Ligand profile

CHEMBL5989783

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01723 — Lysophospholipase L2

Via homolog UniProt Q99685 Formula C₂₄H₁₉F₄N₅O

pchembl 9.85 ~0.1 nM

Mol. weight 469.44 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5989783
UniProt (similar protein): Q99685
pchembl: 9.850 (~0.1 nM)
Target protein: KP13_01723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 469.44 Da

LogP (Crippen) 4.58

H-bond donors 0

H-bond acceptors 5

TPSA 55.43 Å²

Rotatable bonds 2

Aromatic rings 4 / 6

Heavy atoms 34

Fraction sp³ C 0.29

Formula C₂₄H₁₉F₄N₅O

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 55.4
−1 ≤ LogP ≤ 5 4.58

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 469.4
LogP ≤ 5 4.58
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 5

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 55.4

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cn1nc2c(c1-c1cc(F)c(F)c(F)c1)C[C@@H]1CCC[C@H]2N1C(=O)c1cnn2cccc(F)c12

InChI

InChI=1S/C24H19F4N5O/c1-31-22(12-8-17(26)20(28)18(27)9-12)14-10-13-4-2-6-19(21(14)30-31)33(13)24(34)15-11-29-32-7-3-5-16(25)23(15)32/h3,5,7-9,11,13,19H,2,4,6,10H2,1H3/t13-,19+/m0/s1

InChIKey

CCXYIPREYDZNPJ-ORAYPTAESA-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: 1264991
Binding sites: PF12146

External resources

Open this ligand in third-party databases and cheminformatics tools.

ChEMBL ChEMBL compound CHEMBL5989783 →
UniProt UniProt Q99685 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5989783”) →

Other ligands for this protein

Quick navigation to other ligands bound to KP13_01723.

PDB 7

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)