Ligand profile

CHEMBL477776

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01605 — Protease 2

Via homolog UniProt P48147 Formula C₂₃H₂₃F₃N₂O₄
pchembl 7.55 ~28.2 nM
Mol. weight 448.44 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL477776
UniProt (similar protein)
P48147
pchembl
7.550 (~28.2 nM)
Target protein
KP13_01605

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 448.44 Da
LogP (Crippen) 3.76
H-bond donors 0
H-bond acceptors 5
TPSA 68.61 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 32
Fraction sp³ C 0.43
Formula C₂₃H₂₃F₃N₂O₄

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 68.6
  • −1 ≤ LogP ≤ 5 3.76
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 448.4
  • LogP ≤ 5 3.76
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 68.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CC(=O)c1cc(OCc2ccc(C(F)(F)F)cc2)c(=O)n2c1CC[C@H]2C(=O)N1CCCC1
InChI 
InChI=1S/C23H23F3N2O4/c1-14(29)17-12-20(32-13-15-4-6-16(7-5-15)23(24,25)26)22(31)28-18(17)8-9-19(28)21(30)27-10-2-3-11-27/h4-7,12,19H,2-3,8-11,13H2,1H3/t19-/m0/s1
InChIKey 
NKWIZPAZYQUPOT-IBGZPJMESA-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)