Ligand profile

CHEMBL4171147

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₃₃H₃₈N₂O₆
Mol. weight 558.68 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4171147
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 558.68 Da
LogP (Crippen) 6.16
H-bond donors 0
H-bond acceptors 8
TPSA 71.51 Ų
Rotatable bonds 12
Aromatic rings 4 / 5
Heavy atoms 41
Fraction sp³ C 0.36
Formula C₃₃H₃₈N₂O₆

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 71.5
  • −1 ≤ LogP ≤ 5 6.16
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 558.7
  • LogP ≤ 5 6.16
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 8
Veber's rules Fail
  • Rotatable bonds ≤ 10 12
  • TPSA ≤ 140 Ų 71.5
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCOc1ccc(-c2cc(OCCN3CCc4cc(OC)c(OC)cc4C3)c3cc(OC)c(OC)cc3n2)cc1
InChI 
InChI=1S/C33H38N2O6/c1-6-14-40-25-9-7-22(8-10-25)27-19-29(26-18-32(38-4)33(39-5)20-28(26)34-27)41-15-13-35-12-11-23-16-30(36-2)31(37-3)17-24(23)21-35/h7-10,16-20H,6,11-15,21H2,1-5H3
InChIKey 
NUPHAHUNOVWYAU-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)