Ligand profile

CHEMBL1784288

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3809 — sodium/pantothenate symporter

Via homolog UniProt P31639 Formula C₂₃H₂₄ClNO₆S₂
pchembl 9.03 ~0.9 nM
Mol. weight 510.03 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL1784288
UniProt (similar protein)
P31639
pchembl
9.030 (~0.9 nM)
Target protein
VK055_3809

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 510.03 Da
LogP (Crippen) 3.20
H-bond donors 4
H-bond acceptors 9
TPSA 112.27 Ų
Rotatable bonds 8
Aromatic rings 3 / 4
Heavy atoms 33
Fraction sp³ C 0.35
Formula C₂₃H₂₄ClNO₆S₂

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 112.3
  • −1 ≤ LogP ≤ 5 3.20
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 510.0
  • LogP ≤ 5 3.20
  • H-bond donors ≤ 5 4
  • H-bond acceptors ≤ 10 9
Veber's rules Pass
  • Rotatable bonds ≤ 10 8
  • TPSA ≤ 140 Ų 112.3
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
C=CCOc1cc(Cl)c(Cc2ncc(-c3ccsc3)s2)cc1[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
InChI 
InChI=1S/C23H24ClNO6S2/c1-2-4-30-16-8-15(24)13(7-19-25-9-18(33-19)12-3-5-32-11-12)6-14(16)23-22(29)21(28)20(27)17(10-26)31-23/h2-3,5-6,8-9,11,17,20-23,26-29H,1,4,7,10H2/t17-,20-,21+,22-,23+/m1/s1
InChIKey 
BANZPYOVDNRGMY-PHNZBSFLSA-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
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)