Ligand profile

CHEMBL2387420

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₄H₃₂N₂O₇S₂
pchembl 7.96 ~11.0 nM
Mol. weight 524.66 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL2387420
UniProt (similar protein)
Q12908
pchembl
7.960 (~11.0 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 524.66 Da
LogP (Crippen) 3.08
H-bond donors 3
H-bond acceptors 7
TPSA 138.87 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.46
Formula C₂₄H₃₂N₂O₇S₂

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 138.9
  • −1 ≤ LogP ≤ 5 3.08
Lipinski's Rule of Five Pass 1 violation
  • MW ≤ 500 Da 524.7
  • LogP ≤ 5 3.08
  • H-bond donors ≤ 5 3
  • H-bond acceptors ≤ 10 7
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 138.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCC[C@]1(CC)CS(=O)(=O)c2cc(C(=O)NCS(=O)(=O)O)c(OC)cc2[C@@H](c2ccccc2)N1
InChI 
InChI=1S/C24H32N2O7S2/c1-4-6-12-24(5-2)15-34(28,29)21-14-18(23(27)25-16-35(30,31)32)20(33-3)13-19(21)22(26-24)17-10-8-7-9-11-17/h7-11,13-14,22,26H,4-6,12,15-16H2,1-3H3,(H,25,27)(H,30,31,32)/t22-,24-/m1/s1
InChIKey 
ZAUYJKJJVMIDDO-ISKFKSNPSA-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
302695
Binding sites
PF01758

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_3063.

PDB 4

Ligands co-crystallized with this protein (structural evidence).

Ligand PDB entry

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)