Ligand profile

CHEMBL2436586

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00619 — Phosphatase

Via homolog UniProt P34913 Formula C₂₁H₂₃F₆N₃O₃
pchembl 9.52 ~0.3 nM
Mol. weight 479.42 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2436586
UniProt (similar protein)
P34913
pchembl
9.520 (~0.3 nM)
Target protein
KP13_00619

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 479.42 Da
LogP (Crippen) 4.77
H-bond donors 1
H-bond acceptors 3
TPSA 61.88 Ų
Rotatable bonds 3
Aromatic rings 1 / 4
Heavy atoms 33
Fraction sp³ C 0.62
Formula C₂₁H₂₃F₆N₃O₃

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 61.9
  • −1 ≤ LogP ≤ 5 4.77
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 479.4
  • LogP ≤ 5 4.77
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 61.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C(Nc1ccc(OC(F)(F)F)cc1)N1CCC2(CCN(C(=O)C3(C(F)(F)F)CC3)CC2)C1
InChI 
InChI=1S/C21H23F6N3O3/c22-20(23,24)19(5-6-19)16(31)29-10-7-18(8-11-29)9-12-30(13-18)17(32)28-14-1-3-15(4-2-14)33-21(25,26)27/h1-4H,5-13H2,(H,28,32)
InChIKey 
MGJLUYLLQBNPGM-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
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)