Ligand profile

CHEMBL4871070

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_31955 — putative glutathione peroxidase

Via homolog UniProt O70325 Formula C₂₂H₁₆ClF₃N₄O₄
Mol. weight 492.84 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4871070
UniProt (similar protein)
O70325
Target protein
KP13_31955

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 492.84 Da
LogP (Crippen) 4.79
H-bond donors 2
H-bond acceptors 6
TPSA 110.30 Ų
Rotatable bonds 3
Aromatic rings 3 / 5
Heavy atoms 34
Fraction sp³ C 0.27
Formula C₂₂H₁₆ClF₃N₄O₄

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 110.3
  • −1 ≤ LogP ≤ 5 4.79
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 492.8
  • LogP ≤ 5 4.79
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 110.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
Cc1noc([C@@H]2[C@@H](c3ccccc3)[C@H](C(F)(F)F)N[C@@]23C(=O)Nc2cc(Cl)ccc23)c1[N+](=O)[O-]
InChI 
InChI=1S/C22H16ClF3N4O4/c1-10-17(30(32)33)18(34-29-10)16-15(11-5-3-2-4-6-11)19(22(24,25)26)28-21(16)13-8-7-12(23)9-14(13)27-20(21)31/h2-9,15-16,19,28H,1H3,(H,27,31)/t15-,16+,19-,21-/m1/s1
InChIKey 
AVMZCRICWNQQKP-NNNWTRQLSA-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
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)