Ligand profile

CHEMBL539923

Bioactivity hit from ChEMBL on a similar protein.

Bound to: KP13_00107 — 4-hydroxybenzoate transporter

Via homolog UniProt P0A0J7 Formula C₃₅H₂₈BrN₃O₆
Mol. weight 666.53 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL539923
UniProt (similar protein)
P0A0J7
Target protein
KP13_00107

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 666.53 Da
LogP (Crippen) 3.75
H-bond donors 1
H-bond acceptors 6
TPSA 99.73 Ų
Rotatable bonds 6
Aromatic rings 6 / 8
Heavy atoms 45
Fraction sp³ C 0.17
Formula C₃₅H₂₈BrN₃O₆

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 99.7
  • −1 ≤ LogP ≤ 5 3.75
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 666.5
  • LogP ≤ 5 3.75
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 99.7
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc2c(Cc3ccccc3-c3cc4cc([N+](=O)[O-])ccc4[nH]3)c3[n+](cc2c1OC)CCc1cc2c(cc1-3)OCO2.[Br-]
InChI 
InChI=1S/C35H28N3O6.BrH/c1-41-31-10-8-25-27(14-20-5-3-4-6-24(20)30-15-22-13-23(38(39)40)7-9-29(22)36-30)34-26-17-33-32(43-19-44-33)16-21(26)11-12-37(34)18-28(25)35(31)42-2;/h3-10,13,15-18,36H,11-12,14,19H2,1-2H3;1H/q+1;/p-1
InChIKey 
HFNLXOJNTYNRDG-UHFFFAOYSA-M

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)