Ligand profile

CHEMBL5766195

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01723 — Lysophospholipase L2

Via homolog UniProt Q99685 Formula C₂₂H₂₃Cl₂FN₂O₂
pchembl 9.70 ~0.2 nM
Mol. weight 437.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5766195
UniProt (similar protein)
Q99685
pchembl
9.700 (~0.2 nM)
Target protein
KP13_01723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 437.34 Da
LogP (Crippen) 4.85
H-bond donors 0
H-bond acceptors 3
TPSA 32.78 Ų
Rotatable bonds 3
Aromatic rings 2 / 4
Heavy atoms 29
Fraction sp³ C 0.41
Formula C₂₂H₂₃Cl₂FN₂O₂

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

  • TPSA ≤ 90 Ų 32.8
  • −1 ≤ LogP ≤ 5 4.85
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 437.3
  • LogP ≤ 5 4.85
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 3
  • TPSA ≤ 140 Ų 32.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1cccc(C(=O)N2CCN3C[C@@H](c4ccc(F)c(Cl)c4)CC[C@@H]3C2)c1Cl
InChI 
InChI=1S/C22H23Cl2FN2O2/c1-29-20-4-2-3-17(21(20)24)22(28)27-10-9-26-12-15(5-7-16(26)13-27)14-6-8-19(25)18(23)11-14/h2-4,6,8,11,15-16H,5,7,9-10,12-13H2,1H3/t15-,16+/m0/s1
InChIKey 
IKGZXILARPPUDY-JKSUJKDBSA-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
1266997
Binding sites
PF12146

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_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)