Ligand profile

CHEMBL3654920

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P31639 Formula C₂₄H₂₉ClO₇
pchembl 9.06 ~0.9 nM
Mol. weight 464.94 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL3654920
UniProt (similar protein)
P31639
pchembl
9.060 (~0.9 nM)
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 464.94 Da
LogP (Crippen) 2.34
H-bond donors 4
H-bond acceptors 7
TPSA 108.61 Ų
Rotatable bonds 6
Aromatic rings 2 / 4
Heavy atoms 32
Fraction sp³ C 0.50
Formula C₂₄H₂₉ClO₇

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 2.34
Lipinski's Rule of Five Pass 0 violations
  • MW ≤ 500 Da 464.9
  • LogP ≤ 5 2.34
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 6
  • TPSA ≤ 140 Ų 108.6
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCOc1ccc(Cc2cc([C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c(c2Cl)OCC3C)cc1
InChI 
InChI=1S/C24H29ClO7/c1-3-30-15-6-4-13(5-7-15)8-14-9-16(18-12(2)11-31-24(18)19(14)25)23-22(29)21(28)20(27)17(10-26)32-23/h4-7,9,12,17,20-23,26-29H,3,8,10-11H2,1-2H3/t12?,17-,20-,21+,22-,23+/m1/s1
InChIKey 
DUAUPKBXWYOJKE-DUAOFFNGSA-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
302335
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)