Ligand profile

CHEMBL5209355

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_01084 — peptidase C56 protein

Via homolog UniProt Q99497 Formula C₂₀H₁₅NO₅
pchembl 6.29 ~512.9 nM
Mol. weight 349.34 Da
Permeability High
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL5209355
UniProt (similar protein)
Q99497
pchembl
6.290 (~512.9 nM)
Target protein
KP13_01084

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 349.34 Da
LogP (Crippen) 1.18
H-bond donors 2
H-bond acceptors 5
TPSA 88.16 Ų
Rotatable bonds 4
Aromatic rings 2 / 4
Heavy atoms 26
Fraction sp³ C 0.20
Formula C₂₀H₁₅NO₅

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 88.2
  • −1 ≤ LogP ≤ 5 1.18
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 349.3
  • LogP ≤ 5 1.18
  • H-bond donors ≤ 5 2
  • H-bond acceptors ≤ 10 5
Veber's rules Pass
  • Rotatable bonds ≤ 10 4
  • TPSA ≤ 140 Ų 88.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C#CCOc1cc2ccccc2cc1C(=O)NC1=CC(=O)C2OC2C1O
InChI 
InChI=1S/C20H15NO5/c1-2-7-25-16-9-12-6-4-3-5-11(12)8-13(16)20(24)21-14-10-15(22)18-19(26-18)17(14)23/h1,3-6,8-10,17-19,23H,7H2,(H,21,24)
InChIKey 
TUKQMKFZMROWIG-UHFFFAOYSA-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
PF01965

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_01084.

PDB 16

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

Ligand PDB entry

ChEMBL 37

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)