Ligand profile

CHEMBL2436575

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00619 — Phosphatase

Via homolog UniProt P34913 Formula C₂₆H₂₅F₃N₄O₃
pchembl 9.70 ~0.2 nM
Mol. weight 498.51 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2436575
UniProt (similar protein)
P34913
pchembl
9.700 (~0.2 nM)
Target protein
KP13_00619

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 498.51 Da
LogP (Crippen) 5.29
H-bond donors 1
H-bond acceptors 4
TPSA 74.77 Ų
Rotatable bonds 3
Aromatic rings 3 / 5
Heavy atoms 36
Fraction sp³ C 0.35
Formula C₂₆H₂₅F₃N₄O₃

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 74.8
  • −1 ≤ LogP ≤ 5 5.29
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 498.5
  • LogP ≤ 5 5.29
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 4
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 74.8
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)c3cccc4ncccc34)CC2)C1
InChI 
InChI=1S/C26H25F3N4O3/c27-26(28,29)36-19-8-6-18(7-9-19)31-24(35)33-16-12-25(17-33)10-14-32(15-11-25)23(34)21-3-1-5-22-20(21)4-2-13-30-22/h1-9,13H,10-12,14-17H2,(H,31,35)
InChIKey 
XKWYEBRENWAKQW-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)