Ligand profile

CHEMBL476950

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01605 — Protease 2

Via homolog UniProt P48147 Formula C₂₆H₂₄F₂N₂O₅S
pchembl 8.40 ~4.0 nM
Mol. weight 514.55 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL476950
UniProt (similar protein)
P48147
pchembl
8.400 (~4.0 nM)
Target protein
KP13_01605

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 514.55 Da
LogP (Crippen) 3.65
H-bond donors 0
H-bond acceptors 6
TPSA 85.68 Ų
Rotatable bonds 6
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.31
Formula C₂₆H₂₄F₂N₂O₅S

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 85.7
  • −1 ≤ LogP ≤ 5 3.65
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 514.6
  • LogP ≤ 5 3.65
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 85.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C([C@@H]1CCc2c(S(=O)(=O)c3ccccc3)cc(OCc3cc(F)cc(F)c3)c(=O)n21)N1CCCC1
InChI 
InChI=1S/C26H24F2N2O5S/c27-18-12-17(13-19(28)14-18)16-35-23-15-24(36(33,34)20-6-2-1-3-7-20)21-8-9-22(30(21)26(23)32)25(31)29-10-4-5-11-29/h1-3,6-7,12-15,22H,4-5,8-11,16H2/t22-/m0/s1
InChIKey 
UTLKVOKNHJUKSD-QFIPXVFZSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00326' 'PF02897

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_01605.

PDB 4

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

Ligand PDB entry

ChEMBL 99

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)