

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5618453
UniProt (similar protein)
P36969
pchembl
6.030 (~933.3 nM)
Target protein
KP13_31955

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 453.50 Da
LogP (Crippen) 4.35
H-bond donors 2
H-bond acceptors 8
TPSA 90.30 Ų
Rotatable bonds 8
Aromatic rings 4 / 4
Heavy atoms 32
Fraction sp³ C 0.14
Formula C₂₂H₂₀FN₅O₃S

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 90.3
  • −1 ≤ LogP ≤ 5 4.35
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 453.5
  • LogP ≤ 5 4.35
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 90.3
PAINS Alert

Matches PAINS filter: anil_di_alk_C(246). May be a frequent false positive in HTS — review carefully.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(NCc2cccn2-c2nnc(NC(=O)c3cccc(F)c3)s2)cc1OC
InChI 
InChI=1S/C22H20FN5O3S/c1-30-18-9-8-16(12-19(18)31-2)24-13-17-7-4-10-28(17)22-27-26-21(32-22)25-20(29)14-5-3-6-15(23)11-14/h3-12,24H,13H2,1-2H3,(H,25,26,29)
InChIKey 
PQFVHBQRKFUZOI-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
PF00255

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_31955.

PDB 3

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

Ligand PDB entry

ChEMBL 52

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)