Ligand profile

CHEMBL364658

Bioactivity hit from ChEMBL on a similar protein.

Bound to: VK055_3063 — sodium Bile acid symporter family protein

Via homolog UniProt Q12908 Formula C₂₈H₃₉NO₅S
pchembl 7.39 ~40.7 nM
Mol. weight 501.69 Da
Permeability Check
PAINS Clean

Identifiers

Database identifiers and provenance.

Ligand ID
CHEMBL364658
UniProt (similar protein)
Q12908
pchembl
7.390 (~40.7 nM)
Target protein
VK055_3063

Structure

2D representation rendered from SMILES.

Physicochemical properties

Computed with RDKit from SMILES.

Molecular weight 501.69 Da
LogP (Crippen) 5.19
H-bond donors 1
H-bond acceptors 6
TPSA 83.91 Ų
Rotatable bonds 9
Aromatic rings 2 / 3
Heavy atoms 35
Fraction sp³ C 0.54
Formula C₂₈H₃₉NO₅S

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 83.9
  • −1 ≤ LogP ≤ 5 5.19
Lipinski's Rule of Five Fail 2 violations
  • MW ≤ 500 Da 501.7
  • LogP ≤ 5 5.19
  • H-bond donors ≤ 5 1
  • H-bond acceptors ≤ 10 6
Veber's rules Pass
  • Rotatable bonds ≤ 10 9
  • TPSA ≤ 140 Ų 83.9
PAINS Clean

No PAINS structural alerts detected.

Chemical representations

Canonical representations for cheminformatics workflows.

SMILES 
CCCCC1(CCCC)CS(=O)(=O)c2ccc(N(C)C)cc2[C@@H](c2ccc(C(=O)OC)cc2)[C@H]1O
InChI 
InChI=1S/C28H39NO5S/c1-6-8-16-28(17-9-7-2)19-35(32,33)24-15-14-22(29(3)4)18-23(24)25(26(28)30)20-10-12-21(13-11-20)27(31)34-5/h10-15,18,25-26,30H,6-9,16-17,19H2,1-5H3/t25-,26-/m1/s1
InChIKey 
JIXBGJNXUWUTGI-CLJLJLNGSA-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
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)