Ligand profile

CHEMBL4174957

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₃₂H₃₆N₂O₅
Mol. weight 528.65 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4174957
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 528.65 Da
LogP (Crippen) 6.15
H-bond donors 0
H-bond acceptors 7
TPSA 62.28 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 39
Fraction sp³ C 0.34
Formula C₃₂H₃₆N₂O₅

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 62.3
  • −1 ≤ LogP ≤ 5 6.15
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 528.6
  • LogP ≤ 5 6.15
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 7
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 62.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCOc1ccc(-c2cc(OCCN3CCc4cc(OC)c(OC)cc4C3)c3ccc(OC)cc3n2)cc1
InChI 
InChI=1S/C32H36N2O5/c1-5-15-38-25-8-6-22(7-9-25)28-20-30(27-11-10-26(35-2)19-29(27)33-28)39-16-14-34-13-12-23-17-31(36-3)32(37-4)18-24(23)21-34/h6-11,17-20H,5,12-16,21H2,1-4H3
InChIKey 
NDJLPEQJWHKEBM-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)