Ligand profile

CHEMBL4168315

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₃₂H₃₇N₃O₃
Mol. weight 511.67 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4168315
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 511.67 Da
LogP (Crippen) 5.90
H-bond donors 0
H-bond acceptors 6
TPSA 47.06 Ų
Rotatable bonds 11
Aromatic rings 4 / 5
Heavy atoms 38
Fraction sp³ C 0.34
Formula C₃₂H₃₇N₃O₃

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 47.1
  • −1 ≤ LogP ≤ 5 5.90
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 511.7
  • LogP ≤ 5 5.90
  • H-bond donors ≤ 5 0
  • H-bond acceptors ≤ 10 6
Veber's rules Fail
  • Rotatable bonds ≤ 10 11
  • TPSA ≤ 140 Ų 47.1
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCOc1ccc(-c2cc(OCCN3CCN(Cc4ccccc4)CC3)c3ccc(OC)cc3n2)cc1
InChI 
InChI=1S/C32H37N3O3/c1-3-20-37-27-11-9-26(10-12-27)30-23-32(29-14-13-28(36-2)22-31(29)33-30)38-21-19-34-15-17-35(18-16-34)24-25-7-5-4-6-8-25/h4-14,22-23H,3,15-21,24H2,1-2H3
InChIKey 
RRAPHEOULFXJRH-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)