Ligand profile

CHEMBL5429139

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01743 — Xaa-Pro dipeptidase

Via homolog UniProt P12955 Formula C₁₃H₂₄N₂O₄
pchembl 6.28 ~524.8 nM
Mol. weight 272.34 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5429139
UniProt (similar protein)
P12955
pchembl
6.280 (~524.8 nM)
Target protein
KP13_01743

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 272.34 Da
LogP (Crippen) 0.03
H-bond donors 2
H-bond acceptors 5
TPSA 92.86 Ų
Rotatable bonds 6
Aromatic rings 0 / 1
Heavy atoms 19
Fraction sp³ C 0.85
Formula C₁₃H₂₄N₂O₄

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

  • TPSA ≤ 90 Ų 92.9
  • −1 ≤ LogP ≤ 5 0.03
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 272.3
  • LogP ≤ 5 0.03
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 92.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@@H](N)[C@H](O)C(=O)N1CCC[C@H]1C(=O)OC
InChI 
InChI=1S/C13H24N2O4/c1-3-4-6-9(14)11(16)12(17)15-8-5-7-10(15)13(18)19-2/h9-11,16H,3-8,14H2,1-2H3/t9-,10+,11+/m1/s1
InChIKey 
ULBOXCVDXKITNH-VWYCJHECSA-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
Curation
pdb_similarity_tanimoto
Binding sites
PF00557

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_01743.

PDB 5

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

ChEMBL 1

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)