Ligand profile

CHEMBL5856728

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01723 — Lysophospholipase L2

Via homolog UniProt Q99685 Formula C₂₁H₂₃F₃N₂O₃
pchembl 9.60 ~0.3 nM
Mol. weight 408.42 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5856728
UniProt (similar protein)
Q99685
pchembl
9.600 (~0.3 nM)
Target protein
KP13_01723

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.42 Da
LogP (Crippen) 3.69
H-bond donors 1
H-bond acceptors 3
TPSA 58.64 Ų
Rotatable bonds 2
Aromatic rings 1 / 5
Heavy atoms 29
Fraction sp³ C 0.62
Formula C₂₁H₂₃F₃N₂O₃

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 58.6
  • −1 ≤ LogP ≤ 5 3.69
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 408.4
  • LogP ≤ 5 3.69
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 3
Veber's rules Pass
  • Rotatable bonds ≤ 10 2
  • TPSA ≤ 140 Ų 58.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
O=C1N[C@]2(CO1)C[C@H](C(=O)N1CC3(CC[C@@H](c4ccc(C(F)(F)F)cc4)C3)C1)C2
InChI 
InChI=1S/C21H23F3N2O3/c22-21(23,24)16-3-1-13(2-4-16)14-5-6-19(7-14)10-26(11-19)17(27)15-8-20(9-15)12-29-18(28)25-20/h1-4,14-15H,5-12H2,(H,25,28)/t14-,15-,20+/m1/s1
InChIKey 
CZIFDIHMNKXRSH-SXGZJXTBSA-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
1226174
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)