Ligand profile

CHEMBL1257635

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00619 — Phosphatase

Via homolog UniProt P34913 Formula C₁₅H₂₀F₃N₃O₄S
pchembl 9.40 ~0.4 nM
Mol. weight 395.40 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1257635
UniProt (similar protein)
P34913
pchembl
9.400 (~0.4 nM)
Target protein
KP13_00619

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 395.40 Da
LogP (Crippen) 2.52
H-bond donors 2
H-bond acceptors 4
TPSA 87.74 Ų
Rotatable bonds 5
Aromatic rings 1 / 2
Heavy atoms 26
Fraction sp³ C 0.53
Formula C₁₅H₂₀F₃N₃O₄S

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 87.7
  • −1 ≤ LogP ≤ 5 2.52
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 395.4
  • LogP ≤ 5 2.52
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 87.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCS(=O)(=O)N1CCC(NC(=O)Nc2ccc(OC(F)(F)F)cc2)CC1
InChI 
InChI=1S/C15H20F3N3O4S/c1-2-26(23,24)21-9-7-12(8-10-21)20-14(22)19-11-3-5-13(6-4-11)25-15(16,17)18/h3-6,12H,2,7-10H2,1H3,(H2,19,20,22)
InChIKey 
VHDNEAFNRKTMDL-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
377053
Curation
pdb_similarity_tanimoto
Binding sites
PF00561

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_00619.

PDB 104

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)