Ligand profile

CHEMBL5280083

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01723 — Lysophospholipase L2

Via homolog UniProt Q99685 Formula C₂₀H₂₃ClN₂O₃

pchembl 10.12 ~0.1 nM

Mol. weight 374.87 Da

Permeability High

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5280083
UniProt (similar protein): Q99685
pchembl: 10.120 (~0.1 nM)
Target protein: KP13_01723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 374.87 Da

LogP (Crippen) 3.03

H-bond donors 1

H-bond acceptors 3

TPSA 58.64 Å²

Rotatable bonds 2

Aromatic rings 1 / 5

Heavy atoms 26

Fraction sp³ C 0.60

Formula C₂₀H₂₃ClN₂O₃

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 58.6
−1 ≤ LogP ≤ 5 3.03

Lipinski's Rule of Five Pass 0 violations

MW ≤ 500 Da 374.9
LogP ≤ 5 3.03
H-bond donors ≤ 5 1
H-bond acceptors ≤ 10 3

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 58.6

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccc(C23CCN(C(=O)[C@H]4C[C@]5(COC(=O)N5)C4)CC2C3)cc1Cl

InChI

InChI=1S/C20H23ClN2O3/c1-12-2-3-14(6-16(12)21)20-4-5-23(10-15(20)9-20)17(24)13-7-19(8-13)11-26-18(25)22-19/h2-3,6,13,15H,4-5,7-11H2,1H3,(H,22,25)/t13-,15?,19+,20?

InChIKey

KBXAZHQFZMWLIH-PMAMJGADSA-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
Binding sites: PF12146

External resources

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

ChEMBL ChEMBL compound CHEMBL5280083 →
UniProt UniProt Q99685 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5280083”) →

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)