Ligand profile

CHEMBL2436587

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00619 — Phosphatase

Via homolog UniProt P34913 Formula C₂₀H₂₂F₅N₃O₃

pchembl 9.30 ~0.5 nM

Mol. weight 447.40 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL2436587
UniProt (similar protein): P34913
pchembl: 9.300 (~0.5 nM)
Target protein: KP13_00619

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 447.40 Da

LogP (Crippen) 4.09

H-bond donors 1

H-bond acceptors 3

TPSA 61.88 Å²

Rotatable bonds 3

Aromatic rings 1 / 4

Heavy atoms 31

Fraction sp³ C 0.60

Formula C₂₀H₂₂F₅N₃O₃

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 Å² and −1 ≤ LogP ≤ 5 are treated as a favorable small-molecule permeability screen.

TPSA ≤ 90 Å² 61.9
−1 ≤ LogP ≤ 5 4.09

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 447.4
LogP ≤ 5 4.09
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 3
TPSA ≤ 140 Å² 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)C3CC3(F)F)CC2)C1

InChI

InChI=1S/C20H22F5N3O3/c21-19(22)11-15(19)16(29)27-8-5-18(6-9-27)7-10-28(12-18)17(30)26-13-1-3-14(4-2-13)31-20(23,24)25/h1-4,15H,5-12H2,(H,26,30)

InChIKey

AERCRGJRLDFMTN-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.

ChEMBL ChEMBL compound CHEMBL2436587 →
UniProt UniProt P34913 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL2436587”) →

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)