Ligand profile

CHEMBL4110395

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P31639 Formula C₂₄H₂₇ClO₅S
pchembl 9.17 ~0.7 nM
Mol. weight 463.00 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL4110395
UniProt (similar protein)
P31639
pchembl
9.170 (~0.7 nM)
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 463.00 Da
LogP (Crippen) 2.97
H-bond donors 4
H-bond acceptors 6
TPSA 90.15 Ų
Rotatable bonds 5
Aromatic rings 2 / 5
Heavy atoms 31
Fraction sp³ C 0.50
Formula C₂₄H₂₇ClO₅S

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 90.2
  • −1 ≤ LogP ≤ 5 2.97
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 463.0
  • LogP ≤ 5 2.97
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 5
  • TPSA ≤ 140 Ų 90.2
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
OC[C@H]1O[C@@H](c2cc(Cc3ccc(C4CC4)cc3)c(Cl)c3c2CCS3)[C@H](O)[C@@H](O)[C@@H]1O
InChI 
InChI=1S/C24H27ClO5S/c25-19-15(9-12-1-3-13(4-2-12)14-5-6-14)10-17(16-7-8-31-24(16)19)23-22(29)21(28)20(27)18(11-26)30-23/h1-4,10,14,18,20-23,26-29H,5-9,11H2/t18-,20-,21+,22-,23+/m1/s1
InChIKey 
YVNHUZYREYISSR-IFPLKCGESA-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
399176
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)