Ligand profile

CHEMBL5897972

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01723 — Lysophospholipase L2

Via homolog UniProt Q99685 Formula C₂₇H₂₃F₃N₄O

pchembl 9.34 ~0.5 nM

Mol. weight 476.50 Da

Permeability Check

PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID: CHEMBL5897972
UniProt (similar protein): Q99685
pchembl: 9.340 (~0.5 nM)
Target protein: KP13_01723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 476.50 Da

LogP (Crippen) 5.65

H-bond donors 0

H-bond acceptors 4

TPSA 51.02 Å²

Rotatable bonds 2

Aromatic rings 4 / 6

Heavy atoms 35

Fraction sp³ C 0.30

Formula C₂₇H₂₃F₃N₄O

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

TPSA ≤ 90 Å² 51.0
−1 ≤ LogP ≤ 5 5.65

Lipinski's Rule of Five Pass 1 violation

MW ≤ 500 Da 476.5
LogP ≤ 5 5.65
H-bond donors ≤ 5 0
H-bond acceptors ≤ 10 4

Veber's rules Pass

Rotatable bonds ≤ 10 2
TPSA ≤ 140 Å² 51.0

PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES

Cc1ccnc2ccc(C(=O)N3[C@H]4CCC[C@@H]3c3nn(C)c(-c5cc(F)c(F)c(F)c5)c3C4)cc12

InChI

InChI=1S/C27H23F3N4O/c1-14-8-9-31-22-7-6-15(10-18(14)22)27(35)34-17-4-3-5-23(34)25-19(13-17)26(33(2)32-25)16-11-20(28)24(30)21(29)12-16/h6-12,17,23H,3-5,13H2,1-2H3/t17-,23+/m0/s1

InChIKey

JONKFVQHNKRKTH-GAJHUEQPSA-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: 1265034
Binding sites: PF12146

External resources

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

ChEMBL ChEMBL compound CHEMBL5897972 →
UniProt UniProt Q99685 (homolog) →
PubChem PubChem (by InChIKey) →
Cheminformatics SwissADME prediction →
Cheminformatics SwissTargetPrediction →
Web Google Scholar (search “CHEMBL5897972”) →

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)