Ligand profile

CHEMBL4172372

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₂₅H₃₂N₂O₃
Mol. weight 408.54 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4172372
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 408.54 Da
LogP (Crippen) 5.42
H-bond donors 0
H-bond acceptors 5
TPSA 43.82 Ų
Rotatable bonds 11
Aromatic rings 3 / 3
Heavy atoms 30
Fraction sp³ C 0.40
Formula C₂₅H₃₂N₂O₃

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 43.8
  • −1 ≤ LogP ≤ 5 5.42
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 408.5
  • LogP ≤ 5 5.42
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 5
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 43.8
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCOc1ccc(-c2cc(OCCN(CC)CC)c3ccc(OC)cc3n2)cc1
InChI 
InChI=1S/C25H32N2O3/c1-5-15-29-20-10-8-19(9-11-20)23-18-25(30-16-14-27(6-2)7-3)22-13-12-21(28-4)17-24(22)26-23/h8-13,17-18H,5-7,14-16H2,1-4H3
InChIKey 
MGSCFPDGTQAGJG-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
Activity
Active
Binding sites
PF07690

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_00107.

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)