Ligand profile

CHEMBL4114400

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P31639 Formula C₂₂H₂₅ClO₇S
pchembl 9.33 ~0.5 nM
Mol. weight 468.96 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4114400
UniProt (similar protein)
P31639
pchembl
9.330 (~0.5 nM)
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 468.96 Da
LogP (Crippen) 2.95
H-bond donors 4
H-bond acceptors 8
TPSA 108.61 Ų
Rotatable bonds 5
Aromatic rings 2 / 4
Heavy atoms 31
Fraction sp³ C 0.45
Formula C₂₂H₂₅ClO₇S

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 108.6
  • −1 ≤ LogP ≤ 5 2.95
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 469.0
  • LogP ≤ 5 2.95
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 8
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 108.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
COc1ccc(Cc2cc([C@@H]3O[C@H](SO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)CCCO3)cc1
InChI 
InChI=1S/C22H25ClO7S/c1-28-13-6-4-11(5-7-13)9-12-10-15(20-14(16(12)23)3-2-8-29-20)21-18(25)17(24)19(26)22(30-21)31-27/h4-7,10,17-19,21-22,24-27H,2-3,8-9H2,1H3/t17-,18-,19+,21+,22-/m1/s1
InChIKey 
YDPXOPNHSNPKIN-PIBZIWMISA-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
399145
Binding sites
PF00474

External resources

Open this ligand in third-party databases and cheminformatics tools.

Other ligands for this protein

Quick navigation to other ligands bound to VK055_3809.

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)